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The Ultimate Maui Travel Guide (2026): Where to Stay, Eat, & Explore
Planning a trip to Maui? This Ultimate Maui Travel Guide (2026) covers everything you need to know—from where to stay and the best time to visit, to top things to do, restaurants, and real insider tips. Whether you’re traveling with kids, planning a honeymoon or babymoon, or visiting Maui for the first time, this guide breaks down Kāʻanapali vs. Wailea, must-see attractions, itineraries, and planning advice to help you create the perfect Maui vacation.Planning a trip to Maui? This Ultimate Maui Travel Guide (2026) covers everything you need to know—from where to stay and the best time to visit, to top things to do, restaurants, and real insider tips. Whether you’re traveling with kids, planning a honeymoon or babymoon, or visiting Maui for the first time, this guide breaks down Kāʻanapali vs. Wailea, must-see attractions, itineraries, and planning advice to help you create the perfect Maui vacation.
Kaanapali Beach Views
The Ultimate Maui Travel Guide (2026 Edition)
Planning a trip to Maui and wondering where to stay, what to do, and the best time to visit? After more than a decade of traveling to Maui—and publishing over 20 in-depth Maui travel guides—this is our most complete and up-to-date resource yet.
This Ultimate Maui Travel Guide (2026) covers everything you need to plan the perfect trip, whether you’re visiting Maui for the first time, traveling with kids or toddlers, planning a honeymoon or babymoon, or returning to explore more of the island. From choosing between Kāʻanapali vs. Wailea, to the best hotels in Maui, top things to do, where to eat, and real travel tips you won’t find in brochures, we break it all down in one place.
We’ve stayed all over the island, explored Maui in every season, eaten at dozens of restaurants, road-tripped the Road to Hana, snorkeled with Green Hawaiian Sea Turtle, and experienced Maui both with and without kids—so everything here is based on real trips, not sponsored recommendations.
Inside this guide, you’ll find:
The best time to visit Maui (and when to avoid crowds)
Where to stay in Maui for families, luxury travelers, and first-timers
Our top things to do in Maui, from beaches to waterfalls
A 4-day Maui itinerary you can actually follow
What to pack, how much a trip really costs, and reservations you need in advance
Whether you’re planning a short getaway or a full island adventure, this guide is designed to help you plan smarter, avoid common mistakes, and make the most of your time in Maui.
- ✔ First-time visitors
- ✔ Families with toddlers & kids
- ✔ Honeymoons & babymoons
- ✔ Travelers planning 4–10 day trips
- ✔ Visitors looking for 2026 updates
Honua Kai Sunset Views in Maui, Hawaii
None of these recommendations are sponsored. Every hotel, restaurant, and activity is included purely because we love it—and because we believe in supporting local Maui businesses.
Quick Facts: Maui
- Best Time to Visit: October–Early December
- Best Area to Stay: Kaanapali (Families), Wailea (Luxury)
- Ideal Trip Length: 7–10 days
- Do You Need a Car?: Yes
- Good for Kids?: Very
Best Time to Visit Maui is in October - Kula Farm Pumpkin Patch Views
Best Time to Visit Maui
We got married in October and after trying a few other months, we think this is the best time of year! The weather isn’t as hot as the summer months but you still get plenty of sunshine, and if you book early, prices are cheaper than the high season of Spring/Summer. It’s also the beginning of whale season!
See what else makes October in Maui the best season to visit!
Quick Seasonal Summary
Here is a breakdown of each month:
January–March (Whale season)
April–May (Shoulder season sweet spot)
June–August (Peak summer travel)
September–October (Best value months)
November–December (Holiday crowds)
When to Visit Maui
Maui is a year-round destination thanks to its warm temperatures and consistent sunshine, but the best time to visit depends on what you’re looking for — fewer crowds, better prices, whale sightings, or perfect beach weather. Understanding Maui’s seasons can help you plan a trip that matches your travel style and budget.
January–March: Whale Season & Winter Escape
Winter is one of the most popular times to visit Maui, especially for travelers escaping cold weather. From January through March, humpback whales migrate to the waters around Maui, making this the best time of year for whale watching.
What to expect:
Peak whale season
Slightly cooler temperatures (still warm by mainland standards)
Larger winter swells on the north and west shores
Higher prices and more crowds, especially in February
This is a great time for whale tours, scenic drives, and enjoying resort amenities, though some beaches may be less calm for swimming.
April–May: Shoulder Season Sweetie Spot
Spring is one of the best overall times to visit Maui. The weather remains excellent, crowds thin out after spring break, and prices begin to drop.
Why this is a favorite:
Warm, sunny days
Fewer crowds than winter
Lower hotel rates compared to peak season
Calm ocean conditions for snorkeling
April and May are ideal for first-time visitors who want a balanced experience without the peak-season rush.
June–August: Summer Travel & Family Season
Summer brings warmer temperatures and consistent sunshine, making it a popular time for families and school vacation travel.
Summer highlights:
Excellent beach weather
Calmer ocean conditions overall
Great snorkeling and water visibility
Busy resorts and higher demand
While crowds are higher, Maui handles summer tourism well thanks to its spread-out beaches and resorts.
September–October: Best Value Months
Early fall is often considered the best time to visit Maui for deals. After summer travel slows and before the holiday rush begins, prices drop and crowds are lighter.
Why fall is underrated (and our favorite!):
Lower airfare and hotel prices
Warm ocean temperatures
Fewer visitors at major attractions
Great conditions for beach days
September and October are especially appealing for travelers who want a relaxed, less crowded experience.
November–December: Holiday Travel & Seasonal Transition
Late fall brings a mix of quieter travel early in November and busy holiday periods in late December.
What to know:
Early November can be calm and affordable
Thanksgiving and Christmas are peak travel times
Weather remains warm, though slightly more variable
Holiday pricing applies in late December
If you’re visiting during the holidays, booking accommodations early is essential.
No matter when you visit, Maui offers beautiful scenery, warm weather, and unforgettable experiences year-round — it’s just a matter of choosing the timing that fits your travel priorities.
Where to Stay in Maui: Best Resorts and Areas
Choosing the right area is the most important part of planning your Hawaii vacation. Having stayed all over the island, we’ve narrowed it down to the two most popular regions.
Kaanapali vs Wailea: Where to Stay in Maui
| Kaanapali | Wailea | |
|---|---|---|
| Vibe | Lively, walkable, family-friendly | Upscale, quiet, romantic |
| Budget | $ – $$$ | $$$ – $$$$ |
| Best For | First-timers & families with kids | Honeymoons & luxury travelers |
Grand Wailea Mermaid Fountain
Best Locations to Stay in Maui
Choosing where to stay in Maui can completely change your experience. Each area of the island has a different vibe, climate, and pace — and the “best” choice depends on whether you’re traveling with kids, as a couple, or for relaxation.
Kaanapali
Kaanapali offers a lively resort area with a long beachfront walkway, shopping, and restaurants all within walking distance. This is our preferred area to stay!**
Best for:
- Walkability
- Larger resorts
- Group trips and families
Wailea
Wailea is known for luxury resorts, calm beaches, and beautifully manicured grounds. It’s ideal for families, honeymooners, and travelers who want easy beach access without sacrificing comfort.
Best for:
- Families
- Couples
- First-time visitors
Lahaina
Lahaina has more local charm and historic appeal, with a mix of condos, boutique hotels, and oceanfront dining. There aren’t as many options to stay here after the fire in 2023.
Best for:
- Condos
- Budget-friendly stays
- Central access
Kihei
Kihei is one of the most affordable places to stay and offers sunny weather and easy access to beaches.
Best for:
- Budget travelers
- Condo stays
- Long-term visits
Hana
Hana is remote, quiet, and lush — perfect for travelers who want to disconnect. SIGN ME UP!
Best for:
- Adventure seekers
- Romantic stays
- Slower travel
Kaanapali vs. Wailea: Which is better?
Kaanapali: Best for families, first-timers, and those who want a walkable "resort" feel. It is generally more budget-friendly.
Wailea: Best for honeymoons, luxury travelers, and a quieter, more exclusive atmosphere.
Guide to Kaanapali
Kāʻanapali Beach is one of the most iconic beaches in Maui, known for its soft golden sand, calm clear water, and unbeatable resort location.
Whether you’re traveling with kids, planning a romantic getaway, or visiting Maui for the first time, Kāʻanapali offers the perfect mix of relaxation, walkability, and activities—all with stunning ocean views. Read our full Kaanapali Guide for more!
Important note about the 2023 Lahaina fires: While the Lahaina wildfires in August 2023 were devastating for the historic town of Lahaina, the Kāʻanapali resort area was not directly impacted. Most hotels, beaches, and resorts in Kāʻanapali remained intact and operational, and the area continues to welcome visitors. Travelers staying in Kāʻanapali can expect a normal resort experience, while also being mindful and respectful of the ongoing recovery efforts in West Maui.
Guide to Wailea
Exploring Wailea is a vibrant mix of adventure and relaxation, with some of our favorite activities including shopping, snorkeling, and hiking.
The boutique-lined streets offer a perfect blend of high-end brands and charming local shops, ideal for leisurely browsing and finding unique treasures.
When it’s time to dive into nature, snorkeling in the crystal-clear waters reveals an underwater paradise teeming with colorful reef fish and graceful sea turtles. For those craving a bit of sweat and stunning vistas, the nearby hiking trails wind through lush landscapes and volcanic formations, providing breathtaking views of the Pacific Ocean and beyond.
Whether you’re eager to indulge in retail therapy, embrace marine wonders, or chase panoramic panoramas, Wailea effortlessly serves up unforgettable experiences. Read our full Wailea guide here. Wailea effortlessly serves up unforgettable experiences.
Our Top Recommended Maui Hotels
Honua Kai Resort & Spa: Our absolute favorite for stays of a week or more. Since these are condo-style suites with full kitchens, it’s the best place to stay in Maui for families. Read our full Honua Kai Review.
Sheraton Maui Resort: Located right on Black Rock, this is a snorkeler’s paradise. We highly recommend booking a room overlooking the bluff for the best sunset views on the island. See our Sheraton Maui Review.
Grand Wailea: If you are looking for the ultimate luxury experience in South Maui, this is it. The pools are legendary. Check out the Grand Wailea experience.
Pro Tip: Looking for more options? Check out our complete list of the Best Hotels in Maui.
Honua Kai 3-bedroom Condo
Favorite Top 10 Things to Do in Maui
There’s more to Maui than the beaches and pools! Get out and explore the beautiful island! Our top 10:
Road to Hana
The Road to Hana is a 64-mile stretch that runs around the northeast side of the island with rainforests, beaches, stunning coastal views, and waterfalls galore! It’s very different (and adventurous) than the rest of the island! Top Stops on the Road to Hana:
Lava Tubes
Twin Falls Waterfall
Black Sand Beach also known as Waiʻānapanapa State Park (you must have a reservation)
Pipiwai Trail (Bamboo Forest) → Waimoku Falls
Coconut Glen’s Ice Cream - obviously we got ice cream!
See more stops and photos and a handy map in our Road to Hana post or our Road to Hana Guide.
🤿 Snorkeling Adventures
We love finding Green Hawaiian Sea Turtles! See our favorite spots including Black Rock, to find our shell friends as well as amazing tropical fish!
Scuba Dive
We are scuba certified and LOVE seeing everything Maui has to offer under the sea! There are so many cool spots like a cave called the Cathedral that even has what looks like an alter and stain glass window! See more Scuba Adventures to be had!
Pro-tip: Get out and snorkel Black Rock during the day and see what lies beneath at night with a guided night scuba dive!
Hiking Trails
There are some amazing hikes in Maui with stunning views for all levels of hikers. I’m more of an occasional hiker so if I can do these, you can do it too! See our favorite Maui Hiking Trail list, including the Kapalua Coastal Walking Trail or Pipiwai Trail (Bamboo Forest) that ends at Waimouku Falls (waterfall)!
All this and more on our full Top 10 Things to do in Maui list.
What to Pack for Maui
Just a swimsuit! Kidding! We used to travel to Maui for a few days with a carryon and snorkel gear before kids. It’s a little different now that we bring 10 pieces of luggage/carryons/diaper bags but I still pack the same things for me!
Packing for Maui is refreshingly simple thanks to the island’s warm weather and relaxed vibe, but a few smart additions can make your trip far more comfortable. Between beach days, scenic drives, and cooler evenings at higher elevations, having the right essentials ensures you’re prepared without overpacking.
Clothing & Footwear
Maui’s dress code is casual, breathable, and beach-friendly. Think dresses with pockets!
Bring lightweight clothing you can easily mix and match, including shorts, tanks, sundresses, and swimsuits. It’s a good idea to pack more than one swimsuit so you always have a dry option. Comfortable walking shoes are essential for exploring towns, short hikes, and sightseeing, while sandals or flip-flops are perfect for beach days.
Even though Maui is warm year-round, a light jacket or sweater is helpful for evenings, ocean breezes, or trips to higher elevations like Haleakalā.
Beach & Sun Protection Essentials
The Hawaiian sun is strong, so sun protection is one of the most important things to pack.
Reef-safe sunscreen is required in Hawaii and should be applied generously throughout the day. A wide-brim hat and UV-protective sunglasses provide extra protection, while a reusable water bottle helps you stay hydrated during long beach days or sightseeing.
If you plan to explore rocky beaches or snorkel directly from shore, water shoes can be very helpful.
Day Trips & Adventure Gear
Many Maui activities involve being out all day, so having a few practical items on hand makes exploring easier.
A small backpack or beach tote (my fave) is ideal for carrying sunscreen, water, snacks, and electronics. A portable phone charger is especially useful on longer drives like the Road to Hana. Motion sickness remedies are also worth packing if winding roads affect you.
For those planning outdoor adventures, a camera or action camera is a great way to capture Maui’s scenery, waterfalls, and underwater views.
Packing for Families & Kids
Traveling to Maui with kids means packing with sun protection and comfort in mind.
Rash guards or swim shirts help reduce sun exposure, and water shoes protect little feet on rocky beaches. Snacks, refillable containers, and favorite comfort items can make long days and travel transitions easier.
Many accommodations provide baby gear, but it’s always best to confirm ahead of time if you’re relying on items like cribs or high chairs.
Good news: there is a Target and Costco right by the airport if you forget anything!
Toiletries & Practical Items
Most hotels and vacation rentals provide basic toiletries, but it’s helpful to bring travel-size essentials you prefer. After-sun care like aloe vera can be a lifesaver after long days outdoors, and a small first-aid kit is useful for minor scrapes or blisters.
Bug spray is optional but recommended if you plan to visit lush or rainy areas. I always bring it because I often get bites no matter where I go!
What You Can Skip
To save luggage space, you can leave heavy jackets, formal clothing, and bulky beach gear at home. Maui is casual, and most items can be rented or purchased locally if needed.
Want a Full, Printable Packing List?
Don’t miss my favorite outfits for Hawaii as well as my FULL list of must haves- a detailed, printable checklist that covers every category — including electronics, toiletries, and family-specific items!
New Kaanapali Beach Location for Maui Brewing Company
Best Restaurants in Maui: Where to Eat
After a decade of visits, we’ve narrowed down the absolute best places to eat in Maui. From high-end dining to the best food trucks, these are our non-negotiable stops.
1. Monkeypod Kitchen (Kaanapali & Wailea)
Famous for its Lilikoi Foam Mai Tai, Monkeypod is a must-visit. It’s vibrant, family-friendly, and has a great happy hour. Read our Monkeypod Kitchen Review.
2. Merriman’s Maui (Kapalua)
For the best fine dining in Maui with a view, Merriman’s is unbeatable. It’s located right on the point in Kapalua and offers a true "farm-to-table" experience. It’s also our pick for the best Mai Tai on the island.
3. Star Noodle (Lahaina)
While it has moved locations over the years and after the Lahaina fires in 2023, Star Noodle is back home to Lahaina and remains a staple for Asian-fusion fans. Be sure to book your reservations weeks in advance—this is one of the hardest tables to get! See what to order at Star Noodle.
4. Local Favorites & Quick Bites
Aloha Braised Food Truck: For an authentic, local taste of the islands.
Burger Shack at the Ritz: The best casual lunch spot with a view of DT Fleming Beach. Don’t forget to save room for a milkshake!
Island Cream Co: You cannot leave Maui without trying their chocolate macadamia nut ice cream!
Hungry for more? See our Full Guide to the 10 Best Restaurants in Maui.
Best Ice Cream in Maui
We’ve enjoyed a whole lot of delicious ice cream and refreshing shave ice during our time in Maui! Over the course of our trip, we’ve discovered a few favorite spots that we find ourselves returning to again and again:
Island Cream Co - chocolate macadamia nut ice cream is a must!
Maui Gelato - options of gelato, Roselani ice cream, affogato, floats, shakes, mochi ice cream, shave ice, and waffles, you won’t be disappointed.
Burger Shack Shakes - Not only do they have amazing burgers, but fantastic milkshakes (and some boozy shake options too!). The view of the beach at Kapalua doesn’t hurt either!
Hula Pie at Duke’s Beach House Maui - A giant slice of Macadamia Nut ice cream pie and chocolate drizzled on top! Do you need more of an explanation?
Hula Pie at Duke’s Beach House
Mai Tai at Merriman’s Restaurant
Best Mai Tai In Maui
Merriman’s makes the absolute best Mai Tais in all of Maui! But being the dedicated taste tester that I am, I’ve also tried Mai Tais from several other spots across the island, just to be sure there isn’t an even better one hiding somewhere. See where to get all the Best Mai Tai’s in Maui.
Our Favorite 4 Day Maui Itinerary
How do you plan your days in Maui? It’s definitely not easy, but hey, someone’s got to take on the challenge! When traveling with toddlers, we tend to go with the flow and follow the mood of the day, since little ones can be unpredictable. However, back when it was just us adults, we’d carefully map out what we wanted to see and do ahead of time because some popular spots require permits or reservations well in advance. Don’t get me wrong, we still do some planning with the kids, but these days it’s mostly about balancing a bit of adventure with plenty of relaxing pool and beach time to keep everyone happy!
See our full 4-day Itinerary post.
How Many Days Do You Need in Maui?
You need at least 4 days in Maui! We’ve done extended weekend trips (Thursday to Sunday) and we’ve also stayed in Maui for a month (live like a local!), either way I was still crying all the way to the airport on our last day.
Here is a simple breakdown of how many days you need in Maui and what you should do:
3–4 days: Beaches + resort time only
5–6 days: Add Road to Hana or Haleakala
7–10 days: Ideal for first-timers
10+ days: Slow travel + repeat favorites
7-10 days is typically the best amount of time in Maui to get the most out of adventures and relaxation!
Iao Needle Hike in Maui
How Much Does a Trip to Maui Cost?
Is Maui expensive? It doesn’t have to be! Here’s a real breakdown of how much our Maui trip cost, including flights, hotel, rental car, food, and activities.
See what a mid-range Maui vacation actually costs and plan with confidence.
Babymoon in Maui
I’ve been pregnant twice in Maui and still managed to have an absolutely wonderful time! Even though I was super cautious during my pregnancies and preferred to spend a lot of time just relaxing and taking it easy, there were still so many amazing activities and beautiful spots to explore around the island.
Maui truly offers a great balance for anyone looking to enjoy themselves gently while soaking up the stunning scenery and island vibes! See more in our Babymoon in Maui post.
Honeymoon and Romantic Things to do
For a truly romantic getaway, start your evenings with candlelit dinners at seaside restaurants where the ocean breeze pairs perfectly with gourmet cuisine.
Follow that with a sunset cruise, drifting gently on the water as the sky bursts into a palette of pinks and purples—a picture-perfect moment made for two.
After soaking in the sunset, indulge in a couple’s massage to melt away any lingering stress, leaving you both feeling blissfully connected and relaxed.
And for a splash of adventure, snorkeling hand-in-hand among vibrant coral reefs and colorful fish lets you explore a dreamy underwater world together, making memories as deep as the ocean itself.
Find more love on Maui.
Maui with kids
Maui with Kids
Traveling to Maui with kids is absolutely worth it—and we say that after visiting the island with babies, toddlers, and young kids.
Maui is one of the easiest Hawaiian islands to do as a family, with calm beaches, stroller-friendly resort areas, kid-loving restaurants, and plenty of low-stress activities.
From choosing the best area to stay to planning nap-friendly days and finding beaches that feel more like shallow pools, our complete Maui With Kids guide breaks down everything you need to know to plan a smooth, memory-filled family trip.
🧃 Easy Snacks for Kids (That Don’t Melt in Hawaii)
The best snacks for kids in Hawaii are no-melt, mess-free, and easy to pack. Top options include:
Gummies – Lightweight, individually wrapped, and won’t melt in the heat.
Fruit snacks – Easy to portion and perfect for quick snack breaks.
Pouches – Shelf-stable, refreshing, and ideal for on-the-go eating.
These snacks hold up well during beach days, road trips, and sightseeing in warm Hawaiian weather.
Jeeps are the best Rental Cars in Maui, Hawaii
First-Time Maui Tips and FAQs
Do you need a rental car?
ABSOLUTELY! It is very hard to get around the island without one.
Is Maui expensive?
Yes, but there are many things you can do to cut some costs.
How many days is enough?
4 days at least! I always cry on the way to the airport no matter how long we stay.
What not to skip on your first visit?
SNORKELING is a must! Find a turtle!
What part of Maui is best to stay?
Wailea and Kaanapali are the most popular for first-time visitors.
Kula Country Farms - Maui, Hawaii
Reservations You Need in Advance for Maui
Road to Hana park reservations
Haleakalā sunrise permits
Popular restaurants
Snorkel tours
Frequently Asked Questions
1. Is Maui worth visiting in 2026?
Yes, Maui is absolutely worth visiting in 2026. Maui offers world-class beaches, incredible snorkeling, lush rainforests, luxury resorts, and unforgettable scenery. The island has reopened many beloved restaurants and attractions, making it a wonderful time to visit.
2. What is the best time of year to visit Maui?
The best time to visit Maui is October through early December. You’ll enjoy warm weather, fewer crowds, better hotel prices, and the beginning of whale season—without the peak-season crowds of summer and spring.
3. How many days do you need in Maui?
A minimum of 4–5 days is recommended to experience Maui, but 7–10 days is ideal. This allows time for the Road to Hana, snorkeling, beach days, and relaxation without feeling rushed.
4. Where should you stay in Maui for the first time?
First-time visitors should stay in Kaanapali or Wailea.
Kaanapali is best for families, walkability, and value.
Wailea is ideal for luxury, romance, and quieter resorts.
5. Is Maui good for families with kids?
Yes, Maui is extremely family-friendly. Many resorts offer kids’ clubs, calm beaches are perfect for swimming, and activities like snorkeling, whale watching, and easy coastal walks are great for all ages.
6. Is Maui expensive?
Maui can be expensive, but it’s possible to plan a trip on a moderate budget. Staying in condo-style resorts, booking activities early, renting a car, and mixing restaurants with food trucks can significantly reduce costs.
7. Do you need a rental car in Maui?
Yes, renting a car is highly recommended in Maui. Public transportation is limited, and many of the island’s top attractions—like the Road to Hana, Haleakalā, and hidden beaches—require driving.
8. Do you need reservations for Maui attractions?
Yes, several popular Maui attractions require advance reservations, including:
Road to Hana state parks
Haleakalā sunrise
Popular restaurants and snorkel tours
Booking early helps avoid disappointment.
9. Is the Road to Hana worth it?
Yes, the Road to Hana is absolutely worth it. It’s one of Maui’s most scenic experiences, featuring waterfalls, rainforests, black sand beaches, and dramatic coastal views. Planning your stops ahead of time makes the experience much more enjoyable.
10. Is Maui good for honeymoons and romantic trips?
Maui is one of the best honeymoon destinations in the world. With luxury resorts, sunset cruises, beachfront dining, couples’ massages, and breathtaking scenery, it’s perfect for romantic getaways.
Common Maui Planning Questions
Is Maui better than Oahu for a first trip?
Maui is better for travelers who want beaches, scenery, and a relaxed pace, while Oahu offers more city life and nightlife.
What is the cheapest month to visit Maui?
September and October typically offer the lowest prices for flights and accommodations.
Is Maui walkable?
Some resort areas like Kaanapali are walkable, but most visitors need a car to explore the island.
Are there free things to do in Maui?
Yes — many of Maui’s best experiences are free, including beaches, scenic drives, hiking trails, and sunrise or sunset viewpoints.
Can you visit Maui without doing the Road to Hana?
Absolutely. While it’s popular, many travelers prefer beaches, snorkeling, and resort time instead.
Is Maui good for a relaxing vacation?
Yes — Maui is ideal for slow travel, beach days, and unwinding, especially in Wailea and Hana.
Black Rock at Kaanapali Beach - best for snorkeling
Planning Mistakes to Avoid
Maui trip planning can be overwhelming as there is so much to do and see! Here are a few mistakes to avoid when booking your Maui vacation:
Not booking Haleakalā sunrise early - make sure you get your reservation well ahead of time!
Skipping reef-safe sunscreen - let’s all do our part in preserving and protecting the reef!
Underestimating drive times - Maui is bigger than you think!
Overpacking activities with kids - don’t plan too much for little ones to prevent tired meltdowns!
Not renting a car - you’ll definitely want a car, Uber and ride shares are available but limited.
Whether this is your first time visiting Maui or you’re returning to experience it in a new way, we hope this guide helps you plan a trip filled with unforgettable moments, stress-free days, and plenty of sunshine. Maui has a way of slowing life down—in the best possible way—and with a little planning, it becomes the kind of trip you’ll talk about long after you’ve unpacked. If you found this Ultimate Maui Travel Guide helpful, we’d love for you to save it for later or share it with friends and family who are planning a trip too.
Pin this guide to Pinterest so it’s easy to find when you’re ready to start booking, and feel free to share it on social media to help other travelers plan their perfect Maui escape 🌴
More Maui Posts:
Maui With Kids: The Ultimate Family Travel Guide 2026
Maui is one of the easiest and most rewarding Hawaiian islands to visit with kids. From calm, swimmable beaches and walkable resort areas to family-friendly hotels, restaurants, and activities, this guide shares everything you need to know to plan a smooth, memorable Maui vacation with toddlers and young kids—based on real family experience.
Kids love RUnning on Airplane beach in Maui and in and out of waves
Is Maui Worth It With Kids? A Real Family-Friendly Travel Guide
Yes — Maui is absolutely worth visiting with kids. From calm beaches and stroller-friendly resort areas to kid-loving restaurants and flexible activities, Maui is one of the easiest Hawaiian islands to enjoy as a family — even with toddlers.
Our kids don’t understand how lucky they are for the amount of times they have gone to Hawaii! Maui is our favorite destination for traveling as a family. There is so much to do and the island has so much to offer for everyone. We have made some sweet memories together from having an infant to toddler and kid years.
We have learned to have a successful trip you need the balance of snacks, naps, and fun! therefore, we have recommendations for accommodations, restaurants, and things to do to entertain (and hopefully tire out) your tot!
Related Post: Don’t miss our ULTIMATE MAUI GUIDE
Honokōwai Beach Park
Best Places to Stay in Maui for Families
After many hotel and condo stays around Maui, let’s break up the island to compare which areas are best for your family!
🏝️ Best Areas to Stay in Maui With Kids
| Area | Best For | Walkability | Beach Type |
|---|---|---|---|
| Kā‘anapali | First-timers, toddlers | ⭐⭐⭐⭐ | Sandy, swimmable |
| Wailea | Luxury, older kids | ⭐⭐ | Resort beaches |
| Napili / Kapalua | Quiet stays, babies | ⭐ | Calm coves |
These are the best areas to stay in Maui with kids based on walkability, beach conditions, and family-friendly amenities.
Kaanapali vs Wailea vs Kapalua with Kids
Kaanapali is much more kid friendly, as well as budget friendly, than Wailea. Both areas of the island have family friendly hotels but Kaanapali has a long stretch of them! There is a great beach and tons of hotels and shopping along Kaanapali with a long walk way to connect everything together.
Wailea has more high end hotels that are more geared towards adults, such as the Four Seasons or the Andaz. The Grand Wailea has an awesome pool with lots of water slides but you can also get similar pools in Kaanapali.
Napili and Kapalua are further North and rockier than the previous areas discussed. It’s not as walkable as the hotel resorts are more spread out, which makes it less crowded and quieter. Kapalua bay has a great beach that doesn’t have big waves but also has a coral reef that is great for snorkeling! The Kapalua coastal trail is great for strollers or walking with a carrier.
🏨 Condo Resorts vs Hotels
Depending on your length of stay, if it’s more than 5 days, you might be more comfortable trying a condo like Outrigger’s Honua Kai! You can pick your room layout (Studio, One Bedroom, Two Bedroom or Three Bedrooms) so that you have plenty of space especially when babies or toddlers are napping and you need another room to hang out in!
Condo Rental Wins:
Pools are like resort pools! Honua Kai has one of our favorite pools complete with water slides, splash pad, and kiddie pool! You can even get food and drink poolside service from Duke’s restaurant!
My favorite feature is having a full kitchen with the little ones so you can make pancakes or have fresh fruit and milk available in a full sized refrigerator as opposed to a mini fridge.
We book through Maui Resort Rentals and they have cribs/pack n plays so you don’t have to bring a bed!
Taking first steps on a Little Beach bridges in front of Honua Kai
Best resorts for families
Don’t get me wrong, the resort hotels are wonderful too! If you have kids that are 4+, traveling is a bit easier since you don’t have to bring diapers, strollers, pack n play, etc!
Kaanapali has a few great hotel resorts:
Westin Kā‘anapali Ocean Resort Villas
The Westin in Kaanapali has an amazing pool area with slides, fountains, and one especially parent-friendly feature: our 3-year-old could climb up to the slide on their own and land in a shallow pool (about 1.5 feet deep). This setup was a huge win for us—it gave our toddler independence while giving us a much-needed break from constant stair climbing.
The Westin also has great restaurants, a Starbucks, and an ARCADE!
Other activities include feeding the flamingos and birds in the morning. Ask the front desk about the times for daily feedings. We were even able to hold the birds too!
Hyatt Regency Maui Resort and Spa
The pool at the Hyatt Regency Maui is a kid’s tropical playground that feels more like a mini-waterpark than a hotel pool. Between the sandy lagoons, waterslides, swinging rope bridge, hidden grottos tucked behind rushing waterfalls, and the legendary Ululani’s Shave Ice located right on the pool deck, it provides enough adventure to keep children entertained from sunrise to sunset.
The Hyatt Regency Maui resort has a resident colony of African Black-Footed Penguins. Located right in the atrium lobby, these charismatic birds are a must-see, especially during the daily 9:30 AM feedings where children can watch them waddle, swim, and dive for their breakfast while learning about conservation from the wildlife team. It’s essentially a mini-zoo experience without leaving the hotel, featuring not just the penguins but also flamingos, swans, and talking parrots scattered throughout the lush grounds.
Has a game room/arcade area geared toward kids and teens.
African Black-Footed Penguins at the Hyatt Regency Maui
Wailea also has a family friendly hotel:
Grand Wailea
Though there isn’t an arcade, the Grand Wailea offers a kids club and teen lounge including video games and indoor activities— which is more structured and supervised than the Hyatt or Westin Arcades.
The Grand Wailea pool is widely considered the heavyweight champion for kids on Maui. The massive Wailea Canyon Activity Pool is a sprawling 25,700-square-foot playground that is actually nine individual pools connected by a network of lazy rivers and whitewater rapids.
Children can choose from five different waterslides, including the three-story Lava Tube for the brave and gentler interconnected slides for the younger ones. Between the Tarzan rope swing, the hidden caves behind waterfalls, and a dedicated Baby Beach with a sandy bottom and zero-entry slope, it essentially functions as a private, world-class waterpark that keeps kids engaged for days on end.
See our full review of The Grand Wailea.
Honokōwai Beach Park
🏝️ Best Beaches in Maui for Kids
The key to the best kid friendly beaches in Maui:
Calm water
Shallow entry
Easy parking
Nearby bathrooms
Here’s what we recommend:
Kaanapali Beach is great for kids who are strong swimmers or like to boogie board. There are a few free lots to park in but they fill up quickly. Otherwise it’s best to park at a resort or the Whalers Village Shopping parking lot. See more but
Airplane Beach just north of Kaanapali has a more shallow entry and calmer waves than Kaanapali. Our toddlers loved running up to the waves crashing on the shower then running from the water before it could catch them. Parking is harder to find or the free lot near the Sheraton is quite a distance and fills up quickly.
Kapalua Bay is also a great play for littles that want to play in the ocean that is more Shallow with softer waves. If you peak on the other side of the bay off the grassy knoll, you’ll find turtles sleeping. There’s a parking lot (fills up quick, get there early) with public bathrooms nearby too.
Honokōwai Beach Park has a playground AND a great beach that is protected by a rock reef so it’s more like a pool that even infants can sit and play in! There’s also a public bathroom and parking lot too!
Look Closely for the Sleeping Green Hawaiian Sea Turtles in Kapalua Bay
🌊 Things to Do in Maui With Kids
Easy hikes
Iao Valley is great to wander around and has different hiking levels for all ages. There’s also a stream to swim in.
Kapalua’s Coastal Trail is even stroller friendly with stunning beach views.
See our full breakdown in our Maui Hiking Trails Post!
Farm visits
Kula Ranch is a great place to visit especially in October! They have a full pumpkin patch as well as a few animals to look at and pet. Kula is above Wailea but you ave to drive around to get to it. Also, try the pumpkin bread sold in the little stand!
Road to Hana Stops
The Road to Hana is such a great way to see how gorgeous Maui is filled with waterfalls, beaches, banana bread stops and more! If you do go, it is an ALL day adventure, so plan and prepare ahead of time.
You must stop at the Black Sand Beach and try to get to Haleakala National Park for a hike through the Pipiwai Trail (Bamboo Forest). See our full list of Road to Hana Stops for more!
Professional Maui Family Photos
Maui provides the perfect background for any photo, so take your professional family portraits on the island! Think Christmas card photos - Male Kalikimaka! Our favorite local, Tracy Leboe at Baby Hawaii Photography, is super talented taking maternity photos but also captures gorgeous family moments! Book your session ahead of time.
🍽️ Best Kid Friendly Restaurants in Maui
Monkeypod is a very toddler friendly restaurant with crayons and free butter noodles for kids 3 and under. It also has great happy hour and my favorite Mai Tai! There are two locations on Maui - Kaaanapali and Wailea!
Barefoot Bar is a fun restaurant where you can eat with your toes in the sand! It is part of Hula Grill but has a separate entrance on the South side of the restaurant. They also have crayons and some good kid food options. Our kid claimed, “it was the best restaurant ever!”
The Ritz’s Burger Shack is a toddler approved restaurant located outside with a big grassy area for kids to run around. It’s also parent approved if you want to hang out and have a boozy milkshake or just watch the waves crash on the shore for a few minutes!
🧃 Easy Snacks for Kids in Maui (That Don’t Melt)
When you’re exploring Maui with kids, having the right snacks on hand can make all the difference. Between beach days, car rides, and long sightseeing stops, you’ll want options that hold up in warm weather and are easy for kids to eat on the go.
These parent-approved snacks travel well around the island and won’t melt or turn messy in your bag:
Gummies
Gummies are lightweight, easy to portion, and a favorite with kids of all ages. They’re ideal for beach bags, stroller pockets, and plane rides since they don’t melt like chocolate snacks.Fruit Snacks
Fruit snacks are great for quick snack breaks while sightseeing or driving around the island. Look for resealable packaging so you can spread snacks out throughout the day without waste.Pouches
Fruit and veggie pouches are especially helpful in Maui’s heat. They’re refreshing, mess-free, and easy for kids to eat while walking or riding in the car. Many are shelf-stable, so refrigeration isn’t an issue until they’re opened.
Love this idea but don’t want to pack all of this? I don’t blame you! Good news is that you can get these as soon as you land at the Target or Costco by the Maui OGG Airport!
💡 Parent Tip: Pack snacks in a small insulated pouch or shaded backpack pocket to keep them out of direct sun, especially during beach days or long drives.
We bring our Wagon instea of a Stroller
Traveling to Maui With Toddlers
Nap-friendly days
With toddlers down to one nap, we would try and get out early, because they were up early anyway, and make it back before naptime or time it where we would be in the car so they could nap.
Stroller walks
There were a lot of stroller walks up and down Kaanapali beach when we had infants and toddlers! We would bring our beach wagon and put both toddlers in for a walk!
Pool days vs adventure days
We would typically alternate pool days and adventure days but most days involved a splash in the pool regardless.
We would even use a night swim as an incentive to eat their dinner.
What to skip with toddlers
The Road to Hana is great but is a longggg day for little ones. It’s essentially a 5 hour (or more) drive so you must plan accordingly to be on the road ALL day. You can break it up with stops but getting to the furthest point is a three hour drive straight there. Even the first stop from Kaanapali or Wailea is about a two hour drive. If you’re only in Maui for a few days this might be a good one to skip unless your kids are a bit older. If you’re pregnant and have nausea, don’t attempt it. I speak from experience.
Haleakala sunrises and sunsets are breathtaking, but don’t go with toddlers or younger.
Sunset cruises are fun but stressful with younger kids that like to run around.
Walking along the kid and stroller friendly Kapalua Coastal Walk in Maui
5-Day Maui Itinerary with Kids
Day 1 Arrival
12p Arrival into OGG, pick up rental car
1p stop at Target, Costco, then pick up Tin Roof
3p Check into Honua Kai Condo
4p 🛍️ Head to Whalers Village for shopping and dinner at Monkeypod (get extra food for fridge). Must order: Chicken Wings, Kalua Pork Pizza, Free Butter Noodles for kids, pie slices to go to eat in room after kids go to bed. Don’t forget to order the best Mai Tai on the island! All of this is on the Happy Hour menu!
6p Back to hotel for bedtime
Day 2 Pool-time and Burgers
5a Kids wake up, make pancakes (and coffee) in room
7a Adult Breakfast pickup (or dine in) at Duke’s
8a Pool opens!
11a Back to room for lunch
12p Naptime
2:30p Drive to Ritz in Kapalua and have Linner at Burger Shack (it’s a big meal to fill up on). Must order: burger and milkshake
4p Explore Ritz and Kapalua or go to DT Fleming beach
6p Back to Hotel for Bedtime
Day 3 Road to Hana Adventure
5:30a Kids wake up - make more pancakes for everyone (and another pot of coffee)
6:30a Drive the Road to Hana
8a Stretch legs at Banana Bread Stop
9a Arrive at Kīpahulu Visitor Center which is part of Haleakala National Park where you can explore the Oheo Gulch Pools, Pipiwai Trail (Bamboo Forest), and Waimoku Falls
11a Eat a packed lunch or drive to the Food Trucks in Hana
1p Stop at Wainapanapa Beach (Black Sand Beach) - make a reservation ahead of time.
3p Drive back to hotel
5p Dinner at hotel or pick up something on the way back
6p Bedtime
Day 4 - Pool and Luau
6a Kids wake up
7a Breakfast at Slappy Cakes or The Gazebo
8a Kapalua Bay for beach time, maybe try the coastal walk
11a Back to room for lunch
12p Naptime
2:30p Quick Pool Play
7p Bedtime
Day 5 - Last Swim and Depart
6:30a Kids Wake Up
7:30a Breakfast at Duke’s
8:30a Take turns with your partner packing
10:30a Drive to Airport (and cry the whole way)
Sticker Tape Road and Travel Magnatiles keep them entertained in the hotel room
What to Pack for Maui With Kids
I think giving a list of what not to pack is a shorter list because we bring almost everything! One thing I will advise is there is a Costco and a Target by the airport so make your Target order for pickup before your flight takes off so it’s ready for you when you land. You can always Instacart Costco or just head in for free snacks.
Here is a copy paste of what I packed for my 2 and 4-year-old on our last trip.
Shop our Toddler Packing Amazon list.
Carry-on Plane
Personal Carry-on:
Toys & some books
iPad
Headphones 🎧
Waterbottles
Wagon - We bring a wagon instead of a stroller these days now that the kids are older. Though we loved our travel stroller for when we had babies!
Snack Bag - Dedicated light weight backpack that folds up into a pouch
Pouches
That’s it bars
Pirate booty
Cereal Bars from Trader Joes
Bear Fruit Snacks
Gummies
Teddy Grahams
Here is the full list of everything else that scatters into multiple bags:
Sleep
Inflatable bed x 2
Sheets x 2
Blanket x 2
Small Toddler pillows x 2
PJs
White noise / Hatch
Food Things
Food bag
Bowls 🥣
Baby Spoons 🥄
Bibs
Water cup/bottle
Milk cup
Sippy cup
Safe dish soap 🧼
Sandwich bags
Snack bowl
Travel and Misc
Car seat x 2
Car seat bags x 2
Swaddle
Clothes pins
Outlet covers
Beach bag
Beach blanket mat
Toiletries for Kids
Baby shampoo
Baby body wash
Soft Wash Cloths
Nail clippers
Brush
Kids Tylenol
Kids Sunscreen
Diaper rash cream
Baby Aquaphor/neosporin
Ear drops
Clothes and diapers
Sweatshirt for plane & Mainland airport travel
Socks
Shorts
Shirts
Swimwear
Swim diapers
Size 4 diapers
Pull ups
Overnight Diapers
Wipes
Hat
Multipurpose Sanitation wipes in ziplock bag
Toys and Entertainment - Shop our Toddler Packing Amazon list
Bath Toys - Cars 🚗
Books 📚
Sand toys 🏖️
Football 🏈
Frisbee
Trucks 🛻
Cars 🚙
Sticker Road
Plane toys - coloring book, sticker book
Cards 🃏
Travel Magnatiles
Is Maui Worth It With Kids?
Yes—Maui is absolutely worth it with kids, especially for families traveling with toddlers and young children. The island offers calm, swimmable beaches, family-friendly resorts, walkable areas like Kā‘anapali, and activities that don’t require long drives or packed schedules. With the right balance of pool days, beach time, and nap-friendly outings, Maui is one of the easiest Hawaii islands to enjoy as a family. If you plan intentionally—choosing the right area to stay and skipping overly long excursions—Maui can be both relaxing and unforgettable with kids.
More Maui Posts:
Paradise Found: The Best Hotels in Maui, Hawaii (with map)
Maui has so many wonderful options and choosing where to stay can be overwhelming, so we've compiled a list of our top 6 hotels in Maui to help you find your perfect slice of paradise. We even included a map with Kaanapali Beach hotels to compare.
Kaanapali Beach Views
Paradise Found: The Best Hotels in Maui, Hawaii
Happy 2025, have you booked your Hawaiian vacation yet? You bet we did!
Maui, the "Valley Isle," is a captivating destination that effortlessly blends natural beauty with vibrant culture. From the dramatic peaks of Haleakala volcano to the pristine beaches of Ka'anapali, Maui offers a diverse landscape of breathtaking scenery. Explore lush rainforests, witness the mesmerizing Road to Hana, and indulge in delicious Hawaiian cuisine. With its warm hospitality, vibrant arts scene, and endless opportunities for adventure, Maui is a truly unforgettable vacation spot.
Choosing where to stay can be overwhelming, so we've compiled a list of our top 6 hotels in Maui to help you find your perfect slice of paradise.
Here is a map made with the Wanderlog Travel Planner, so you can follow along, add to your Google maps account, or create your own personal map! Wanderlog allows you to create great maps and guides for any vacation! Check out the Kaanapali Beach hotels and how they compare to others. We’ve been to most, here are our top 6 places to stay in Maui!
See our full Guide to Kaanapali Beach including where to stay, things to do and best restaurants!
Find the best rate to visit these hotels by booking your room through Booking.com Not only will you find the best rate out there but by clicking this link and booking a night, I receive a commission at no additional cost to you! PLEASE support our blog and bookmark this link! :-) Thanks!
If you’re still deciding where to stay, our Ultimate Maui Travel Guide breaks down the best areas and resorts across the island.
Charming Gardens with Ocean views at the Hyatt Regency
1. The Maui Hyatt Regency:
Where to Stay: This iconic resort boasts a prime location on Ka'anapali Beach with breathtaking ocean views.
Why it's Great:
Stunning Pools: Multiple pools, including a lazy river and a waterslide, offer endless fun for all ages.
Delicious Dining: From casual beachfront cafes to elegant fine dining, the Hyatt offers a variety of culinary experiences.
Live Entertainment: Enjoy nightly luaus and live music performances for a taste of authentic Hawaiian culture.
Pampering Spa: Relax and rejuvenate at the award-winning Napili Point Spa.
Shave Ice Heaven: Indulge in a refreshing shave ice treat at Ululani's Hawaiian Shave Ice, located just steps from the resort.
Animal Menagerie: Find parrots that say “Aloha”, swans, flamingoes, and penguins. Yes, I said penguins.
Budget hotel option: You can use Hyatt points here but free night rewards don’t typically work. I always check!
Sheraton Maui Resort with Black Rock!
2. Sheraton Maui Resort & Spa:
Where to Stay: Nestled on the shores of Black Rock, this resort offers stunning ocean views along the Maui coast and easy access to snorkeling and diving.
Why it's Great:
Legendary Cliffs of Kapalua: Witness the iconic cliff divers leaping into the ocean during the nightly cliff diving ceremony.
World-Class Golf: Play a round of golf at the renowned Kapalua Golf Courses.
Spacious Accommodations: Choose from a variety of rooms and suites, many with private lanais and ocean views.
Multiple Pools: Enjoy several pools, including a lagoon pool and a children's pool.
Delicious Dining: Savor fresh seafood and local flavors at the resort's diverse dining options.
See our full review here: SHERATON MAUI RESORT HOTEL REVIEW
View from Room in Westin Maui Resort and Spa
3. The Westin Maui Resort & Spa:
Where to Stay: Located on Ka'anapali Beach, this luxurious resort offers a relaxing and rejuvenating experience.
Why it's Great:
Heavenly Beds: Experience the signature Westin Heavenly Bed for ultimate comfort.
Award-Winning Spa: Indulge in a rejuvenating treatment at the Heavenly Spa.
Breathtaking Views: Enjoy panoramic ocean views from your private lanai or while lounging by the pool.
Exciting Activities: Participate in a variety of water sports, including snorkeling, kayaking, and stand-up paddleboarding.
Family Fun: The resort offers a variety of activities for children, including a kids' club and a playground.
Budget Travel Tip: Book with Marriott points! Get the credit card and save those points!
Grand Wailea Room views at Sunset
4. The Grand Wailea, a Waldorf Astoria Hotel:
Where to Stay: This iconic resort boasts an unparalleled level of luxury and sophistication on Wailea Beach.
Why it's Great:
Epic Pools: Explore the resort's nine interconnected pools, including a lazy river, waterfalls, and water slides. There’s even an elevator in the pool!
World-Class Dining: Indulge in a culinary journey with award-winning dining experiences.
Luxury Spa: Experience ultimate relaxation at the award-winning Spa Grande.
Impeccable Service: Enjoy personalized service from the dedicated staff.
Ice Cream Bliss: Cool down with a delicious scoop of ice cream from the resort's own ice cream parlor.
Luxury travel resort, if you want to be fancy.
See our full blog post review here: GRAND WAILEA HOTEL REVIEW
Pool views at the Andaz Maui
5. Andaz Maui at Wailea Resort:
Where to Stay: This stylish and contemporary resort offers a unique blend of modern luxury and Hawaiian charm.
Why it's Great:
Stunning Oceanfront Location: Enjoy breathtaking ocean views and easy access to Wailea Beach.
Stylish Design: Experience contemporary design with a touch of Hawaiian flair.
Exceptional Dining: Savor innovative cuisine at the resort's acclaimed restaurants.
Relaxing Atmosphere: Unwind by the infinity pool or on the private beach.
Unique Experiences: Participate in cultural activities such as lei making and ukulele lessons.
There’s a good snorkel spot close by! See the Best Snorkel Beaches in Maui
Honua Kai Resort
6. Honua Kai Resort & Spa (Airbnb-Style):
Where to Stay: This luxurious resort offers spacious condominium-style accommodations with fully equipped kitchens and stunning ocean views. Great if you want to work from the hotel or if you have kids and need more space than a hotel.
Why it's Great:
Home Away From Home: Enjoy the comforts of home with spacious living areas and private lanais.
Access to Resort Amenities: Guests have access to resort amenities such as pools, spas, and restaurants.
Prime Location: Located on the pristine beaches of North Ka'anapali, offering easy access to nearby attractions.
Self-Catering Options: Enjoy the flexibility of cooking your own meals in your fully equipped kitchen.
Relaxing Atmosphere: Enjoy a more laid-back and independent vacation experience.
My favorite so that you can sprawl out! There isn’t maid service but there is a Duke’s Beach House Maui that also has waiters stop by the pool lounge chairs! Mai tai, please!
See how to budget your next trip: Maui Budget, Itinerary, and Checklist
Choosing the best hotel in Maui depends on your individual preferences and budget. Whether you're seeking luxury, adventure, or relaxation, you're sure to find the perfect paradise on this magical island.
Looking for more about Maui?! We have all you need:
HOW TO SPEND 4 DAYS ON YOUR MAUI VACATION - COMPLETE ITINERARY WITH MAP
How do you spend 4 days in paradise?! Come check out our 4-day vacation itinerary in Maui with our favorite things to do! Where to go and what to do when traveling to Maui, our favorite island to visit in Hawaii #maui #hawaii #itinerary
Kaanapali Beach - Black Rock
Updated: January 12, 2026
What to do for 4 days in Maui, Hawaii - FULL ITINERARY AND MAP
Maui is our absolute favorite place in the world! We got engaged, then married there a year later. Now, we return EVERY year to celebrate our anniversary and relive our favorite memories.
This itinerary is part of our Ultimate Maui Travel Guide, where we cover hotels, food, activities, and travel tips.
Hawaii is calling and I must go sign in our apt!
Do as our sign in our apartment says, "Hawaii is calling and I must go!" We got this sign at Sand People in Maui, my favorite shop!
There are so many different things to do in Maui, but here is our favorite itinerary! Whether this is your first trip to Maui, or tenth, we hope you love our suggestions.
This post may contain affiliate links of services that we love! If you book anything through these links, we get a commission at no cost to you! Help support the blog by saving and using these links.
Before you go, check out everything you need to pack for Hawaii here: Packing Checklist for Hawaii - includes a helpful list of items you can buy straight from Amazon!
Here is a map made with the Wanderlog Travel Planner, so you can follow along, add to your Google maps account, or create your own personal map! Wanderlog allows you to create great maps and guides for any vacation!
DAY 1
FLIGHT & CAR RENTAL
Front Street - Lahaina
We take the 8:30a American flight from LAX and the airport to fly into Maui is known as OGG. It's about 5 hours to get there and with the time difference, we arrive at the hotel around noon and have almost a whole day to do something fun on the island.
It's hard to get around the island without a car. We always rent a Jeep through Costco Travel to save money and get the best car to tour the island. We love the ones with the removable roof!
Don't have a Costco membership? That's ok, Booking.com also has great deals on car rentals or you can get a fairly decent rate on an airport transfer (if you don’t want to drive)!
What does Maui mean? Fun fact: This name belongs to a trickster god in Polynesian mythology!
RELATED POST: How much does it cost to go to Maui? - Itinerary, budget, and more!
Maui Rainbows are everywhere!
BEST MAUI RESORT HOTELS
We like to stick the Kaanapali stretch of hotels mainly because there is a lot to do and you can walk (or swim) everywhere. We love the Sheraton Maui Resort, which is located at the end of the Ka’anapali hotel stretch, against the black rock. We ALWAYS find THE BEST rates through Booking.com. See deals of up to 50% off! You can save a bunch of money if you book a bundle flight+room+rental car! If you are looking for a place to stay with more people, they even have offers for apartments and houses you can rent, just like AirBnB or VRBO!
Before you go, check out everything you need to pack for Hawaii here: Packing Checklist for Hawaii
Sheraton Maui Resort Pool - Lagoon
Check out our entry for more on the Sheraton: Hotel Review: Sheraton Maui Resort and Spa
Check-in is normally 3p, so we try and check-in to see if our room is ready early, and if not we head to get lunch at one the pool bars (Cliff Dive Bar or Mai Tai Bar) and a Mai Tai! YUM!
Usually, our room is ready right after lunch, giving us time to move in and get ready for our first adventure.
AFTERNOON: SNORKELING
The best part about the end of the Kaanapali beach is the Black Rock, in front of the Sheraton Resort. Where it might seem like a hideous black lava rock, under the sea you can find gorgeous coral, tons of fish, and usually see a turtle or two. We’ve even seen a few octopuses but you have to look hard for them! Also, try a different spin on snorkeling and take sailing and snorkel trip to Honolua! Their catamaran is a BEAUTY!
Snorkeling in Maui - Turtle sighting
Another great spot is Kapalua Bay. Even though the clarity isn't as great as around Black Rock, there are still plenty of fish to see. On one of our swims, we saw 6 turtles! We parked in a free beach parking lot (or there is street parking) next to Merriman's, and walked through the tunnel near the valet for beach access.
RELATED POST: See more in our 5 Best Snorkel Spots in Maui
Kapalua Bay
Don’t forget to pack a hat!
EVENING: DINNER AT MAUI BREW CO BREWPUB
NEW Location: 2525 Kaanapali Pkwy, Lahaina, HI 96761
Note: the Maui Brewing Company Kahana Gateway Shopping Center location permanently closed in 2025.
This is a perfect place for good brews and bar food especially if you are coming back from a swim in Kapalua! The Maui onion dip and buffalo chicken wings are our favorite items on the menu! They put all of their beers on menu chalkboards in the restaurant and switch them out occasionally. You can also purchase beers there and take them home! We had them package up a few cans of beers we couldn’t buy on the mainland - all beers made it home just fine in our checked bag. There are also TV's throughout the restaurant if you are looking to root for your favorite sports team.
Fun fact: Did you know Maui Brew Co is independently owned? Garrett Marrero is a Poway native and the owner and found of the Maui Brewing Company, with local production on Maui itself! You can even tour the brewery for $20 in Kehei.
RELATED POST: Want more dinner options? Check out our post for our Top 10 Restaurants in Maui, Hawaii
DAY 2
ROAD TO HANA - FULL DAY TRIP
We’ve done the Road to Hana a few times since there are so many different things to do and see along the way. Some of our favorite stops include:
Black Sand Beach
Lava Tubes
Red Sand Beach
Coconut Glen's ice cream
Haleakala National Park (2 hours - if you do the long hike)
Don’t want to drive the windy roads? I don’t blame you! Book a seat with this Road to Hana Tour as recommended by a local!
Pro Tip: Check out our complete guide with a map of our favorite stops: Guide to the Road to Hana
Don't forget to stop to try some of Coconut Glen's homemade ice cream! They serve organic, vegan, dairy free ice cream, using coconuts from the jungles of Maui. Don't let "organic, vegan, dairy free ice cream" scare you. TRUST ME, you won’t regret it.
See my full review here: Coconut Glen's Homemade Ice Cream
Mai Tai at Mama’s Fish House
EVENING: MAMA'S FISH HOUSE
799 Poho Pl, Paia, HI 96779
On our way back from the road to Hana adventure, we stopped at Mama's Fish House for dinner. Make sure you make a reservation in advance, we used Opentable. Parking is valet only.
I'm not a fish person particularly, but I did try some of our friends Mahi Mahi dish and it was the best fish I’ve ever had. I enjoyed their short rib and a couple of Mai Tai's (love that it's served in a tiki glass)!
DAY 3
MORNING: SCUBA DIVING
Since we are scuba certified, we love to go diving at different locations in Maui.
We loved the company, Extended Horizons in Lahaina, they go to the best spots and have amazing diving instructors. The dive site, Cathedral II, was one of my favorite dives! We went through a lava tube which was basically a cave with holes in the back, creating a fun place to explore! Check out the weird-looking slipper lobsters we found on the dive in our video! Some other great spots include Molokini Crater, the Carthaginian shipwreck, and Olowalu Reef, also known as turtle reef!
Extended Horizons trips depart from Lahaina, which is very convenient for staying on Kaanapali beach! Whale season runs from November to May, which you can often see the humpback whales breach above water and you can often hear them while diving underwater.
They lost their shop and their boat in the Lahaina fire but still offer dives!
Want to set sail but not scuba? You can always rent a boat from our friends at Get My Boat, which is like Airbnb for boats!
Related Post: BEST SCUBA DIVE SITES IN MAUI
AFTERNOON: MASSAGES
We book our massages at the hotel typically the day we check-in, and look forward to them every day.
We love getting our annual couples massage at the resort, especially after a few scuba dives or doing a trip to Hana. We usually get a basic full body massage for 50 mins, but this last time we went for the 80 mins and it was worth every penny. The rooms are patio like with natural sunlight peaking from the top, complete with soothing Hawaiian tunes. Ahhh.. relaxing just thinking about it.
POOL SIDE
Grab your flip flops! We like to bring a book, a magazine, cards, or scroll through Instagram by the pool. This is where I started my research to start a travel blog! I may have ordered a few drinks to think it was a GREAT idea!
Various colors and prints available on Amazon.com
Before you go, check out everything you need to pack for Hawaii here: Packing Checklist for Hawaii
EVENING: SHOPPING & DINNER
We walked down to Whaler's Village for some shopping and grab dinner at the Barefoot Bar.
The Barefoot Bar is more casual ($$) serving burgers, fish and chips, pizza. The fun part about the bar, your feet are in the sand. Usually, they have live music and entertainment.
I love their Mai Tai's which are served in tiki glasses topped with the umbrella! Presentation is everything to me. You MUST try the Hula pie! It’s vanilla or macadamia nut ice cream with an Oreo crumble pie crust, with whipped cream and fudge on top! OR try their enormous brownie ice cream sandwich. It’s a hard choice… just get both!
Need more options? There is also the Monkeypod Kitchen Restaurant in Whaler's Village that opened from the owners of Merriman's. We’ve literally tried everything on the menu and can’t recommend it enough - don’t skip out on the chicken wings or the mai tai with the honey foam! Check out our full review for more on Monkeypod: Restaurant Review: Monkeypod Restaurant
DAY 4
MORNING: HALEAKALA SUNRISE
Sunrise at Haleakala
Parking: Haleakala Summit Parking, Kula, HI 96790 - You MUST make a reservation in advance as parking is limited! Reservations can be secured two months in advance and up until 6pm the day before your visit. See more information and tips on visiting Haleakala here: HALEAKALA CRATER
We got up at 2am and hit the road by 3am to drive about 2 hours to the top of Haleakala Summit. Check the sunrise times and try to arrive about an hour beforehand for a spot in the lot.
It gets pretty chilly at almost 10,000 feet. I wore layers including exercise clothes with sweatpants and sweatshirt on top. Bring snacks and water (and coffee) too!
If you don't want to drive (the roads are very windy up and down the mountain at very early hours), take this guided tour with Roberts Hawaii where they will pick up, take you to the top, feed you 2 meals, and bring you back. You can rest easy and even take a nap!
Since the sunrise viewing in atop of a mountain, there are many spots to watch the sunrise from and not a bad view. As the sky starts to change cameras come out, and the sun rises through the clouds. It's one of the best sunrises I've ever seen in my life. Fun Fact: Josh proposed to me here!
Mauimosas at Kula Lodge
BREAKFAST @ KULA LODGE
15200 Haleakala Hwy, Kula, HI 96790
On the way down from Haleakala, we stopped at Kula Lodge for spectacular views, a delicious breakfast (eggs benedict was my fave), and a Maui-mosa - they use pineapple instead of orange juice.
AFTERNOON: NAP AND POOL-TIME
By the time we got back to the hotel, it was time for a nap and relaxation. We took a quick nap, then went to hang out by the pool and snorkel in the ocean.
Black Rock Jumpers
EVENING: DINNER AT MERRIMAN'S KAPALUA
Address: 1 Bay Club Pl, Lahaina, HI 96761
We made a reservation about a month in advance to make sure we could get there for some cocktails and sunset.
This fine-dining restaurant ($$$$) is the perfect spot in west Maui for sunset drinks and dinner. Located right on the water, you’ll overlook the waters of Kapalua Bay. Their cocktails are superb, made with fresh ingredients. The farm to table menu has a variety of Hawaiian fish and my favorite is the chimichurri savory steak.
Don’t forget about ordering some dessert! I enjoyed their homemade ice cream and cones (of course). It's about a 15 min drive from the Kaanapali resorts.
Wwoof, what a trip. But how amazing did it look?! :) Let us know what you think or if you have any suggestions in the comments below!
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Looking for the best restaurants and places to eat in Maui, Hawaii? Check out our favorite Restaurants in Maui from Lahaina to Wailea! | Where to go in Maui | Where to eat in Maui | Food in Maui