HOW TO SPEND 4 DAYS ON YOUR MAUI VACATION - COMPLETE ITINERARY WITH MAP

Kaanapali Beach - Black Rock

Kaanapali Beach - Black Rock

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.

RELATED POST: Maui Travel in 2021 - How to prepare, have fun and WFH (Work From Hawaii)

Hawaii is calling and I must go sign in our apt!

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.

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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!

Map courtesy of Wanderlog travel planner


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 in 2021? - Itinerary, budget, and more!

Maui Rainbows are everywhere!

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

Sheraton Maui Resort Pool - Lagoon

Check out our entry for more on the Sheraton:  Hotel Review: Sheraton Maui Resort and Spa

Maui Hawaii Cliff Dive Bar - Sheraton Hotel

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

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

Kapalua Bay

 Don’t forget to pack a hat!

EVENING: DINNER AT MAUI BREW CO BREWPUB

Kahana Gateway Shopping Center, 4405 Honoapiilani Hwy #217, Lahaina, HI 96761

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

Maui Brewing Company Restaurant in Hawaii
Maui Brewing Company - Biggie Smalls

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:

  1. Black Sand Beach 

  2. Lava Tubes 

  3. Red Sand Beach 

  4. Coconut Glen's ice cream

  5. 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

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.

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

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

Maui - Haleakala

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

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

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!

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! They even have apartments, lodges, and houses you can rent, just like AirBnB or VRBO! By booking through this link, I receive a commission at no additional cost to you! PLEASE support our blog and bookmark this link!


Don’t forget some of our favorite packing essentials:


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Maui, Hawaii - 4 Day Itinerary
Maui, Hawaii - 4 Day Itinerary

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