Planning your dream vacation to Maui? Looking for the best month to visit Maui? We swear by the perfect weather of October! This less crowded time of year is when prices are cheaper for flights and hotels, making it the ideal time to visit Maui. Enjoy crystal-clear snorkeling and easy diving in the warm, low 80s ocean water. Drive the Road to Hana with fewer tourists, or head up to Kula for the charming pumpkin patch. Plus, Whale Season kicks off—you might spot the very first humpback! Maui in October offers all the magic without the madness.