Best Things to Do on Maui in Fall (September-November)
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Fall is one of the best times to be on Maui. The summer rush fades and the hot weather starts to cool, the beaches quiet down, cultural events take center stage, and the island enters a slower rhythm.
If you’re planning a trip between September and November, this guide will walk you through what to expect and what to do.
📖 Related Read: If you’re looking for ideas that go beyond the season, check out my guide to the 41 Best Things to Do on Maui, perfect for planning your trip any time of year.
Why Visit Maui in the Fall?
From a local’s perspective, fall is a golden window. The weather is still warm and mostly dry, but the island isn’t as crowded as summer or the winter holidays. It’s a season of celebration, when community festivals light up small towns, farmers’ harvests fill up local markets, and early-arriving humpback whales start to grace the shoreline.
You’ll find cheaper flights, better deals on accommodations, and more room to breathe at popular spots.
📖 Related Read: Maui on a Budget: Free & Low-Cost Things to Do
Outdoor Activities to Enjoy
🏄♀️ Surfing and Snorkeling
Fall is an awesome time to hit the water! Before the big winter swells roll in, the waves are still mellow and great for beginners. Plus, the warm ocean temperatures and smaller crowds make it ideal for snorkeling, whether you’re paddling out or hopping on a boat tour.
🥾 Hiking and Exploring
With cooler temperatures and lush landscapes, fall is perfect for hiking Maui’s beautiful trails. Explore the scenic Waihe’e Ridge Trail or take a leisurely walk through the bamboo forest along the Pipiwai Trail in Hana.
🐋 Whale Spotting and Tours
Fall also marks the beginning of whale season on Maui! The first humpbacks typically arrive in late October, sometimes earlier. While peak viewing happens in winter (January to March), early sightings are possible, especially from shoreline lookouts or on boat tours.
Ready to Explore More of Maui?
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17 Festivals, Food, and Cultural Events in the Fall
1. St. John’s Kula Festival (September)
Upcountry charm at its best! This family-friendly event features food, games, live music, pony rides, a silent auction, and plenty of locally made crafts and produce. It’s a community favorite 40 years strong.
2. La ‘Ulu: Breadfruit Day (September 5)
Hosted at Maui Nui Botanical Gardens, this free event celebrates breadfruit with food booths, cooking demos, cultural activities, plant sales, and more. It’s a great way to learn about one of Hawaii’s staple crops.
3. International Coastal Cleanup Day (September)
Each September, Maui joins a global effort to protect our oceans through International Coastal Cleanup Day. Organizations across the island host volunteer beach cleanups, welcoming both residents and visitors to lend a hand. It’s a rewarding way to give back during your trip, connect with the community, and help keep Maui’s beaches beautiful for future generations.
4. Festivals of Aloha (September–October)
Fall kicks off with this island-wide celebration of Hawaiian culture. From lei-making and hula to fishing tournaments, parades, and live music, there’s something happening nearly every weekend. Events pop up all over Maui County, ending with a big celebration in Wailea in late October.
📖 Related Read: Top Authentic Things to Do on Maui for a Culturally-Rich Vacation
5. Maui County Fair (October)
A longtime favorite for locals, the fair is back under the Festivals of Aloha banner. Think carnival rides, games, live entertainment, and tons of ono (delicious) food. Great for families or anyone wanting a taste of real community spirit.
6. Hawaii Food & Wine Festival (October)
Calling all foodies! This Ka’anapali-based event brings in Michelin-starred chefs, top winemakers, and some seriously indulgent tasting events. Expect everything from fresh island seafood to upscale caviar bars. Fancy, fun, and flavorful.
📖 Related Read: Foodie’s Guide to Maui: Farm Tours and Culinary Delights
7. Maui Ukulele Festival (October)
Relax on the lawn at the MACC for sweet island tunes played by top local and international ʻukulele musicians. It’s mellow, family-friendly, and full of good vibes.
8. Kula Country Farms Pumpkin Patch (October)
Visiting the Kula Pumpkin Patch each October is a treasured tradition for countless Maui families. It’s the closest thing to a classic fall experience on the island, despite the endless sunshine and warm weather. The farm is decked out with festive decorations, perfect photo ops, local food vendors, crafts, and sweeping views of the island from Upcountry Maui.
📖 Related Read: Top Family-Friendly Things To Do on Maui with Kids
9. Oktoberfest at Maui Brewing Co. (October)
Raise a pint at Hawaii’s largest craft brewery in Kihei. Expect seasonal brews, German-inspired food, fun contests, craft vendors, and live music. Lederhosen and dirndl are welcome!
10. Maui Steel Guitar Festival (October)
If you love Hawaiian music, this one’s for you. Enjoy live performances, jam sessions, and workshops featuring the island’s iconic steel guitar. Events take place across multiple locations.
11. Halloween on Maui (October)
From family-friendly trunk-or-treats to spooky sunset cruises and costume contests, Halloween on Maui has something for everyone. Lahaina’s legendary Front Street parade may no longer happen, but many resorts and communities now host their own themed events.
12. Made in Maui County Festival (November)
This huge local market takes over the Maui Arts & Cultural Center with over 140 vendors. You’ll find everything from handmade jewelry and clothing to jams, snacks, and island gifts. Perfect for unique souvenirs or holiday shopping.
13. Hula O Na Keiki (November)
Watch the next generation of hula dancers take the stage at this children’s competition in Ka’anapali. It’s both adorable and a wonderful celebration of Hawaiian culture, don’t miss it if you’re around!
14. Kula School Harvest Festival (November)
Another heartwarming Upcountry event with a full day of music, good food, and family fun. This harvest-themed festival is packed—live music, food booths, a silent auction, pony rides, craft vendors, and even a petting farm. It’s an awesome community event that’s been going strong for decades.
15. Restaurant Week Wailea (November)
Snag three-course meals at some of Wailea’s best restaurants at a fraction of the usual price. Even better, a portion of proceeds supports the Maui Food Bank.
This event used to happen twice a year, in March and November, but has been on hold for a few years. I’m keeping it on the list in hopes it makes a comeback soon because it’s such a win-win for food lovers and the community!
📖 Related Read: Most Romantic Things to Do on Maui: 22 Date Ideas for Couples
16. Persimmon Season (November)
A lesser-known fall treasure: sweet, locally grown persimmons! Visit an Upcountry farm or check out the Upcountry Farmers Market on Saturday mornings to try this seasonal delicacy. Grab them while you can, they go fast!
I’m a huge persimmon fan. As much as I love pineapple, I honestly consider persimmons my personal Maui Gold. Since the season is so short, I make sure to stock up and enjoy them as much as possible!
17. Paddle for Hunger (Thanksgiving Morning)
Burn off some calories before the turkey at this fun paddle event in Kihei. It’s open to all levels and supports the Maui Food Bank, so you get to have a great time on the water and give back at the same time.
📖 Related Read: Top Things to Do in Kihei, Maui: Beaches, Water Sports, and Local Gems
Final Thoughts: Should you Visit Maui in the Fall?
Fall may not get the spotlight like winter whale season or summer break, but it truly shines in its own way. Cultural festivals, calm beaches, and farm harvests bring a unique rhythm to the island, one that’s quieter and deeply rooted in the community.
If you’re looking for a time to connect with the island beyond the usual tourist rush, fall might just be your perfect season!
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