Things to do on Maui in fall. Halloween pumpkins carved with island designs.

Things To Do On Maui in Fall (September-October-November)

Fall is a truly lovely time on Maui. The hotter weather is behind us, and the hectic summer travel period begins to simmer down. And towards the very end of autumn, you might be lucky enough to spot some humpback whales! If you’re planning a trip to Maui in fall, here are some fun annual events that you can incorporate into your trip planning. 

(NOTE: This blog was updated for Fall 2022, but due to the constantly evolving impacts of COVID-19, the status of some events or activities mentioned in this blog might change. Please check directly with them to verify operating status, dates, and hours. Mahalo!)






Festivals of Aloha: The 2022 Festivals of Aloha kick off in September and run well into October. The Festivals honor all facets of Hawaiian culture: dance, mele, food, fishing, lei making, and more! Celebrations take place across Maui County, from Hana to Lahaina. Don’t miss the festival’s commencement celebration on September 3rd at the Lahaina Banyan Tree. Enjoy live Hawaiian music, keiki activities, hula, local artists, and lots of fun! 

festival of Aloha

2022 Dates: September 3-October 22

Details & Future Dates (as they become available)



Maui Ukulele Festival: This annual event takes place in the lovely open-air courtyard of the Maui Arts & Cultural Center in Kahului. Bring a lawn chair, beach mat, or blanket, and relax on the lawn for an afternoon of happy ukulele jamming!

Festivals of Aloha

2022 Date: This event has been canceled for 2022. We hope to see it return in 2023! Maui Arts & Cultural Center, Kahului (Central Maui) 

Details & Future Dates (as they become available)



line new




Maui County Fair: For Mauians, the Maui County Fair is one of the most exciting annual events to grace the island’s shores. And although we’ve missed out on a few years due to the pandemic, the fair has been taking place on Maui for nearly a century! Each fall in September or October, the fair kicks off on a Thursday afternoon with a massive parade down Kaahumanu Avenue. The festivities continue until Sunday night with carnival rides, games, an epic food court, exhibits, and live entertainment. The fair takes place at the War Memorial Complex in Wailuku. Stay in Maalaea— just a 15-minute drive away!

Maui County Fair

2022 Date: This event has been canceled for 2022 but is set to return in full force in 2023! War Memorial Complex, Wailuku (Central Maui) 

Details & Future Dates (as they become available)


Kula Country Farms Pumpkin Patch: A treasured pastime for locals on Maui is to bring the family or loved ones up to Kula Country Farms in the month of October! We get to actually enjoy a festive fall experience here while the balmy sunny weather continues and the leaves never fall to the ground. This upcountry farm decorates its grounds, offering fun photo ops throughout. They sell food from their Farm Stand and bring in food trucks on the weekends! The view is unbeatable up here, with the West Maui Mountains across the way. Admission is $5, and free for keiki (children) 3 years old or younger.

Kula Country Farms

2022 Dates: October 1-October 31 Kula (Upcountry Maui) 

Details & Future Dates (as they become available)


Hawaii Food & Wine Festival: This statewide festival is one of Hawaii’s finest epicurean events. The festival showcases locally grown food and features a roster of internationally known master chefs and culinary personalities. The 2022 Maui events take place at Whaler’s Village, Royal Lahaina Resort, and the Sheraton Kaanapali. Stay in the heart of the action at these nearby Kaanapali condos.

Hawaii Food Wine Festival

2022 Dates: October 20-November 6 Kaanapali (West Maui) 

Details & Future Dates (as they become available)



Halloween in Lahaina: After several long years, Halloween in Lahaina is finally back! Dubbed the Mardi Gras of the Pacific, the annual Halloween celebration in Lahaina draws around 25,000 people each year! The celebration starts in the late afternoon with a kid-friendly activity—the Keiki (“children”) Halloween Costume Parade—which is completely adorable. The festivities continue until midnight with live music, an adult costume contest (with incredibly elaborate costumes!), and lots more fun. (The later the hour, the more adult-oriented the crowd and the costumes become, so be forewarned if you are traveling with children.) Stay in a Lahaina condo or B&B!

Halloween Maui

2022 Date: October 31 Front Street, Lahaina (West Maui) 

Details (as they become available)

line new




Hawaiian Airlines Made in Maui County Festival: The Made in Maui County Festival is the largest product show on the Valley Isle. Hundreds of artisans, vendors, and craftsmen come from around Maui County to showcase their Maui County-made products: food, produce and plants, arts and crafts, jewelry, fashion, gifts, and collectibles. The event is a great place to find unusual, one-of-a-kind local products for yourself or for gifts to take home to friends and family— just in time for Christmas!

Made in Maui festival

2022 Dates: November 4-5

Details & Future Dates (as they become available)



Restaurant Week WaileaFoodie alert! November means it’s time once again for Restaurant Week Wailea. Twice a year, in spring and fall, Wailea’s fabulous, world-renowned restaurants celebrate Restaurant Week Wailea with three-course, pre-fixe menus for just $29, $39, $49, or $59 per person. This is a wonderful opportunity to experience these acclaimed restaurants at a great value and support a worthwhile cause while you’re munching — a portion of the proceeds is donated to the Maui Food Bank. Stay at these Wailea area resorts or condos

Wailea restaurant week

2022 Dates: Restaurant Week Wailea has been temporarily suspended due to the COVID pandemic. Wailea (South Maui) 

Details & Future Dates (as they become available)





Seasonal Whale Watching Cruises on Maui usually begin in mid-November (continuing through mid-May). 

Last Chance for Parasailing! This activity does not take place in Maui waters from December 15 to May 15 each year due to the presence of humpback whales. 

Friday Night Town Parties: If it’s Friday, there’s a party on Maui! The Town Parties (sponsored by Maui County) take place on Friday evenings in different towns across the island. The town parties are great fun for both visitors and residents, with local food, entertainment, and vendors. More Details. NOTE: Fourth Friday in Kihei is the only town party in currently in operation. Wailuku, Lahaina, and Makawao are expected to follow suit soon!

Maui Friday Parties

• First Friday of the month — Wailuku Town Party (Central Maui) 

• Second Friday — Lahaina Town Party (West Maui)

• Third Friday — Makawao Town Party (Upcountry); this one takes place every other month, rather than monthly

• Fourth Friday – Kihei Town Party (South Maui) – Back in operation!


Free Entertainment: Free entertainment is common at hotels, resorts, and shopping centers around Maui. Centers like Shops of Wailea, Whaler’s Village, Lahaina Cannery Mall, and Queen Kaahumanu Center often host free hula shows, ukulele lessons, and cultural activities like lei-making. For other suggestions, check out our list of 25 Free Things To Do on Maui.


Farmers Markets: Support local farmers and vendors at one of Maui’s several amazing farmer’s markets! In addition to vibrant, locally grown produce, most farmers’ markets feature other unique local products like jams and jellies, clothing, jewelry, flowers, and island-themed goodies. Some of our top favorites include the Upcountry Farmers Market, Napili Farmers Market, and South Maui Farmers Market.  See our ultimate guide to Maui Farmers Markets.

Maui Farmers Markets


Live Music on Maui — Mana’o Radio: Live music is still happening around the island, with local musicians jamming almost every night at some of the island’s best restaurants. To find out who’s performing where check out Mana’o Radio’s Music2Nite site for a full lineup of live music on Maui.

Mana’o Radio (KMNO 91.7 FM) is Maui’s non-commercial all-volunteer radio station. Instead of a canned, pre-programmed song list, you’ll hear local people (volunteer DJs) playing an eclectic selection of the music they love best. Listen while you’re here on Maui, or live stream from their website. Tune in to a truly local radio station! Follow Mana’o Radio on Facebook for the latest word on their broadcast schedule and live events on Maui.


Grassroots Festivals and Fundraisers: Don’t be shy to buy a ticket and attend local fundraisers, bazaars, and festivals. These events are a great way for visitors to experience an authentic local gathering, and the organizers will love to have you there. There is always plenty of local food (eating is a priority here on Maui!) and entertainment, and often there are fundraising auctions (silent and live) where you can snag great deals on visitor activities like luaus, golf, dining, and boat tours.


Live Webcams: When you are here planning your day on Maui, check out these webcams to view current weather conditions around the island. It’s not unusual to be overcast or rainy in one area but clear and sunny just a few minutes away!


Maui Arts & Cultural Center: This is another excellent resource you should check for upcoming events and performances on Maui, from world-famous celebrities and musicians to symphonies and ballet to local Hawaiian cultural programs and festivals. The Maui Arts & Cultural Center (or “the MACC,” as we call it here) is located in Kahului.

Maui Arts and Cultural Center


  • Looking for great places to stay on Maui? You’ll save by BOOKING DIRECTLY with the owners/managers of these accommodations.
  • Looking for Maui deals? Sign up here for our free monthly Maui Deals & Steals enewsletter with the latest book-direct deals from our advertisers.  


Happy Travels!

Questions? Comments? Drop us a line: Blog@MauiAccommodations.com

(Note: We recognize and respect the significance of the ‘okina and kahakō markings in the written Hawaiian language; however, we have omitted those diacritical markings on our site in order to integrate with the more common spellings used in online searches.)

©Copyright 2015-Present Maui Accommodations Guide. If you wish to share content from our site, you may do so only by publishing a link to our original content on MauiAccommodations.com, so full and clear credit is given to us. Any other unauthorized use and/or duplication of any materials on this site (either text or photos) without our express and written permission is strictly prohibited. For permission to use excerpts or photos from our site, please contact the publisher. Mahalo!

Maui Accommodations Guide © 2023 All Rights Reserved.