October on Maui is usually one of the most fun times on the island, with festivals, foodie events, concerts, and more.
Maui Events October 2025
What’s happening in October 2025?
Live music is still happening around the island, with local musicians jamming almost every night at some of the island’s best restaurants. Check out Mana’o Radio’s Music2Nite site for a full lineup of Live Music on Maui.
Don’t forget to mark your calendars for next month when the Hawaiian Airlines Made in Maui County Festival comes to town— November 7th and 8th at the Maui Arts and Cultural Center! The festival is the largest product show in Maui County, with countless local vendors showcasing their locally made products: from jewelry and art to clothing and food. It’s one of the best days of the year on Maui!
October 1st
Kula Pumpkin Patch Opens: The day you’ve been waiting for all summer— Kula Country Farms Pumpkin Patch opening day! Come pick out the perfect pumpkin, browse the farm stand, and enjoy the Upcountry views. The pumpkin patch will be open daily from 9 am to 4 pm until October 31st.
October 3rd
Kapalua Concert Series Featuring Delfeayo Marsalis: Kick off the Maui Jazz and Blues Festival with Grammy-winning trombonist Delfeayo Marsalis at the Ritz-Carlton. With a stunning island backdrop and island-inspired cocktails at Alaloa Lounge, this evening of jazz promises an unforgettable start to the festival. Alaloa Lounge, 6-9pm. FREE, all ages.
October 8th
Brad Williams: The Growth Spurt Tour: Brad Williams is bringing his sharp, high-energy stand-up to Maui. Known for his Netflix and Showtime specials as well as headline Cirque du Soleil, his comedy covers relationships, life, and everything in between. Don’t miss the chance to see him live at the Maui Arts and Cultural Center. 7:30 pm.
October 9th
Waylon Nihipali: Waylon Nihipali is taking the stage at da Playground for a special Thursday night of honky tonk. Born and raised on Big Island, Waylong was one of the first Hawaiian musicians to dive into the world of country. Now, he’s best known for hits like “In Another Man’s Truck,” and “He’s Her Life.” Don’t miss this Air Force veteran at da Playground. 6:00 pm, 21+.
October 10th
Kolohe Kai: What Aloha Means: One of the most popular names in Island Reggae, Kolohe Kai brings his signature blend of roots reggae and pop to the MACC stage. Best known for hits like Ehu Girl and Cool Down, this is going to be one of the month’s biggest events. Maui Arts and Cultural Center, 6:30 pm.
Hula O Na Keiki: Watch young dangers from ages 6 to 17 showcase their talent and aloha at this annual hula competition at Outrigger Kaanapali Beach Resort. Celebrating Hawaiian culture through hula, oli, and mele, this two day event is all about education and epic performances.
October 13
15th Annual Hawaii Food and Wine Festival: The annual Hawaii Food and Wine Festival returns with an impressive lineup of events coming this fall. Widely recognized at the premier culinary event of the Pacific, the Festival features hundreds of world-renowned chefs and culinary leaders, sommeliers, mixologists and more. Festival events are held statewide, but Maui’s portion of events will run from October 13-15 in Kaanapali. Get your tickets soon – some events are already selling out!
October 15th
Crazy Train: Ozzy Osbourne Tribute Band: Crazy Train, the ultimate Ozzy Osbourne tribute bands, is ripping into da Playground. Expect to hear all the anthems, plus Sabbath-era bangers. Don’t miss it! Da Playground, 6:00 pm, 21+.
October 18th
Maui Steel Guitar Festival: Celebrate the sweet sounds of Hawaiian steel guitar at the Shops at Wailea. Enjoy a hoolaulea concert featuring masters of steel guitar along with next-gen keiki performers. Guests will also have the chance to try out the instrument in hands-on sessions. Shops at Wailea, 3:00-6:30pm.
Hippie Sabotage: EDM duo Hippie Sabotage has rocked major music festivals and toured around the world. Now, they’re coming to Maui for the first time ever. If you’re a fan of EDM, this is not the one to miss. Da Playground, 9:00 pm, 21+.
October 19th
Luciano: Roots reggae master Luciano brings his uplifting lyrics and reggae hits to Da Playground Maui. With special guests Ras Cas & Kalolu, this high-energy night promises positive vibes and good times. Da Playground, 7pm, 21+.
October 20th
Maui Jazz and Blues Festival: Award-winning musicians and jazz legends return to Maui for a week of world class music at the Ritz-Carlton Kapalua. The festival runs from October 20-26, with the main concert taking place on the 25th. Enjoy teaser shows, diner events, and unforgettable performances all week long.
October 23rd
Witch Perfect: Ready for a spooktacular night? Head to da Playground for a night of laughs and music for a live singing parody of Disney’s Hocus Pocus. Featuring Emmy-winning RuPaul’s Drag Race stars, this show blends pop hits and Disney Classics. This is an all ages show, but those under 18 must be accompanied by an adult. Da Playground, 6pm.
October 24th
TUMUA: The Chee Hoo Tour: Oahu-raised stand-up sensation Tumua brings his high-energy humor and crowd work to Maui. A former collegiate athlete, actor, and social media star with over 700k followers, Tumua has sold out theaters across the US and beyond. Beware the front row unless you’re willing to be part of the show! Maui Arts and Cultural Center, Oct. 24-25
Long Beach Dub Allstars: Hailing from Southern California, the Long Beach Dub Allstars bring their ska-punk energy and laid-back vibes to da Playground. With hits like Kickdown and Easy and special guest Makua Rothman, this is a night of music you won’t want to miss. Da Playground, 7pm, 21+.
October 25th
Fins and Frights Night: Get into the Halloween spirit under the sea! The Maui Ocean Center invites kids and families to enjoy costume contests, trick or treating, face painting, and a 3D experience in the Sphere Theater. Join marine naturalists for fun activities like anglerfish masks and diver presentations in the deep sea tank. Maui Ocean Center, 6-9pm.
Weekly Events
Mondays
Lei Po’o Making: The Shops of Wailea invites guests to learn how to weave ti leaf leis using ferns and flowers. Lei Po’o can be worn on the head and was typically used as a gift on special occasions by Ali’i (Hawaiian Royalty). This event is open to both keiki and adults and runs from 2:30 to 3:30 pm.
Tuesdays
Coconut Husking at the Shops: From 2:30 to 3:30 pm weekly, the Shops of Wailea will be hosting demonstrations of the traditional and modern methods in husking a coconut. Learn how the Hawaiians would use every part of the coconut from food to crafting eating utensils, jewelry as well as furniture.
Polynesian Show at the Shops: This weekly show will highlight Hawaiian hula as well as other dances of Polynesia. The performance will take place at the Shops of Wailea from 5:30 to 6:30 pm.
Wednesdays
Lei Po’o Making: The Shops of Wailea invites guests to learn how to weave ti leaf leis using ferns and flowers. Lei Po’o can be worn on the head and was typically used as a gift on special occasions by Ali’i (Hawaiian Royalty). This event is open to both keiki and adults and runs from 2:30 to 3:30 pm.
Slack Key Guitar Show: The Masters of Hawaiian Music Slack Key Show is open for live shows once again. The Slack Key Show ohana will perform each week at 6:30 pm at the Napili Kai Beach Resort. Tickets are required for entry, this show is also streamed online.
Thursdays
Polynesian Show at the Shops: This weekly show will highlight Hawaiian hula as well as other dances of Polynesia. The performance will take place at the Shops of Wailea from 5:30 to 6:30 pm.
Coconut Husking at the Shops: From 2:30 to 3:30 pm, the Shops of Wailea will be hosting a demonstration of the traditional and modern methods in husking a coconut. Learn how the Hawaiians would use every part of the coconut from food to crafting eating utensils, jewelry as well as furniture.
Coconut Frond Weaving at the Shops: The Shops of Wailea invites guests to try their hand at the highly developed Hawaiian skill of weaving. Coconut frond weaving was used to make baskets, mats, and even toys. This event runs weekly from 4:30 pm to 5:30 pm.
Fridays
Papa Hula at the Shops: Hosted at the Shops of Wailea, Papa Hula is a celebration of the Hawaiian way of life. Enjoy a complimentary dance lesson, complete with costumes and accessories, and the dance movements and their meanings. This interactive performance runs from 4:00 pm to 5:00 pm.
Saturdays
Upcountry Farmers Market: Shop some of the best local souvenirs on the island, indulge in delicious food and support local farmers at one of Maui’s biggest weekly events. Don’t forget to set your morning alarm, as this market favors the early shopper. The Upcountry Farmers Market runs from 7:00 to 11:00 am every Saturday at the Kulamalu Town Center in Pukalani.
Sundays
Maui Sunday Market: Featuring some of Maui’s most renowned food trucks, local vendors, and quality entertainment, the Maui Sunday Market is one of the island’s most popular weekly events. Centrally located at the Kahului Shopping Center, the Maui Sunday Market draws locals and visitors from all corners of the island. The event runs every Sunday from 4:00 pm to 8:00 pm.
Are you having an event or know of an event worth adding to this list? Let us know!
For more information or to see the best weekly, monthly, and yearly celebrations, check out our calendar of Upcoming Maui Events.
Mahalo for checking out the top activities on Maui in October! Remember to celebrate responsibly on Halloween, and we look forward to sharing some of our favorite photos from around the island.
Thanks for sharing this list of Maui events for October 2024! It’s great to have a heads-up on all the fun activities happening. Can’t wait to plan my trip around them!
Will front street be the happening place on Halloween as in the years in the past?
Hi Kelsey! I’ve been reading your articles about Maui and they are excellent! I had some questions that I hoped you’d be able to answer and I don’t know where to turn for the answers.
My girlfriend and I have done a nomadic style of living. Traveling across the 48 and working here there and yonder. We lived in a camper in random spots for a long time. Now we are living in our vehicles. We still hold down jobs and have everything we need. We wanted to continue to do this, except in Hawaii, Maui specifically. I’ve read a lot about how it’s illegal to sleep in cars, whereas here, no one really cares. Is it possible to be able to move to Maui and continue to live this nomadic lifestyle? Where we can find jobs to pay our vehicle payments, but avoid paying rent or having to settle down in any one location? We want to explore all over the place and work enough to get by as we have been doing, while having the time to still go anywhere! Is that possible, or would going there be a mistake that results in nothing but citations and pretty much being forced off the island and back to the 48? I’d love to hear your thoughts on car living in Maui and the possibility of it! I’d be happy to talk through the forum here, or if you had time, it’d be more convenient to email back and forth. Would love if you could educate me a little. We’ve been gearing up to move over there and are getting close to being able to, we just want to know it won’t be a mistake and that our lifestyle is possible over there! Thank you so much for your time Kelsey!
Yes, it is illegal to sleep in your car, there are very few legal camping areas, and there is a fee. The County has designated a parking lot for homeless individuals to sleep in their car. It is in Wailuku across from the police station, and participants must be registered.
Also, it is not in the community interest to make such a plan with so many that have lost their homes and all their possessions on Maui, and countless other that have lost their jobs and risk losing their homes, due to the recent devastating wildfires. Please understand that housing, in all its forms, and jobs, need to be prioritized for local residents at this time.
Hello, We will be joining the festivities on front street Halloween , my wife is dressing as Gwen Staffani from no-doubt , would I be able to reach out to the house band to preform “spiderwebs”off the tragic kingdom cd?
She looks and sings very close to Gwen.
Thank you,
Geoff Freeland
Hi Geoff, you will need to contact the band directly to make any requests. Mahalo, and have a great Halloween!