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October on Maui is usually one of the most fun times on the island, with Halloween celebrations, festivals, foodie events, concerts, and more.
Maui Events October 2023
What’s happening in October 2023?
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 3rd and 4th 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 13
Hawaii Food and Wine Festival: 26th Annual Roy Yamaguchi Golf Classic: Grab your clubs and tee off for the 26th Annual Roy Yamaguchi Golf Classic! This annual play-and-eat golf tournament supporting Imua Family Services returns to the beautiful Kaanapali Golf Course for a round of 18 holes against community leaders and celebrity chefs Roy Yamaguchi and Alan Wong.
October 14
Hawaii Food and Wine Festival: Ocean’s 13: Dig into ten one-of-a-kind surf and turf dishes at this grand tasting event under the stars at the Sheraton. Culinary masterminds will prepare bites sourced from oceans near and far, while guests imbibe some of the world’s best wines and cocktails prepared by HFWF mixologists. Sheraton Maui is offering special room rates for guests of the Hawaii Food and Wine Festival. 21+ only.
2023 Maui Steel Guitar Festival: Stop by the Shops of Wailea to enjoy the sweet sounds of Maui’s top steel guitar artists. This event features five hours of music, including appearances from up-and-coming keiki steel guitar artists. The festivities will continue the following day at Queen Kaahumanu Center. 11 am to 4 pm.
Paddle For Life: To benefit the Pacific Cancer Foundation, cancer survivors and supporters will paddle six-man outrigger canoes 22-miles from North Kihei to Molokini and back. Captain a team, join a crew, or donate.
October 15
Hawaii Food and Wine Festival: Livin’ La Vita Vino: Celebrate the tastes of Italy with a five-course wine paired dinner at the Westin Maui Resort and Spa. Chef Yoshi Kizu will team up with Michelin-starred chefs to create dishes that transport guests to the Mediterranean. The Westin Maui is offering special room rates for festival attendees. 21+ only.
October 19
Champagne Hale at the Cliff House: The Montage Kapalua’s most exclusive pop up bar returns! Bask in a picture-perfect Maui sunset while enjoying a variety of champagnes paired with an innovative menu — all held at the Kapalua Cliff House, one of Maui’s most unique and breathtaking event venues.
October 20
Festivals of Aloha Wailea: The Festivals of Aloha Wailea series kicks off on October 20th. Stay tuned for more details.
October 28
An Evening with Marc Broussard: Hailing from Louisiana, Marc Broussard is a singer-songwriter with a knack for transforming classic R&B, rock, and soul into contemporary sounds. Armed with a guitar and a powerful voice, his style is aptly described as “Bayou Soul.” Don’t miss this special solo performance at Da Playground.
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.
Family Class at Island Art Party: That’s right, Island Art Party is back in action! Maui’s most fun, family-friendly art class is once again accepting bookings. Sundays are reserved for Family Class, where ages 8 and up are welcome. From mermaid to sunset scenes and more, select the masterpiece you want to create and bring home your own artwork!
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.
Some photos from past Halloweens in Lahaina.
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.
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!
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!