Looking for things to do on Maui this October? October 2026 brings a packed calendar of events across the island, from the Maui County Fair and Aloha Classic to Hawaiian cultural celebrations, live music, food festivals, community fundraisers, and family-friendly Halloween events.
Whether you’re a Maui resident or visiting the island this fall, here are some of the Maui events happening in October 2026 that caught our attention.
October 1–4: 99th Maui County Fair
War Memorial Special Events Complex, Wailuku
The Maui County Fair returns with four days of carnival rides, local food, exhibits, contests and live entertainment, plus a drone light show every night at 8:30 p.m. Learn More
October 3–4: Paddle for Life
Lahaina to Lanai
Cancer survivors, supporters and paddlers make a 36-mile round-trip outrigger canoe voyage across the Auau Channel to Lanai and back, raising funds for Pacific Cancer Foundation’s free programs for Maui County families. Learn More
October 9: SOJA featuring Ooklah The Moc
Maui Arts & Cultural Center, Kahului
Grammy Award-winning reggae band SOJA returns to Maui with Hawaii’s own Ooklah The Moc for an outdoor night of roots and island reggae. Learn More
October 9–10: Hula O Na Keiki
Kamehameha Schools Maui, Pukalani
The 34th annual Hula O Na Keiki celebrates the next generation of Hawaiian hula practitioners in Maui’s only keiki hula competition, presented by OUTRIGGER Kaanapali Beach Resort. This year’s event moves to Kamehameha Schools Maui, providing more room for the community to attend. Learn More
October 10: Yoga with the Pups
Maui Humane Society, Puunene
An outdoor yoga class with some four-legged guests, with all proceeds benefiting the animals at Maui Humane Society. Registration is $40 and includes an MHS towel while supplies last. Learn More
October 17: Mohala Mai 2026
Maui Arts & Cultural Center, Kahului
Halau Na Lei Kaumaka o Uka celebrates its 30th anniversary with more than 200 dancers from Maui, Japan and Mexico sharing an evening of hula, mele and Hawaiian culture under the direction of Kumu Hula Napua Silva. Learn More
October 17–24: Festivals of Aloha: Hana
Hana
A weeklong celebration of Hawaiian culture and community featuring the Hana Parade and Hoolaulea, local music, cultural activities, craft fairs, contests, sports, food and the closing Hoike Night. Learn More
October 19–30: Aloha Classic
Hookipa Beach Park, Paia
One of windsurfing’s legendary competitions returns to Maui’s North Shore, bringing top professional, youth and masters riders from around the world to Hookipa for the 2026 Wave World Tour event. Learn More
October 23: The Green
Maui Arts & Cultural Center, Kahului
Hawaii reggae favorites The Green bring their 2026 Titles Tour to Maui, joined by special guest Likkle Jordee. Learn More
October 23–25: Maui Comic Con
University of Hawaii Maui College, Kahului
Hawaii’s only free-to-the-public comic convention brings comic creators, local artists, cosplay and pop culture together for a community weekend at UH Maui College. Learn More
October 24: Steel Pulse
Maui Arts & Cultural Center, Kahului
Grammy Award-winning British reggae legends Steel Pulse bring their Reggae Against Racism Tour to Maui, with special guests Seven Suns. Learn More
October 23–25: Oskie Rice Memorial Rodeo
Oskie Rice Event Center, Makawao
Upcountry’s paniolo tradition takes center stage with a Friday night Bull Bash, Saturday night rodeo and Sunday’s championship competition featuring bull and bronc riding, barrel racing, team roping and more. Learn More
October 23–25: Festivals of Aloha: Wailea
Four Seasons Resort Maui at Wailea
Three days of free Hawaiian cultural programming include the Carmen Hulu Lindsey Leo Haihai Falsetto Contest, Hula Is the Heartbeat, Hawaiian practitioners, a Live Aloha Market and the oceanside Sounds of the Sea celebration. Learn More
October 30: Keiki Halloween Festival & A Starry Night Cinema
Maui Arts & Cultural Center, Kahului
A free family Halloween celebration featuring dozens of trick-or-treat stations, community organizations and activities, followed by an outdoor screening of Monsters, Inc. The MACC will also collect nonperishable food donations for Maui Food Bank. Learn More
Mahalo!
