Maui Events January 2026

This month, the tropical winter is in full swing. Here on Maui, that usually means cool breezes, big waves, rainbows, lots of whales — and a TON of fun events! Whether you choose to spend your tropical winter getaway browsing local markets or jamming out at one of the shows in this month’s lineup at the MACC or da Playground, there are an abundance of ways to enjoy yourself this January on the Valley Isle.

For more information or to see the best weekly, monthly and yearly celebrations, check out our calendar of Upcoming Maui Events.

What’s Happening on Maui for January 2026?

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.

Maui Events January 2026

January 2 

Kapalua Concert Series ft. Thunderstorm Artis: Step into a night of soul-stirring music with Thunderstorm Artis, singer-songwriter and mutli-instrumentalist. Enjoy an intimate evening concert at the Ritz-Carlton, Kapalua’s Alaloa Lounge. Admission is free and open to the public. Food and drink are available for purchase. The Ritz-Carlton, Kapalua, 6:00 pm. 

January 10 

Lokahi: Join Grammy-winning singer-songwriter Lukas Nelson with Patrick Simmons, Stephen Wilson Jr., Lily Meola, and more for a benefit concert to support Housing for Healthcare, an initiative addressing the island’s urgent shortage of medical professionals. Celebrate unity and community at this special night of music under the stars! Maui Arts and Cultural Center, 4:30 pm. 

Kapalua Wine and Chef Series featuring Todd English: Indulge in an evening of culinary artistry at the Ritz-Carlton, Kapalua’s five-course wine and truffle dinner. This experience showcases the skills of Todd English, a five-time James Beard Award winner. Enjoy live music and a stunning decor transformation on the Ulana Lawn. Get your tickets in advance! The Ritz-Carlton, Kapalua, 5:00 pm. 

January 11

The Expendables: Head to da Playground for a night of reggae-rock and Cali grooves. The Expendables are hitting the stage with hits like “Bowl For Two” and “Sacrifice.” Special guests Aurorawave and Amp Melo are there to start the party off right. da Playground, 7:00 pm, 21+.

January 20 

MAUI POPS ORCHESTRA: Broadway Rocks: Get ready for an exhilarating afternoon of music at the Maui Arts and Cultural Center as Broadway powerhouses LaKisha Jones and Dan Domenech join forces with the Maui Pops Orchestra. Together, they deliver a concert filled with the energy of rock and contemporary Broadway classics. Don’t miss it! Maui Arts and Cultural Center, 3:00 pm.

January 23

Landon McNamara: Oahu’s own Landon McNamara is bringing feel-good vibes to da Playground. Known for hits like “Loss for Words” and “Jam With You,” Landon’s sound blends mellow island rhythm and roots reggae. da Playground, 7:00 pm, 21+.

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

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 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.

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 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 Gift and Craft Fair: Stop by the Lahaina Gateway Center and browse West Maui’s largest gift and craft fair. This weekly event hosts over 50 vendors, showcasing jewelry, photography, art, crafts, keiki activities, and more. Maui Gift and Craft Fair runs from 9:00 am to 2:00 pm every Sunday.

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!

Shoot us a message with any events that are still scheduled that you think will still be happening.  We don’t know when the Coronavirus travel restrictions will end, so please let us know what you have planned.  We’ll add it here!  Also, get Hawaii Coronavirus Updates.

Mahalo for reading our list of Maui’s coolest events for this month! We hope you have a memorable experience exploring the beauty of the Aloha State, and be sure to let us know your favorite activities in the comments below. Aloha!