Maui Events January 2025

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 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.

Maui Events January 2025

January 2 

Sentry Tournament of Champions: Sentry Tournament of Champions returns to Kapalua’s Plantation Course overlooking Honolua Bay, where the biggest names in golf kick off the 2025 PGA Tour Regular Season. The tournament is held over four days, concluding on January 5. Tickets are available now, with special rates for military, first responders, and kama‘aina.

January 3 

Wailuku First Friday: Every first Friday of the month, a party takes over Market Street in Wailuku from 6 pm to 9 pm, with local vendors, presentations, live entertainment, food, and so much more. 

Drew Martin with Desert Hollow: Singer/songwriter Drew Martin returns to ProArts with Desert Hollow, delivering a powerful night of folk and country harmonies. Don’t miss this dynamic duo live!

Kapalua Concert Series: Join singer-songwriter Gretchen Rhodes for a memorable evening of soulful blues and rock. No cover charge. Seating is first-come, first-serve. Food and beverage for purchase.

January 9 

On the Nile: An Evening of Original Music and Dance: Take a musical voyage along the Nile River in an evening that combines the ambient classical music of James Nevius with original choreography by Randi Lonzaga. Combining sound, imagery, and movement, “On the Nile” is a journey into the heart of ancient Egypt from the Pyramids of Giza to the depths of the Valley of the Kings.

Domaine de la Riviere Wine Dinner: Indulge in an exceptional culinary experience at The Ritz-Carlton Maui, Kapalua and savor the rare and complex varietals of Domaine de la Rivière Vineyards. Enjoy a special evening featuring a five-course gourmet dinner crafted by Chef Donovan Foster, expertly paired with Domaine de la Rivière’s exquisite wines.

January 10 

Wheatus: Celebrate over 20 years of “Teenage Dirtbag” with Wheatus in an intimate acoustic set featuring fan favorites and hidden gems from their debut album. Kicking off the night is Maui’s own Flamingo Rider—don’t miss this evening of nostalgia at da Playground in Maalaea. 21+. 

January 12 

Maui Pops Orchestra – Broadway Pops: Maui Pops Orchestra invites you to enjoy an electrifying afternoon of Broadway, jazz, pop, and soulful R&B hits featuring vocalists Capathia Jenkins and Ryan Shaw, led by Maestro Jim Durham. Enjoy pre-concert food and beverages and experience the best of American music at the Maui Arts and Cultural Center’s Castle Theater. 

Steve Hofstetter – Kill the Butterflies Tour: Join comedian Steve Hofstetter for a night of razor-sharp wit and non-stop laughs at da Playground, featuring special guest Jarret Bernstein and hosted by Chino LaForge. 21+, two drink minimum. 

January 15 

10th Annual Maui Songwriters Festival: Celebrate the 10th Annual Maui Songwriters Festival from January 15-18 at the Ritz-Carlton Kapalua. Experience the ultimate musical getaway as we welcome the music industry’s top singer-songwriters, producers, and composers from Nashville as they perform their #1 and Award-Winning songs.

January 16 

The Merwin Conservancy presents Poet Laureate of the United States Ada Limon: The Merwin Conservancy’s Green Room series presents an evening with U.S. Poet Laureate Ada Limón, renowned for her award-winning poetry and connection to the natural world. Enjoy an inspiring reading and talk, followed by a cash bar and light refreshments. Maui Arts and Cultural Center. 

Ben Miller: Volcano: What happens when a comedian walks into a volcano? Find out with Ben Miller, the first stand-up comedian artist-in-residence at Hawai’i Volcanoes National Park. Join this one-of-a-kind show blending science, history, and hilarity! Pro Arts Playhouse, recommended for 18+.  

January 17 

Muriel Anderson Concert with Visuals: Join guitarist Muriel Anderson, the first woman to win the National Fingerstyle Guitar Championship, for an evening of global music, joy, and humor, with special guest Uncle George Kahumoku Jr. Experience a multimedia journey of stunning visuals and music, celebrating her latest CD Sailing Dreams. Pro Arts Playhouse. 

January 18 

George Kahumoku Jr., Daniel Ho, & Tia Carrere from Maui’s Renowned Slack Key Show: Presented by ProArts Playhouse, Mana’o Radio, and George Kahumoku Jr’s Slack Key Show, enjoy a night of Hawaiian slack key guitar, ‘ukulele, and song with Grammy winners George Kahumoku Jr., Daniel Ho, and Tia Carrere. Don’t miss this special performance in the intimate theater setting!

January 22

Sheryl Renee Salutes… Frank Sinatra: Join Sheryl Renee, known as “The Lady with the Golden Voice,” on a melodic journey through the lives and songs of iconic musical legends. With a rotating cast of Maui musicians, Sheryl shares her personal experiences and the influence these artists had on her career in this unforgettable tribute show. Pro Arts Playhouse.

January 24

Sammy Johnson: Get ready for two unforgettable nights as Sammy Johnson brings his smooth, soulful reggae style to Maui on January 24 and 25! Known for blending island reggae, jazz, and R&B, Sammy’s live performances are packed with fan favorites, new tunes, and positive energy. da Playground, 21+. 

Starry Nights and Culinary Delights: Take your dinner date to the next level with a Stargazing Dinner and Astronomy Tour, starting with dinner at Haliimaile General Store followed by a guided sky tour with telescopes. You’ll enjoy stargazing, constellation tracing, and a take-home gift from your cosmic adventure. 

January 25

Free Range Comedy: Every month! This wickedly funny improv troupe specializes in “Who’s Line Is It Anyway?” short-form improv. You’ll laugh your tailfeather off! Pro Arts Playhouse. 

January 26

Nurse John: John Dela Cruz (aka Nurse John) brings relatable humor to the struggles of working in healthcare and service industries, capturing the highs and lows of being underpaid, undervalued, and overworked. With over 12 million followers and a hit podcast, I Beg Your Pardon, John combines reality and entertainment, offering weekly therapy and laughter for those navigating the chaos of short-staffed shifts. Maui Arts and Cultural Center. 

January 31 

Bakersville: Comedic genius Ken Ludwig transforms Arthur Conan Doyle’s classic The Hound of the Baskervilles into a murderously funny adventure. Sherlock Holmes and Watson must solve the case of the Baskerville heirs being mysteriously killed, facing a web of clues, disguises, and deception, all while five actors portray over forty characters. Pro Arts Playhouse, runs until February 16. 

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!