Maui Arts & Entertainment

A star-studded cohort of Hawaiian music legends will be recognized with Lifetime Achievement Awards from the Hawai‘i Academy of Recording Arts (HARA) during a special luncheon on Saturday, Nov. 23, at the Royal Hawaiian Hotel’s Monarch Room in Honolulu.

The Upcountry Winter Fest presented by the Kekaulike High School Foundation is returning this year, bringing a sparkling array of winter activities, live entertainment, and seasonal delights to Upcountry, Maui.

The Lahaina Restoration Foundation announced the November edition of the Hawaiian Music Series, featuring a special performance by the talented Kamehameha Schools Maui Hawaiian Ensemble. The free concert will take place on Thursday, Nov. 20, 2025, at 6 p.m. on the Ocean Lawn of the Sheraton Maui Resort & Spa in Kāʻanapali, with free validated self-parking available.

Maui Prep’s annual community celebration, Paniolo Night, is returning on Saturday, Nov. 15, from 4 p.m. to 8 p.m. at the Maui Prep campus.

Maui Arts & Cultural Center announces the latest iteration in its program series, ACTIVATIONS: After Hours at the Gallery. The event takes place on Friday, Nov. 21 from 5 to 8 p.m. and features an evening of acoustic and dance performances that come to life in and around Schaefer International Gallery.

HouseMart Ben Franklin Crafts will host the annual Ben Franklin Winter Craft Fair on Sunday, Nov. 23, 2025, from 9 a.m. to 3 p.m. at the Macy’s parking structure at Queen Kaʻahumanu Center in Kahului.

The Maui Farm, a local nonprofit that provides transitional housing, support services and farm-based programs for families in transition, will celebrate its 40th anniversary of service to the Maui community with a special benefit concert.

Maui Preparatory Academy presents its high-energy, student-empowered musical production of Roald Dahl’s “Matilda the Musical JR.,” opening Nov. 21 in the Bozich Center for Athletics and Performing Arts.

A Nov. 15 event in Makawao will celebrate the launch of the Makawao Story Map, a new multimedia platform that brings the town’s rich history to life online and through virtually-guided tours of local landmarks.

Seabury Hall will host the sixth annual Seabury Hall-iday on Friday, Dec. 5, 2025, from 5 to 7 p.m. at its campus in Makawao. Guests are encouraged to bring a new, unwrapped toy for Maui United Way’s toy drive.

The Maui Arts & Cultural Center will host funk and soul band Tower of Power in the Castle Theater at 7:30 p.m. Feb. 21. In conjunction with the concert, the center asks patrons to bring non-perishable food items for the Maui Food Bank, in keeping with the center’s dedication to supporting wildfire relief efforts. Tower of Power formed 58 years […]

Comedy legend Margaret Cho is coming to the Castle Theater on Sunday, April 26 at 7:30 p.m. Tickets go on sale online only at 10 am to MACC members on Wednesday, Nov. 5, and to the general public on Friday, Nov. 7.

The Shops at Wailea commemorates its 25th anniversary this November with a month-long celebration that honors its legacy as both a luxury destination and cultural gathering place.

The Maui Arts & Cultural Center will host comedian Jiaoying Summers as part of its “LOL@MACC” series at 7:30 p.m. Dec. 4 in the McCoy Studio Theater.

Wailuku First Friday will team up with Maui Comic Con for a special edition of the monthly street festival on Friday, Nov. 7, 2025, from 6 to 9 p.m.

Each December, the stage at Maui Arts & Cultural Center’s Castle Theater is transformed into a sparkling winter wonderland, as the Alexander Academy Performing Company’s team of volunteers moves in with the sets and costumes for Maui’s beloved, full-length “Nutcracker” ballet.

The 12th Annual Hawaiian Airlines Made In Maui County Festival, Maui’s premier showcase for locally produced goods, will return to the Maui Arts & Cultural Center on Nov. 7 and 8. The festival is set to feature more than 140 local vendors offering a variety of products, including art, jewelry, fashion, food, home goods and more. It serves […]

Seabury Hall Performing Arts presents its 2025 fall musical, “Once Upon A One More Time” (high school version), a high-energy Broadway production featuring the iconic music of Britney Spears. The show runs for two weekends at Seabury Hall’s ʻAʻaliʻikūhonua Creative Arts Center. Show dates are Friday and Saturday, Nov. 14-15 and 21-22, at 7 p.m., and […]

The Maui Arts & Cultural Center presents classic rock legends Foghat in a MACC Presents concert in the Castle Theater on Thursday, Feb. 5 at 7:30 p.m.

The Shops at Wailea once again welcomed families and keiki for its annual Halloween celebration filled with excitement, creativity and aloha. The Center delivered another unforgettable experience for attendees of all ages, drawing 1,000 guests on Sunday, Oct. 26, 2025.