Looking for something memorable to do on Maui this weekend? From lively cultural celebrations in Kahului to creative theater performances Upcountry, there’s no shortage of island experiences waiting just beyond the beach. At Kihei Rent A Car we love helping visitors discover the events, food, arts, and local traditions that make Maui unforgettable.
One of the biggest highlights this weekend is the 57th Annual Barrio Fiesta at the Binhi at Ani Filipino Community Center in Kahului. The celebration takes place Friday, May 22, 2026 from 5:00 p.m. to 10:00 p.m. and Saturday, May 23, 2026 from 10:00 a.m. to 10:00 p.m. Guests can enjoy authentic Filipino food, live entertainment, cultural exhibits, contests, pageantry, and family-friendly activities throughout the weekend. It’s one of Maui’s longest-running cultural festivals and a fantastic way to experience the island’s rich Filipino heritage.
If you’re looking for an inspiring evening experience, Seabury Hall’s student-written one-act plays are another great option this weekend. Performances take place at Seabury Hall’s ‘A‘ali‘ikūhonua Creative Arts Center in Makawao on Friday and Saturday evenings at 7:00 p.m. These original productions showcase the creativity and talent of Maui’s young writers, actors, and directors in a beautiful Upcountry setting.
With easy scenic drives from Kihei to both Kahului and Upcountry Maui, this weekend is the perfect chance to explore beyond the resort areas. Pack your camera, bring your appetite, and enjoy a weekend filled with culture, creativity, food, and aloha.
