Top 10 Things To Do on Maui This Week

Tues, May 19, 2026 – Tues, May 26, 2026

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Tuesday, May 19, 2026 – Makawao

Hibiscus Paint Party
Vida by Sip Me

Paint a vibrant hibiscus flower in this relaxing evening class at Vida by Sip Me. This event is open to ages 13 and up and welcomes painters of all skill levels. Guests may bring their own beverages and snacks to enjoy during the session. Island Art Party provides all materials and instruction, making it easy to unwind and tap into your creativity in a fun, social setting.

More information about the Island Art Party can be found here. Click here to book this experience.

Wednesday, May 20, 2026 – Upcountry

Maui Goat Yoga
Upcountry Maui

Join Maui Goat Yoga for 1.5 hours of fun with Miniature Goats! The Maui Goat Yoga class is a time to stretch, relax, enjoy nature, the amazing Maui coastline view, and smile with goats! There will be 5 to 10 minutes of goat introduction and goat etiquette. Then, a 30 to 45-minute goat yoga class followed by 30 minutes of goat playtime and enjoying the goats. Mat rentals are available at $5 per mat. Paid at time of arrival. Children 8 and up are welcome! To receive Kama’aina (Local) rate, you must show a HI driver’s license at check-in for class.

Reserve your class at MauiGoatYoga.com.

Wednesday, May 20, 2026 – Wailea

Wailea Wednesday with Arlie Asiu
The Shops at Wailea

The Shops at Wailea Announces Wailea Wednesdays, Weekly Live Music Series Featuring Local Entertainers. Join The Shops at Wailea for a special evening of music with Arlie Asiu on Wednesday, May 20th, from 4:30-6pm.

Seating is provided throughout the property for guests to enjoy. At this time, The Shops at Wailea kindly asks guests not to bring their own chairs. Mahalo for your understanding. The Shops’ special events and entertainment are designed to complement the guest shopping and dining experience and guests are welcome to come and go as they wish.

More information can be found here.

Thursday, May 21, 2026 – Wailea

Maui’s Magic Show
Mulligans On The Blue

Maui’s Magic show is this Thursday with Brenton Keith & His Bag O’Tricks at Mulligans On The Blue. It’s the perfect family night out in South Maui! Ryliss Bod, had this to say on Google recently, “This is a hidden gem on a golf course! They offer local entertainment at a super low price. The food is good and the entertainment unbelievable.

Last night I went to the Magic Show and enjoyed myself so much I am returning next week. A year ago I went to listen to a female singer and was blown away. Mulligans only charges $10-30 but the shows would cost $75-$150 in the states. The venue is small and intimate making it all the better.”

Only $10 per person, with children 5 and under FREE! Dinner seating starts at 5pm, and the show begins at 6:30pm. Brenton is also known for his pre-show table-side magic.

More information and reservations can be found here.

Thursday, May 21, 2026 – Kihei

Music in the Wine Garden with The Pete Sebastian Trio
Fabiani’s Pizzeria & Bakery

Fabiani’s Pizzeria & Bakery invites you to Music in the Wine Garden with the Pete Sebastian Trio on Thursday, May 21st, from 5-7pm. Pete is known for his original versions of classic rock tunes from Fleetwood Mac, Tom Petty, Bob Marley, Bob Dylan, Jack Johnson, and the Rolling Stones, just to name a few. The Fabiani’s dinner menu includes classic Italian dishes and locally inspired fare.

More information can be found at Fabianis.com.

Fri, May 22 & Sat, May 23, 2026 – Kahului

57th Annual Barrio Fiesta®
Binhi at Ani Filipino Community Center

The 57th Annual Barrio Fiesta® will be held at Binhi at Ani Filipino Community Center in Kahului (780 Onehee Avenue, across Maui Waena) on Friday, May 22nd, from 5pm to 10pm and Saturday, May 23rd, from 10am to 10pm.

There is something for everyone. Food is always a huge draw and there will be a variety of it–Filipino specialties along with local favorites. Plus, there’s entertainment, contests, special events, pageantry–all to promote the culture.

More information can be found here.

Fri, May 22 – Mon, May 25, 2026 – Wailuku

Be Reel Child & Youth Film Festival
Historic Iao Theatre

Join Discover Imua for the Be Reel Child & Youth Film Festival, a powerful celebration of storytelling, created by kids, for kids, and about kids.

Taking place May 22–25, 2026 (Memorial Day Weekend), this one-of-a-kind festival brings our community together to experience youth-created films that are bold, honest, and deeply moving at the Historic Iao Theatre. From Maui to the world, young filmmakers take the spotlight— sharing stories that reflect what matters most to their generation.

Told through a lens adults don’t always see, but need to. Go and be inspired, challenged, and connected. Whether you’re a parent, educator, film lover, or someone who believes in the next generation, this festival is for you!

More information and tickets can be found here.

Saturday, May 23, 2026 – Kahului

24th Maui Matsuri
University of Hawaii Center, Maui

24th Maui Matsuri returns to UH Maui College for awesome entertainment, food booths and trucks, free kids crafts, exhibits, crafters, eating contest, and bon dancing! Bring the whole family! For more info, visit MauiMatsuri.com.

Sunday, May 24, 2026 – Makawao

Sundays in the Country with Swing Star
Casanova Makawao

AG Presents and Casanova Makawao welcome Swing Star to the Aloha Music Series, Sundays in the Country, at Casanova’s on Sunday, May 24th from 1-3pm. On first listen, Swing Star’s swirling sounds owe much to the gypsy guitar of Django Reinhardt, but as the ear adapts, it’s clear that this quartet sounds like no other.

Guitarist Steve Elliott became smitten with and inspired by Django’s music and guitar mastery. It wasn’t long after that when Michael Guzalak (clarinet, tenor sax, vocal, percussion) joined in, and bassist David Graber, or Ganis, are perhaps the finest bass players on Maui. The newest member, Bita Fonseca, is an extraordinary Brazilian guitarist.

More information and tickets can be found here.

Monday, May 25, 2026 – Makawao

Late-Night Karaoke
Casanova Makawao

Casanova Makawao invites you to late-night Karaoke and Pizza on Mondays from 9-11pm. Select from over 30,000 songs across all genres, PLUS from 9-10pm, share some pies with friends with 12″ pizza specials!

More information can be found here.

SPOTLIGHT

SUPPORT LAHAINA!

Mo’o and Koholā by Lori Abreu

Lori Abreu, born and raised on Maui, is passionate about serving the children and families of her island home. It was the outpouring of aloha and compassion she witnessed working alongside volunteers in our Maui community in the wake of the devastating wildfires that motivated her to realize her long-time dream of publishing her first children’s book, Mo`o and Koholā, which was introduced to our Maui community in January 2024. The proceeds from the sales of this story are donated to the ongoing rebuild of Lahaina. To date, Lori has made donations supporting the Lahaina community and its children through The Hawaii Community Foundation and Lahaina schools.

Her complete project is full of Lahaina and local flavor. Its pages highlight Lahaina Harbor, Front Street, Lahainaʻs Banyan Tree, and more. Mo`o and Koholā comes with three original songs and a website of resources for families and teachers. Lori is extremely thankful to her enthusiastic, talented team which helped bring her project to life. She feels blessed to have worked with Nicki Barsamian who beautifully illustrated her story and helped guide her through the self-publication process. The musicality of Kala`e Camarillo who performed her songs and made them so special was surely a treat for the music lover she is! Visit Loriʻs website at www.kumulori.com for more information on this project and a purchasing link.