Summer is upon us here in Maui, making this one of the best times to visit! Aside from the warmer weather and longer days, perfect for spending time on the beach, June in Maui brings some of its best cultural celebrations, music festivals, film screenings, and more!
If you plan to make your island escape sometime in June, you’re in luck. We’ve assembled this list of some of the most exciting happenings in Maui this summer!
Need more information on year-round activities on Maui? Check out our Free Vacation Guide for information on outdoor adventures, attractions, restaurants, shopping, and the best places to stay.
In this blog:
- Kapalua Concert Series with Wayne Toups
- 2026 Kalama Park Skate Jam Event
- 35th Annual Hawaiian Slack Key Guitar Festival
- Na Kamehameha Commemorative Pau Parade & Hoolaulea
- 45th Annual Kapalua Wine & Food Festival
- Wailuku Film Festival
- Plan Your Island Escape this June!
- FAQ’s
Kapalua Concert Series with Wayne Toups
Join Grammy Award-winning artist Wayne Toups for this special night in Kapalua! Known as “The Cajun Springsteen,” Toups is known for his high-energy performances, blending Cajun sounds with rock and soul. Enjoy an evening of lively music in one of Maui’s most scenic resort areas for this fun night in the earlier part of the month.
- When: June 5 | 6 PM – 9 PM
- Where: 1 Ritz Carlton Drive
- Price: $10
- More Information
2026 Kalama Park Skate Jam Event

Wanting to explore more of Maui’s local skate scene? This event invites skaters from around the island to meet up at Kalama Skate Park for an afternoon Jam Session! All skill levels are welcome, with skate lessons from 3 to 3:30 PM before the Jam officially begins. Experienced skaters are sure to get a lot out of Kalama Park, which features a bowl, a vert ramp connected to a mini ramp, and a flow street section, with plenty of rails and ledges, for more street-oriented skaters.
- When: June 6 | 3:30 PM – 6 PM
- Where: Kalama Skate Park
- Price: Free
- More Information
35th Annual Hawaiian Slack Key Guitar Festival

Get a taste of Hawaii’s unique musical culture with this presentation featuring a wide range of guitarists specializing in the slack key style. The art form has existed for nearly 200 years, and this event features artists from across Hawaii and beyond, many of whom come from California’s Bay Area. The event will also feature refreshments, including some local staples and a variety of “Made In Maui” island crafts.
- When: June 28 | 2 PM – 6 PM
- Where: Maui Arts & Cultural Center
- Price: Free
- More Information
Na Kamehameha Commemorative Pau Parade & Hoolaulea

Honor the legacy of one of the most important figures in Hawaiian history in one of Maui’s most significant cultural celebrations. Happening on King Kamehameha Day, the event features a traditional Pau Parade down Ka’ahumanu Avenue in Central Maui. When the parade is over, you can continue the Kamehameha Day festivities at Queen Kaʻahumanu Center, where there will be music, food, and keiki activities for the little ones!
- When: Jun. 20 | Parade begins at 9:45 AM
- Where: Kaʻahumanu Avenue
- Price: Free
- More Information
45th Annual Kapalua Wine & Food Festival

This four-day event stands as one of Maui’s signature dining events, bringing together expert vintners, celebrity chefs, and many of Maui’s favorite restaurants for a showcase of culinary excellence. The annual festival is set to feature chefs Maneet Chauhan, Antonia Lofaso, and Bryan and Michael Voltaggio.
- When: Jun. 25 – 28
- Where: Kapalua Resort
- Pricing and Ticket Information Found Here
Wailuku Film Festival
Get a look at the next generation of independent filmmaking at the inaugural Wailuku Film Festival. The festival is open to all formats and genres, including narrative, documentary, independent, and even animated works! Head on down to Wailuku to see Maui’s thriving creative community.
- When: Jun. 17 – 21
- Where: Kaʻahumanu Avenue
- Price: $15 screening blocks | $20 for “Best of” screenings
- More Information
Plan Your Island Escape this June!

Featured Property: Kamaole Sands 6-409
Now that you have your month of events, all that’s left to do is find a place to stay. Here at PMI Maui, our local staff will work to ensure that you’re able to make the most of your trip to Maui! From ocean view homes in Kamaole Sands to condos in South Maui, our vacation rentals are made to fit just about every kind of island getaway. See all of our rentals and start planning your trip to Maui today!
FAQ’s
Is June a good time to visit Maui?
Yes! June is a great time to visit Maui due to the warmer weather, longer days, and variety of summer events. It’s a good month for beach days, outdoor adventures, or any of the events mentioned above!
Are there free events in Maui in June?
Several of the events listed on Maui are free to attend. The Kalama Park Skate Jam, Hawaiian Slack Key Guitar Festival, and Nā Kamehameha Commemorative Pā‘ū Parade are all free of charge!
What should I bring to outdoor events in Maui?
Bring sunscreen, water, comfortable shoes, and a hat or sunglasses. Maui’s weather in June is particularly warm and dry, so it’s a good idea to stay hydrated!
