June on Maui is a sweet spot — the island is lush from spring rains, the ocean has settled into its clearest summer blue, and the trade winds keep things comfortable well into the evening. It is also one of the busiest months on the cultural calendar, with free outdoor films, a royal parade, world-class concerts, and festivals that have been drawing locals and visitors alike for decades. Whatever brings you to the Valley Isle this month, there is something worth showing up for.
Starry Night Cinema: Zootopia 2 & Lilo and Stitch
Fri June 5 & Sat June 6, 2026 · Gates 6:00 pm, Film 7:30 pm each night
A&B Amphitheater Lawn / Castle Theater, MACC, Kahului
The MACC's Starry Night Cinema series kicks off the month with two back-to-back free film nights the whole ʻohana will love. On Friday, Zootopia 2 brings Judy Hopps and Nick Wilde back for a new mystery — and on Saturday, the Hawaiʻi-set live-action Lilo & Stitch hits the lawn in a setting that feels almost too perfect: an open-air amphitheater on the very island where the story unfolds. Both evenings feature preshow music by Sunny Kalama, keiki activities before the film, and local food trucks to keep everyone fed. Pack a low-back beach chair or blanket, leave the cooler at home, and check out the full Starry Night Cinema series at the MACC for everything you need to know before you go.
Alice in Wonderland Ballet – Alexander Academy of Performing Arts
Saturday, June 6 (2:00 pm & 6:00 pm) & Sunday, June 7 (12:00 pm & 4:00 pm), 2026
Seabury Hall Aʻaliʻikuhonua Creative Arts Center, Makawao
Upcountry's performance community shines this weekend as the Alexander Academy of Performing Arts brings Lewis Carroll's classic tale to life in full ballet form. Under the artistic direction of Amelia Nelson, the production is a whimsical, imaginative journey through Wonderland, with vivid costumes lovingly crafted by Jennifer Oberg and The Sewing Hui. Four performances over two days mean there is plenty of opportunity to catch this family-friendly celebration of dance, dedication, and community spirit. Read more about the Alice in Wonderland ballet by Alexander Academy and plan your afternoon in Makawao around it.
Maui Pops Chamber Players: Four Masters – One Afternoon
Sunday, June 7, 2026 · 2:00–4:00 pm
Saint Anthony's Church, 1618 Lower Main Street, Wailuku
If Friday and Saturday nights are for the movies, Sunday afternoon belongs to the music. The Maui Pops Chamber Orchestra takes over the beautiful Saint Anthony's Church in Wailuku for an intimate two-hour concert built around four of the repertoire's most beloved works: Bach's Orchestral Suite No. 1, Shostakovich's Jazz Suite No. 1, Barber's Adagio for Strings, and Mozart's Horn Concerto No. 1, featuring soloist Mars Gelfo. It is the kind of afternoon that reminds you what live classical music can do in a room — not a concert hall, not a stadium, just musicians and an audience close enough to feel every note. Tickets are $30 for adults and $15 for students 18 and under; find details and purchase at Maui Pops Chamber Players.
ʻAha Niu: Maui Nui Coconut Celebration Festival
Saturday, June 13, 2026 · 9:00 am–3:00 pm
Maui Nui Botanical Gardens, 150 Kanaloa Ave, Wailuku
Niu — coconut — is one of the great Hawaiian canoe plants, carried across the Pacific by the ancestors who first settled these islands, and this free festival is a full day devoted to honoring everything it provides. At the Maui Nui Botanical Gardens, cultural practitioners, farmers, educators, and chefs will gather to offer hands-on workshops in weaving pāpale lau niu, making kaula niu cordage, cooking with coconut, and planting niu — alongside moʻolelo, food and craft vendors, and a free sprout giveaway while supplies last. Few events make the living culture of this ʻāina so tangible — come ready to get your hands into it. Space is limited, so complete your ʻAha Niu Coconut Festival registration before heading out.
Earth, Wind & Fire
Sunday, June 14, 2026 · 7:00 pm (Gates 5:00 pm)
Alexander & Baldwin Amphitheater, Maui Arts & Cultural Center, Kahului
There are concerts, and then there are moments — and Earth, Wind & Fire at the MACC amphitheater under a Maui night sky is firmly the latter. The nine-time Grammy Award–winning legends, whose catalog stretches from "September" to "Shining Star" and beyond, bring their full electrifying live show to Kahului for one night only, fresh off their Honolulu date the evening before. Get your tickets and details at Earth, Wind & Fire at the MACC before this one sells out.
Wailuku Film Festival
Wednesday–Sunday, June 17–21, 2026 · Closing screenings June 21, 3:00–9:30 pm at the MACC
ʻĪao Theater & Naylor Theater, Wailuku; MACC Castle Theater, Kahului
Wailuku's historic downtown gets its moment in the spotlight this June as the inaugural Wailuku Film Festival brings five days of independent cinema, community conversation, and celebration of place to the Valley Isle. The festival spotlights four categories — Hawaiʻi, Indigenous Voices, Watersports, and Student Shorts — and pairs screenings with industry panels, workshops, and the late-night Fuzz Flix Fringe Fest for those who like their cinema a little more adventurous. The week culminates on June 21 at the MACC Castle Theater with audience-choice encore screenings of the Best of Hawaiʻi (3 pm) and Best Watersports (6 pm) films. Regular screening blocks are $15; closing night screenings are $20 — find the full schedule and tickets at the Wailuku Film Festival website.
Maui Songwriters Festival Summer Series: Grace Tyler
June 19, 2026 · 6:00–9:00 PM
Alaloa Lounge, The Ritz-Carlton Maui, Kapalua
Rising country artist Grace Tyler brings her soulful songwriting and modern country sound to West Maui for an intimate evening at one of the island's most beautiful resort settings. Known for her viral hit "My Mistake" and debut EP Everything I Didn't Say, Tyler blends classic country roots with contemporary storytelling — the kind of performance that hits differently with the Kapalua coastline as your backdrop. The Maui Songwriters Festival Summer Series is first-come, first-served with a $10 entertainment fee per person — waived for hotel guests. Complimentary valet parking.
Nā Kamehameha Commemorative Pāʻū Parade & Hoʻolauleʻa
Saturday, June 20, 2026 · Hoʻolauleʻa 9:00 am; Parade 9:45 am
Parade: Maui Lani Parkway along Kaʻahumanu Avenue to Kahului Beach Road; Hoʻolauleʻa: Queen Kaʻahumanu Center
Every June, Maui pauses to honor the legacy of Kamehameha I with one of the most moving community celebrations on the island. The Pāʻū parade — wahine on horseback draped in flowing island-color gowns, floral floats, and marching bands rolling down Kaʻahumanu Avenue — carries a dignity and beauty that never grows old, no matter how many times you have lined the route to watch. This year's Hawaiʻi-wide theme, "E Kū, E Hoʻololi" — stand upright and change unpleasant conditions — feels as resonant as ever for a Maui community still finding its footing. After the parade, the hoʻolauleʻa continues at Queen Kaʻahumanu Center; read the full details and route information for the Nā Kamehameha Commemorative Pāʻū Parade on Maui Now, and plan to arrive early — Kaʻahumanu Avenue closes at 8:30 am.
Zenshin Daiko's 27th Annual Taiko Festival
Saturday, June 20, 2026 · 7:00 pm
MACC Castle Theater, Kahului
After the parade wraps up, the energy of June 20 keeps rolling right into the evening with Zenshin Daiko's 27th Annual Taiko Festival at the Castle Theater. Since forming in 1999, this Maui-rooted nonprofit has shared the thundering, communal art of taiko with over 1,200 events across the islands and beyond, and this annual concert is always a highlight. Joining them this year are the prestigious Stanford Taiko — one of North America's leading collegiate taiko groups — and the Naʻ Aliʻi Big Band, making for a lineup that is equal parts power and heart. Tickets are $20 for keiki and $38 for adults; pick yours up at the Zenshin Daiko Taiko Festival at the MACC before the show fills up.
45th Annual Kapalua Wine & Food Festival
Thursday–Sunday, June 25–28, 2026
The Ritz-Carlton Maui, Kapalua
Forty-five years in, the Kapalua Wine & Food Festival remains the gold standard of culinary celebrations in Hawaiʻi — and arguably in the entire country, as one of the oldest wine and food festivals in the United States. This milestone edition brings Food Network stars Maneet Chauhan, Antonia Lofaso, and the Voltaggio Brothers to the cliffs of Kapalua alongside world-class winemakers, intimate tasting seminars, and the grand tasting gala under the Maui sky. Whether you are a dedicated oenophile or simply someone who loves exceptional food paired with an exceptional view, the four-day experience is worth planning your June around. The full 45th Kapalua Wine & Food Festival lineup has all the details on individual events and multi-day passes.
35th Annual Kī Hōʻalu Guitar Festival
Sunday, June 28, 2026 · 2:00 pm (Gates 1:30 pm)
Alexander & Baldwin Amphitheater, Maui Arts & Cultural Center, Kahului
June closes out the way it should — with slack key guitar, warm sun, and the whole community gathered on the MACC lawn for one of Maui's most beloved free events. The 35th Annual Kī Hōʻalu Guitar Festival brings together some of Hawaiʻi's finest players, including Jeff Peterson, Bobby Moderow, Kevin Brown, Piilani Arias, and many more, for an afternoon of melodious Hawaiian music rooted in the paniolo campfire tradition that gave this art form its soul. Arts and crafts vendors and food trucks open at 1:30 pm, so come early, find your spot, and let the afternoon unfold at island pace. For those off-island, the 35th Annual Kī Hōʻalu Guitar Festival at the MACC will be livestreamed on the MACC's Facebook and YouTube channels.
June on Maui is always something special — but this month's lineup feels particularly rich, layered with culture, community, and the kind of moments you carry home long after the summer ends. Get out there, bring your ʻohana, and soak it all in. A hui hou.