September on Maui unfolds like a story carried on the trade winds. The days are warm, the evenings softened by golden light, and the island seems to pulse with gathering. Music drifts across open spaces, dancers step into ancient rhythms, and communities come together to share food, stories, and laughter. It is a month that reveals not just events, but the deeper cadence of island life — where celebration and tradition flow as naturally as the tide.
Sunset Tunes at Kalama Beach Park in Kihei
September 5 & 12, 2025 — 6:30–8:00 pm, Kalama Beach Park, Kihei
As the sky fades to pikake pink over Kihei, the bandstand at the south end of Kalama Beach Park becomes an open-air stage for local musicians. This free, family-friendly evening invites you to spread out on the lawn or relax under the pavilion with low-back chairs and blankets. Bring snacks and nonalcoholic drinks, settle in for golden-hour melodies, and let the ocean breeze carry the music across the shoreline. Please note: no alcohol, smoking, or drug use is permitted in the park.
31st Annual Seabury Hall Golf Tournament
September 6, 2025 — Wailea Blue Golf Course, WaileaRise early for a day on the greens that’s FORE the keiki—a spirited golf tournament raising funds for scholarships, financial aid, and athletic programs at Seabury Hall. From competitive two-player teams to single players and virtual participants, this event combines friendly rivalry with meaningful impact. With mulligans and on-course contests adding excitement, sponsors and players enjoy a vibrant day of aloha and community support, all while helping shape brighter futures for Maui’s young learners.
Island Sotheby’s International Realty is proud to be once again a Gold Sponsor of this incredible event, represented this year by our team of Scott Carroll, Truman Taoka, Sam Utley, and Mike Minter.
This year’s Tournament is officially SOLD OUT—while spots on the course are full, generous community supporters are still welcome to make a gift to help current and future Spartan athletes thrive.
Al Di Meola Electric Band
September 6, 2025 — Castle Theater, Maui Arts & Cultural Center, Kahului
An international guitar icon, Al Di Meola brings his dazzling artistry and high-octane performance style to Maui for one unforgettable night. Known for his pioneering fusion of jazz, rock, and global influences, Di Meola’s music bridges cultures and pushes boundaries, drawing listeners into a powerful sonic journey. The Castle Theater’s acoustics provide the perfect setting for his fast-paced fingerwork and intricate compositions. Audience members can expect a night of pure musical virtuosity—equal parts fiery and soulful—that leaves a lasting impression of what it means to experience music at the highest level.
La Ulu Breadfruit Festival
September 6, 2025 — 9:00 am–2:00 pm, Maui Nui Botanical Gardens, KahuluiA vibrant, free community festival celebrating breadfruit in all its glory. Held at Maui Nui Botanical Gardens, this event blends cultural activities—like lei-making from ulu bracts, kapa demonstrations, and traditional games—with food booths showcasing ulu creations, chef-led cooking demos, and an ulu tree sale featuring rare cultivars from Kahanu Garden and the Breadfruit Institute. It’s an immersive invitation to learn, taste, and grow together. Admission and parking are free.
10th Annual Sophie Swim
September 7, 2025 — Open water circuit from Kahekili Beach Park to Black Rock and back
This open-water event offers a 2 km swim—whether you're a competitive swimmer aiming for a personal best or someone eager to join for the experience, this swim has a spot for you. With age-divided categories and options to swim with or without fins, it's accessible and inclusive. Starting with on-site registration early in the morning and concluding with smiles and high-fives, this beloved community tradition raises funds for local keiki arts, music, and swim programs through the Sophie DeLoria Foundation. Every stroke supports island youth.
18th Annual Ku Mai Ka Hula
September 11–13, 2025 — Castle Theater, Maui Arts & Cultural Center, Kahului
Ku Mai Ka Hula is more than a competition—it’s a gathering of some of the most skilled halau hula from Hawaii, Japan, and the continental U.S. Over the course of three days, audiences witness the beauty of kahiko, the traditional style that connects dancers to ancestral chants and rituals, alongside the grace of auana, where modern melodies tell stories of love, nature, and Hawaiian life. This event provides an unparalleled opportunity to see hula performed at its highest level, judged by esteemed kumu hula who ensure authenticity and excellence. Beyond the stage, artisan vendors, cultural demonstrations, and the presence of hula practitioners create an atmosphere that feels like stepping into a living museum of Hawaiian heritage.
Aloha Friday at Queen Kaahumanu Center
September 12, 2025 — 5:00–8:00 pm, Queen Kaahumanu Center, Kahului
The heart of Kahului comes alive with the sights and sounds of Hawaiian culture during this special Aloha Friday celebration. Guests can explore interactive cultural exhibits, join hands-on activities, and enjoy an evening filled with music and hula. The highlight performance features the talented Kalama School Ukulele Band, bringing youthful energy and charm to the stage. This free, family-friendly event offers an easy and engaging way to connect with the traditions and artistry of Hawaii, all within Maui’s central gathering place.
Karolina & Iwo — Violin & Accordion Duo
September 14, 2025 — Castle Theater Stage, Maui Arts & Cultural Center, Kahului
This intimate concert brings together two instruments not often seen side by side—the violin and accordion—in a performance that defies expectations. Karolina and Iwo are celebrated across Europe for their daring musical interpretations, which range from classical masterpieces to inventive contemporary arrangements. Their synergy creates an atmosphere that is both powerful and playful, inviting the audience into a shared experience of surprise and delight. Families and seasoned concertgoers alike will appreciate the way the duo breathes new life into familiar compositions while introducing fresh, avant-garde works that inspire and entertain.
Paula Fuga’s Tribute to Aretha Franklin
September 20, 2025 — Castle Theater, Maui Arts & Cultural Center, Kahului
Paula Fuga, one of Hawaii’s most soulful voices, pays homage to the timeless legacy of Aretha Franklin in a performance that bridges islands and continents. Backed by a ten-piece ensemble, Paula channels the raw power, vulnerability, and depth that made Franklin a global icon. Expect beloved classics like “Respect” and “Natural Woman,” reimagined with Paula’s distinctive warmth and Hawaiian nuance. The show is not simply a cover concert—it is a love letter from one powerhouse vocalist to another, and an invitation for the audience to celebrate the universal language of soul music.
Richard Hoopii Leo Kiekie Falsetto Contest
September 20, 2025 — The Ritz-Carlton Maui, Kapalua
This elegant evening honors the artistry of Hawaiian falsetto singing, a tradition passed down through generations. Named for the late Richard Hoopii, one of Hawaii’s most beloved falsetto singers, the contest brings together talented vocalists who deliver heartfelt mele in the distinctive Leo Kiekie style. Each performance captures not just musical skill but also the deep storytelling and emotional resonance that defines Hawaiian music. The Ritz-Carlton setting adds to the occasion’s sophistication, turning the night into both a competition and a cultural celebration that uplifts heritage and inspires pride.
Photo courtesy of ProArts Maui
Magic in Paradise
September 21, 2025 — 7:30 pm, ProArts Playhouse, Kihei
Step into an evening of wonder and sleight-of-hand artistry with Maui’s own David Kuraya, a former headliner of the legendary Warren & Annabelle’s Magic Nightclub. Known for his quick wit, world-class illusions, and deep connection with audiences, David brings both laughter and amazement to every performance. This special ProArts show also features pianist Vania Jerome in a moving tribute to Annabelle, adding music to the magic. With a career spanning performances at Hollywood’s Magic Castle, major corporate events, and Tony Robbins’ Maui seminars, David’s reputation precedes him. Yet at the heart of his show is something bigger than illusion—the message that “when we come together, amazing things happen.”
St. John’s Kula Festival — 40th Annual
September 27, 2025 — St. John’s Episcopal Church, Kula
Perched on the slopes of Haleakala, St. John’s Episcopal Church hosts one of Upcountry Maui’s most cherished traditions. For four decades, the Kula Festival has brought the community together for a full day of entertainment, artisan crafts, local produce, and ono food. The festival is famous for its chow fun and baked goods, but it also delights with children’s activities, live music, and a silent auction featuring unique island treasures. Beyond the fun, the event raises funds for church ministries and local nonprofit Grow Some Good, ensuring its impact ripples far beyond the grounds.
Lanai Hoolaulea
September 27, 2025 — Lanai
A ferry ride or short flight away, the island of Lanai invites guests to join its signature Hoolaulea. The festival embodies everything that makes Hawaiian gatherings special—music, hula, food, and fellowship. Visitors can browse booths with handcrafted goods, savor local specialties, and enjoy an entertainment lineup that highlights the immense talent of this small but spirited island. The event is both intimate and vibrant, showcasing the pride of the Lanai community and welcoming all who come with genuine aloha.