Upcoming Events at Grand Wailea
Experience the vibrant spirit of Grand Wailea through a curated calendar of exclusive events. From cultural celebrations and live music to culinary experiences and wellness retreats, every gathering is designed to enrich your stay. Whether you're looking to unwind, explore, or celebrate, Grand Wailea has something for everyone to enjoy.
*Events are subject to availability and may be changed without notice.
Thanskgiving at Grand Wailea
Celebrate the holiday surrounded by Maui’s beauty, exceptional cuisine, and unforgettable traditions this Thanksgiving at Grand Wailea. From a lavish holiday brunch to a festive lūʻau, plus holiday menus in our signature oceanview restaurants at Olivine and Humuhumunukunukuāpuaʻa.
No Ka ‘Oi Songwriters Festival
This November, experience some of the biggest names in country and pop songwriting for a weekend full of music, storytelling, and philanthropy at the second annual No Ka ‘Oi Songwriters Festival.
The festival is presented by the Heart and Hook Foundation, with performances and programming taking place at Grand Wailea and the Kihei community to raise funds for Lele Aloha Foundation and the Maui Family YMCA Music Program.
This year’s lineup includes hitmakers and rising stars such as Jeffrey Steele, Jessi Alexander, Randy Houser, Tucker Wetmore, and more.
For more information, tickets, and schedule details, visit the link below.
Holomua Ko‘i Awards Gala
6PM - 9PM | HALEAKALĀ GARDENS
Celebrate Maui’s resilience and leadership at Holomua 2025's dazzling Ko‘i Awards Gala — the “Met Gala of Maui” — honoring inspiring leaders with an unforgettable evening of fashion, culture, and community.
For more information, tickets, and updates, visit the link below.
Aloha Fridays
Embrace the spirit of Aloha Friday by celebrating the cherished Hawaiian tradition with us, including special offers on treatments, services and locally-made products from our island partners at Kilolani Spa, featured local artisans in our Lobby, plus our own dedicated staff dressed in Aloha-spirited attire.
An Immersion Into the Megaverse
5PM - 9PM | THE CAVE
Enjoy your favorite game room classics such as Billiards, Ping Pong, Darts, Shuffleboard, and more. Level up your experience in our two, state-of-the-art virtual reality pods, featuring various games in 4D.
Sound Healing
4:30PM | MOVEMENT STUDIO
Maui Sound Healing and Kilolani Spa present a restorative sound journey for relaxation, rejuvenation, and reconnection. Immerse yourself in soothing tones from crystal singing bowls and gongs in a serene setting. Each session is crafted to leave you grounded, refreshed, and at ease. Join us for an unforgettable moment of tranquility.
Space is limited. Reserve your spot below.
ʻTis the Season of Aloha
Celebrate the holiday season with us from our beloved Tree Lighting Ceremony and Santa’s grand arrival by outrigger canoe to festive culinary experiences, indulgent Kilolani Spa treatments, and more.
Weekly Activities
Grand Lūʻau
Take a seat at your own private table overlooking Wailea Beach for an unforgettable evening filled with interactive entertainment, music, authentic dishes, and amazing performances that showcase the myths and legends of Maui in all their colorful, fiery glory. Lūʻau events change weekly; reservations are required.
Fitness & Wellness
Explore a variety of approaches to wellness with Kilolani Spa’s expanded offerings. Enjoy daily fitness and wellness classes such as outdoor yoga, pilates, sound healing, group cycling, and more. Some classes are complimentary and included in your resort fee while others may include a cost. Classes change weekly; registration is required.
Cultural Activities
Embrace Hawaiian culture at every opportunity with our immersive experiences and activities. Learn to dance the hula or play the ‘ukulele or master the techniques of traditional Hawaiian crafts. Some classes are complimentary and included in your resort fee while others may include a cost. Activities change weekly; registration is required.
Cultural Tour
Take a tour of our resort with our in-house Hawaiian Cultural Ambassador and see how the history, culture, medicine, and traditions of Hawaiʻi are intertwined in every part of our resort. Tours take place every Wednesday and are complimentary for guests; registration is required.
Art Tour
Join Grand Wailea's in-house Art Curator for an exclusive Art Tour experience of one of the largest corporate art and sculpture collections in the United States. Learn about the resort's curated collection, from the history behind the art to works from renowned artists’ from around the world as well as a step-by-step exploration of our Art and Chocolate feature made with 100% organic cacao grown on property. Tours take place every Tuesday and are complimentary for guests; registration is required.
Outrigger Tour
Grand Wailea celebrates one of the most revered Hawaiian traditions with our Outrigger program. Join our partners at Maui Pacific Tours for an authentic experience aboard a traditional outrigger canoe on a guided paddling journey down the golden coast of Wailea—Hawaiian for the “waters of Lea,” the goddess of canoe builders. Limited seats are available every morning; reservations are required.
Olivine Vino Flights & Bites
5PM - 6PM | $58 PER PERSON
Treat yourself to an exquisite evening at Olivine with our Vino Flights & Bites happy hour, available every Thursday from 5pm to 6pm.
Limited Availability.
E Ala E
Join us for E Ala E mornings, a ceremonial experience in which guests will enter the ocean to release any negativity or stress. Guests will emerge from the ocean renewed and greet the rising sun with a rousing “E Ala E” chant, creating energy for the day ahead.
Upcoming E Ala E Dates:
- November 2nd at 6:15am
*Dates are subject to change or cancellation, weather permitting. Times may change based on the rise of the sun. Reservations are encouraged but not required.