May on Maui is a time of renewal, connection, and celebration. From time-honored cultural traditions to lively music festivals and community fundraisers, the island comes alive with events that reflect the aloha spirit and the diversity of our community. Whether you're stringing flowers on Lei Day, enjoying classical music in historic churches, or sipping craft beer under the stars, there's something for everyone to experience.

May 1 – Lei Day Celebrations

Various locations across Maui

All day

Lei Day is a cherished Hawaiian tradition celebrated annually on May 1st. Established in 1929, the day honors the cultural significance of the lei, symbolizing love, friendship, and the aloha spirit. Festivities include lei-making workshops, hula

Spring and summer in South Maui bring warm breezes, golden hour sunsets, and the kind of island ambiance that makes every meal feel like a mini vacation. Whether you’re sipping mai tais at happy hour, indulging in a locally sourced brunch, or enjoying a romantic dinner under the stars, Kihei and Wailea offer a vibrant lineup of al fresco dining experiences that highlight the beauty and flavor of Maui. Here are eight of the best outdoor dining spots to check out when you're craving fresh air and flavorful fare. 

1. Monkeypod Kitchen by Merriman – Wailea

10 Wailea Gateway Place Kihei

Open everyday: 11am - 10pm

Website

Instagram

A staple in the Wailea dining scene, Monkeypod Kitchen delivers a lively atmosphere with an expansive

April is a magical time on Maui—lush landscapes, vibrant community events, and plenty of ways to connect with the culture, art, and beauty of the island. Whether you're a kamaʻāina looking to explore something new or a visitor seeking authentic Hawaiian experiences, these curated events promise to engage, inspire, and delight.

Photo courtesy of Pro Arts Playhouse

An Evening with Amy Hānaialiʻi at ProArts Playhouse

Thursday, April 10, 2025 | 7:30 PM – 9:00 PM

ProArts Playhouse, 1280 South Kīhei Road, Kīhei, Maui

Experience an unforgettable night of Hawaiian music and storytelling as six-time Grammy nominee and Hawaiʻi’s top-selling female vocalist, Amy Hānaialiʻi, returns to the stage at ProArts Playhouse. Known for her powerhouse

Maui is known for its pristine beaches and world-class surf, but venture inland, and you’ll find another side of paradise—lush rainforests, hidden pools, and cascading waterfalls tucked away along scenic trails. From easy-access waterfalls perfect for a quick dip to adventurous hikes leading to secluded falls, Maui’s North Shore and East Maui offer some of the island’s most magical natural escapes.

Whether you’re looking for a quick roadside stop or an immersive jungle trek, this guide will take you through the best waterfall hikes on Maui, starting with the beloved Twin Falls and exploring even more hidden gems beyond.

Twin Falls

Mile Marker 2, Hana Highway

Located at Mile Marker 2 along the Hana Highway, Twin Falls is one of Maui’s most

March on Maui is packed with exciting events, from live concerts and theater performances to fundraisers and outdoor activities. Whether you’re a local or visiting the island, there’s something for everyone. Here’s your guide to the top events happening this month.

Art Affair 2025 – Vintage Poolside: A Retro Sunset Soirée

March 1, 2025

Hui No‘eau Visual Arts Center, 2841 Baldwin Avenue, Makawao, HI 96768

Dive into an evening of elegance and nostalgia at the Art Affair 2025 – Vintage Poolside: A Retro Sunset Soirée, the signature fundraising event for Hui No‘eau Visual Arts Center. Set against the backdrop of the historic Kaluanui Estate's iconic reflection pool, this soirée promises a blend of gourmet cuisine, live music, dancing, and

Picture this: golden sands, swaying palms, and the soothing rhythm of the Pacific lapping at the shore. Kā‘anapali isn’t just a destination—it’s THE destination on Maui’s West Coast. Whether you’re chasing adventure, indulging in the island’s best eats, or just looking to soak up some serious tropical vibes, this little yet mighty coastal town has it all. And if you’ve only got one day to take it all in, don’t stress—we’ve got the perfect itinerary to make every moment count!

Rise and Shine: Breakfast with a View (7:30 AM)

Start your morning right with a delicious island-style breakfast at one of Kā‘anapali’s best eateries. If you’re in the mood for something sweet and tropical, head to Choice Health Bar, where you can try their classic

Maui is buzzing with exciting events this February — from cultural celebrations that honor the island’s rich history and traditions, to comedy shows that promise laughter-filled evenings, there’s something for everyone to enjoy. Art lovers can immerse themselves in creative showcases, while music enthusiasts can revel in live performances from world-renowned artists. This month is all about celebrating the best of Maui’s culture, creativity, and entertainment, so be sure to mark your calendars and join in the fun!

Lunar New Year Celebrations on Maui

Celebrate the Lunar New Year across Maui with vibrant events that showcase cultural performances, traditional lion dances, and community spirit. Here are the events happening throughout the

New Year, new you—and what better place to reset and recharge than South Maui? Whether your resolutions include getting active, finding balance, or simply taking better care of yourself, the health and wellness scene in Kihei, Wailea, and Makena is the perfect backdrop for a fresh start. From intense workouts to serene spa days and everything in between, here’s your guide to embracing a healthier, happier you this year—South Maui style.

1. Lagree Maui

34 Wailea Gateway Pl. #A208

Instagram

Website

Looking to shake up your fitness routine? Lagree Maui will have you sweating, toning, and transforming in just 40 minutes. The Lagree Method is a game-changer, offering a high-intensity, low-impact workout that’s easy on your joints but tough

In the wake of the recent fires in California, we want to extend our Aloha to those affected. As we know firsthand here on Maui, the devastation caused by these fires is overwhelming. Our community understands the strength it takes to rebuild and heal, and we offer our support and experience to those in need.

Ways to Give

Los Angeles Regional Food Bank: https://www.lafoodbank.org

Red Cross: https://www.redcross.org

California Fire Foundation: https://www.cafirefoundation.org

Baby2Baby: https://www.baby2baby.org

Animal Wellness Foundation: https://www.animalwellnessfoundation.org

Airbnb.org https://www.airbnb.org

Ways to Receive Support

Red Cross Shelters: https://www.redcross.org

211 LA County: https://www.211la.org

Sentry Tournament of Champions

January 2–5, 2025
The Plantation Course at Kapalua

The Sentry Tournament of Champions returns to Maui, bringing together winners from the previous PGA TOUR season. Set against the stunning backdrop of the Plantation Course at Kapalua, this premier golf event offers fans the chance to witness exceptional talent on one of the world's most renowned courses. Attendees can enjoy thrilling gameplay, breathtaking scenery, and a celebration of the sport in paradise.

Maui Pops Orchestra – Broadway & Beyond

January 12, 2025, 3:00 PM
Maui Arts & Cultural Center

Experience the magic of Broadway, jazz, pop, and soulful R&B in a dazzling concert led by Maestro Jim Durham. Featuring powerhouse vocalists Capathia