7 of the Best Maui Events to Add to Your Calendar

Maui, Hawaii is a beloved tropical paradise that plays host to a variety of events throughout the year. From block parties to farmer’s markets, this picturesque destination has something for everyone. Spend an afternoon with a loved one at the Kapalua Wine & Food Fest, or bring the family to Festivals of Aloha. Whatever you choose, attending any one of these Maui events will leave you with lasting memories! Here are a few of our favorites.

Learn more about the best Maui events when you download our free vacation guide! It’s full recommendations for fun things to do during your stay at the The Old Wailuku Inn at Ulupono.

Top 7 Annual Maui Events

1. World Whale Day | February

A beloved tradition for over 30 years, World Whale Day in Kihei honors Maui’s amazing North Pacific Humpback Whale population. This free, day-long celebration begins with a parade followed by an opening ceremony, live entertainment, food trucks, an artisan fair, and a silent auction. You can even go whale watching before the event!

2. Maui Film Festival | June

The Maui Film Festival is one of the most anticipated events of the year. It’s held in the town of Wailea and attracts thousands of people from around the world, from filmmakers and film critics to actors and celebrities. During the multi-day festival, guests are invited to attend film screenings, panels, award ceremonies, and parties at a variety of indoor and outdoor venues.

3. Kapalua Wine & Food Fest | June

Established in 1981, the Kapalua Wine & Food Festival is the longest-running food and wine event in the United States. Attendees are treated to a whole slew of events, including wine seminars, cooking demonstrations, and exclusive food tastings. Picturesque ocean views from the Kapalua Resort are just a bonus!

4. Festivals of Aloha | September/October

If you want to experience authentic Hawaiian culture, be sure to check out Festivals of Aloha. These family-friendly events take place all across Maui and feature parades, fishing tournaments, cooking contests, Hawaiian performances, and so much more.

5. Lahaina Halloween | October

Did you know that Halloween is one of the most popular holidays on Maui? During Lahaina Halloween, the town’s famous Front Street closes off all traffic and becomes a runway of costumed party-goers. Live music, costume contests, and a children’s parade are just a few of the things you’ll enjoy during the “Mardi Gras of the Pacific”.

6. Made in Maui Festival | November

Maui boasts a population of creative, talented, and unique residents, many of whom have opened their own businesses on the island. At the Made in Maui County Festival, you’ll find hundreds of local vendors selling items like clothing, jewelry, art, food, and crafts. A number of awesome food trucks are also present.

7. Maui Fridays | Year-Round

Maui Fridays take place every week in one of the island’s historic small towns. Whether it’s an art show in Lahaina or a paniolo party in Makawao, each town creates an authentic atmosphere complete with great food, music, and local vendors. View the block party schedule online and start making your plans to attend the next one!

Book Your Stay at the Old Wailuku Inn at Ulupono

Named #5 on Travel + Leisure’s “Top 10 U.S. Bed and Breakfasts” list, The Old Wailuku Inn at Ulupono provides a superior lodging alternative to conventional Maui hotels. Our historic property is tucked away in a tree-shaded neighborhood and gives visitors a true taste of the island. Enjoy your own private lanai in one of our Garden Rooms, or stay in the newly renovated Vagabond’s House. For additional lodging options, view our rooms page and contact us to make your reservations. We look forward to having you!

Are you an island native?
Read our blog about the best 
things to do on Maui for locals!

Photo Credit: RandyJayBraun | Getty Images