Updated by Terrance Davis
Terrance writes blogs for Bello Realty, highlighting some of Maui's best events, sites, and attractions.
One of the best things about spending the Holiday season in Maui is trading the cold weather on the mainland for the island's sunny beaches, outdoor adventures, and festive traditions. Some of Maui's top holiday activities include seasonal performances, tree-lighting celebrations, and Santa’s arrival on the island. To see all that Maui has to offer during this holiday season, follow along with this blog to learn how you can make the most of Maui's holiday season.
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In This Blog:
- Menorah Lighting
- The Reluctant Elf at the ProArts Playhouse
- Holiday Marketplace and Tree Lighting Ceremony
- Jake Shimabukuro’s “Holidays in Hawaii”
- Santa Arrives at Wailea Beach by Outrigger
- Wailea Fireworks on New Year’s Eve
- Makahiki
- Book Your Holiday Vacation to Maui
- Frequently Asked Questions About the Holidays in Maui
Menorah Lighting
For those who want to celebrate Hanukkah while staying in Hawaii, head to the Fairmont Kea Lani at sunset each evening for the nightly menorah lighting. Gather with fellow celebrants of the Festival of Light to reflect on the holiday and witness the menorah’s beautiful flickering flames.
- Cost: Free
- When: Every Night During Hanukkah
- Where: Fairmont Kea Lani - 4100 Wailea Alanui Dr., Wailea-Makena, HI 96753
Holiday Marketplace and Tree Lighting Ceremony
Looking for some made-on-Maui gifts for the holidays? Head over to the Holiday Marketplace and Tree Lighting Ceremony at the Grand Wailea. This event brings together over 30 of the best local artisans and vendors, allowing you to browse their items and bring back the perfect holiday gifts for your loved ones. While you’re there, enjoy live music and marvel at the beautiful tree lighting ceremony at 7:00 PM. It’s a truly special way to shop for presents this holiday season.
- Cost:
- When: December 16, 2026
- Where: Grand Wailea Maui - 3850 Wailea Alanui Dr., Wailea, HI 96753
Jake Shimabukuro’s "Holidays in Hawaii"
Experience the magic of the holidays with ukulele player Jake Shimabukuro in "Holidays in Hawaii!" Enjoy a captivating mix of holiday classics and favorites, along with selections from his new album "Grateful." This concert promises to be a joyful and festive experience. Don’t miss out, get your tickets now for an unforgettable holiday celebration!
- Cost: Tickets start at $48
- When: November 29, 2026; 5:00 PM
- Where: Maui Arts & Cultural Center - 1 Cameron Way, Kahului, HI 96732
Santa Arrives at Wailea Beach by Outrigger
Head over to Wailea Beach on Christmas Eve to welcome Santa as he arrives on an outrigger. No sleigh needed! This merry celebration brings the community together and is truly a special sight.
- Cost: Free
- When: To Be Confirmed
- Where: Wailea Beach by the Grand Wailea Maui - 3850 Wailea Alanui Dr., Wailea, HI 96753
Wailea Beach Fireworks on New Year’s Eve
At midnight on New Year’s Eve, the Grand Wailea Hotel puts on an enormous fireworks event. The fireworks can be seen from most areas on Wailea Beach. So, head out to the beach with your loved ones, and enjoy the dazzling display. What a magical way to ring in the New Year!
- Cost: Free
- When: December 31, 2026; 8:00 PM - 1:30 AM
- Where: Wailea Beach by the Grand Wailea Maui - 3850 Wailea Alanui Dr., Wailea, HI 96753
Makahiki
Don't miss this hour-long show produced by ProArts Playhouse! Makahiki is a fully immersive cultural presentation that uses shadow theater, original music, and dance to honor the arrival of the agriculture deity Lono. This show also honors the introduction of the new season, as well as peace and abundance for the island of Maui. Performances start on December 4, and you can catch them throughout the month until December 13.
- Cost: Starting at $26.50 | Reduced pricing for kids and Teens
- When: December 4 - 13, 2026; 4:00 PM and 7:30 PM
- Where: ProArts Playhouse - 1280 South Kihei Road, Kihei, HI 96753
Book Your Holiday Vacation to Maui
Featured Rental Hale Hui Kai #212
If you’re ready to spend the holidays on Maui, then it’s time to stay with Bello Realty, Inc. Our beautiful vacation rentals have something for everyone. Rent a condo right on the beach, so that you are just steps away from the water. Looking for a spot with access to a pool or hot tub? We’ve got those as well. If you’ve been dreaming of a Maui vacation, then it’s time to book your vacation rental with Bello Realty, Inc.!
Frequently Asked Questions About the Holidays in Maui
Are the holidays a good time to visit Maui?
The holidays are an amazing time to visit Maui. The weather stays in the high 70s and low 80s°F. Even though it is the rainiest season, most of the rain stays to the north and east, not here near Kihei. There are tons of amazing activities to enjoy, including hiking, beach trips, golfing, whale watching, surfing, and much more!
What restaurants are open on Maui on Christmas Day?
Quite a few restaurants on Maui have been open on Christmas Day in previous years. We’ve listed some here: