This holiday season, you’ve traded in wintry days for a glorious tropical Hawaiian paradise. In addition to time spent on the beach and exciting activities like hiking and snorkeling, there are many festive events for you to attend. Want to get an idea of what’s happening in the area? Well, we’ve put together a very merry guide on how to spend the holidays on Maui. From watching Santa arrive on an outrigger, to a menorah lighting, to New Years Eve fireworks, there’s something for everyone on our list. Happy holidays!
Want to keep in touch with Bello Realty, Inc. and get alerts to any specials we may be running? Sign up for our newsletter!
In This Blog
- Menorah Lighting
- The Reluctant Elf at the ProArts Playhouse
- Holiday Marketplace and Tree Lighting Ceremony
- Holiday Kihei Walking Tour with Carolers
- Jake Shimabukuro’s “Holidays in Hawaii”
- Santa Arrives at Wailea Beach by Outrigger
- Wailea Fireworks on New Year’s Eve
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: Sunset each evening, December 14 to December 22, 2025
- Where: Fairmont Kea Lani, 4100 Wailea Alanui Dr., Wailea-Makena, HI, 96753
The Reluctant Elf at the ProArts Playhouse
This popular show returns for another Christmas season at the ProArts Playhouse. It tells the tale of Steve the Elf, and follows his various adventures. It’s a fun holiday tale that enlists some of Maui’s top performers. Get there early and sing carols around a grand piano with pianist Louise Lambert. You and your family are sure to have a joyful time at The Reluctant Elf!
- Cost: Tickets start at $26.50 for adults, and teens and children under 17 receive a $5 discount.
- When: December 5 to December 14, 2025; 7:00 PM.
- Where: ProArts Playhouse - 1280 South Kihei Road Kihei, 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 gift 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 special way to shop for gifts this holiday season.
- Cost: Free
- When: December 16, 2025; 4:00 PM to 8:00 PM
- Where: Grand Wailea Maui, 3850 Wailea Alanui Dr., Wailea, HI 96753
Holiday Kihei Walking Tour with Carolers
Join Maui Walking Tours to explore Kihei's history, including its indigenous Hawaiian roots, WWII influence, and the tourism boom of the 60s and 70s. This tour has an added twist: you have costumed carolers serenading you. This is a fun and festive way to learn about Kihei’s history, with some Christmas carols and singing. Holiday outfits are encouraged, so dress up and enjoy the music!
- Cost: By donation
- When: December 19, 2025; 4:00 PM - 5:30 PM
- Where: Kihei Library - 35 Waimahaihai St., Kihei, 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 a joyful and festive atmosphere. Don’t miss out, get your tickets now for an unforgettable holiday celebration!
- Cost: Tickets start at $37
- When: December 20, 2025; 7:30 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 joyful Hawaiian celebration brings the community and travelers together and is truly a special sight to see.
- Cost: Free
- When: December 24, 2025; 9:00 AM
- 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: January 1, 2026; 12:00 AM
- Where: Wailea Beach by the Grand Wailea Maui, 3850 Wailea Alanui Dr., Wailea, 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 that has access to a pool or a 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 that you can partake in, from hikes, going to the beach, golfing, whale watching, surfing, and much more.
What restaurants are open on Maui on Christmas Day?
Quite a few restaurants are open on Maui on Christmas day, we’ve listed some here: