
HOLIDAY HAPPENINGS

Upcountry Holiday Fair & Electric Golf Cart Parade
Saturday December 6, 4-7 PM
Pukalani Country Club
This festive Upcountry gathering features local food, handmade gifts, live entertainment, and a charming parade of decorated electric golf carts. It’s a fun, family-friendly way to enjoy the holiday spirit in one of Maui’s most close-knit communities. There will also be a special visit from Santa!

“Holiday Pops” at the MACC
Sunday December 7, 3 PM
Maui Arts & Culture Center
The Maui Pops Orchestra fills the Castle Theater with a festive mix of classic holiday music and island-inspired arrangements. It’s a beautiful afternoon of symphonic performance, perfect for kicking off the season with something elegant, joyful, and uniquely Maui.

Surfrider 30th Anniversary Farm-to-Table dinner
Friday December 12, 5-8 PM
Moku Roots
Celebrate 30 years of Surfrider Maui’s ocean and beach protection efforts with a farm-to-table dinner, live music by Anthony Pfluke, and a fun silent auction. There’s no better way to spend a relaxed upcountry evening than being surrounded by nature and community.

The Nutcracker by Alexander Academy
Weekend of December 13 & 14, Multiple Showtimes
Maui Arts & Culture Center
This heartwarming production brings “The Nutcracker” to life with local dancers, charming choreography, and the magic of the holidays. A wonderful tradition for families, visitors, and anyone who loves seeing Maui’s youth performers shine on the MACC stage.

Hānau Ke Aliʻi, A King Is Born Holiday Performance
Sunday December 21, 6 PM
Maui Arts & Culture Center
A beautiful blend of hula, music, and Hawaiian storytelling, this holiday performance honors the birth of Christ through mele (song) and hula. It’s an inspiring, culturally rich evening that celebrates the magic and meaning of the season.

Fine Holiday Dining at Hotel Wailea
Christmas Eve, Christmas & New Years Eve
The Restaurant at Hotel Wailea
Ring in 2026 with timeless glamour at The Restaurant at Hotel Wailea. This extraordinary New Year’s Eve celebration features a seven-course tasting menu; a symphony of flavor, artistry and island grace. Surrounded by the classic beauty and old-world charm of Hotel Wailea, guests will treasure an evening of pure indulgence before joining The Birdcage Celebration to welcome the New Year in exceptional style.

New Year’s Eve: Electric Aloha at Four Seasons Maui
Wednesday December 31, 10 PM
Four Seasons Wailea
Celebrate New Year’s Eve oceanfront with live music, handcrafted cocktails, and an unforgettable fireworks show over Wailea Beach as the clock strikes midnight. It’s one of the island’s most vibrant and scenic ways to welcome the new year.