You are here

6 Nov 2023
Related Items: 
Trip Planning

It’s here! The most wonderful time of the year! Everywhere you turn, trees, houses, and businesses are adorned with beautiful sparkling lights, your favorite holiday tunes have started filtering onto your radio stations, decorations are going up, and families everywhere are preparing for another holiday season. Whether you’re a snowbird who makes the cold weather escape every year or you’re incorporating the gift of unique experiences into your holiday traditions, a trip to Maui this time of year is magical for so many reasons. From whale watching to holiday festivities, there’s always something going on to delight and excite you! Read along as we cover the can’t-miss holiday activities in Maui!

Maui’s Merrymaking Events and Activities

The holiday season in Maui is an exciting blend of the island’s vibrant culture and community spirit of Aloha. From Thanksgiving runs to Santa’s grand entrance, there are tons of ways to get into the holiday spirit on the island. Check out our curated list of activities that will make your holiday season in Maui unforgettable.

Turkey Trot at Keokea Park
November 23, 2023
7:00 am to 11:30 am
Hosted annually by the Valley Isle Road Runners (VIRR), this Thanksgiving morning activity is fun for the whole family, and this year will be no different. With a unique twist, this year’s winners will be the runners with the best Thanksgiving costumes! Choose to participate in the 8-mile or 5K, or just come as a spectator. Donations of non-perishable food items will be collected for the Maui Food Bank.

Black Friday at Queen Kaʻahumanu Center
November 24, 2023
11:00 am to 1:00 pm
Score holiday deals and enjoy live entertainment at the Queen Ka’ahumana Center. The day will be filled with incredible savings on all your holiday must-haves, plus prize giveaways from gift cards to cash and more that will make the season even brighter! Don’t miss this kick-off to the Christmas season in Maui.

Arrival of Santa at The Shops of Wailea
November 24, 2023
9:00 am to 2:00 pm
Nothing signals the beginning of the holidays quite like a visit from the big man himself! Bring the family to the Shops of Wailea on Black Friday to meet Santa Claus! The event kicks off with a parade, a traditional Polynesian show, and free pictures with Santa when you bring a canned good donation. Give back to the area that gives so much to help make your vacation special with this beloved holiday activity.

Hui Holidays First Night Celebration
November 30, 2023
5:00 pm to 8:00 pm
Sip, sample, and shop local artists' goods at the Kaluanui estate November 30th. If you’re looking for one-of-a-kind goods for the perfect souvenir or something special to take home as a unique gift, you’re sure to find it here. As you wander the beautifully decorated estate, enjoy the holiday music and more than 70 vendors. You can even find a holiday ornament so you can always remember your Maui Christmas adventure. Let this event be a continuation of Small Business Saturday as you shop local and support the businesses and creators that make Maui so special.

Nutcracker Sweets by Momentum Dance Maui
December 15-17, 2023
7:00 pm to 8:30 pm
Enjoy a family-friendly performance of a holiday classic with a unique twist featuring dances from around the world. Clara and her Nutcracker doll travel to a world with dancing snowflakes, a Land of Sweets, the Sugar Plum Fairy, and enchanting characters from China, Spain, Arabia, and Russia! This spectacular performance is a beautiful reimagining of the classic ballet and is sure to fill you with the holiday spirit.

Hana Arts Winter Show
December 21, 2023
5:00 pm to 9:00 pm
Celebrate the season with a showcase of local talent and art in stunning Hana. Shop beautiful seasonal creations that expertly blend island charm with holiday magic. With a hula presentation, seasonal mele, and lots of holiday fun, this is an excellent way to celebrate the season in one of Maui’s most breathtaking spots.

No matter which holiday events you decide to take part in, one thing is certain: the Christmas spirit is alive and well in Maui, and we look forward to you visiting to experience it for yourself!

Embrace Maui’s Winter Wonders

Winter in Maui isn’t just about festive lights and holiday cheer; it’s also a season to enjoy some of the island’s most unique natural experiences!

Whale Watching Tours – As humpback whales make their annual migration from Alaska to the warm waters of Maui, booking a whale-watching tour is an excellent activity to incorporate into your holiday vacation. Book an exciting eco-tour with PacWhale Eco-Adventures and let their certified Marine Naturalists guide you on the most innovative and educational whale-watching tour in Hawaii.

Big Swells in Maui- Winter brings some of the biggest waves to Maui’s shores, making it a prime time for surf competitions. The renowned Quicksilver TUDOR JAWS Big Wave Challenge is slated to run from November 1 – March 31. Spectators can expect to be wowed by the world’s best big wave surfers as they put it all on the line in this incredible paddle-in surf event.

Adding these activities to your holiday trip to Maui is guaranteed to infuse a bit of the Aloha spirit into your trip as you experience both the cultural flare of holiday classics and mesmerizing natural wonders you can only find here.

Plan Your Perfect Maui Holiday with Bello Realty Inc.

The holidays are just around the corner, and there’s no better place to celebrate than in gorgeous Maui! With a wide variety of activities and events to choose from, your holiday itinerary will be as packed with excitement as your stocking on Christmas morning.

When it comes to finding a place to stay, be sure to book directly with Bello Realty Inc. for the best in island vacation rentals. With Bello Realty Inc., you can find the ideal home-away-from-home to suit your needs and preferences, ensuring a comfortable and relaxing holiday experience. So, what are you waiting for?! Browse our vacation rentals and book your winter wonderland Maui vacation today.

Share this Page

Enter your message or notes here to be included in the email.