'Tis the Season of Aloha
Embrace the magic of the holidays at Grand Wailea for a season filled with joyful celebrations including our cherished Tree Lighting Ceremony, Santa’s arrival by outrigger canoe, festive menus across our signature dining venues, curated Kilolani Spa treatments, and more.
Spend your holiday vacation in paradise with our special Escape to Paradise offer with up to 15% off your stay plus daily resort credits.
We look forward to welcoming you in one of our luxurious accommodations where you can enjoy breathtaking Maui sunsets from your own private lānai.
Holiday Marketplace & Tree Lighting Ceremony
Get in the holiday spirit and kick-off Festive Season with our Holiday Marketplace for last-minute Made-on-Maui gifts by over 30 local vendors in the heart of paradise in our Main Lobby from 4pm – 8pm. Then, join us and watch our front drive come to life for a magical Tree Lighting Ceremony at 6pm featuring live entertainment and opening remarks that will commence the countdown of the official lighting around 7pm.
Culinary Experiences
Poke Making Class
12:30PM - 2PM | HUMUHUMUNUKUNUKUĀPUAʻA
Learn from our talented chefs as they guide you through the art of creating one of Hawaiʻi’s most iconic dishes, using the freshest local ingredients to craft your own custom poke bowl while enjoying stunning Pacific Ocean views.
Pizza Cooking Class
10AM - 12PM | OLIVINE
Bring the whole family together for a fun and interactive Pizza Making Class at Olivine. Our expert chefs will guide you through creating your own delicious pizza, from rolling the dough to adding your favorite toppings. Enjoy quality time while learning the secrets to perfect pizza.
Mai Tai Mixology Class
1PM - 2PM | HUMUHUMUNUKUNUKUĀPUAʻA
Join our expert mixologist as they guide you through the art of crafting the perfect Mai Tai, both traditional style and our Grand Wailea version using fresh island ingredients and premium spirits.
La Purista Agave Spirit Mixology Class
2PM - 3PM | BOTERO LOUNGE
Discover the art of agave at our La Purista Agave Spirit Mixology Class. Enjoy a hands-on experience celebrating the craft of agave spirits through expert-led tastings and margarita cocktail creations.
Pop-Up Bagels Bar
STARTING AT 8AM | BOTERO LOUNGE
Enjoy unmistakably perfect bagels served fresh from the oven via Grand Wailea’s exclusive Maui partnership with the incredibly popular PopUp Bagels.
Pair your bagels with our island-inspired toppings and gourmet schmears and spreads, including our specialty Ube & Caramelized Maui Gold Pineapple schmear.
Walk-ups are welcome with orders available in 3's, 6's or 12's, or pre-order by the half dozen (limited availability - while supplies last).
Activities & Events
An Immersion Into the Megaverse
5PM - 9PM | THE CAVE
Enjoy your favorite game room classics such as Billiards, Ping Pong, Darts, Shuffleboard, and more. Level up your experience in our two, state-of-the-art virtual reality pods, featuring various games in 4D.
This event is open to the public.
Grand Lūʻau
5:15PM - 8:30PM | MOLOKINI GARDEN
Celebrate the holidays Hawaiʻi style by taking part in our special festive lūʻau. Book an unforgettable evening filled with amazing performances that showcase the myths and legends of Maui.
This event is open to the public.
Hanukkah Candle Lighting
SUNSET | LOBBY
In celebration of Hanukkah, join us nightly for the lighting of the menorah.
This event is open to the public.
Humu After Hours
10PM - 12AM | HUMUHUMUNUKUNUKUĀPUAʻA
See our circular aquarium bartop come to life and join us for an evening of dancing and fun at our Humu After Hours party featuring a live DJ.
This event is for ages 21+ and open to the public. Must bring a valid I.D.
Football Viewing
10AM | OLIVINE
Catch all the excitement of football season by joining us for game day viewings complete with ocean views, big-screen TVs, and refreshing beverages.
This event is open to the public.
DJ at the Pool
10AM - 4PM | ACTIVITY POOL
Make a splash and dive into the rhythm as energetic beats featuring a live DJ happening at our Activity Pool.
This event is available to our in-house guests only.
Santa's Candyland
4PM - 6PM | CHAPEL
Step into a whimsical winter wonderland at our pop-up shop where you'll find a wide array of sweet treats and games for all to enjoy.
This event is open to the public.
Keiki Activities
12PM | CHAPEL GARDEN
Keiki (children) can enjoy fun and games made just for them such as sand art, ornament decorating, and more.
Excluding December 24 and December 25. Activities are available to our in-house guests only.
Movie Night
DECEMBER 23 8PM | DECEMBER 31 8PM & 10PM | CHAPEL LAWN
Join us on our spacious Chapel Lawn for a family-friendly evening movie.
This event is available to our in-house guests only.
Backyard BBQ
11AM - 3PM | 5PM - 8PM | CHAPEL LAWN
Celebrate the holiday with backyard bbq favorites picnic-style including smoked brisket, pulled pork sandwiches, wagyu hot dogs, and more.
Food and beverages will be available for purchase day of the event.
This event is open to the public.
Christmas Eve & Christmas Day
Festive Season at Kilolani Spa
Experience the magic of the holidays at Kilolani Spa with festive events and indulgent offerings, from our “12 Days of Wellness” series—featuring a Wellness Marketplace and traditional ʻAwa Ceremony—to a limited-time Festive Spa Menu, curated Kilolani at Home gift sets, and more.
Culture
Holiday Hula
7AM | LAGOON OVERLOOK
Embrace the Spirit of the season with our cultural team as they share with you a special holiday hula.
This activity is for our in-house guests only. Not offered on 12/25.
Papa ʻŌlelo Kalikimaka (Holiday Hawaiian Language Class)
10AM | KILOHANA
Celebrate in the beautiful Hawaiian language where we'll explore festive holiday themes as we dive into seasonal expressions, words, and phrases.
This activity is for our in-house guests only; registration required.
Ulana Lauhala (Lauhala Weaving)
10AM | SOUTH HAWAIIAN GARDEN HALE
The art of lauhala (pandanus) weaving showcases skill and creativity encompassing a range of techniques. Craft your keepsake with us as we share the history of this art form.
This activity is for our in-house guests only; registration required. Not offered on 12/25.
E Ala E
6AM | WAILEA BEACH
Ring in 2026 with this rejuvenating and inspiring wellness experience by entering the ocean to release negativity or stress.
This event is for our in-house guests only.
Luxury Trunk Show
8AM - 5PM | LOBBY
Enjoy a curated lineup of innovative designers and iconic brands including Camilla, Melin, Reunited Luxury, Arlie Glass, and more, plus featured local artisans at our exclusive Luxury Trunk Show.
This event is open to the public.
New Year's Eve & New Year's Day
