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Our Favorite Festive Flavor in the Wailea Resorts

The holiday season in Maui is a bit different then most other parts of the country. The only White Christmas we may get is a dusting of snow on Haleakala. Santa doesn’t have many chimneys to slide down, so he usually slips in through screened doors. Days off are usually spent outdoors, at the beach or on hikes, rather than cozied up inside. With that said, we still do abide by some favorite familiar traditions. Number one celebrating with festive decorations; highlighted by flowers, trees, and of course, lots of lights! Let’s take a quick tour though some of our favorites right here in South Maui, in the Wailea resorts.

The Grand Wailea

Across the street from our office at Ho’olei, is the world famous Grand Wailea Resort & Spa, a property true to its namesake that is known for going big. Christmas time is no exception. The resort goes all out with its decorations, and there’s sure to be surprises every year. Here’s a peak from this year’s holiday season:

The keiki can write their last minute wish lists right in the lobby and send it express to the North Pole themselves. We heard the elves and reindeer come and pick up the letters every night!

A Christmas Tree styled using surfboards, that’s got to be as uniquely a Hawaiian decoration as we’ve seen!

After your done touring all the beautiful decor, it’s probably time to drop off the keiki back in their room, but that doesn’t mean your night needs to be pau! Head back down to the lobby bar, the Botero Lounge, grab a refreshment, then sip and saunter your way through the recently remodeled space. This chic-art filled lounge has quickly become a favorite of mine!

Four Seasons Resort Maui at Wailea

Next door to the Grand is one of Maui’s highest rated hotels, the Four Seasons Wailea. Ever popular amongst the rich and famous around the world, you don’t need to be a big spender to enjoy their festive flavor.

This year’s main tree in a uniquely imagined creation, with local monstera leaves, white orchids, and awapuhi (ginger) flowers accenting all the tropical vibes.

Just as impressive is the honu (green sea turtle) and keiki hand sculpted entirely out of chocolate! It took over 10 days for executive pastry chef, Alexandre Chersouly, and assistant pastrt chef, Christine Nguyen, to craft this installation. It is not to be missed!

Wrapping down in front of some of my favorite fountains in Wailea. I’ve been coming to this exact view to relax for decades now.

Fairmont Kea Lani

Our final stop on this holiday tour through the Wailea resorts is at the always stunning, Fairmont Kea Lani. Recently renovated, they feauture perhaps the most impressive Christmas tree in South Maui.

This tree is akin to Maui’s Rockefeller Plaza in shear size and grandeur. Towering over 25 feet tall into one of the resorts signature rotundas, this hulking tree is truly a sight to behold. If all this holiday cheer has you in the mood for a festive nightcap, head down poolside towards one of my favorite restaurants on island, Nick’s Fish Market. Take a seat at the newly redesigned bar, order a classic cocktail or popular tropical libation, and enjoy the rest of your warm December evening. There’s nothing quite like the holiday season on Maui!

Contact a Maui Real Estate Specialist

Beyond being a trusted advisor in the real estate market, your REALTOR should be a professional who recognizes their role in supporting your wealth building and wealth preservation. Helping to magnify wealth is one of the core values of The Sayles Team; a set of guiding principles for how we serve our clients at the highest level. As experts in the field, we are constantly learning and providing guidance about making the wisest choices for the future. If someone you care about needs guidance or recommendations, please share our contact information and we would be honored to help them! If you would like to receive our in-depth market update or would like an evaluation of your property’s value we would love to hear from you.


Dano Sayles R(B)


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