Fairmont Kea Lani

Fairmont Kea Lani

This already iconic resort got a big popularity boost as the first location in HBO’s White Lotus series. While there’s some things from the show that don’t reflect reality (you won’t be brought here by boat… and way less murder), it’s a...
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Andrew Doughty
Four Seasons Resort Maui

Four Seasons Resort Maui

Oh, my, where do we start? We’re fearful of sounding like drooling stooges for the Four Seasons, but this is our favorite resort in Wailea. When you walk in, you can actually feel the tension falling from your limbs. It soon becomes evident why. Here, they did...
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Andrew Doughty
Ho‘olei

Ho‘olei

This gated 30-acre condo property is a series of buildings in three terraced rows on a hillside across the road from the Grand Wailea. (Their numbering scheme is so strange, it can’t be explained.) The views range from garden view at the front to full ocean view at...
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Andrew Doughty
Grand Wailea

Grand Wailea

Words that describe this place are: wow, huge, awesome, overwhelming, crowded, fun. Grand Wailea is indeed one of the largest resorts on Maui. They took every dream and whim that the designers could come up with and sprinkled in a half billion dollars or so (give or...
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Andrew Doughty
Wailea Beach Villas

Wailea Beach Villas

Finished in 2006, these luxury gated condos are so exclusive that you need a key to both get in and out of the resort and the elevators. It consists of eight buildings, including a 5-story building that contains the “penthouses,” and seven 2-story buildings housing...
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Andrew Doughty
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