Wailea Area

Hotel Wailea Maui view of the Hawaii sunset with the ocean

Hotel Wailea Maui

This used to be the forgotten 15-acre Wailea resort, not so much these days. Instead of an oceanfront location, they’re up the hill, affording sweeping ocean views. Molokini and Kaho‘olawe look incredible from up here, and most rooms take advantage of these views....

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Andaz Maui at Wailea Resort with a view of the pool and sun

Andaz Maui at Wailea Resort

This 15-acre beachfront resort setting was completed in 2013. The buildings are modern in both style and décor while still embracing the resort's beachfront location. Their lobby is where every guest is personally greeted with a lei. There’s even a large “sandbox”...

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A view of Polo Beach Club pool and tennis court

Polo Beach Club

The location of this condo sure is amazing—right next to Polo Beach. In fact, because it's so close to the water and also so close to where you park your car, it's popular with folks who don't want to walk much. The building is shaped in a series of notches, so if...

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A far shot of Fairmont Kea Lani where you can see a side of it's building, the pool, palm trees and a sun set in the far distance

Fairmont Kea Lani

Let’s start with the reaction that almost everyone has when they approach this resort: Wow, this is a really goofy looking place! The impression is one of Ali Baba and the 40 Thieves meets King Kamehameha. According to the resort’s story, the developer asked the...

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Far view of Four Seasons Resort Maui where you can see all the buildings and beach

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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A below shot of Ho‘olei where the water are coming out the rocks as a mini waterfall

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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Grand Wailea Resort Hotel & Spa poolside where you can see tropical trees nearby

Grand Wailea Resort Hotel & Spa

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...

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Wailea Ekolu Village

This is an older condo property (built in the late ’70s), but it’s an excellent value. Although not oceanfront, you're very close to several awesome Wailea beaches. Good distant ocean views, especially from the second floor. Units we saw were expensively furnished...

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Far view of Wailea Beach Villas poolside and chairs lined up around the side

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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bird eye view of Wailea Beach Resort—Marriott

Wailea Beach Resort—Marriott

This is the only major Wailea-area resort that's not on a sandy beach. The property sits on a rocky, elevated stretch of shoreline, but two corners of it are adjacent to beaches (the lovely Wailea Beach to the south and Ulua to the north), and the sand is easily...

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