Big Beaches, Big Resorts Await Your Down South


At the southern tip of Maui is Wailea, a secluded area with some of Maui's most exclusive and expensive resorts.  It's also home to some of the best beaches on the island and in many ways offers a more authentic Hawaii experience away from the touristy shops and attractions. 

First timers to Maui wanting visit the main tourist attractions might find themselves driving more than they would like but experienced Maui visitors wanting the best the island offers will find no place better.


Best Places to Stay in Wailea

The Four Seasons Wailea

3900 Wailea Alanui Drive, Wailea, HI 96753 | (808) 874-8000

Everything you'd expect from the four seasons $$$$$

There are a lot of great resorts on Maui but only a few that are truly rated "5 Stars" and the Four Seasons Wailea is one of them.  Set your expectations high and they will most likely over achieve them, from top notch service throughout the resort.  The pool is simply stunning, the grounds impeccable, it's the sort of place where they call you by name and somehow seem to anticipate your every need before you even know you need it.  That's the difference between a true 5 star resort and the others.  It's expensive, even extravagant, but no one leaves thinking it wasn't worth it.

Free cabanas on the beach, complimentary outrigger canoe program, adult only pool with swim up bars, all on an enviable location on one of Maui's most beautiful beaches. 



The Grand Wailea

3850 Wailea Alanui Drive, wailea, 96753| (800) 888-6100


There's no denying that The Grand Wailea is considered one of the best and most luxurious resorts on Maui with many travelers claiming it's the best on the island.  Though definitely "grand", the resort has a bit of a Las Vegas feel with its over-the-top design - from the marble sculptures in the lobby to the bubbling "volcano" in the pool, there's even a chapel right in the gardens.  Don't get me wrong, this is a nice place, but if The Four Seasons is like a Bentley, The Grand Wailea is like a Bentley with spinning rims on it.

Large rooms, many recently refurbished, a pool with swim up bars, lazy river, waterfalls and a rope swing, five restaurants, its own luau and tons of kids activities and a great beach, its easy to to see why the upscale crowd, especially those with families, have taken to The Grand Wailea. 

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Marriott Wailea Beach Resort and Spa

3700 Wailea Alanui Drive, Maui, HI 96753 | (808) 879-1922

get the location without blowing your budget  $$$$

Wailea is a great destination for those wanting the island experience without the touristy crowds but let's face it, it's expensive.  That's what makes this Marriott so attractive.  It's a solid, upper mid-range resort that doesn't break the bank.  Sandwiched between the Four Seasons and the Ritz Carlton, the Marriott Wailea offers a low key vibe and plenty of open space, something that's often missing from it's more expensive neighbors.  In a way it's more authentic, more laid back, than it's glitzy neighbors. 

The Marriott Wailea is the oldest resort in Wailea but was totally remodeled in 2008 and remains fresh and contemporary.  Rooms are above average, what you would expect from a good Marriott, and there are suites for those with families. There's no beach directly in front of the Marriott but a short walk gets you to the sand and their luau is the best in Wailea.

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Andaz Maui at Wailea

3550 Wailea Alanui Drive, Wailea, HI 96753 | (808) 879-1234

Hip and trendy, modern and contemporary $$$$$

What?   No pirate ship in the pool?  That's right, the Andaz Maui at Wailea doesn't cater to families with kids but to the young and beautiful jet set crowd.  Rooms are ultra modern and the multi-tiered pool can only be described as EPIC.  Oh sure, if you have kids you can bring them but the scene is so vibrant that you might wish you left them at home. 

Minimalist design throughout, the rooms have clean lines and the shower has rain heads big enough for two.  Some have complained that the minimalist design went too far with the lack of drawers to unpack your suitcase into and that the two dining options, one featuring Iron Chef Masaharu Morimoto, are so busy that it's hard to get a table.  But these are minor issues for those looking for a modern alternative to the traditional Hawaiian resort.

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