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Featured Wailea Luxury Hotels

See all 1,103 Hotels in Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Wailea
4.5 out of 5.0
4.6 out of 5 (541 reviews)
Excellent service and architectural detailStaff was perfect, spa was great, beautiful views and tasteful furnishings. A bit loud in our tower- the screams of children could be heard early and often.
  Nov 19, 2017

$413

$413
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Wailea
5.0 out of 5.0
4.8 out of 5 (796 reviews)
Luxurious HotelWonderful facility, excellent location and setting, helpful staff. Couldn't have been a more pleasant stay.
  Nov 16, 2017

$589

$589
Grand Wailea, A Waldorf Astoria Resort

Grand Wailea, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Wailea
4.5 out of 5.0
4.4 out of 5 (1,264 reviews)
Beautiful Wonderful very attentive staff a little over priced but that’s Maui
  Nov 17, 2017

$429

$429
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Wailea
4.5 out of 5.0
4.7 out of 5 (1,228 reviews)
A beautiful hotel situated by beach This is a beautiful hotel with nicely designed gardens. We had a mountain view suite, liked to hear birds chirping upon waking up in the morning. Next best thing to do was walking along the beachside trail in early mornings or late afternoons before sunset. Very good stay, we all enjoyed it.
  Nov 19, 2017

$342

$342
Wailea Beach Villas, A Destination Luxury Hotel

Wailea Beach Villas, A Destination Luxury Hotel

3800 Wailea Alanui Drive, Wailea
4.5 out of 5.0
5.0 out of 5 (95 reviews)
wonderful beach villas near the beach, luxuriousWe had a wonderful time at these beautiful beach villas. There were clean with the best in terms of room, amenities, top kitchen appliances, tons of space, light and an absolutely lovely staff. The housekeeping ladies were kind and generous and cleaned very nicely. Happy is a wonderful concierge ...
  Oct 1, 2017
Hotel Wailea, Relais & Chateaux

Hotel Wailea, Relais & Chateaux

555 Kaukahi Street, Wailea
5.0 out of 5.0
4.5 out of 5 (645 reviews)
Amazing stayAbsolutely beautiful hotel with great staff and facilities. Fantastic food, drinks & service at both the poolside bar and restaurant. We had a great partial ocean view and our lanai looked out over a small lake on the grounds. The ground themselves are stunning with waterfalls, hammocks and beautifully ...
  Nov 8, 2017

$489

$489
Ho'olei at Grand Wailea

Ho'olei at Grand Wailea

146 Ho'olei Circle, Wailea
4.5 out of 5.0
4.9 out of 5 (14 reviews)
High end luxuryWe have been to the GW about five times. We now stay at Ho' Olei. Very high end. Four minute walk to the GW where you have access to all facilities. Makes sense if you have a family of four or larger. Otherwise, stay at the GW.
  Jul 3, 2016
Ho'olei At Grand Wailea

Ho'olei At Grand Wailea

3850 Wailea Alanui Dr, Wailea
4.5 out of 5.0
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr, Wailea
4.5 out of 5.0
4.2 out of 5 (1,728 reviews)
Nice Hotel, LocationOur first room was awful. It was right off the main entrance, music played all night, and it was a strange shape. Was not happy at all. But they changed it the next day, but had to repack up and tip the bellmen again. So that was a bummer. I am a Gold Elite Marriott member. After the change it was ...
  Nov 11, 2017

$319

$319
Makena Surf, A Destination Residence

Makena Surf, A Destination Residence

4850 Makena Alanui, Wailea
4.0 out of 5.0
4.5 out of 5 (64 reviews)
Great place overall. Good sized condos, awesome views, nice private beaches
  Oct 31, 2017
Wailea Ekolu Village, A Destination Residence

Wailea Ekolu Village, A Destination Residence

10 Wailea Ekolu Place, Wailea
3.5 out of 5.0
4.4 out of 5 (190 reviews)
HeavenlyWe stayed at this beautiful residence for two nights. It accommodated the 6 of us comfortably. The residence itself could use some updating but the location washes away any negative thoughts about its outdated look. The grounds were beautiful, full of flowers, plants and trees that were amazing. ...
  Oct 15, 2017
Wailea Ekahi Village, A Destination Residence

Wailea Ekahi Village, A Destination Residence

3300 Wailea Alanui, Wailea
3.0 out of 5.0
4.5 out of 5 (256 reviews)
Beautiful views, great location in wailea resort community. 10 min walk to beach
  Oct 14, 2017
Map

Recently booked Luxury Hotels in Wailea

Residence Inn by Marriott Maui Wailea
3.0 out of 5.0
Last booking: 21 minutes ago
Grand Wailea - A Waldorf Astoria Resort
4.5 out of 5.0
Last booking: 1 hour ago
Wailea Beach Resort - Marriott, Maui
4.0 out of 5.0
Last booking: 3 hours ago
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 out of 5.0
Last booking: 10 hours ago
Fairmont Kea Lani Maui
4.5 out of 5.0
Last booking: 27 hours ago
Wailea Grand Champions, A Destination Residence
3.0 out of 5.0
Last booking: 32 hours ago
Makena Surf, A Destination Residence
4.0 out of 5.0
Last booking: 33 hours ago
Four Seasons Resort Maui at Wailea
5.0 out of 5.0
Last booking: 36 hours ago
Wailea Ekolu Village, A Destination Residence
3.5 out of 5.0
Last booking: 47 hours ago

A few days away keeps your stress at bay, so plan a vacation in Wailea and prepare to unwind. Delicious eats, intriguing sites, and the most stunning photo opportunities: these are just a few of the things you'll discover in Wailea. Naturally, you'll stay at a luxury hotel! Sampling the finer things in life is just your speed. While you're in town, you'll also devour spectacular eats, get in line to see the coolest sites, and grab tickets to the most popular performances. Book your elegant hotel in Wailea on Expedia.com today, and your blissful getaway is off to a great beginning.

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Luxury Hotels in Wailea

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