Explore 15 Luxury Hotels in Wailea
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Best Luxury Hotels in Wailea
Wailea Beach Villas
3800 Wailea Alanui Drive, Kihei, HI
2 outdoor pools, 2 hot tubs, and a gym are all featured at this luxury aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and ...
9.8/10 Exceptional! (179 reviews)
This spot is perfecto!
Reviewed on Oct 17, 2025
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
$755 nightly
The price is $891 total per night from Nov 9 to Nov 10
$891 total
Nov 9 - Nov 10
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
9.6/10 Exceptional! (1,000 reviews)
Great Service
Offered turn down service; the staff went above any beyond to ensure that we were comfortable.
Reviewed on Oct 26, 2025
Ho‘olei Villas at Grand Wailea
146 Ho'olei Circle, Kihei, HI
$1,858 nightly
The price is $2,192 total per night from Nov 14 to Nov 15
$2,192 total
Nov 14 - Nov 15
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Bring the family and enjoy the children's club, children's pool, ...
9.6/10 Exceptional! (43 reviews)
Perfect for Families. Quite spacious and great for a relaxing Family vacation.
Reviewed on Jun 15, 2025
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
$814 nightly
The price is $960 total per night from Nov 28 to Nov 29
$960 total
Nov 28 - Nov 29
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
9.4/10 Exceptional! (1,021 reviews)
All of the above. Staff was extremely friendly and helpful. Housekeeping did a wonderful job with up keep in our room. To bringing water at night to our room, folding down our beds and having our slippers waiting. Always restocking the room. Our room view was breathtaking. Definitely would ...
Reviewed on Nov 2, 2025
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
$755 nightly
The price is $891 total per night from Dec 7 to Dec 8
$891 total
Dec 7 - Dec 8
Total with taxes and fees
A full-service spa, 4 restaurants, and 5 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
9.2/10 Wonderful! (998 reviews)
This place is not for the average traveller. Plan on a large budget. The breakfast buffet for two with one mimosa each ran roughly $160 after tip. Dinner for two was a little over $400, after tip. The Luao for two was around $850. It was our 10-year anniversary, and I was well prepared and fully ...
Reviewed on Oct 9, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
$949 nightly
The price is $1,119 total per night from Nov 30 to Dec 1
$1,119 total
Nov 30 - Dec 1
Total with taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet ...
9.2/10 Wonderful! (1,001 reviews)
This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!
Reviewed on Sep 23, 2025
Residence Inn by Marriott Maui Wailea
75 Wailea Ike, Kihei, HI
Fully refundableReserve now, pay when you stay
$399 nightly
The price is $471 total per night from Nov 14 to Nov 15
$471 total
Nov 14 - Nov 15
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
9.2/10 Wonderful! (974 reviews)
Clean room, nice kitchen, good breakfast, very pleasant staff
Reviewed on Oct 28, 2025
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
$647 nightly
The price is $763 total per night from Nov 30 to Dec 1
$763 total
Nov 30 - Dec 1
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers ...
8.8/10 Excellent! (1,017 reviews)
We spent 1 day of our trip to Maui at the Grand Wailea to enjoy the pools before we left the island. This was our 4th time at Grand Wailea - and it was amazing again. There was a bit of concern with my initial booking that I tried to get corrected by phone before arrival, but Gilbert at the front ...
Reviewed on Nov 3, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More 4 star hotels in Wailea
Upscale and Elegant Vistas
10 Wailea Ekolu Pl, 108, Kihei, HI
10/10 Exceptional! (4 reviews)
5 star hotels in Wailea
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
$755 nightly
The price is $891 total per night from Nov 9 to Nov 10
$891 total
Nov 9 - Nov 10
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
Wailea Luxury Hotels
Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Wailea luxury hotels are the plush oasis you’ve been looking for.
Choose from the best luxury hotels in Wailea to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.
We want you to enjoy your next vacation in style and the top luxury resorts in Wailea will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Wailea, and plan your next opulent escape.
Wailea hotels essential information
Accommodation | 1,181 hotels |
|---|---|
Lowest Price | $471 |
Highest Price | $3,596 |
Popular hotels | Four Seasons Resort Maui at Wailea, Fairmont Kea Lani Maui, Andaz Maui at Wailea Resort - a concept by Hyatt, Wailea Beach Villas, Grand Wailea Maui, A Waldorf Astoria Resort, Hotel Wailea, Relais & Chateaux - Adults Only, Ho‘olei Villas at Grand Wailea, Residence Inn by Marriott Maui Wailea |
Popular Luxury Stays in Wailea
Recent Wailea Hotel Reviews By Fellow Wanderers
Grand Wailea Maui, A Waldorf Astoria Resort
5 out of 5
Posted 5 days ago
Travelocity Verified Review
"We spent 1 day of our trip to Maui at the Grand Wailea to enjoy the pools before we left the island. This was our 4th time at Grand Wailea - and it was amazing again. There was a bit of concern with my initial booking that I tried to get corrected by phone before arrival, but Gilbert at the front desk was super reassuring and got us all sorted! We had a wonderful stay! Wayne at the swim-up bar was super nice, and we all loved the aquarium bar at Humahuma - definitely another highlight! "
A verified traveler from San Francisco stayed at Grand Wailea Maui, A Waldorf Astoria Resort
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