Explore 15 Luxury Hotels in Wailea

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Best Luxury Hotels in Wailea

Wailea Beach Villas

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! (178 reviews)
"We had the best time during our stay, and will definitely be back!"

Reviewed on Oct 6, 2025

Opens in a new windowWailea Beach Villas
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI
$745 nightly
The price is $879 total per night from Nov 8 to Nov 9
$879 total
Nov 8 - Nov 9
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! (1,006 reviews)
"Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping."

Reviewed on Oct 13, 2025

Opens in a new windowFour Seasons Resort Maui at Wailea
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle, Kihei, HI
$2,040 nightly
The price is $2,406 total per night from Nov 16 to Nov 17
$2,406 total
Nov 16 - Nov 17
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! (42 reviews)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."

Reviewed on Jun 15, 2025

Opens in a new windowHo‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI
$840 nightly
The price is $990 total per night from Oct 25 to Oct 26
$990 total
Oct 25 - Oct 26
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! (1,011 reviews)
"Very nice. Pools were all well staffed and they do not let people claim loungers all day, which i really appreciate."

Reviewed on Oct 13, 2025

Opens in a new windowFairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr, Kihei, HI
$789 nightly
The price is $931 total per night from Nov 18 to Nov 19
$931 total
Nov 18 - Nov 19
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

Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
$994 nightly
The price is $1,173 total per night from Nov 4 to Nov 5
$1,173 total
Nov 4 - Nov 5
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

Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
Residence Inn by Marriott Maui Wailea

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 Oct 24 to Oct 25
$471 total
Oct 24 - Oct 25
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! (972 reviews)
"*"

Reviewed on Sep 28, 2025

Opens in a new windowResidence Inn by Marriott Maui Wailea
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI
$632 nightly
The price is $746 total per night from Nov 13 to Nov 14
$746 total
Nov 13 - Nov 14
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! (1,008 reviews)
"Wonderful accommodations!"

Reviewed on Oct 10, 2025

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
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More 4 star hotels in Wailea

5 star hotels in Wailea

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
1,189 hotels
Lowest Price
$471
Highest Price
$3,036
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

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