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! (177 reviews)
"NOT QUIET. Maintance makes lots of noise right below our balcony."

Reviewed on Sep 3, 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
$755 nightly
The price is $891 total per night from Oct 26 to Oct 27
$891 total
Oct 26 - Oct 27
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! (1,002 reviews)
"Beautiful resort. Everything was absolutely perfect. Room was impeccable. Staff were very friendly and accommodating. Pool and beach area were really nice. Will stay here again."

Reviewed on Sep 24, 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
$2,087 nightly
The price is $2,461 total per night from Oct 4 to Oct 5
$2,461 total
Oct 4 - Oct 5
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! (41 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
$1,099 nightly
The price is $1,296 total per night from Oct 26 to Oct 27
$1,296 total
Oct 26 - Oct 27
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! (1,013 reviews)
"Gorgeous place"

Reviewed on Sep 23, 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
$888 nightly
The price is $1,047 total per night from Oct 29 to Oct 30
$1,047 total
Oct 29 - Oct 30
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)
"Amazing location and service. Very beautiful"

Reviewed on Sep 1, 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
$949 nightly
The price is $1,119 total per night from Sep 29 to Sep 30
$1,119 total
Sep 29 - Sep 30
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! (1,002 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
$389 nightly
The price is $459 total per night from Oct 5 to Oct 6
$459 total
Oct 5 - Oct 6
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! (971 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
$702 nightly
The price is $828 total per night from Oct 21 to Oct 22
$828 total
Oct 21 - Oct 22
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! (1,015 reviews)
"Stunning resort!"

Reviewed on Sep 15, 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
1,193 hotels
Lowest Price
$459
Highest Price
$3,290
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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