Find Luxury Hotels in Wailea, HI

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Wailea Luxury Hotels

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Wailea Luxury Hotels

Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1002)
"Amazing stay and service. Four Seasons always exceeded our expectations. Beautiful resort with nice beaches and pools. Family loved it."
The price is SAR 3,863
SAR 4,557 total
includes taxes & fees
10 Aug - 11 Aug
Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great hotel! Loved our stay."
The price is SAR 3,026
SAR 3,790 total
includes taxes & fees
11 Aug - 12 Aug
Fairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1000)
"I loved everything about the property The ocean view was most beautiful. I can’t wait to return!"
The price is SAR 3,151
SAR 3,937 total
includes taxes & fees
19 Aug - 20 Aug
Andaz Maui at Wailea Resort - a concept by Hyatt
Wailea Beach Villas
2 outdoor pools, free cabanas, pool umbrellas

Wailea Beach Villas

4.5 star property
9.8 out of 10, Exceptional, (172)
"We had a great time enjoying of all the amazing property amenities and friendly staff. Best place we’ve ever had stayed in Maui. "
Wailea Beach Villas
Grand Wailea Maui, A Waldorf Astoria Resort
9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1002)
"We had the best time! The property is absolutely gorgeous and the weather was perfect. "
The price is SAR 3,372
SAR 4,221 total
includes taxes & fees
1 Aug - 2 Aug
Grand Wailea Maui, A Waldorf Astoria Resort
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."
The price is SAR 2,831
SAR 3,561 total
includes taxes & fees
23 Jul - 24 Jul
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (42)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is SAR 8,258
SAR 9,985 total
includes taxes & fees
17 Aug - 18 Aug
Ho‘olei Villas at Grand Wailea
Residence Inn by Marriott Maui Wailea
Outdoor pool, free cabanas, pool umbrellas

Residence Inn by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (957)
"Excellent place in Maui . Near all the best beaches in Wailea. "
The price is SAR 1,947
SAR 2,296 total
includes taxes & fees
10 Aug - 11 Aug
Residence Inn by Marriott Maui Wailea
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (1002)
"The room view was amazing and the staff was great!"
The price is SAR 2,133
SAR 2,768 total
includes taxes & fees
14 Aug - 15 Aug
Wailea Beach Resort - Marriott, Maui
Makena Surf - CoralTree Residence Collection
On the beach

Makena Surf - CoralTree Residence Collection

4.0 star property
9.4 out of 10, Exceptional, (102)
"This was a fantastic property that was quiet and not crowded. The beach was beautiful and never crowded. Very nice and secluded. The “touristy” area is just a 5 min drive away (you do need a car to get to any restaurants or shops). "
Makena Surf - CoralTree Residence Collection
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.

Top Wailea Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"My corner suit was very nice and clean. Views from every part of my balcony were beautiful!!! Stuff very helpful and knowledgeable. "
MALGORZATA 4-night trip
Posted 3 days ago
Fairmont Kea Lani Maui

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Wailea?
Arrange a flight into Kahului Airport (OGG) Airport or West Maui Airport (JHM) Airport, and then treat yourself to a stay at one of 9 luxurious hotels. Known for its beaches and sunsets, Wailea also has some interesting things to see and do including Wailea Beach, so you may want to take in the local sights during your visit.
What's the best luxury accommodation in Wailea?
Grand Wailea Maui, A Waldorf Astoria Resort is a luxury resort with 7 restaurants and 2 poolside bars, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Wailea Beach Resort - Marriott, Maui and Four Seasons Resort Maui at Wailea are two other upscale options for your trip.
How many luxury hotels should I expect to find in Wailea?
Lie in the lap of luxury during your getaway to Wailea in one of Expedia's 9 luxury hotels.
What's the best time to vacation in Wailea?
The hottest months are usually September and August with an average temperature of 78°F,
  • Coldest months: February, January, March, and April
  • Driest months: June, September, July, and May
  • Rainiest months: December, April, March, and February
What's there to see and do in Wailea?
Take in some sights and attractions while you're in Wailea by visiting Wailea Beach, Shops at Wailea, and Ulua Beach. If you have a bit of extra time while you're in the area, you might want to check out Mokapu Beach and Polo Beach.