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

Compare Wailea Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Four Seasons Resort Maui at Wailea
3 outdoor pools, sun loungers

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Four Seasons Maui is the second property I have stayed at besides Las Vegas and the customer service is always top tier. I just love how we were treated like family and the accommodations were impeccable. We felt pampered. Thank you for a wonderful vacation."
The price is SAR 2,645
SAR 3,120 total
includes taxes & fees
2 May - 3 May
Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1002)
"Our stay here was absolutely incredible. The property is stunningly gorgeous and all the staff are wonderful. My daughter and I both have Celiac Disease, which can be tricky to travel with, however we were very Well taken care of and had many options to safely eat. Highly recommend "
The price is SAR 3,710
SAR 4,597 total
includes taxes & fees
11 May - 12 May
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, (1001)
"Amazing hotel and service!"
The price is SAR 2,686
SAR 3,389 total
includes taxes & fees
25 May - 26 May
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, (170)
"We had nice scenic view of the ocean and great house to vacation in!😁"
Wailea Beach Villas
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1004)
"Very nice stay-grounds are beautiful. Staff at adult only pool 7/10-ran into many staff being short in their language to enforce wrist bands. For the price of resort it would be nice to have better customer service. Rest of staff very helpful and kind."
The price is SAR 3,185
SAR 3,963 total
includes taxes & fees
1 May - 2 May
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)
"Very nice property and view. Rooms are nice and peaceful. Great staff and service. Floors are the only downside, can't walk in the rooms with bare feet as rooms are likely never mopped."
The price is SAR 2,997
SAR 3,757 total
includes taxes & fees
4 May - 5 May
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, (41)
"Best property in Maui "
The price is SAR 6,922
SAR 8,409 total
includes taxes & fees
14 May - 15 May
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, (941)
" Excellent service! Very polite and easy going staff. Our 2 kids enjoyed the pool."
The price is SAR 1,647
SAR 1,943 total
includes taxes & fees
2 May - 3 May
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, (973)
"We stayed here for one night but it was so good we went back. "
The price is SAR 2,389
SAR 3,032 total
includes taxes & fees
9 May - 10 May
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, (101)
"I really loved this place. Ocean side. Able to open the patio door and hear the ocean "
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.
Don't see what you're looking for?
See all available properties in Wailea

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.