Find Luxury Hotels in Wailea, HI

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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, (1000)
"This must be the most beautiful and welcoming property in Maui. Yes, it is expensive but they do everything right. Cultural experiences, sporting experiences, poolside retreats, etc, etc all included. It is also on the best beach on the island. We loved our entire trip. Thank you very much to all the staff! "
The price is AED 2,589
AED 3,055 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, (1008)
"The hotel and grounds are meticulous. The Fairmont has truly thought of every detail big and small. What a wonderful experience for the entire family. Highly recommend!"
The price is AED 3,706
AED 4,588 total
includes taxes & fees
7 May - 8 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, (1003)
"Amazing hotel and service!"
The price is AED 3,669
AED 4,544 total
includes taxes & fees
22 Apr - 23 Apr
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, (1001)
"loved it lots of families tho"
The price is AED 3,118
AED 3,881 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, (1003)
"Peaceful and beautiful "
The price is AED 3,302
AED 4,112 total
includes taxes & fees
26 Apr - 27 Apr
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, (40)
"Best property in Maui "
The price is AED 6,940
AED 8,424 total
includes taxes & fees
15 May - 16 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 AED 1,759
AED 2,075 total
includes taxes & fees
4 May - 5 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, (968)
"Beautiful property, spread out so it didn’t feel crowded."
The price is AED 2,494
AED 3,151 total
includes taxes & fees
4 May - 5 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. Four Seasons Resort Maui at Wailea and Wailea Beach Resort - Marriott, Maui 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 Polo Beach and Keawakapu Beach North.