Find Luxury Hotels in Wailea, HI

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Check availability on Wailea Luxury Hotels

Tonight
3 May - 4 May
Tomorrow
4 May - 5 May
Next weekend
9 May - 11 May
In two weeks
16 May - 18 May

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

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, (1000)
"One of the best resorts in Hawaii "
The price is AED 2,589
AED 3,055 total
includes taxes & fees
21 May - 22 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)
"Easy access to the beach and pool. Nice views. Good rooms."
The price is AED 3,486
AED 4,328 total
includes taxes & fees
6 May - 7 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 AED 2,630
AED 3,318 total
includes taxes & fees
2 Jun - 3 Jun
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 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
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)
"Great place to stay in Wailea!"
The price is AED 3,118
AED 3,881 total
includes taxes & fees
9 May - 10 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, (1002)
"I can’t recommend Hotel Wailea enough! I’ve been fortunate to stay at most of the resorts in Wailea and none compare to the hospitality and service that you receive at Hotel Wailea. "
The price is AED 2,935
AED 3,678 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 AED 6,795
AED 8,254 total
includes taxes & fees
18 May - 19 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)
"Great place"
The price is AED 1,653
AED 1,950 total
includes taxes & fees
10 May - 11 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, (976)
"Great family resort, can’t wait to come back!"
The price is AED 2,652
AED 3,338 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)
"Outstanding location, view and property. Strongly recommend for a family."
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.
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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 Polo Beach and Keawakapu Beach North.