Find Luxury Hotels in Wailea, HI

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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
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, (1001)
"Excellent service, clean and beautiful property"
The price is SAR 2,646
SAR 3,121 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, (1000)
"Wonderful property with large renovated suites and upgraded amenities. Great beach and multiple pools. Staff were friendly and attentive. "
The price is SAR 4,049
SAR 4,998 total
includes taxes & fees
26 Apr - 27 Apr
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)
"Lovely resort. Comfy room. Some strange interactions with the valet upon arrival. They were confrontational and laughed at my husband when he asked a question. Overall, I don’t think the staff was very happy as we had few positive interactions. Very pretty grounds. Loved the tranquil pool. "
The price is SAR 3,749
SAR 4,643 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, (168)
"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, (1005)
" There was limited vegetarian food options. Otherwise a fantastic trip."
The price is SAR 3,186
SAR 3,965 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, (1002)
"Hotel Wailea was a beautiful property with excellent amenities and a friendly staff. Highlight was using the pool, cabanas, and poolside dining every day. The walk to the beach was hilly which made the hotel less walkable than Wailea Beach but the views from our ocean view room were gorgeous. Excellent amenities provided throughout our stay. "
The price is SAR 3,937
SAR 4,865 total
includes taxes & fees
6 Apr - 7 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 SAR 7,303
SAR 8,858 total
includes taxes & fees
6 May - 7 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 1,797
SAR 2,120 total
includes taxes & fees
11 Apr - 12 Apr
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, (963)
" "
The price is SAR 2,773
SAR 3,485 total
includes taxes & fees
28 Apr - 29 Apr
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.
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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. 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 Keawakapu Beach South and Polo Beach.