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
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 15 Wailea Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1006)
"Excellent customer service "
The price is SAR 2,967
SAR 3,500 total
includes taxes & fees
11 Nov - 12 Nov
Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, (1004)
"."
The price is SAR 1,976
SAR 2,553 total
includes taxes & fees
1 Dec - 2 Dec
Fairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
9.2 out of 10, Wonderful, (1001)
"Gorgeous property and best staff. Pool staff is second to none. Sparkles and Darious were amazing. "
The price is SAR 2,404
SAR 3,056 total
includes taxes & fees
6 Nov - 7 Nov
Andaz Maui at Wailea Resort - a concept by Hyatt
Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, (164)
"An amazing stay!! Perfect location to the beach and the amenities are world class "
Wailea Beach Villas
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1004)
"Positives: Beautiful hotel and grounds with a great beach and many walkable shops and restaurants. Great cleaning staff. Negatives: Adults pool was not cleaned regularly. Remaining pools are all filled with kids. Rooms have a very small shower area sadly. Also, very, very cheap toilet paper. Patio furniture needs restaining and varnish (the stain transferred to our wet swim suits which we were trying to dry). Poor sound proofing to adjacent rooms. No fan in toilet area. They forgot our...
The price is SAR 2,851
SAR 3,606 total
includes taxes & fees
6 Nov - 7 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (976)
"Fantastic experience!"
The price is SAR 3,376
SAR 4,204 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, (37)
"Best property in Maui "
The price is SAR 5,957
SAR 7,271 total
includes taxes & fees
21 Nov - 22 Nov
Ho‘olei Villas at Grand Wailea
Residence Inn by Marriott Maui Wailea
3.5 star property
9.2 out of 10, Wonderful, (937)
"Gorgeous property!"
The price is SAR 2,137
SAR 2,521 total
includes taxes & fees
29 Nov - 30 Nov
Residence Inn by Marriott Maui Wailea
Wailea Beach Resort - Marriott, Maui
4.5 star property
9.0 out of 10, Wonderful, (904)
"Great proximity to the Shops at Wailea. "
The price is SAR 2,401
SAR 3,039 total
includes taxes & fees
6 Nov - 7 Nov
Wailea Beach Resort - Marriott, Maui
Makena Surf - CoralTree Residence Collection
4.0 star property
9.2 out of 10, Wonderful, (100)
"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.
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 7 luxurious hotels. During your visit, you might want to enjoy the beaches and sunsets which Wailea is known for.
What's the best luxury accommodation in Wailea?
Wailea Beach Resort - Marriott, Maui is a luxury resort with 4 restaurants and 2 poolside bars, and it’s a popular choice for Expedia travelers looking for an elegant place to stay. Grand Wailea Maui, A Waldorf Astoria Resort and Andaz Maui at Wailea Resort - a concept by Hyatt 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 7 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 Shops at Wailea, Ulua Beach, and Wailea 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.