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Check availability on Wailea 5 Star Hotels

Tonight
Mar 3 - Mar 4
Tomorrow
Mar 4 - Mar 5
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Our top choices for Wailea 5-star hotels

9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,003 reviews)
"Beautiful room and view. Amazing pool area. So much fun for the entire family! "
United States
Laura
The price is ￥148,471
￥186,458 total
includes taxes & fees
Apr 3 - Apr 4
Grand Wailea Maui, A Waldorf Astoria Resort
Property grounds

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,005 reviews)
"Service was good"
Canada
kathy
The price is ￥184,006
￥228,705 total
includes taxes & fees
Mar 9 - Mar 10
Four Seasons Resort Maui at Wailea
Exterior detail

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful hotel, amazing place, really relaxing. "
United States
Iulian
The price is ￥148,250
￥185,327 total
includes taxes & fees
Mar 6 - Mar 7
Fairmont Kea Lani Maui
Bar (on property)

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"Everything was exceptional! Great property, quiet and peaceful "
United States
Abdulla
The price is ￥169,694
￥210,783 total
includes taxes & fees
Mar 16 - Mar 17
Hotel Wailea, Relais & Chateaux - Adults Only
Restaurant

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (45 reviews)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is ￥328,687
￥400,428 total
includes taxes & fees
Mar 6 - Mar 7
Ho‘olei Villas at Grand Wailea
View from property

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is ￥542,605
￥653,400 total
includes taxes & fees
Mar 7 - Mar 8
Fairmont Kea Lani Maui Villa Experience
Luxury Apartment | Beach/ocean view

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2 reviews)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
Condo (3 Bedrooms) | Terrace/patio

Grand Champions 2 Free Rental Cars KBM Resorts Extra Large Corner Suite 2 Units, 3 Bedrooms Ml-1499

Grand Champions 2 Free Rental Cars KBM Resorts Extra Large Corner Suite 2 Units, 3 Bedrooms Ml-1499
5.0 star property
Wailea
Grand Champions 2 Free Rental Cars KBM Resorts Extra Large Corner Suite 2 Units, 3 Bedrooms Ml-1499
Condo (4 Bedrooms) | View from room

Wailea Elua Collection by KBM - 2 Units (2009/2103)

Wailea Elua Collection by KBM - 2 Units (2009/2103)
5.0 star property
Wailea
Wailea Elua Collection by KBM - 2 Units (2009/2103)
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Wailea.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
The price is ￥125,501 per night from Mar 22 to Mar 23
￥125,501
￥160,001 total
Mar 22 - Mar 23
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
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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.

Learn more about Wailea

Indulge in Hawai’i’s high life with a stay in this beautiful coastal area known for its luxury accommodation and secluded beaches.

See all hotels in Wailea
Maluaka Beach featuring landscape views, tropical scenes and a beach

Top Wailea Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Our family of five had a great time. The room was spacious, the grounds were clean and beautiful, the beach was perfect for our kids, and the food options were delicious but expensive. We loved snorkeling every day and walking down the beach path. My favorite though was the canoe experience at the hotel. They fill up quickly, so sign up well before you arrive. Beyond that we took the kids, horseback riding, took some surf lessons, and rented a car to do the road to Hana. It was an amazing experience. "
CINDY 7-night trip
Posted 5 days ago
Fairmont Kea Lani Maui

Frequently asked questions

What are the best 5-star hotels in Wailea?
Get set for 5-star luxuriousness at Grand Wailea Maui, A Waldorf Astoria Resort, Ho'olei Villas at Grand Wailea or Four Seasons Resort Maui at Wailea. These are among the best stays in Wailea according to Expedia guest reviews. Pick your favorite and get a taste of the finer life!
How much does it cost to stay in a 5-star hotel in Wailea?
There are a range of pricing options for 5-star hotels in Wailea on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare available properties for your preferred dates and make use of our pricing and other filters to lock in the perfect high-end stay.

  • Search for the lowest price per night from ￥103,618

What makes a hotel 5 stars in Wailea?
Outstanding guest service is the hallmark of every 5-star hotel in Wailea. From the minute you arrive, staff ensure your every need is met, whether recommending activities and tours or providing in-room massage treatments. In addition, hotels must feature superior amenities to be considered for a 5-star rating. These can include luxury toiletries, saunas or spas, pools, gourmet kitchens and knowledgeable concierge.

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