Find 5 Star Hotels in Wailea, HI from ￥115,452

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Our top choices for Wailea 5-star hotels

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, (1,000 reviews)
"Service was good"
Canada
kathy
The price is ￥125,705
￥159,551 total
includes taxes & fees
Jan 19 - Jan 20
Four Seasons Resort Maui at Wailea
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, (1,001 reviews)
"Beautiful Resort "
United States
JOANN
The price is ￥111,949
￥143,156 total
includes taxes & fees
Jan 30 - Jan 31
Grand Wailea Maui, A Waldorf Astoria Resort
Exterior detail

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"Wonderful staff and facility"
United States
Sheila
The price is ￥150,396
￥187,924 total
includes taxes & fees
Feb 8 - Feb 9
Fairmont Kea Lani Maui
Outdoor spa tub

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 ￥122,249
￥154,510 total
includes taxes & fees
Jan 21 - Jan 22
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, (44 reviews)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is ￥320,522
￥390,756 total
includes taxes & fees
Jan 30 - Jan 31
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 ￥569,074
￥680,574 total
includes taxes & fees
Feb 15 - Feb 16
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
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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.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
The price is ￥121,321 per night from Feb 17 to Feb 18
￥121,321
￥153,376 total
Feb 17 - Feb 18
includes taxes & fees
9.2/10 Wonderful! (998 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

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"Rooms are beautiful"
Tracia 2-night trip
Posted 4 days ago
Hotel Wailea, Relais & Chateaux - Adults Only

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 ￥115,452

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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