Find 5 Star Hotels in Wailea, HI from ￥69,205

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Check availability on Wailea 5 Star Hotels

Compare Wailea 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping. "
United States
Mohammad
The price is ￥113,173
￥133,501 total
includes taxes & fees
Nov 8 - Nov 9
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
8.8 out of 10, Excellent, (1011)
"Wonderful accommodations!"
United States
Paul
The price is ￥87,657
￥113,258 total
includes taxes & fees
Nov 13 - Nov 14
Grand Wailea Maui, A Waldorf Astoria Resort
View from room
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
5.0 star property
9.4 out of 10, Exceptional, (1016)
"Amazing hotel I would stay here again"
United States
ERIKA
The price is ￥119,955
￥150,461 total
includes taxes & fees
Oct 28 - Oct 29
Fairmont Kea Lani Maui
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
United States
Margaret
The price is ￥144,163
￥179,017 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is ￥301,086
￥365,025 total
includes taxes & fees
Nov 15 - Nov 16
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
9.8 out of 10, Exceptional, (6)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is ￥428,234
￥514,072 total
includes taxes & fees
Nov 9 - Nov 10
Fairmont Kea Lani Maui Villa Experience
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Wailea Luxury Hilltop Resort Vistas
Wailea Luxury Hilltop Resort Vistas
5.0 star property
10.0 out of 10, Exceptional, (2)
"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 ￥116,059 per night from Nov 21 to Nov 22
￥116,059
￥145,865 total
Nov 21 - Nov 22
includes taxes & fees
9.2/10 Wonderful! (999 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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Everything was wonderful "
Dione 4-night trip
Posted 2 days ago
Grand Wailea Maui, A Waldorf Astoria Resort

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 ￥69,205

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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