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Check availability on Wailea 5 Star Hotels

Our top choices for Wailea 5-star hotels

9 outdoor pools, pool cabanas (surcharge), pool 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, (1,016 reviews)
"Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort."
United States
Dustin
The price is £742
includes taxes & fees
26 Jun - 27 Jun
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, (1,001 reviews)
"Wonderful Hotel Great restaurants staffed by true professionals "
United States
John
The price is £836
includes taxes & fees
26 Jun - 27 Jun
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, (1,005 reviews)
"The resort was excellent and made for a great trip!"
United States
Ed
The price is £1,051
includes taxes & fees
25 Jun - 26 Jun
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, (1,002 reviews)
"We had a good time. Comfortable hotel. "
United States
andrea
The price is £740
includes taxes & fees
30 Jun - 1 Jul
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, (47 reviews)
"Womderful home, terrific service, access to hotel amenities was key."
United States
ALAN
The price is £1,933
includes taxes & fees
5 Jul - 6 Jul
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 £4,022
includes taxes & fees
8 Jul - 9 Jul
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 (2 Bedrooms) | 2 bedrooms, laptop workspace, iron/ironing board, free cots/infant beds

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
5.0 star property
Wailea
NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
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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 £791 per night from 7 Jul to 8 Jul
£791
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (1,005 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

Top Wailea Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort."
Dustin 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?
Grand Wailea Maui, A Waldorf Astoria Resort, Ho'olei Villas at Grand Wailea and Four Seasons Resort Maui at Wailea are among the leading 5-star hotels in Wailea, based on reviews by our guests. These upmarket hotels rate highly for things like their amenities, location and service standards. Pick your favourite and experience the best of it all.
How much does it cost to stay in a 5-star hotel in Wailea?
You can find several pricing options for 5-star hotels in Wailea on Expedia. How much you'll pay will depend on your holiday dates, length of your trip and other factors. Compare available properties for your desired dates and make use of our pricing and other filters to find the perfect high-end stay.

  • Search for the lowest price per night from £456

What makes a hotel 5 stars in Wailea?
In Wailea, a hotel is required to offer a specific level of high-end conveniences to be designated 5 stars. These may include gourmet restaurants, on-site gyms, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-centric service. You can look forward to things like nightly turn-down services, concierge services and in-room massages. Some may also offer thoughtful touches like welcome gifts.

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