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Check availability on Wailea 5 Star Hotels

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Wailea 5 Star Hotels

Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"One of the best resorts in Hawaii "
The price is 19.459.400 ₫
22.954.698 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1002)
"We had the best time! The property is absolutely gorgeous and the weather was perfect. "
The price is 25.049.080 ₫
30.985.111 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great place for family."
The price is 21.069.698 ₫
26.394.796 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Fairmont Kea Lani Maui
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"This place is truly amazing! The service is impeccable, the resort is beautiful, and the views are breathtaking. I can’t wait to return again."
The price is 19.641.896 ₫
24.710.532 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Outdoor pool, pool loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (42)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is 74.939.847 ₫
90.095.208 ₫ total
includes taxes & fees
10 Jul - 11 Jul
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
View from property

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (5)
"It’s a decent hotel to stay for the family."
The price is 88.785.798 ₫
106.267.008 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Fairmont Kea Lani Maui Villa Experience
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
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 19.198.200 ₫ per night from 26 Jul to 27 Jul
19.198.200 ₫
24.180.085 ₫ total
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (997 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.

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 16.011.560 ₫

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.