Find 5 Star Hotels in Wailea, HI from AED 2,495

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

Grand Wailea Maui, A Waldorf Astoria Resort
Exterior

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1004)
"I really enjoyed the restaurants at this property. The food was amazing and the service was very good. I will stay here again just because of that."
The price is AED 3,302
AED 4,097 total
includes taxes & fees
5 Jan - 6 January 2025
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Exterior

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1002)
"Excellent team, very professional, well trained, friendly great attitude. Will come back again and again "
The price is AED 2,828
AED 3,336 total
includes taxes & fees
12 Jan - 13 January 2025
Four Seasons Resort Maui at Wailea
Hotel Wailea, Relais & Chateaux - Adults Only
Pool

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (990)
"Absolutely love this property! Amazing views and dining!!"
The price is AED 3,669
AED 4,545 total
includes taxes & fees
21 Jan - 22 January 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Pool

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (38)
"Best property in Maui "
The price is AED 6,598
AED 8,022 total
includes taxes & fees
14 Jan - 15 January 2025
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
Exterior

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (4)
"It’s a decent hotel to stay for the family."
The price is AED 8,114
AED 9,787 total
includes taxes & fees
18 Jan - 19 January 2025
Fairmont Kea Lani Maui Villa Experience
Wailea Luxury Hilltop Resort Vistas
Beach/ocean view

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (1)
"We loved staying here! The property is lovely and the lanai was perfect for sunsets. It has everything you need and you can walk anywhere you need to go. Will be back! "
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 AED 3,673 per night from Jan 10 to Jan 11
AED 3,673
AED 4,548 total
includes taxes & fees
10 Jan - 11 January 2025
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.

Frequently asked questions

What are the best 5-star hotels in Wailea?
According to Expedia customer reviews, Grand Wailea Maui, A Waldorf Astoria Resort, Ho’olei Villas at Grand Wailea and Four Seasons Resort Maui at Wailea are some of the top 5-star hotels in Wailea. Featuring top-of-the-line amenities and unmatchable service, you’ll enjoy an indulgent and memorable stay.
How much does it cost to stay in a 5-star hotel in Wailea?
How much you pay for a 5-star hotel in Wailea depends on things like when you plan to travel and the length of your escape. Our top tip for landing the best deal? Use our pricing filters to check out all of the available accommodations for your preferred dates.

  • Search for the lowest price per night from AED 2,495

What makes a hotel 5 stars in Wailea?
From gourmet dining venues and 24/7 fitness centers to swimming pools and luxury bedding, the 5-star experience in Wailea is all about comfort and luxury. But it calls for more than just top-notch amenities to earn a 5-star rating. Stays also have to provide outstanding services like in-room massages, on-site laundry and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in Wailea?
Find an indulgent stay that includes your lodging, food, activities and entertainment in Wailea with the help of our filters. Search for properties rated 5 stars and select the “All inclusive” filter. Make sure you check what’s included in the purchase price. This way, you’re ready to take advantage of all the perks on offer as soon as you arrive.
What are the top 5-star spa hotels in Wailea?
Wailea has a selection of 5-star spa getaways that offer treatments designed to rejuvenate both the mind and body. Check in to Four Seasons Resort Maui at Wailea, Ho’olei Villas at Grand Wailea or Grand Wailea Maui, A Waldorf Astoria Resort and prioritize your well-being and self-care.
Does Wailea have any 5-star family resorts?
Treat the family to an unforgettable experience at Grand Wailea Maui, A Waldorf Astoria Resort. This family-friendly 5-star retreat features amenities such as a children’s pool and a waterslide. Ho’olei Villas at Grand Wailea and Four Seasons Resort Maui at Wailea are two other top-rated properties in Wailea that are ideal for a trip with the youngsters.
Are there any 5-star vacation rentals in Wailea?
Although you won’t find any 5-star vacation rentals in Wailea on our site, we have a range of properties that promise an awesome getaway. Discover one that suits your style by checking out our vacation rentals in Wailea.
Are there any 5-star hotels in downtown Wailea?
Consider Grand Wailea Maui, A Waldorf Astoria Resort. This 5-star hotel is ideal if you want to immerse yourself in Wailea’s exciting downtown scene.