Find 5 Star Hotels in Wailea, HI from AED 2,494

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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.

Four Seasons Resort Maui at Wailea
3 outdoor pools, sun loungers

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"This must be the most beautiful and welcoming property in Maui. Yes, it is expensive but they do everything right. Cultural experiences, sporting experiences, poolside retreats, etc, etc all included. It is also on the best beach on the island. We loved our entire trip. Thank you very much to all the staff! "
The price is AED 2,589
AED 3,055 total
includes taxes & fees
2 May - 3 May
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, (1000)
"loved it lots of families tho"
The price is AED 3,118
AED 3,881 total
includes taxes & fees
1 May - 2 May
Grand Wailea Maui, A Waldorf Astoria Resort
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, (1002)
"Peaceful and beautiful "
The price is AED 3,302
AED 4,112 total
includes taxes & fees
26 Apr - 27 Apr
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (40)
"Best property in Maui "
The price is AED 6,920
AED 8,401 total
includes taxes & fees
16 May - 17 May
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."
Fairmont Kea Lani Maui Villa Experience
Wailea Luxury Hilltop Resort Vistas
Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"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.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI
The price is AED 2,788 per night from Apr 17 to Apr 18
AED 2,788
AED 3,505 total
includes taxes & fees
17 Apr - 18 Apr
9.4/10 Exceptional! (1,007 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

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 2,494

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.