Find 5 Star Hotels in Wailea, HI from AED 2,586

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Check availability on Wailea 5 Star Hotels

Tonight
25 Mar - 26 Mar
Tomorrow
26 Mar - 27 Mar
This weekend
28 Mar - 30 Mar
Next weekend
4 Apr - 6 Apr

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

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, (1001)
"The only thing that was the consensus of every family, including ours, is that for the nightly rate, pool and beach chairs should be guaranteed. My guess is that they have enough pool chairs for about 30% of the rooms, faaaar too low and we saw it causing some serious anger and jockeying for pool chairs in a line 20 minutes before the pool opened. We opted to stay out of that nightmare and rent chairs from a private vendor on the beach. The resorts beach chairs must be paid for and sell out days...
The price is AED 3,302
AED 4,097 total
includes taxes & fees
1 Apr - 2 Apr
Grand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Excellent service, clean and beautiful property"
The price is AED 2,736
AED 3,228 total
includes taxes & fees
1 Apr - 2 Apr
Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1000)
"Wonderful property with large renovated suites and upgraded amenities. Great beach and multiple pools. Staff were friendly and attentive. "
The price is AED 3,837
AED 4,743 total
includes taxes & fees
20 Apr - 21 Apr
Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (959)
"Perfect for my family! So many activities for everone and great food choices too!"
The price is AED 2,586
AED 3,260 total
includes taxes & fees
30 Mar - 31 Mar
Wailea Beach Resort - Marriott, Maui
Andaz Maui at Wailea Resort - a concept by Hyatt
5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1001)
"Lovely resort. Comfy room. Some strange interactions with the valet upon arrival. They were confrontational and laughed at my husband when he asked a question. Overall, I don’t think the staff was very happy as we had few positive interactions. Very pretty grounds. Loved the tranquil pool. "
The price is AED 3,669
AED 4,544 total
includes taxes & fees
22 Apr - 23 Apr
Andaz Maui at Wailea Resort - a concept by Hyatt
AC Hotel by Marriott Maui Wailea
Outdoor pool

AC Hotel by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (128)
"Very kind and helpful "
The price is AED 2,028
AED 2,392 total
includes taxes & fees
18 Apr - 19 Apr
AC Hotel by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea
Outdoor pool, free cabanas, pool umbrellas

Residence Inn by Marriott Maui Wailea

3.5 star property
9.2 out of 10, Wonderful, (939)
"This property is quite beautiful. Though it is not on the beach, there is a pathway to walk to the beach. "
The price is AED 1,870
AED 2,205 total
includes taxes & fees
13 Apr - 14 Apr
Residence Inn by Marriott Maui Wailea
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)
"Very serene, not crowded and no children. Perfect for an intimate getaway."
The price is AED 3,853
AED 4,762 total
includes taxes & fees
30 Mar - 31 Mar
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 10,538
AED 12,669 total
includes taxes & fees
7 Apr - 8 Apr
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 AED 10,737
AED 12,881 total
includes taxes & fees
23 Apr - 24 Apr
Fairmont Kea Lani Maui Villa Experience
Makena Surf - CoralTree Residence Collection
On the beach

Makena Surf - CoralTree Residence Collection

4.0 star property
9.4 out of 10, Exceptional, (101)
"I really loved this place. Ocean side. Able to open the patio door and hear the ocean "
Makena Surf - CoralTree Residence Collection
Hoolei Residences - CoralTree Residence Collection
Outdoor pool

Hoolei Residences - CoralTree Residence Collection

4.5 star property
Hoolei Residences - CoralTree Residence Collection
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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 3,837 per night from Apr 20 to Apr 21
AED 3,837
AED 4,743 total
includes taxes & fees
20 Apr - 21 Apr
9.4/10 Exceptional! (989 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 2,586

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.