Find 5 Star Hotels in Wailea, HI from AED 2,384

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Check availability on Wailea 5 Star Hotels

Tonight
3 Sep - 4 Sep
Tomorrow
4 Sep - 5 Sep
This weekend
5 Sep - 7 Sep
Next weekend
12 Sep - 14 Sep

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

Grand Wailea Maui, A Waldorf Astoria Resort
9 outdoor pools, cabanas (surcharge), sun loungers

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1008)
"Good food great area "
The price is AED 2,557
AED 3,254 total
includes taxes & fees
10 Sep - 11 Sep
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, (1009)
"excellent resort and very clean "
The price is AED 3,088
AED 3,859 total
includes taxes & fees
26 Sep - 27 Sep
Fairmont Kea Lani Maui
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, (1001)
"This was an exceptional property and we literally had the most amazing stay. Staff were attentive and all car journies were complkmentary. "
The price is AED 2,773
AED 3,271 total
includes taxes & fees
1 Oct - 2 Oct
Four Seasons Resort Maui at 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, (1002)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive! "
The price is AED 3,276
AED 4,081 total
includes taxes & fees
14 Sep - 15 Sep
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, (42)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
The price is AED 7,434
AED 9,008 total
includes taxes & fees
17 Sep - 18 Sep
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 7,396
AED 8,940 total
includes taxes & fees
7 Sep - 8 Sep
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)
"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 AED 2,817 per night from Oct 3 to Oct 4
AED 2,817
AED 3,539 total
3 Oct - 4 Oct
includes taxes & fees
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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.

Top Wailea Hotel Reviews

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

10/10 Excellent
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
Leslie 6-night trip
Posted 3 months ago
Ho‘olei Villas at Grand Wailea

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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 2,384

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.