A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Find 5 Star Hotels in Wailea, HI from SAR 2,113

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Check availability on Wailea 5 Star Hotels

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Wailea 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,004 reviews)
"We had a wonderful visit"
United States
Mary Ann
The price is SAR 2,847
SAR 3,623 total
includes taxes & fees
25 Oct - 26 Oct
Grand Wailea Maui, A Waldorf Astoria Resort
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,001 reviews)
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
United States
Quinn
The price is SAR 3,849
SAR 4,814 total
includes taxes & fees
19 Oct - 20 Oct
Four Seasons Resort Maui at Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.

3. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
5.0 star property
Wailea
9.2 out of 10, Wonderful, (1,003 reviews)
"Location was fantastic and the staff was great."
United States
Christina
The price is SAR 2,204
SAR 2,879 total
includes taxes & fees
25 Oct - 26 Oct
Wailea Beach Resort - Marriott, Maui
A staircase with a view of a garden, palm trees, and a bridge.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Really nice resort, 100% would recommend staying at Fairmont Kea Lani"
United States
Blanca Veronica
The price is SAR 3,976
SAR 4,983 total
includes taxes & fees
24 Oct - 25 Oct
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.

5. Hotel Wailea Maui

Hotel Wailea Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,000 reviews)
"Great atmosphere relaxing,.quiet & beautiful!"
United States
Rashonner
The price is SAR 2,996
SAR 3,780 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (54 reviews)
"Amazing property with an incredible staff. A+++ all the way around!"
United States
Justin Robert
The price is SAR 6,472
SAR 7,926 total
includes taxes & fees
18 Oct - 19 Oct
Ho‘olei Villas at Grand Wailea
A staircase with a view of a garden, palm trees, and a bridge.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (7 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is SAR 9,909
SAR 12,026 total
includes taxes & fees
28 Oct - 29 Oct
Fairmont Kea Lani Maui Villa Experience
A resort pool area with a hot tub, lounge chairs, and palm trees.

8. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
The price is SAR 3,226
SAR 5,955 total
includes taxes & fees
7 Oct - 8 Oct
Villa, Garden View, 2-bedroom
A modern kitchen with white cabinets, stainless steel appliances, and a large island.

9. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"very nice place and location 🤗"
United States
Maryna
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 SAR 2,763 per night from Nov 5 to Nov 6
SAR 2,763
SAR 3,502 total
5 Nov - 6 Nov
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
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PoolSpaHot tubBreakfast includedWaterpark
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

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
Quinn 5-night trip
Posted 1 day ago
Four Seasons Resort Maui at Wailea

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 SAR 2,113

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.