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 1,934

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Check availability on Wailea 5 Star Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Wailea 5-star hotels

Exterior detail

1. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,010 reviews)
"Great relaxed resorts pool food is ok not great but the restaurants on property are superb"
United States
Ramy
The price is SAR 3,713
SAR 4,671 total
includes taxes & fees
17 Aug - 18 Aug
Fairmont Kea Lani Maui
9 outdoor pools, cabanas (surcharge), sun loungers

2. 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, (1,006 reviews)
"Wonderful place to stay in Maui."
United States
Katelyn
The price is SAR 2,746
SAR 3,504 total
includes taxes & fees
22 Aug - 23 Aug
Grand Wailea Maui, A Waldorf Astoria Resort
Property grounds

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Excellent staff and service!"
Canada
Ifelere
The price is SAR 3,098
SAR 3,922 total
includes taxes & fees
26 Aug - 27 Aug
Four Seasons Resort Maui at Wailea
Outdoor spa tub

4. Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful large rooms that felt like an apartment - a special hotel - low key, beautiful , organic, a bit off the shore but who cares....would go there again - staff was gracious and helpful - food excellent"
United States
Ruta
The price is SAR 2,910
SAR 3,677 total
includes taxes & fees
11 Aug - 12 Aug
Hotel Wailea, Relais & Chateaux - Adults Only
Restaurant

5. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (50 reviews)
"Womderful home, terrific service, access to hotel amenities was key."
United States
ALAN
The price is SAR 6,570
SAR 8,043 total
includes taxes & fees
31 Aug - 1 Sep
Ho‘olei Villas at Grand Wailea
Outdoor pool, open 8:00 AM to 10:00 PM, free cabanas, pool umbrellas

6. NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
5.0 star property
Wailea
NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts
View from property

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 10,885
SAR 13,184 total
includes taxes & fees
29 Aug - 30 Aug
Fairmont Kea Lani Maui Villa Experience
Luxury Apartment | Beach/ocean view

8. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2 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.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
The price is SAR 2,166 per night from Aug 29 to Aug 30
SAR 2,166
SAR 2,835 total
29 Aug - 30 Aug
includes taxes & fees
9.2/10 Wonderful! (1,007 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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Excellent experience, will return back again."
Gevorg 6-night trip
Posted 6 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

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 1,934

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.