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

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, (1,018 reviews)
"Great relaxed resorts pool food is ok not great but the restaurants on property are superb"
United States
Ramy
The price is SAR 4,014
SAR 5,028 total
includes taxes & fees
16 Sep - 17 Sep
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
8.6 out of 10, Excellent, (1,001 reviews)
"Wonderful place to stay in Maui."
United States
Katelyn
The price is SAR 2,746
SAR 3,504 total
includes taxes & fees
15 Sep - 16 Sep
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, (1,000 reviews)
"Excellent staff and service!"
Canada
Ifelere
The price is SAR 3,097
SAR 3,922 total
includes taxes & fees
31 Aug - 1 Sep
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, (1,004 reviews)
"Great atmosphere relaxing,.quiet & beautiful!"
United States
Rashonner
The price is SAR 2,820
SAR 3,570 total
includes taxes & fees
31 Aug - 1 Sep
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, (52 reviews)
"The room was beautiful the view incredible , the amenities were perfect. I would stay again and again"
United States
Risa
The price is SAR 6,681
SAR 8,174 total
includes taxes & fees
30 Aug - 31 Aug
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 10,997
SAR 13,318 total
includes taxes & fees
26 Aug - 27 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, (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.
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 30 to Aug 31
SAR 2,166
SAR 2,835 total
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,005 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

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"Great atmosphere relaxing,.quiet & beautiful!"
Rashonner 3-night trip
Posted 2 days ago
Hotel Wailea, Relais & Chateaux - Adults Only
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"This was a lovely stay. We ended up in the Napua wing and it truly was great. The staff was very kind and remembered our names instantly. A lazy river should come with every hotel hahaha!"
Lauren Elizabeth 1-night trip
Posted 3 days 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.