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 2,313

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Our top choices for Wailea 5-star hotels

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,006 reviews)
"Súper friendly staff. Amazing property. Awesome suites."
United States
Kelly Ramos
The price is SAR 3,600
SAR 4,537 total
includes taxes & fees
17 Aug - 18 Aug
Fairmont Kea Lani Maui

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, (1,008 reviews)
"Amazing location in the very friendly stuff"
United States
karen
The price is SAR 2,746
SAR 3,503 total
includes taxes & fees
16 Aug - 17 Aug
Grand Wailea Maui, A Waldorf Astoria Resort

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)
"Excellent staff and service!"
Canada
Ifelere
The price is SAR 3,097
SAR 3,922 total
includes taxes & fees
23 Aug - 24 Aug
Four Seasons Resort Maui at Wailea

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,003 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 2,909
SAR 3,677 total
includes taxes & fees
2 Aug - 3 Aug
Hotel Wailea, Relais & Chateaux - Adults Only

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (49 reviews)
"Overall, our stay at Ho’olei was wonderful, as always! We were a party of eight, and the three-bedroom villa was the perfect setup for our family. There was something for everyone to enjoy, especially the kids. We loved the fitness classes, the pools on both sides of the property, the dining options, and the Fourth of July festivities. The villa was spotless, spacious, and very comfortable. One of our favorite parts of the trip was enjoying dinner on the lanai while watching the beautiful...
Canada
Stephanie
The price is SAR 6,461
SAR 7,914 total
includes taxes & fees
19 Aug - 20 Aug
Ho‘olei Villas at Grand Wailea

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

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is SAR 12,384
SAR 14,965 total
includes taxes & fees
23 Aug - 24 Aug
Fairmont Kea Lani Maui Villa Experience

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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Top Wailea Hotel Reviews

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 2,313

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.