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Our top choices for Kahoolawe 5-star hotels
1. Grand Wailea Maui, A Waldorf Astoria Resort
Grand Wailea Maui, A Waldorf Astoria ResortWailea
8.8 out of 10, Excellent, (1,007 reviews)
"Beautiful hotel, great amenities, so many pools and fun things and beach access, restaurants, bar, will definitely go back!"
Seyed Kamyar
The price is CA $971
CA $1,246 total
includes taxes & fees
Nov 29 - Nov 30
2. Fairmont Kea Lani Maui
Fairmont Kea Lani MauiWailea
9.6 out of 10, Exceptional, (1,004 reviews)
"Great place to stay with the family."
Iulian
The price is CA $1,383
CA $1,741 total
includes taxes & fees
Nov 27 - Nov 28
3. Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at WaileaWailea
9.6 out of 10, Exceptional, (1,003 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!"
Quinn
The price is CA $1,166
CA $1,476 total
includes taxes & fees
Nov 20 - Nov 21
4. Wailea Beach Resort - Marriott, Maui
Wailea Beach Resort - Marriott, MauiWailea
9.0 out of 10, Wonderful, (1,002 reviews)
"Not sure if you can beat the pools, value, location, views, snorkel, and staff on the island! Loved our stay!"
Rachel
The price is CA $770
CA $1,013 total
includes taxes & fees
Nov 29 - Nov 30
5. Hotel Wailea Maui
Hotel Wailea MauiWailea
9.4 out of 10, Exceptional, (1,003 reviews)
"This place was top tier. From the service to the cleanliness and aesthetics. Highly recommend!"
Brad
The price is CA $1,341
CA $1,676 total
includes taxes & fees
Dec 9 - Dec 10
6. Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand WaileaWailea
9.6 out of 10, Exceptional, (54 reviews)
"The room was beautiful the view incredible , the amenities were perfect. I would stay again and again"
Risa
The price is CA $2,548
CA $3,116 total
includes taxes & fees
Nov 30 - Dec 1
7. Oceanfront Kihei Paradise Vistas
Oceanfront Kihei Paradise VistasCentral Kihei
10.0 out of 10, Exceptional, (3 reviews)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
Mae
8. 2 2 Oceanview Modern Resort Vistas
2 2 Oceanview Modern Resort VistasCentral Kihei
10.0 out of 10, Exceptional, (11 reviews)
"Beautifully renovated. Everything you need to enjoy the beach is there for you to use."
Carrie
9. Villa, Garden View, 2-bedrooms
Villa, Garden View, 2-bedroomsWailea
The price is CA $1,830
CA $3,056 total
includes taxes & fees
Dec 8 - Dec 9
10. Aloha Chic Penthouse Vistas
Aloha Chic Penthouse VistasCentral Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Condo was very well stocked and very clean.
Thank you for great accommodations."
Shirley
11. Wailea Luxury Hilltop Resort Vistas
Wailea Luxury Hilltop Resort VistasWailea
10.0 out of 10, Exceptional, (3 reviews)
"very nice place and location 🤗"
Maryna
Top Kahoolawe Hotel Reviews
Four Seasons Resort Maui at Wailea
Four Seasons Resort Maui at WaileaWailea
10/10 Excellent
This was our second stay at Four Seasons in Wailea-rooms have been renovated since our last stay. Attentive staff and fun kids camp for kids starting at age 5. Pool with cabanas are never too crowded but you need to go early to reserve a cabana-they will hold it for you for an hour. We went into Kihei for meals but also enjoyed eating in the lobby/bar area to watch hula dancing performance in the evenings. Overall a wonderful spring break with the kids. Breakfast can be pricey at the resort but...
aoli