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Featured Wailea 5 Star hotels

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $975 per night
CA $975
per night
May 24 - May 25
Book a stay at this beach resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Hot tub
Spa
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is CA $1,360 per night
CA $1,360
per night
May 18 - May 19
Book a stay at this beach resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Hot tub
Spa
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
The price is CA $1,229 per night
CA $1,229
per night
May 19 - May 20
Stay at this 5-star luxury resort in Kihei. Enjoy a full-service spa, 3 restaurants, and breakfast (surcharge). Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Spa
Breakfast available
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
146 Ho'olei Circle, Kihei, HI
The price is CA $2,597 per night
CA $2,597
per night
May 12 - May 13
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Hot tub
Spa
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5 out of 5
4100 Wailea Alanui Dr-Building A, Kihei, HI
The price is CA $6,152 per night
CA $6,152
per night
Jun. 7 - Jun. 8
Stay at this 5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Hot tub
Spa
Wailea Luxury Hilltop Resort Vista

Wailea Luxury Hilltop Resort Vista

5 out of 5
10 Wailea Ekolu Pl, Kihei, HI
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Stay at this 5-star luxury apartment in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Pool
Parking included
Kaia at Ekahi

Kaia at Ekahi

5 out of 5
3300 Wailea Alanui Dr, Kihei, HI
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Stay at this 5-star luxury condo in Kihei. Enjoy free WiFi, free parking, and balconies. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Pool
Parking included
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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.

Wailea hotels essential information

Accommodation
1,215 hotels
Lowest Price
CA $975
Highest Price
CA $6,152
Popular hotels
Grand Wailea Maui, A Waldorf Astoria Resort, Four Seasons Resort Maui at Wailea, Hotel Wailea, Relais & Chateaux - Adults Only, Ho‘olei Villas at Grand Wailea, Fairmont Kea Lani Maui Villa Experience, Wailea Luxury Hilltop Resort Vista, Kaia at Ekahi

Recent Wailea hotel reviews by fellow wanderers

Wailea Grand Champions - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"This was one of the nicest places I've ever stayed at! Super clean! Lots of amenities! Check in staff (Rose) was very friendly. It was great!!"
A verified traveller stayed at Wailea Grand Champions - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection

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