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Featured Wailea 5 Star hotels

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

CA $977

CA $1,152 total

includes taxes & fees

May 2 - May 3

Stay at this 5-star luxury 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 Polo Beach are located nearby.

Pool

Hot tub

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI

CA $1,176

CA $1,464 total

includes taxes & fees

May 1 - May 2

Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Pool

Hot tub

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street, Kihei, HI

Free cancellation

Reserve now, pay when you stay

CA $1,246

CA $1,551 total

includes taxes & fees

Apr 27 - Apr 28

Stay at this 5-star luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.

Pool

Spa

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle, Kihei, HI

CA $2,562

CA $3,113 total

includes taxes & fees

May 6 - May 7

Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Pool

Hot tub

Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A, Kihei, HI

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Stay at this 5-star luxury resort in Kihei. Enjoy free breakfast, free valet parking, and 3 outdoor pools. Popular attractions Wailea Beach and Polo Beach are located nearby.

Pool

Hot tub

Wailea Luxury Hilltop Resort Vistas

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 2 outdoor pools. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Pool

Kitchen

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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	1,169 hotels
Lowest Price	CA $977
Highest Price	CA $2,562
Popular hotels	Four Seasons Resort Maui at Wailea, Grand Wailea Maui, A Waldorf Astoria Resort, Hotel Wailea, Relais & Chateaux - Adults Only, Ho‘olei Villas at Grand Wailea, Fairmont Kea Lani Maui Villa Experience, Wailea Luxury Hilltop Resort Vistas