Find and compare 5 Star hotels in Wailea

Featured Wailea 5 Star hotels

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive, Kihei, HI

CA $1,035

CA $1,221 total

includes taxes & fees

3 Feb - 4 Feb

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.

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Kihei, HI

CA $1,235

CA $1,536 total

includes taxes & fees

5 Jan - 6 Jan

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.

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street, Kihei, HI

Free cancellation

Reserve now, pay when you stay

CA $1,508

CA $1,864 total

includes taxes & fees

6 Jan - 7 Jan

Stay at this 5-star luxury resort in Kihei. Enjoy a full-service spa, 3 restaurants, and breakfast (surcharge). 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 $2,565

CA $3,119 total

includes taxes & fees

21 Jan - 22 Jan

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.

Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A, Kihei, HI

CA $3,310

CA $3,989 total

includes taxes & fees

24 Jan - 25 Jan

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 Polo Beach are located nearby.

Pool

Hot tub

Wailea Luxury Hilltop Resort Vistas

10 Wailea Ekolu Pl, Kihei, HI

Get rates

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	1,160 hotels
Lowest Price	CA $1,035
Highest Price	CA $3,310
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

Recent Wailea hotel reviews by fellow wanderers

Wailea Beach Resort - Marriott, Maui

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"Fabulous stay! We love the Marriott; attentive, professional staff, wonderful food and beautiful grounds. HOWEVER, this is NOT a particularly handicap friendly property; the room doors are quite heavy making it challenging to hold the door open while maneuvering a wheelchair. There is also a threshold at the base of the door that is difficult to cross over. There are few elevators making it difficult to get to the pool areas. At times the bell stand personnel and or maintenance workers were kind enough to assist me with golf cart access to the private adult pool. It’s just a bit of a challenge. Nevertheless a wonderful experience and I would highly recommend the resort with a cautionary note for those with disabilities."

A verified traveller stayed at Wailea Beach Resort - Marriott, Maui