5 Star Hotel Deals in Wailea

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Top Wailea 5 Star hotels

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
$857 nightly
The price is $1,011 total per night
$1,011 total
Aug 11 - Aug 12
Total includes taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
$935 nightly
The price is $1,103 total per night
$1,103 total
Aug 10 - Aug 11
Total includes taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
Hot Tub
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
$954 nightly
The price is $1,125 total per night
$1,125 total
Aug 1 - Aug 2
Total includes taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
Pool
Hot Tub
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
Free Cancellation
Reserve now, pay when you stay
$805 nightly
The price is $949 total per night
$949 total
Jul 23 - Jul 24
Total includes taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling for business? Take advantage of the business center, laundry service, and conference center. Unwind with a drink at the poolside bar and enjoy perks like a free beach shuttle.
Pool
Spa
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
146 Ho'olei Circle, Kihei, HI
$2,259 nightly
The price is $2,664 total per night
$2,664 total
Aug 18 - Aug 19
Total includes taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Bring the family and enjoy the children's club, children's pool, and waterslide. Enjoy the gym and perks like free WiFi.
Pool
Hot Tub
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5 out of 5
4100 Wailea Alanui Dr-Building A, Kihei, HI
$2,259 nightly
The price is $2,665 total per night
$2,665 total
Aug 19 - Aug 20
Total includes taxes and fees
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with beach cabanas and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

5 out of 5
10 Wailea Ekolu Pl, Kihei, HI
Get rates
This apartment features a terrace, barbecue grills, and free self parking. A garden and a picnic area are also provided.
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
1,194 hotels
Lowest Price
$949
Highest Price
$2,665
Popular hotels
Fairmont Kea Lani Maui, 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

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Loved the property. A bit on the expensive side but the rooms are very clean, modern and spacious. "
A verified traveler stayed at Residence Inn by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea

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