Explore top 2026 5 Star Hotels in Wailea
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Top Wailea 5 Star hotels

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$1,159 nightly
The price is $1,376 total per night from Jun 7 to Jun 8
$1,376 total
Jun 7 - Jun 8
Total with 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 ...
9.4/10 Exceptional! (1,001 reviews)
"The resort was excellent and made for a great trip!"
Reviewed on May 31, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$819 nightly
The price is $972 total per night from Jun 17 to Jun 18
$972 total
Jun 17 - Jun 18
Total with 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 ...
8.8/10 Excellent! (1,010 reviews)
"The grounds are stunning, the valet staff were amazing! The rooms are about average, the staff working the resort pool and beach were hit or miss. Cleaning staff was kind and thorough as were the staff at the desk at check in. The $55 resort charge, additional taxes and fees added up quickly. The ..."
Reviewed on Jun 4, 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$960 nightly
The price is $1,140 total per night from Jun 26 to Jun 27
$1,140 total
Jun 26 - Jun 27
Total with 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 ...
9.6/10 Exceptional! (1,000 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."
Reviewed on May 25, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street Kihei HI
Fully refundableReserve now, pay when you stay
$849 nightly
The price is $1,008 total per night from Jun 15 to Jun 16
$1,008 total
Jun 15 - Jun 16
Total with taxes and fees
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet ...
9.4/10 Exceptional! (1,001 reviews)
"A hidden gem 💎 beautiful boutique hotel felt very private and secluded. Adults only made the stay very relaxing. Room was well clean and well appointed with amenities and air conditioning. Staff were very responsive overall to requests. Pool and gym both nice and not crowded. Multiple restaurants ..."
Reviewed on May 9, 2026

Ho‘olei Villas at Grand Wailea
146 Ho'olei Circle Kihei HI
$2,036 nightly
The price is $2,417 total per night from Jun 7 to Jun 8
$2,417 total
Jun 7 - Jun 8
Total with 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, ...
9.6/10 Exceptional! (47 reviews)
"Overall almost perfect. Some small issues but otherwise would have been a 5/5. Gave it overall a 4 but wish i had a choice for 4.5"
Reviewed on May 25, 2026

Fairmont Kea Lani Maui Villa Experience
4100 Wailea Alanui Dr-Building A Kihei HI
$4,348 nightly
The price is $5,162 total per night from Jun 24 to Jun 25
$5,162 total
Jun 24 - Jun 25
Total with 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 ...

Wailea Luxury Hilltop Resort Vistas
10 Wailea Ekolu Pl Kihei HI
This apartment features a terrace, barbecue grills, and free self parking. A garden and a picnic area are also provided.
10/10 Exceptional! (2 reviews)
"We loved staying here! The property is lovely and the lanai was perfect for sunsets. It has everything you need and you can walk anywhere you need to go. Will be back!"
Reviewed on Nov 28, 2024
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.
Recent Wailea hotel reviews by fellow wanderers

Grand Wailea Maui, A Waldorf Astoria Resort
3 out of 5
Posted 9 hours ago
Travelocity Verified Review
"The grounds are stunning, the valet staff were amazing! The rooms are about average, the staff working the resort pool and beach were hit or miss. Cleaning staff was kind and thorough as were the staff at the desk at check in. The $55 resort charge, additional taxes and fees added up quickly. The charges for the resort were confusing and even when we attempted to utilize there were additional fees for almost everything offered so it felt confusing and misleading. No microwaves in the rooms either which would have been helpful to heat up leftovers and quick meals in between all the eating out. Would like to visit again but most likely will choose a different place to stay."
A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort
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