Explore top 2026 5 Star Hotels in Wailea

Name: Wailea Luxury Hilltop Resort Vistas
Rating: 10

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Top Wailea 5 Star hotels

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$989 nightly

$1,174 total

Aug 17 - Aug 18

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 ...

9.6/10 Exceptional! (1,000 reviews)

"Súper friendly staff. Amazing property. Awesome suites."

Reviewed on Jul 17, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$786 nightly

$933 total

Aug 16 - Aug 17

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 ...

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$1,250 nightly

$1,484 total

Jul 20 - Jul 21

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)

"Excellent staff and service!"

Reviewed on Jul 8, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

Fully refundableReserve now, pay when you stay

$727 nightly

$863 total

Aug 2 - Aug 3

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! (1,000 reviews)

"The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!"

Reviewed on Jul 8, 2026

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

$1,840 nightly

$2,184 total

Aug 19 - Aug 20

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! (49 reviews)

Reviewed on Jul 13, 2026

NEW Palms at Wailea Updated 2 Bedroom Villa With Garden Views + Complimentary Rental Car With 6+ Nights! Paw-1706 by KBM Resorts

3200 Wailea Alanui Dr Kihei HI

This condo features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A coffee shop, a terrace, ...

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Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A Kihei HI

$3,348 nightly

$3,975 total

Aug 19 - Aug 20

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

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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.

Recent Wailea hotel reviews by fellow wanderers

Wailea Ekahi - CoralTree Residence Collection

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"Fantastic location for a family vacation. Condo meet our expectations. Pavilion pool area was clean enjoyable. We would stay at this location again."

A verified traveler stayed at Wailea Ekahi - CoralTree Residence Collection

AC Hotel by Marriott Maui Wailea

5 out of 5

Posted 6 days ago

Travelocity Verified Review

"This is a wonderful hotel. The rooms are beautifully decorated and exceptionally clean. We ate at both the breakfast buffet/with the ability to order and the outdoor bar and restaurant. The food was fresh tasting and absolutely delicious. The staff is welcoming, helpful and friendly. There is a pool area with an infinity pool and hot tub. There are even lounge seats in the pool. The location is great, walking distance to the public beach and shops at Wailea. The public beach is in a beautiful cove with a nice beach area and good snorkeling and a bathroom. I will absolutely return to this hotel. What a great find."

A verified traveler stayed at AC Hotel by Marriott Maui Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5

Posted 7 days ago

Travelocity Verified Review

"Overall, our stay at Ho’olei was wonderful, as always! We were a party of eight, and the three-bedroom villa was the perfect setup for our family. There was something for everyone to enjoy, especially the kids. We loved the fitness classes, the pools on both sides of the property, the dining options, and the Fourth of July festivities. The villa was spotless, spacious, and very comfortable. One of our favorite parts of the trip was enjoying dinner on the lanai while watching the beautiful sunsets—those are memories we'll always cherish. Thank you, Ho’olei, for another amazing stay. We can't wait to come back!"

A verified traveler stayed at Ho‘olei Villas at Grand Wailea

Andaz Maui at Wailea Resort - a concept by Hyatt

4 out of 5

Posted 7 days ago

Travelocity Verified Review

"Loved the property but definitely had difficulty with getting service poolside. Moved to a different pool and thought that would help. Still no service. Eventually moved back to adult pool and walked around and found a staff member. After that we just decided to go directly to the bar ourselves for a drink. I got the feeling they thought we weren’t staying there but they should ask. We were guests of the hotel. I would appreciate spending that kind of money per night to not have to seek out service."

A verified traveler stayed at Andaz Maui at Wailea Resort - a concept by Hyatt

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