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

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$945 nightly

$1,122 total

Jun 30 - Jul 1

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! (1,004 reviews)

"Stay somewhere else!!!!!! For $1400/night, I expected a lot better. I stayed here in 2019 and it was much better then. I let the hotel know beforehand that I would be coming with a baby. They let us know at check-in that there was some work going around the hotel so some things would be closed/temporary ..."

Reviewed on Jun 28, 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

$865 nightly

$1,027 total

Jul 12 - Jul 13

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! (1,002 reviews)

Reviewed on Jun 26, 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,139 nightly

$1,352 total

Jul 15 - Jul 16

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! (1,000 reviews)

"Very clean. Staff were very personable."

Reviewed on Jun 25, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI

Fully refundableReserve now, pay when you stay

$713 nightly

$847 total

Jul 11 - Jul 12

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)

"If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage. Great high end vibe."

Reviewed on Jun 22, 2026

Ho‘olei Villas at Grand Wailea

146 Ho'olei Circle Kihei HI

$2,186 nightly

$2,595 total

Jul 24 - Jul 25

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! (48 reviews)

"Pools are great, the villa is perfect for families, service was good, and the F&B options are outstanding"

Reviewed on Jun 14, 2026

Fairmont Kea Lani Maui Villa Experience

4100 Wailea Alanui Dr-Building A Kihei HI

$4,548 nightly

$5,400 total

Jul 28 - Jul 29

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 ...

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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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 Beach Resort - Marriott, Maui

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"Wonderful waterfront resort for families with multiple pool and beach options"

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

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"Love the Grand Wailea but things are starting to show wear and tear. They need updating on the cobblestone pathways around the pools. There are broken ones that you can trip on and they become so slippery I saw several people fall while we’re there. They also get so hot during the day people are always complaining and rushing to get off them. There has to be some sort of non-slip/anti heat coating they can put on them or they should find a new material to use. It’s dangerous. Bathrooms in the rooms could also use a deep clean but everything else about the property is absolutely beautiful!"

A verified traveler stayed at Grand Wailea Maui, A Waldorf Astoria Resort