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

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$991 nightly
The price is $1,176 total per night from Apr 4 to Apr 5
$1,176 total
Apr 4 - Apr 5
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! (1,007 reviews)
Enjoyed everything about this property. Great service and amenities!
Reviewed on Mar 5, 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$1,395 nightly
The price is $1,656 total per night from Mar 13 to Mar 14
$1,656 total
Mar 13 - Mar 14
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! (1,008 reviews)
Staff
Reviewed on Feb 28, 2026

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$1,018 nightly
The price is $1,209 total per night from Mar 12 to Mar 13
$1,209 total
Mar 12 - Mar 13
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! (1,009 reviews)
Great location. Clean hotel, friendly staff. Beautiful surroundings.
Reviewed on Mar 9, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street Kihei HI
$1,099 nightly
The price is $1,305 total per night from Apr 5 to Apr 6
$1,305 total
Apr 5 - Apr 6
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)
abslout great
Reviewed on Feb 26, 2026

Ho‘olei Villas at Grand Wailea
146 Ho'olei Circle Kihei HI
$3,008 nightly
The price is $3,571 total per night from Mar 23 to Mar 24
$3,571 total
Mar 23 - Mar 24
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! (45 reviews)
Womderful home, terrific service, access to hotel amenities was key.
Reviewed on Feb 28, 2026

Fairmont Kea Lani Maui Villa Experience
4100 Wailea Alanui Dr-Building A Kihei HI
$3,398 nightly
The price is $4,034 total per night from Mar 12 to Mar 13
$4,034 total
Mar 12 - Mar 13
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

Grand Champions 2 Free Rental Cars KBM Resorts Extra Large Corner Suite 2 Units, 3 Bedrooms Ml-1499
155 Wailea Ike Pl Kihei HI
This condo features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee ...

Wailea Elua Collection by KBM - 2 Units (2009/2103)
3600 Wailea Alanui Drive Kihei HI
A restaurant and an outdoor pool are featured at this condo. WiFi in public areas is free. A coffee shop, a terrace, and a garden are also on offer.
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

AC Hotel by Marriott Maui Wailea
5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"Clean, quiet, pleasant views."
A verified traveler stayed at AC Hotel by Marriott Maui Wailea
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