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Featured Maui 5 Star hotels

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is CA $1,056 per night from Oct 30 to Oct 31
CA $1,056
CA $1,245 total
Oct 30 - Oct 31
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (1,000 reviews)
Prime location to enjoy the Hawaiian natural beauty from the pools or while dining. Helpful and professional staff, from front desk to housekeeping.

Reviewed on Oct 13, 2025

Opens in a new windowFour Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive, Kapalua, HI
The price is CA $1,145 per night from Nov 19 to Nov 20
CA $1,145
CA $1,442 total
Nov 19 - Nov 20
includes taxes & fees
Stay at this 5-star luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,000 reviews)
Amazing.

Reviewed on Oct 16, 2025

Opens in a new windowThe Ritz-Carlton Maui, Kapalua
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $808 per night from Nov 12 to Nov 13
CA $808
CA $1,043 total
Nov 12 - Nov 13
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,013 reviews)
Great way to keep kids burning calories, and fun to relax as well. The fog generator in the cavern by the bar is amazing, but wish slides were all open and more unique fog was available.

Reviewed on Oct 24, 2025

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,128 per night from Nov 4 to Nov 5
CA $1,128
CA $1,413 total
Nov 4 - Nov 5
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (1,015 reviews)
Loved everything about this hotel. Staff fabulous. Location ideal. Beautiful rooms, pools and great beach.

Reviewed on Oct 20, 2025

Opens in a new windowFairmont Kea Lani Maui
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
The price is CA $1,323 per night from Oct 31 to Nov 1
CA $1,323
CA $1,643 total
Oct 31 - Nov 1
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
9.2/10 Wonderful! (1,001 reviews)
This place. So special. The crème de la creme. 5+stars. Cannot WAIT to go back!

Reviewed on Sep 23, 2025

Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
Montage Kapalua Bay

Montage Kapalua Bay

5 out of 5
One Bay Drive, Lahaina, HI
The price is CA $1,530 per night from Nov 17 to Nov 18
CA $1,530
CA $1,967 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this 5-star luxury hotel in Kapalua. Enjoy free WiFi, a full-service spa, and a beach locale. Popular attractions Kaanapali Beach and Napili Bay are ...
9.6/10 Exceptional! (204 reviews)
Super nice

Reviewed on Jun 16, 2025

Opens in a new windowMontage Kapalua Bay
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
146 Ho'olei Circle, Kihei, HI
The price is CA $2,779 per night from Nov 13 to Nov 14
CA $2,779
CA $3,369 total
Nov 13 - Nov 14
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Shops at Wailea ...
9.6/10 Exceptional! (43 reviews)
Perfect for Families. Quite spacious and great for a relaxing Family vacation.

Reviewed on Jun 15, 2025

Opens in a new windowHo‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience

5 out of 5
4100 Wailea Alanui Dr-Building A, Kihei, HI
The price is CA $3,931 per night from Nov 11 to Nov 12
CA $3,931
CA $4,720 total
Nov 11 - Nov 12
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy free breakfast, free valet parking, and 3 outdoor pools. Popular attractions Wailea Beach and Polo Beach are ...
9.6/10 Exceptional! (6 reviews)
It’s a decent hotel to stay for the family.

Reviewed on Aug 22, 2024

Opens in a new windowFairmont Kea Lani Maui Villa Experience
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

5 out of 5
938 S Kihei Rd, Kihei, HI
Stay at this 5-star luxury condo in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Lava Fields are located ...
10/10 Exceptional! (5 reviews)
Great/convenient location with awesome views!! Spotless, comfortable and they even provided welcome Hawaiian cookies and coffee! Also extra beach chairs, coolers, games, etc. Beds were very comfy. A/C worked great. Close to Pickleball if you like to play. The competition is varied but mostly strong ...

Reviewed on Oct 8, 2025

Opens in a new window2 2 Oceanview Modern Resort Vistas
Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

5 out of 5
10 Wailea Ekolu Pl, Kihei, HI
Stay at this 5-star luxury apartment in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Shops at Wailea are located ...
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

Opens in a new windowWailea Luxury Hilltop Resort Vistas
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Five Star Hotels in Maui

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Maui to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the five star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Maui 5 star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5 star hotels in Maui before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Maui hotel reviews by fellow wanderers