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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 $1,053 per night from Apr 30 to May 1
CA $1,053
CA $1,250 total
Apr 30 - May 1
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (1,001 reviews)
Wonderful Hotel Great restaurants staffed by true professionals

Reviewed on Apr 14, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is CA $1,468 per night from Apr 21 to Apr 22
CA $1,468
CA $1,824 total
Apr 21 - Apr 22
includes taxes & fees
Book a stay at this 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! (1,006 reviews)
Beautiful place

Reviewed on Apr 13, 2026

Opens in a new windowFairmont Kea Lani Maui
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 $908 per night from May 12 to May 13
CA $908
CA $1,167 total
May 12 - May 13
includes taxes & fees
Book a stay at this 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! (1,012 reviews)
Perfect location for day drinking

Reviewed on Apr 14, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
The price is CA $1,235 per night from Apr 20 to Apr 21
CA $1,235
CA $1,562 total
Apr 20 - Apr 21
includes taxes & fees
Book a stay at this luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (1,002 reviews)
Felt more like a Marriott than a Ritz. Hotel is okay, pool heater was out for the week, room was somewhat worn, AC was noisy. Not the same level of Ritz or Four Season's for the cost that I expect. Not a bad experience but not worth the cost compared to other 5 stars. I would not stay there ...

Reviewed on Apr 15, 2026

Opens in a new windowThe Ritz-Carlton Maui, Kapalua
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $1,142 per night from Apr 28 to Apr 29
CA $1,142
CA $1,437 total
Apr 28 - Apr 29
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
9.4/10 Exceptional! (1,003 reviews)
The room wasn't cleaned. The amenities weren't stocked. The front desk gave incorrect information. I was consistently served dirty water. The water supply was cut off. Access to amenities was severely limited.

Reviewed on Apr 12, 2026

Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
The Resort at Kapalua Bay, Maui

The Resort at Kapalua Bay, Maui

5 out of 5
One Bay Drive Lahaina HI
The price is CA $2,031 per night from May 12 to May 13
CA $2,031
CA $2,713 total
May 12 - May 13
includes taxes & fees
Book a stay at this luxury hotel in Kapalua. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Whalers Village and Kaanapali Beach ...
9.6/10 Exceptional! (211 reviews)
Even though we booked under the montage name, the hotel met all standards even with new ownership. The property itself is one of the most magical places we have been. We are very excited to come back in the future with our family.

Reviewed on Apr 3, 2026

Opens in a new windowThe Resort at Kapalua Bay, Maui
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 $2,765 per night from May 3 to May 4
CA $2,765
CA $3,372 total
May 3 - May 4
includes taxes & fees
Book a stay at this 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! (45 reviews)
Womderful home, terrific service, access to hotel amenities was key.

Reviewed on Feb 28, 2026

Opens in a new windowHo‘olei Villas at Grand Wailea
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

5 out of 5
938 S Kihei Rd Kihei HI
Book a stay at this luxury condo in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Waipuilani Park are located ...
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
Book a stay at this luxury apartment in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Shops at Wailea are located ...
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

Opens in a new windowWailea Luxury Hilltop Resort Vistas
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 $4,693 per night from May 5 to May 6
CA $4,693
CA $5,652 total
May 5 - May 6
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free breakfast, free valet parking, and 3 outdoor pools. Popular attractions Wailea Beach and Polo Beach are ...
Opens in a new windowFairmont Kea Lani Maui Villa Experience
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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.

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