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Featured Maui 5 Star hotels

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 $1,104 per night from Jul 10 to Jul 11
CA $1,104
CA $1,402 total
Jul 10 - Jul 11
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! (1,006 reviews)
"Overall a really nice stay at the Wailea. Our room got upgraded to a fantastic ocean view room in the Chapel wing. The pools were fantastic and so much fun with all the water slides. We would always arrive mid to late morning.  The breakfast buffet was not as good as I had hoped. All the baked items ..."

Reviewed on Jun 22, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
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 $1,337 per night from Jun 26 to Jun 27
CA $1,337
CA $1,588 total
Jun 26 - Jun 27
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 ...
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 $1,541 per night from Jul 14 to Jul 15
CA $1,541
CA $1,914 total
Jul 14 - Jul 15
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! (1,002 reviews)
"We stayed at the Kei lani before and always enjoyed it. Our last trip was good but there was some construction going on and it created a lot of noise in our room. I wish they could have given us a little notice before hand"

Reviewed on Jun 19, 2026

Opens in a new windowFairmont Kea Lani Maui
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
The price is CA $1,131 per night from Jul 24 to Jul 25
CA $1,131
CA $1,441 total
Jul 24 - Jul 25
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! (1,003 reviews)
"早上6:30居然有人冒充house keeping 敲門,手中還拿著水瓶。Valet 的某個工作人員居然讓我們自己去拿車,check out後取車又是這個人让我們等了近十分鐘,完全不是丽茲卡爾頓的服務水平。前台兩個工作人員一點笑容都沒有。除了Kai coffee那個年輕的大眼晴的工作人員服務非常體貼之外,还有 banyan tree 餐廳工作人員很好之外,沒什麼可以誇獎的了,我懷疑這是丽茲卡尔頓嗎?"

Reviewed on Jun 22, 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 $1,038 per night from Jul 18 to Jul 19
CA $1,038
CA $1,316 total
Jul 18 - Jul 19
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! (1,002 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

Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
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 $3,029 per night from Jul 7 to Jul 8
CA $3,029
CA $3,688 total
Jul 7 - Jul 8
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 Grand Wailea ...
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

Opens in a new windowHo‘olei Villas at Grand Wailea
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 $2,036 per night from Jul 20 to Jul 21
CA $2,036
CA $2,728 total
Jul 20 - Jul 21
includes taxes & fees
Book a stay at this luxury hotel in Kapalua. Enjoy free WiFi, a full-service spa, and 5 restaurants. Popular attractions Whalers Village and Kaanapali Beach ...
9.6/10 Exceptional! (213 reviews)
"Very accommodating hotel with wonderful staff and amazing view. Gluten free also!"

Reviewed on Jun 4, 2026

Opens in a new windowThe Resort at Kapalua Bay, Maui
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 ...
9.8/10 Exceptional! (9 reviews)
"Beautifully renovated. Everything you need to enjoy the beach is there for you to use."

Reviewed on May 28, 2026

Opens in a new window2 2 Oceanview Modern 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 $6,422 per night from Jun 29 to Jun 30
CA $6,422
CA $7,708 total
Jun 29 - Jun 30
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
Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas

5 out of 5
938 S Kihei Rd Kihei HI
Book a stay at this luxury apartment in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Waipuilani Park are located ...
10/10 Exceptional! (2 reviews)
Can’t Wait to Return
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year."

Reviewed on Jul 18, 2025

Opens in a new windowOceanfront Kihei Paradise 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.

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