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Featured Kihei 5 Star hotels

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,450 per night from Oct 1 to Oct 2
CA $1,450
CA $1,792 total
Oct 1 - Oct 2
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! (1,012 reviews)
"Large and quiet property with lots of options for activity and dining."

Reviewed on Sep 21, 2025

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 $894 per night from Oct 22 to Oct 23
CA $894
CA $1,145 total
Oct 22 - Oct 23
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! (1,015 reviews)
"Stunning resort!"

Reviewed on Sep 15, 2025

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 $1,183 per night from Sep 30 to Oct 1
CA $1,183
CA $1,396 total
Sep 30 - Oct 1
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! (999 reviews)
"Super friendly staff and amazing hotel."

Reviewed on Aug 21, 2025

Opens in a new windowFour Seasons Resort Maui at Wailea
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 $1,250 per night from Sep 28 to Sep 29
CA $1,250
CA $1,557 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 5-star luxury resort in Kihei. Enjoy free parking, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,000 reviews)
"Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!"

Reviewed on Aug 27, 2025

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 $2,803 per night from Oct 9 to Oct 10
CA $2,803
CA $3,397 total
Oct 9 - Oct 10
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! (41 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 $3,223 per night from Sep 28 to Sep 29
CA $3,223
CA $3,883 total
Sep 28 - Sep 29
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! (4 reviews)
"Amazing property- very updated and clean. Comfortable beds. Condo had very well stocked kitchen and all the additional items we can’t travel with ( beach chairs, beach towels, umbrellas, and coolers). The 3rd floor patio overlooks the pool which is great to keep an eye on the kids. Direct views to ..."

Reviewed on Jul 18, 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
Centrally Located Elegant Vistas

Centrally Located Elegant Vistas

5 out of 5
2219 S Kihei Rd, Kihei, HI
Stay at this 5-star luxury condo in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Charley Young Beach are located ...
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"

Reviewed on Nov 24, 2024

Opens in a new windowCentrally Located Elegant Vistas
Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas

5 out of 5
938 S Kihei Rd, Kihei, HI
Stay at this 5-star luxury apartment in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Lava Fields are located ...
10/10 Exceptional! (1 review)
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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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.

Five Star Hotels in Kihei

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Kihei 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. Kihei 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 Kihei 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 Kihei hotel reviews by fellow wanderers