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Featured Kihei 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 $980 per night from Nov 29 to Nov 30
CA $980
CA $1,256 total
Nov 29 - Nov 30
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 ...
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 $1,395 per night from Nov 27 to Nov 28
CA $1,395
CA $1,756 total
Nov 27 - Nov 28
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 ...
9.6/10 Exceptional! (1,007 reviews)
"Loved everything about our stay. Staff was always so kind, food was delicious, and rooms were so clean"

Reviewed on Nov 12, 2026

Opens in a new windowFairmont Kea Lani Maui
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 $1,275 per night from Dec 3 to Dec 4
CA $1,275
CA $1,607 total
Dec 3 - Dec 4
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
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is CA $752 per night from Dec 10 to Dec 11
CA $752
CA $993 total
Dec 10 - Dec 11
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,000 reviews)
"The staff was amazing. However the resort itself is not worth the price. It’s outdated and parts of the resort is going under construction so the construction crew is banging and making noise early in the morning. I’m on vacation, so I shouldn’t be awoken at 6am by the construction going on. I think ..."

Reviewed on Nov 10, 2026

Opens in a new windowWailea Beach Resort - Marriott, Maui
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
555 Kaukahi Street, Maui Kihei HI
The price is CA $1,339 per night from Dec 12 to Dec 13
CA $1,339
CA $1,675 total
Dec 12 - Dec 13
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowHotel Wailea 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 $2,570 per night from Dec 14 to Dec 15
CA $2,570
CA $3,143 total
Dec 14 - Dec 15
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! (54 reviews)
"Amazing property with an incredible staff. A+++ all the way around!"

Reviewed on Aug 25, 2026

Opens in a new windowHo‘olei Villas at Grand Wailea
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! (3 reviews)
"The apartment is newly remodeled. Very nice, bright, clean, with stunning views into the ocean. All super well equipped with anything you possibly need. We personally appreciated the beach chairs, beach umbrellas, thermal backpack and tons of towels. Also, anything you might ever need in the kitchen ..."

Reviewed on Jun 28, 2026

Opens in a new windowOceanfront Kihei Paradise Vistas
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 ...
10/10 Exceptional! (11 reviews)
"What an amazing stay. This a review that I am happy to leave....The apartment was spacious, comfortable and had everything we could possibly need. Pictures are absolutely accurate. It was such a relief to come home to a cool apartment, our snacks in the kitchen, 2 showers, so no wait..... Beach supplies, ..."

Reviewed on Jul 23, 2026

Opens in a new window2 2 Oceanview Modern Resort Vistas
Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom

5 out of 5
3200 Wailea Alanui Dr Kihei HI
The price is CA $1,601 per night from Dec 9 to Dec 10
CA $1,601
CA $2,793 total
Dec 9 - Dec 10
includes taxes & fees
Book a stay at this luxury condo in Kihei. Enjoy free parking, a beach locale, and free grocery shopping service. Popular attractions Wailea Beach and Keawakapu ...
Opens in a new windowVilla, Garden View, 2-bedroom
Aloha Chic Penthouse Vistas

Aloha Chic Penthouse 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 windowAloha Chic Penthouse 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.

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