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Featured Haiku 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 $1,332 per night from Oct 17 to Oct 18
CA $1,332
CA $1,654 total
Oct 17 - Oct 18
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! (1,007 reviews)
"This place was amazing, nicest place I’ve ever stayed. The room was big and clean. The staff were great….from the front desk staff to the room service women. Staff was also helpful when we asked questions I’m sure they’ve heard 1000 times. The restaurants were good, but pricey. We tried them all ..."

Reviewed on Oct 9, 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 $842 per night from Nov 13 to Nov 14
CA $842
CA $1,084 total
Nov 13 - Nov 14
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! (1,008 reviews)
"Wonderful accommodations!"

Reviewed on Oct 10, 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 $1,060 per night from Oct 19 to Oct 20
CA $1,060
CA $1,250 total
Oct 19 - Oct 20
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! (1,003 reviews)
"This property exceeded our expectations. We loved the service, pool, and restaurants. The adult pool was gorgeous. We enjoyed the freshly made juice and the afternoon popsicles. The live music at the lobby bar was terrific. We will return!"

Reviewed on Oct 8, 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
The price is CA $1,235 per night from Oct 19 to Oct 20
CA $1,235
CA $1,539 total
Oct 19 - Oct 20
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! (1,001 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
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 $2,790 per night from Oct 23 to Oct 24
CA $2,790
CA $3,382 total
Oct 23 - Oct 24
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! (42 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 $4,055 per night from Nov 9 to Nov 10
CA $4,055
CA $4,866 total
Nov 9 - Nov 10
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
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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Five Star Hotels in Haiku

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