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Featured Kailua 5 Star hotels

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

5 out of 5
2490 Kalakaua Avenue Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $340 per night from Nov 1 to Nov 2
CA $340
CA $495 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 5 restaurants, and a rooftop terrace. Our guests praise the pool and the helpful staff in our ...
Opens in a new window'Alohilani Resort Waikiki Beach
The Kahala Hotel & Resort

The Kahala Hotel & Resort

5 out of 5
5000 Kahala Ave Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $592 per night from Oct 31 to Nov 1
CA $592
CA $703 total
Oct 31 - Nov 1
includes taxes & fees
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,000 reviews)
"The room was gorgeous! Bravo for the elevated and tasteful decor. The exterior does need a little facelift here and there as it is an older hotel, but there is a "classic," old Hawaii charm about it. Bell Attendant was a bit pushy when we did not let him take our bags before check in - asking repeatedly ..."

Reviewed on Sep 29, 2026

Opens in a new windowThe Kahala Hotel & Resort
The Ritz-Carlton Residences, Waikiki Beach

The Ritz-Carlton Residences, Waikiki Beach

5 out of 5
383 Kalaimoku Street Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $932 per night from Oct 18 to Oct 19
CA $932
CA $1,106 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this luxury hotel in Honolulu. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in ...
9.4/10 Exceptional! (998 reviews)
"Amazing place and incredible staff"

Reviewed on Sep 28, 2026

Opens in a new windowThe Ritz-Carlton Residences, Waikiki Beach
Halekulani

Halekulani

5 out of 5
2199 Kalia Road Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $1,056 per night from Oct 8 to Oct 9
CA $1,056
CA $1,254 total
Oct 8 - Oct 9
includes taxes & fees
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (1,005 reviews)
"UNREAL how amazing this resort and staff was. Booked the day of arrival and they were extremely accommodating/ staff was helpful and polite. Went above and beyond for us. Everything was perfect i wish we stayed longer. Will be back and will only stay here!"

Reviewed on Sep 29, 2026

Opens in a new windowHalekulani
The Royal Hawaiian, a Luxury Collection Resort, Waikiki

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

5 out of 5
2259 Kalakaua Avenue Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $586 per night from Oct 28 to Oct 29
CA $586
CA $783 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this luxury resort in Honolulu. Enjoy 2 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,226 reviews)
"TRIP RUINED BY BUILDING WORKS I spent a fortune on one of the best rooms and the room was truly stunning but the pool experience was terrible. They had full construction going on at the Tower and the noise ruined my trip. I tried sitting with ear plugs in but all I heard was drilling and dust everywhere. ..."

Reviewed on Oct 2, 2026

Opens in a new windowThe Royal Hawaiian, a Luxury Collection Resort, Waikiki
Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

Ka Laʻi Waikiki Beach, LXR Hotels & Resorts

5 out of 5
223 Saratoga Road Honolulu HI
Fully refundableReserve now, pay when you stay
The price is CA $781 per night from Oct 8 to Oct 9
CA $781
CA $995 total
Oct 8 - Oct 9
includes taxes & fees
Book a stay at this luxury resort in Honolulu. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowKa Laʻi Waikiki Beach, LXR Hotels & Resorts
Espacio The Jewel Of Waikiki

Espacio The Jewel Of Waikiki

5 out of 5
2452 Kalakaua Ave Honolulu HI
The price is CA $4,182 per night from Oct 3 to Oct 4
CA $4,182
CA $4,964 total
Oct 3 - Oct 4
includes taxes & fees
Book a stay at this luxury aparthotel in Honolulu. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Waikiki Beach and International ...
9.8/10 Exceptional! (26 reviews)
"Staff was very attentive and polite. The resort sits right in the middle of Waikiki. Only down side was meals were less than filling. For the cost I feel that the food and portion size were small. Breakfast was very unsatisfying however the restaurant called Eggs & Things is only two doors down. ..."

Reviewed on May 25, 2026

Opens in a new windowEspacio The Jewel Of Waikiki
Ilikai Hotel & Luxury Suites by KBM

Ilikai Hotel & Luxury Suites by KBM

5 out of 5
1777 Ala Moana Blvd Honolulu HI
Book a stay at this luxury condo in Honolulu. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Ala Moana Center and Waikiki ...
Opens in a new windowIlikai Hotel & Luxury Suites by KBM
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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 Kailua

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Kailua 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. Kailua 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 Kailua 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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