Find 5 Star Hotels in Kailua, HI from SAR 666

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Check availability on Kailua 5 Star Hotels

Compare Kailua 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

9.2 out of 10, Wonderful, (66)
"Hawaiis Hidden Hideaway is a real gem! Clean, comfortable and with every amenity you can think of to make your stay as comfortable as your home. We found our suite to be so relaxing and quiet and our host was a wealth of information and an inspiration to boot! We will definitely be back. Thank you Janice!"
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

PRIVATE BEACHFRONT RENTAL

10.0 out of 10, Exceptional, (120)
"Perfect set up. Perfect setting. Awesome host. "
PRIVATE BEACHFRONT RENTAL

La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

10.0 out of 10, Exceptional, (6)
"Really enjoyed my stay at La Bella’s serene atmosphere. I felt very welcomed, and Shannon & Gabriel were very helpful what ever the question. Breakfast was heavenly, and every detail in the living space was thought and designed. Definitely coming back !"
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)

10.0 out of 10, Exceptional, (2)
"Great Hosts"
La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)

Lovely Private Kailua Cottage

10.0 out of 10, Exceptional, (21)
"The cottage was very comfortable and convenient for our stay in Kailua. Many thanks to Tobi and Yvonne for their great hospitality! They thought of everything to make our stay as comfortable as possible. We definitely want to stay again on our next visit to Kailua. 🌺"
Lovely Private Kailua Cottage

Beautiful Kailua Hale Studio

10.0 out of 10, Exceptional, (53)
"We had such a great time here. I am lucky enough to say that I lived in Kailua back in 2021, coming back and staying in a location like this was really lovely! We were close enough to the beach but also so close to town and all of the shops and restaurants that I love, including the grocery store Whole Foods. Everything we needed was provided, the host was absolutely fantastic and even had a really cool Alexa system that answered all of our questions. He was available to answer questions as well...
Beautiful Kailua Hale Studio

DaLight - A beautiful home in a quiet neighborhood

9.0 out of 10, Wonderful, (2)
"The house is one of the nicest I have stayed in in Kailua. The room was a little warm at night when I was trying to sleep but Adrien (the home owner) told me they have a plan to fix that."
DaLight - A beautiful home in a quiet neighborhood

Hawaii Sheffield House

2.0 star property
Hawaii Sheffield House
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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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kailua?
How much you pay for a 5-star hotel in Kailua depends on things such as when you plan to go and the length of your break. Our top tip for scoring an awesome deal? Use our pricing filters to check out the available hotels for your preferred dates.

  • Search for the lowest price per night from SAR 666

What makes a hotel 5 stars in Kailua?
From gourmet restaurants and fitness centers to pools and deluxe bedding, the 5-star experience in Kailua is all about comfort and indulgence. But it requires more than just upscale conveniences to receive a 5-star rating. Hotels also have to provide superior guest services like in-room massages, on-site dry cleaning and laundry and room service any time night or day.
Are there any 5-star all-inclusive resorts in Kailua?
Use our handy filters to find a luxurious getaway in Kailua where everything you need is included. After your initial search, narrow down your results for accommodations that have a 5-star rating and are categorized as “All inclusive.” The main thing to look forward to at these stays? Relaxation and indulgence.
Are there any 5-star vacation rentals in Kailua?
Although there aren’t any 5-star vacation rentals in Kailua on our site, we have a range of retreats that promise a fantastic getaway. Find one that matches your needs by checking out our vacation rentals in Kailua.