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Welcome to the ultimate in Kailua luxury accommodations. Here at Hawaiian Beach Rentals, we've put together an array of the most luxurious Hawaii vacation rental properties that are located in the best areas, boast the most comfortable features, and display a raw splendor unique to the Hawaiian Islands.
Kailua Luxury Rentals 1 - 10 of 14
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Kailua rentals. 4 Bedroom Vacation Rental Home, Ocean view, Mountain view, Beachfront Relax and enjoy the sounds of ...
sleeps 8 from $840
guest rating: 5 / 5
4 Bedroom Vacation Rental Home, Ocean view, Mountain view, Beachfront
lovely home--very well equipped!
Kailua rentals. 5 Bedroom Vacation Rental Home, Ocean view, Garden view, Beachfront, Pool The Hale Kai Surf is a wonderf...
sleeps 9 from $1,200
guest rating: 5 / 5
5 Bedroom Vacation Rental Home, Ocean view, Garden view, Beachfront, Pool
Loved the house and the surroundings. Everything I wanted was right there at our fingertips. We will be back!
Kailua rentals. 6 Bedroom Vacation Rental Home, Ocean view, Beachfront, Pool Snorkeling, fishing, surfing, ...
sleeps 11 from $1,200
guest rating: 5 / 5
6 Bedroom Vacation Rental Home, Ocean view, Beachfront, Pool
Kailua rentals. 4 Bedroom Vacation Rental Home, Ocean view, Beachfront, Pool This beautiful home, located d...
sleeps 11 from $1,236
guest rating: 5 / 5
4 Bedroom Vacation Rental Home, Ocean view, Beachfront, Pool
Everything went well the house was in excellent shape. The beach right outside your door was great.
Kailua rentals. 4 Bedroom Vacation Rental Home, Garden view, Pool view, Partial Ocean view, 5 min walk to Beach, Pool Tropical island living at its ...
sleeps 8 from $Ask
guest rating: 5 / 5
4 Bedroom Vacation Rental Home, Garden view, Pool view, Partial Ocean view, ...
special rate!
We enjoyed the open floor plan of the unit, It was open and airy. We loved the two master bedrooms which accomodated our family perfectly. We also loved the close proximity to the great beach. The...
Kailua rentals. 3 Bedroom Vacation Rental Home, Ocean view, Garden view, Beachfront Beachfront Hawaiiana home nest...
sleeps 6 from $Ask
guest rating: 5 / 5
3 Bedroom Vacation Rental Home, Ocean view, Garden view, Beachfront
special rate!
We loved the location of the property and the stretch of beach that we had access to. People were very friendly and the property was very "Hawaiian". Customer service was excellent as th...
Kailua rentals. 4 Bedroom Vacation Rental Home, Garden view, Pool view, 1 min walk to Kailua Beachside, Pool Relax. Enjoy the trade winds. ...
sleeps 8 from $Ask
not yet rated
4 Bedroom Vacation Rental Home, Garden view, Pool view, 1 min walk to Kailua...
Kailua rentals. 3 Bedroom Vacation Rental Home, Ocean view, Beachfront Ocean breezes, swaying palm tr...
sleeps 6 from $Ask
guest rating: 5 / 5
3 Bedroom Vacation Rental Home, Ocean view, Beachfront
My family and I really enjoyed the house. It was 1st time the actual place was better than the pictures! Beautiful beach, and Kailua downtown was so close and convenient. Well equipped house.
Kailua rentals. 5 Bedroom Vacation Rental Home, Ocean view, Pool view, Oceanfront, Pool Leave your worries behind as y...
sleeps 10 from $Ask
guest rating: 5 / 5
5 Bedroom Vacation Rental Home, Ocean view, Pool view, Oceanfront, Pool
special rate!
Lovely home. Julie was extremely accomodating. Kailua beach is wonderful for families!
Kailua rentals. 3 Bedroom Vacation Rental Home, Ocean view, Mountain view, Garden view, Beachfront Enjoy Kailua Beach sunrises fr...
sleeps 6 from $Ask
guest rating: 5 / 5
3 Bedroom Vacation Rental Home, Ocean view, Mountain view, Garden view, Beac...
special rate!
The stay here was truly amazing. The quiet neighborhood and breathtaking views make this house a true getaway. Usually by the end of my vacations I'm ready to get back home and get back in the swi...
Kailua Luxury Rentals 1 - 10 of 14
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If you obtain a lower rate within 24 hours of paying for your booking, we will refund the difference.
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These pages contain luxury Kailua vacation rentals that will cater to your every need. These are just some of the amenities we can offer:
  • Zen rock gardens and calming pools in your own Hawaii luxury vacation rental
  • Your own private waterfall equipped pool dividing your luxury Kailua vacation home from the Pacific ocean
  • The top of the line in everything from countertops and flooring choices to extravagant furniture and décor and its professional placement
  • The crashing waves of your own private beach - right out the back door of your luxurious Hawaii vacation rental


When you desire the finest in Kailua accommodations, let Hawaiian Beach Rentals be your guide. Feel free to peruse the listings found on our website and get a feel for the kinds of Kailua luxury vacation rentals that suit your tastes. When you see the property that's right for you, you can use our toll free number to contact us by phone. Alternatively, you can complete a "Contact Us" form to let us know your needs. We look forward to speaking with you about how we can help you fulfill your Kailua luxury vacation fantasies. We appreciate your stopping by HawaiianBeachRentals.com, and we hope to serve you as you discover the luxury Hawaiian vacation accommodations that's perfect for your next adventure.
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Featured Accommodation
"Hale O Ka Nai'a"
Kailua 4 Bedroom Vacation Rentals Home, Ocean view, Mountain view, Garden view, 1 min walk to Beach Come experience the true "Aloha Spirit" in Kailua's quaint beachside t...
4 Bedroom Vacation Rentals Home, Ocean view, Mountain view, Garden view, 1 min walk to Beach
Recent Vacation Review
"Two Duck Inn"
"Very cute little place - airconditioning and pool a plus. Great owners. Thanks!"
When booking your Kailua luxury rental, make sure you don't get caught up on our local "playful" spellings! The following is a short list of common misspellings of Hawaii islands and towns:

Kailua -- Often misspelled

kkailua, kialua, kailui, kialui, kairua, kairui, kalua, kaila, karua, kiala, kalui, kaira, karui, ka11ua, ka1lua, kailau, kaiula, kaliua, akilua, kailu, kaiua, kilua, ailua

Popular Hawaii vacation home, condo, and hotel rentals

Hundreds of vendors list their properties on our site. Hawaiian Beach Rentals is a listing and marketing company. Therefore, all pricing and terms of rental for luxury rentals in Hawaii are determined by the individual vendor and are subject to change. All Hawaii luxury rentals must pay a 30% to 50% deposit to make a reservation and pay the full balance for the vacation rental within 30 to 60 days of arrival depending on the specific rental. Cancellation after a vacation rental confirmation is issued results in forfeiture of any collected money, except the guest's security deposit and cleaning fee (if applicable). Hawaiian Beach Rentals prides itself on outstanding customer service and listing the highest quality accommodations possible. For information on Vacation Rental Travel Insurance Click Here. Hawaii Search. Hawaii Search.

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