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Is Kailua Beach the finest American beach or only one of Hawaii's best? You decide. Kailua beach is perfect, 3 miles long up to 150 feet wide with soft, light colored sand. The Koolau mountains complete the dramatic landscape.
Be sure to click on the banner images to go to the rental property where you can view more details of all the accommodations we have to offer. We have a large selection of privately owned and professionally managed villas, condos, hotels, vacation homes and much more. If you have any questions or need help making sure the trip you are planning will be one of the best Kailua vacations you have ever taken, then please call us at (888) 217-1785. We hope that you find the exact Kailua lodgings that you are looking for at 10,000 Vacation Rentals.

Kailua Vacation Rentals

Results 1-5 of 5 Properties

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KAILUA BEACH : Guest House and Main House

...Estate property situated on BEACHFRONT acreage, lushly landscaped with a vast lawn that leads to a private path onto beautiful Kailua Beach. Rent the entire property, including the main house and guest cottage(sleeps up to 10). Classic Hawaiiana design and construction, built lovingly to take advantage of ocean views & cool tradewinds. Open & breezy, high ceilings with ceiling fans, air conditioning, and comfortably furnished. Two lanai areas, private. Enjoy windsurfing and kayaking with rentalsconveniently located at the Beach Park. Kailua's 5 miles of white sand beach is ideal for jogging, strolling and perfect for swimming or just reading a book! Read More (808) 381-2905 (808) 988-7878

  • BEACHFRONT!!
  • Expansive
  • Fully Licensed
  • 30 Yrs Service

Kailuana: Cottage

...Estate property situated on BEACHFRONT acreage, lushly landscaped with a vast lawn, leading to a private path onto beautiful Kailua Beach. Rent the entire property, including the main house and guest cottage (sleeps up to 12). Classic Hawaiiana design and construction, built lovingly to take advantage of ocean views & cool tradewinds. Open & breezy, high ceilings, comfortably furnished. Two lanai areas, private. Windsurfing and kayaking, with rentals conveniently located close to Beach Park. Kailua's 5 mile white sand beach is ideal for jogging, strolling and perfect for swimming or just reading a book! Read More (808) 381-2905 (808) 988-7878

  • BEACHFRONT!!
  • Expansive
  • Fully Licensed
  • 30 Yrs Service

Alii Kailua Estate

This Kailua Beach, Oahu villa is the ultimate Hawaiian beachfront vacation renatl. 8 luxury Master Suites await your large party. With 2 living rooms, a chefs kitchen and dining room all overlooking the ocean, this wonderfully appointed villa is perfect for that once in a lifetime beach vacation. The villa surronds has seperate living areas surrounding a private pools and cabana, with jacuzzi and waterfall. This beachfront estate is Hawaiian luxury at its finest. 808.262.6968

  • 8 Bedroom Villa
  • Beachfront
  • Sleeps 16
  • Luxury
  • Accepts:
  • Visa
  • MasterCard
  • American Expres
  • Discover

Kailua Vacation Rentals

Oceanfront vacation homes and villas along Kailua beach. This upscale neighborhood is perfect for those looking to enjoy a luxurious Oahu vacation. (800) 853-0787

Oahu Riviera

Oahu Riviera is an impeccable home encompassing superior quality, outstanding views of turquoise blue waters, privacy and convenience. Perched above Lanikai Beach, Oahu Riviera is designed to capture the spirit of indoor/outdoor living with an open floor plan. The layout seamlessly blends the gourmet kitchen, outfitted with top end appliances, to the elegant dining area and continuing through the spacious living areas leading to the focal point of the home-the pool deck overlooking the blue PacificOcean and Mokulua Islands. Read More 800.957.7405

Results 1-5 of 5 Properties

Direct Inquiry to All or Selected Owners/Agents


Thank you for visiting our Kailua Vacation Rentals, page! Be sure to add us to your favorites as we are constantly adding new listings for all our vacation rentals, condos and lodgings.
Remember that contacting the Kailua vacation rental owners/agents directly is the best way to get more information on specific vacation homes, rentals, lodging and condos. If you are having problems finding what you are looking for, please do not hesitate to call (888) 217-1785.