Are you looking for the best online source for Kailua vacation rentals? If so, you've come to the right place! Hawaiian Beach Rentals is proud to offer the absolute best selection of Kailua vacation rentals anywhere on the Internet.
Kailua vacation rentals 1 - 10 of 79   
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Kailua rentals. 4 Bedrooms, 4 Baths, Sleeps 8, Private Home, Hot Tub, Mountain View, Garden View, Ocean View, Beach: 1 min walk to Beach. Home is on a Private Beach Lane, Internet Access Come experience the true "...
4 Bedrooms, 4 Baths, Sleeps 8
  • Private Home
  • Hot Tub
  • Mountain View
  • Garden View
  • Ocean View
  • Beach: 1 min walk to Beach. Home is on a Private Beach Lane
  • Internet Access
Come experience the true "Aloha Spirit" in Kailua's quaint beachside town and enjoy the beauty of Hale O Ka Nai'a (Translated "House of the Dolphin"). This impeccably... Read More
Rates
$700 to $950 / night
Guest Rating:
Kailua rentals. 3 Bedrooms, 2 Baths, Sleeps 6, Private Home, Heated Pool, Pool View, Garden View, Beach: 5 min walk to Beach, Internet Access This Kailua Oahu home is avail...
3 Bedrooms, 2 Baths, Sleeps 6
  • Private Home
  • Heated Pool
  • Pool View
  • Garden View
  • Beach: 5 min walk to Beach
  • Internet Access
This Kailua Oahu home is available for a thirty day rental. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and... Read More
Rates
$595 / night
Guest Rating:
Kailua rentals. 3 Bedrooms, 3 Baths, Sleeps 6, Private Home, Partial Ocean View, Garden View, Beach: Beachfront, Internet Access This lovely custom built Hawai...
3 Bedrooms, 3 Baths, Sleeps 6
  • Private Home
  • Partial Ocean View
  • Garden View
  • Beach: Beachfront
  • Internet Access
This lovely custom built Hawaiiana style home situated on a private estate completes your Hawaii experience. Set back off beautiful Kailua beach and nestled in tropical foliage surrounded by swaying... Read More
Rates
$450 to $1000 / night
Guest Rating:
Kailua rentals. 3 Bedrooms, 2 Baths, Sleeps 6, Private Home, Garden View, Beach: 5 min walk to Beach, High Speed Internet Access, Wireless Internet The Happy Kailua Beach House i...
3 Bedrooms, 2 Baths, Sleeps 6
  • Private Home
  • Garden View
  • Beach: 5 min walk to Beach
  • High Speed Internet Access
  • Wireless Internet
The Happy Kailua Beach House is located 1/2 block down from Kalama Beach Park a small, clean local beach park which has showers, restrooms, and a nice grassy area with picnic benches. The waves at... Read More
Rates
$300 to $375 / night
Guest Rating:
Kailua rentals. 10 Bedrooms, 11 Baths, Sleeps 18, Private Home, Pool, Hot Tub, Ocean View, Beach: Beachfront, Internet Access Come here to relax and enjoy H...
10 Bedrooms, 11 Baths, Sleeps 18
  • Private Home
  • Pool
  • Hot Tub
  • Ocean View
  • Beach: Beachfront
  • Internet Access
Come here to relax and enjoy Hawaii in upmost luxury. Oahu Lani is your own private beachfront resort on the east shore of Oahu. This incredible home has 10 spacious, independently air-conditioned,... Read More
Rates
$7600 / night
Guest Rating:
Kailua rentals. 4 Bedrooms, 3 Baths, Sleeps 8, Private Home, Mountain View, Ocean View, Beach: Beachfront, Adventure: 20 min drive to Koolau Ranch, Fishing: 20 min drive to Deep Sea Fishing, Wireless Internet Relax and enjoy the sounds of ...
4 Bedrooms, 3 Baths, Sleeps 8
  • Private Home
  • Mountain View
  • Ocean View
  • Beach: Beachfront
  • Adventure: 20 min drive to Koolau Ranch
  • Fishing: 20 min drive to Deep Sea Fishing
  • Wireless Internet
Relax and enjoy the sounds of the waves crash against the soft sand of Kailua Beach just outside your window. This home is built in a traditional Hawaiian plantation style and rewards guests with... Read More
Rates
$950 to $1440 / night
Guest Rating:
Kailua rentals. 5 Bedrooms, 3 Baths, Sleeps 10, Private Home, Mountain View, Garden View, Beach: 1 min walk to Beach, Internet Access Beachside living at it's best....
5 Bedrooms, 3 Baths, Sleeps 10
  • Private Home
  • Mountain View
  • Garden View
  • Beach: 1 min walk to Beach
  • Internet Access
Beachside living at it's best.. Located steps from the most prime area of Kailua Beach sits this well laid out, Hawaiian-style family beach house. Private gated access to the beach (one lot away).... Read More
Rates
$525 to $725 / night
Guest Rating:
Kailua rentals. 5 Bedrooms, 3 Baths, Sleeps 11, Private Home, Garden View, Beach: 1 min walk to Beach, Internet Access Beachside living awaits you in...
5 Bedrooms, 3 Baths, Sleeps 11
  • Private Home
  • Garden View
  • Beach: 1 min walk to Beach
  • Internet Access
Beachside living awaits you in this large family style home with it's bamboo floors and all new furniture. Master Craftsmanship abounds in the artistic Koa pieces custom made just for this home.... Read More
Rates
$525 to $620 / night
Special Rate
Guest Rating:
Kailua rentals. 4 Bedrooms, 2 Baths, Sleeps 9, Private Home, Garden View, Beach: 1 min walk to Beach, Internet Access Beachside living awaits you in...
4 Bedrooms, 2 Baths, Sleeps 9
  • Private Home
  • Garden View
  • Beach: 1 min walk to Beach
  • Internet Access
Beachside living awaits you in this large family style home with it's bamboo floors and all new furniture. Master Craftsmanship abounds in the artistic Koa pieces custom made just for this home.... Read More
Rates
$485 to $550 / night
Special Rate
Guest Rating:
Kailua rentals. 3 Bedrooms, 3 Baths, Sleeps 6, Private Home, Hot Tub, Mountain View, Beach: 15 min walk to Beach, Internet Access This 3 bedroom 3 bathroom Ench...
3 Bedrooms, 3 Baths, Sleeps 6
  • Private Home
  • Hot Tub
  • Mountain View
  • Beach: 15 min walk to Beach
  • Internet Access
This 3 bedroom 3 bathroom Enchanted Lake house is located half a mile from downtown Kailua in a quiet residential area. It is approximately one mile to Kailua beach. The house provides all the... Read More
Rates
$300 to $350 / night
Guest Rating:
Kailua vacation rentals 1 - 10 of 79   
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If you obtain a lower rate within 24 hours of paying for your booking, we will refund the difference!
Whether your ideal Kailua vacation calls for a two bedroom ocean front villa or luxurious accommodations for 12 we have the Kailua vacation rental that will fit your needs. We understand how important your Kailua vacation is, and we can make sure that your vacation to paradise is the best it can possibly be. That's why when you talk to one of our courteous and friendly customer service representatives, you can be sure you're talking to a local Hawaiian vacation expert. Our staff knows the Hawaiian Islands because we live here, and we can't wait to help you experience the best of Kailua on your trip. Hawaiian Beach Rentals is here for you whether you need to locate the perfect romantic table at a beachfront restaurant or give windsurfing a try for the first time.

As you peruse the Kailua vacation rental options on our website, please know that you can get in touch with us to find the perfect accommodations for your trip. When you find a Kailua vacation rental that might fit your needs, feel free to fill out a contact request form to get more information. Alternatively, you can phone us from 8am - 11pm EST to speak with a Hawaiian vacation specialist. We can't wait to assist you in planning your perfect Kailua vacation! We appreciate your visit to our website, and we trust that you'll uncover just the Kailua vacation rental to make your Hawaiian vacation one to remember!
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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 are determined by the individual vendor and are subject to change. All travelers must pay a 30% to 50% deposit to make a reservation and pay the full balance for the vacation rental within 30 to 100 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.
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