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Our Kailua vacation rentals, located northeast of Honolulu in Windward Oahu, offer an escape from congested and commercialized areas of Oahu without complete isolation from conveniences. In the Hawaiian language, the town's name means two seas and is named for the currents that run through Kailua Bay. Also consider our 8 Kailua luxury rentals.
Kailua vacation rentals 1 - 10 of 67
4 Bedrooms, 4 Baths, Sleeps 8
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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
3 Bedrooms, 3 Baths, Sleeps 6
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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
10 Bedrooms, 11 Baths, 1 Half Bath, Sleeps 18
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Come here to relax and enjoy Hawaii in utmost 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
4 Bedrooms, 3 Baths, 1 Half Bath, Sleeps 8
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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
5 Bedrooms, 3 Baths, Sleeps 10
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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
3 Bedrooms, 2 Baths, Sleeps 6
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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
3 Bedrooms, 2 Baths, 1 Half Bath, Sleeps 6
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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
3 Bedrooms, 3 Baths, Sleeps 6
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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
3 Bedrooms, 2 Baths, Sleeps 9
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Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home.... Read More
3 Bedrooms, 2 Baths, Sleeps 6
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The Honu Hale is located a block from the breathtaking aqua blue waters and fine white sands of Kailua Beach... Read More
Kailua vacation rentals 1 - 10 of 67
If you obtain a lower rate within 24 hours of paying for your booking, we will refund the difference!
Kailua Beach Park, Lanikai Beach, Kawai Nui Marsh are all nearby to our Kailua vacation homes. Local legends include the Menehune, who are believed to have fished in Kaiwainui Marsh and built temples (heiau). Also a part of the history are the mo'o, guardian gecko spirits that reside in fish ponds, of which there are many near our Kailua house rentals. Previous visitors to the area include Elvis and President Obama, likely for the privacy and serenity of this seaside area.
Things To Do
Boogie boarding, swimming, kayaking, snorkeling, hiking, windsurfing, and surfing are some of the activities available. Kailua Beach Park (named America's Best Beach by Dr.Beach) and Lanikai Beach are world famous. Both beaches are noteworthy for their atmosphere, scenic beauty, and plentiful water sports. Lanikai Beach does not offer restrooms, showers, water fountains, lifeguards, handicap parking, or ramps, so for a longer day at the beach, opt for the Beach Park. The Twin Islands, Moku Nui and Moku Iki, are seabird sanctuaries near the Beach Park, great for kayaking and are visible from the beach. Kawai Nui Marsh is the largest wetlands area in Hawaii and is a Ramsar Convention nomination site (organization that recognizes wetlands for their economic, cultural, scientific, and recreational value).
Eat and Shop
A myriad of eateries appeal to all tastes—Indian, Italian, pizza, bakeries, Thai, Sushi, steakhouses, barbecue, crepes, tropical juices, Portuguese sweets, Moroccan, Vietnamese, and more. Many restaurants offer plate lunches and meals that are ideal to enjoy for a day at the beach. Wally Amos, Famous Amos, is often found at his store, Chip & Cookie, where he does book events. Two Thursday Farmers' Markets also offer plenty of good eats and local items. Everything from necessities to souvenirs to luxury items are available as Kailua has convenience stores, locally-owned shops, grocery and health food stores, pharmacies, apparel and department stores, and sports shops.Getting Around
TheBus is an affordable, scenic way to get around town. Bicycles are okay to bring on board, but not surfboards. TheBus stops at Lanikai and Kailua beaches, and Ala Moana Center, among others. Taxis are available as are rental cars.Latest Kailua Articles
Current blog posts about Kailua or visit our complete archive.- The Best Museums on Oahu - 7.29.10
Oahu has a variety of great museums that provide visitors with a glimpse into the rich historical and cultural past of the Hawaiian Islands and beyond. Here are some of Oahu’s best museums. - Skydiving in Hawaii - 11.30.-1
A new and exciting way to experience Hawaii Few thrills are exciting as skydiving, and doing it over the Hawaiian Islands makes the experience even more exhilarating. Enjoy expansive views from the airplane and then leap into the Hawaiian sky to enjoy an exciting free-fall while attached to an instructor. - Three Incredible Kailua Beachfront Rentals Provide Ultimate Hawaii Vacation Experience - 7.26.10
One of Hawaii's finest beaches Kailua Beach is one of Hawaii’s finest beaches and a favorite place to enjoy water sports such as sailing and kayaking as well as just relaxing on the golden sand. A past winner of “America’s Best Beach,” Kailua is set beneath the deeply furrowed Koolau Mountains providing an ideal setting for an inspiring Hawaii vacation. - Hanauma Bay - Nature Preserve Provides Exciting Underwater Experience - 7.26.10
Hanauma means “Curved Bay” About The large, protected bay at Hanauma on the southeast shore of Oahu is one of Hawaii’s most scenic locations. It is also one of the safest snorkeling areas, with lifeguard on duty and the nearshore waters relatively well-protected from the open ocean. - Oahu’s Best Dive Sites - 7.24.10
Oahu’s underwater world is a kaleidoscope of colors with rich coral reefs alive with a diverse array of interesting fish and other marine life. Here is a description of some of Oahu’s very best diving sites where you can see Oahu’s abundant sea creatures.
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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.