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Kailua Vacation Rentals

VacationRentalDirect.com has found 9 Kailua Vacation Rentals that match your search criteria. Your results can be sorted by price, bedrooms, type of unit and whether the unit is pet friendly or not. All Kailua cottages, homes and vacation rentals are presented by their respective owners or managers.


Please click on the photos or links below to view the property details, then contact the owner directly (via the phone number or property inquiry button on each listing).

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Kailua Beach House
Kailua, Hawaii

This 3,100 sq.ft. multi-million dollar private home is located on the famous Kailua Beach - consistently voted America's 2nd most beautiful beach. Click on the following link for a picture tour of the home: http://www...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 6 5 No $0 to $0

Vacation Rental at Best Beach In Hawaii!
Kailua, Hawaii

Hale Kai is located just 30 yards from what is voted the best beach in Hawaii, Kailua Beach! The house is part of an acre estate, in the middle of Kailua Bay. The house has all the ammenities that you would expect from a...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 3 2 Yes $1925 to $2450

Luxurious Canal-Front Home with Swimming Pool
Kailua, Hawaii

Hale Nui is located in picturesque Kailua, Oahu. Our four bedroom , three bath, 2300 square foot, canal-front vacation rental on a third acre has been totally remodeled for gracious Hawaiian living. The tiled pool boast...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 4 3 No $2333.3 to $0

On Kailua Beach......Hawaii Plantation Style
Kailua, Hawaii

This waterfront home was built in 1993 to fit the beach environment and to reflect traditional Hawaiian architecture. Located directly on and designed as a landmark on Kailua Beach; every room has a breathtaking view!
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 4 3 No $8750 to $10500

Modern studios to 2 bedroom, 2 batyr. units
Kailua, Hawaii

Modern, lovely studios to 2 bedroom units, on, or just steps away from beautiful,(rated worlds best beaches), Kailua and Lanikai beaches. All units are completely private, nicely furnished, with private entrance, located...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Apartment 2 2 No $0 to $0

AWARD WINNING B&B. Best on the island
Kailua, Hawaii

A great romantic getaway close to the famous Lanikai / Kailua beaches. Enjoy a private deluxe studio or the suite with an outdoor spa and ocean view. King, Queen or Twin beds. 30-minutes from Waikiki, Honolulu, or the a...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
B&B 3 3 No $0 to $0

Stunning Paradise Estate - Hale Nani Villa
Kailua, Hawaii

Welcome to Paradise in beautiful Kailua, Hawaii! This beautifully appointed 6-bedroom Hawaiian home is the perfect retreat for everyone. From fresh flowers and sand chairs to a blender for tropical drinks, come and have ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 6 4 No $0 to $0

Bright studio with a private entrance and bath.
Kailua, Hawaii

Kanela Kai is a bright, affordable, air-conditioned studio with a private entrance and private bath located in a canal front home in Kailua, Oahu. The room looks out to a tropical garden. A stocked, starter breakfast is ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
B&B 1 1 No $0 to $0

Cottages and Homes in Kailua
Kailua, Hawaii

We offer daily and monthly rates on studio cottages to four bedroom homes in Kailua on Oahu. All properties are fully furnished and close to Kailua Beach, one of the most beautiful white sand beaches in the world.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 3 2 No $0 to $0

Na Hale O Keauhou
Kailua, Hawaii

Magical Na Hale O Keauhou.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
3 2 No See Property Details


Learn More About Kailua

Kailua has a lot to offer all visitors to the area. Below you will find writings from other Kailua vacation rental owners about the area they know best! It's a great way to learn first hand about the Kailua region and all that it has to offer!

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