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Kailua, HI villas
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149 Villa rentals in Kailua, HI

Find the Best Holiday Houses with Swimming Pool in Kailua, HI

On-site pool access in Kailua, HI makes a refreshing swim to complement your beach day a wonderful part of your daily routine.

Ilikai 1801 - Kailua, HI
8.3 14 reviews
Kailua, HI
08/17 – 08/21
$265/nighttotal: $1060 (4 )

Ilikai 1801

1 2
house , Urban Honolulu
This Waikiki condo, part of The Ilikai, is an 8-minute walk from Kahanamoku Beach and 0.5 miles from Fort DeRussy Beach, offering easy access to Waikiki's attractions and Honolulu International Airport (7.5 miles away).
This 500-square-foot one-bedroom, one-bathroom unit sleeps seven and boasts a private balcony, fully equipped kitchen, swimming pool, jacuzzi, sauna, and on-site bar, along with free Wi-Fi.
Royal Kuhio 1705 - Spacious Corner Unit With Stunning Mountain Views In The Heart Of Waikiki! - Kailua, HI
9.0 6 reviews
Kailua, HI
12/21 – 12/28
$361/nighttotal: $2527 (7 )

Royal Kuhio 1705 - Spacious Corner Unit With Stunning Mountain Views In The Heart Of Waikiki!

1 4
house , Urban Honolulu
This Waikiki corner unit is steps from the beach and has panoramic mountain views. It has very good user ratings and excellent location and cleanliness ratings.
The modern 540 square foot space has 1 bedroom and 1 bathroom and features a private pool, private parking, fitness center, sauna, full kitchen, and a sun terrace. You can also enjoy activities like cycling nearby.
Lanikai Hillside Estate: Ocean Views, Pool/spa, Ac - Kailua, HI
Kailua, HI
06/24 – 07/28
$4270/nighttotal: $145180 (34 )

Lanikai Hillside Estate: Ocean Views, Pool/spa, Ac

1 5
house , Kailua
This exclusive 30-day rental house in Kailua offers ocean and mountain views, with the precise location situated in the Kailua district, close to local attractions.
This private retreat features 5 bedrooms, 6 bathrooms, and accommodates up to 10 guests, boasting amenities like a swimming pool, jacuzzi, sauna, bar, fitness center, and a garden, with several bedrooms offering private balconies with ocean or mountain vistas.
Harbor Ocean View With Free Parking And Near Downtown - Kailua, HI
Kailua, HI
12/21 – 12/28
$717/nighttotal: $5019 (7 )

Harbor Ocean View With Free Parking And Near Downtown

1 4
house , Urban Honolulu
This beachfront vacation home in Urban Honolulu is a short walk to Iolani Palace and Foster Botanical Garden, located 1.1 miles from the Honolulu Museum of Art.
This spacious vacation home offers 5840 square feet of living space, accommodates up to 10 guests, and features a fully equipped kitchenette, air conditioning, a swimming pool, and private parking.

Best Kailua, HI houses with a kitchen

Marine Surf 409 - Kailua, HI
10 2 reviews
Kailua, HI
08/17 – 08/21
$197/nighttotal: $788 (4 )

Marine Surf 409

1 2
house , Urban Honolulu
Marine Surf 409 is a studio located in Honolulu, a 6-minute walk from Waikiki Beach, 0.7 miles from Saint Augustine by the Sea, and 0.6 miles from the US Army Museum of Hawaii. This 390 square foot studio accommodates up to 3 guests and features a kitchen with a fridge and microwave, air conditioning, a balcony, and on-site services including an elevator and tour organizing.
Ilikai Marina 987 - Kailua, HI
Kailua, HI
07/09 – 07/17
$182/nighttotal: $1456 (8 )

Ilikai Marina 987

1 2
house , Urban Honolulu
This Ilikai Marina 987 vacation rental is located in Honolulu, a 14-minute walk to the US Army Museum of Hawaii, 0.8 miles from Fort DeRussy, a 13-minute walk to Ala Moana Center, and 0.9 miles from Magic Island.
This 450 square foot studio apartment accommodates up to 3 guests and includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and free private parking and WiFi.
Charming Lanikai Kailua Cottage! Close To Lanikai Beach, A/c, Parking. - Kailua, HI
10 191 reviews
Kailua, HI
08/20 – 09/19
$367/nighttotal: $11010 (30 )

Charming Lanikai Kailua Cottage! Close To Lanikai Beach, A/c, Parking.

1 2
cottage , Kailua
This Kailua cottage is located one block from Lanikai Beach and a short drive from Kailua town's shops and restaurants, offering easy access to Lanikai Pillboxes.
The 400-square-foot house features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, air conditioning, a private garden with a spa, and beach amenities.
Spacious Waterfront With Gorgeous View & Pool - Kailua, HI
9.9 59 reviews
Kailua, HI
08/20 – 09/19
$765/nighttotal: $22950 (30 )

Spacious Waterfront With Gorgeous View & Pool

1 2
house , Kaneohe
This waterfront residence in Kaneohe offers direct access to Kaneohe Bay, featuring panoramic views and a private backyard ideal for kayaking, with convenient proximity to local malls, theaters, restaurants, and grocery stores.
This spacious two-level custom home accommodates up to 10 guests with 5 bedrooms and 4 bathrooms, boasting amenities like a large swimming pool, covered decks, full kitchen, air conditioning, and reliable WiFi, all supported by ample parking for 3 vehicles.

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Destinations nearby

Best Kailua, HI houses with air conditioning

Ilikai Tower 1806 - Kailua, HI
9.2 18 reviews
Kailua, HI
07/09 – 07/17
$326/nighttotal: $2608 (8 )

Ilikai Tower 1806

1 2
house , Urban Honolulu
This Waikiki apartment is a short walk from Fort DeRussy and a half mile from the Hawaii Convention Center, making it easy to explore the best of Honolulu. Guests consistently rate the location, cleanliness, and overall experience as excellent.
The apartment has one bedroom, one bathroom, and can comfortably accommodate up to four guests in its 500 square feet of space. Amenities include a private pool, air conditioning, a fully equipped kitchen, free Wi-Fi, cable TV, and a terrace with views of the Ala Wai Yacht Harbor.
Waikiki Sunset #3214 - Kailua, HI
9.4 108 reviews
Kailua, HI
09/16 – 09/22
$466/nighttotal: $2796 (6 )

Waikiki Sunset #3214

2 2
house , Urban Honolulu
This Waikiki condo, located on Paoakalani Avenue, is a 10-minute walk from Waikiki Beach and near the Honolulu Zoo, Waikiki Aquarium, and Kapiolani Park.
The 600-square-foot, fully remodeled two-bedroom unit sleeps four, boasting Diamond Head and ocean views, a king and queen bed plus a queen sleeper sofa, a full kitchen, and building amenities including a heated pool and fitness center.
Lanikai Ocean View Retreat With Saltwater Pool - Kailua, HI
9.8 76 reviews
Kailua, HI
07/15 – 08/15
$224/nighttotal: $6944 (31 )

Lanikai Ocean View Retreat With Saltwater Pool

1 2
house , Kailua
This Kailua cottage, a short 5-minute walk from Lanikai Beach, boasts stunning 180-degree views of Lanikai Bay.
The one-bedroom, one-bathroom house sleeps two guests and features a fully equipped kitchen, washer/dryer, private deck, saltwater pool, hot tub (heating extra), and provided beach gear; super-fast Wifi and cable TV are also included.
Waikiki Banyan Plumeria Suite - Kailua, HI
9.0 2 reviews
Kailua, HI
12/21 – 12/28
$1776/nighttotal: $12432 (7 )

Waikiki Banyan Plumeria Suite

1 4
house , Urban Honolulu
This Waikiki vacation rental is a 4-minute walk from Kuhio Beach, less than a mile from the Royal Hawaiian Shopping Center and Kapiolani Park, and 10 miles from Honolulu International Airport.
This 650-square-foot, one-bedroom, one-bathroom house sleeps seven guests and features a private balcony with ocean views, a full kitchen, air conditioning, a swimming pool, a jacuzzi, and private parking.

Neighborhoods and points of interest in Kailua, HI

Best Kailua, HI villas and beach houses with jacuzzi

Newly Innovated Oceanview Beach Condo Sauna Pool - Kailua, HI
Kailua, HI
08/15 – 08/25
$369/nighttotal: $3690 (10 )

Newly Innovated Oceanview Beach Condo Sauna Pool

1 2
house , Urban Honolulu
This condo is located in Waikiki, Honolulu, a 3-minute walk from Waikiki Beach and 0.3 miles from Saint Augustine by the Sea.
This 500 sq ft dwelling accommodates up to 7 guests and features 1 bedroom, 1 bathroom, air conditioning, a swimming pool, a jacuzzi, a garden, a sauna, and a full kitchen with a fridge and microwave oven.
Comfy And Modern Condo By Waikiki - Kailua, HI
10 1 review
Kailua, HI
10/02 – 10/03
$482/nightfor 1 night

Comfy And Modern Condo By Waikiki

1 1
house , Urban Honolulu
This condo is located in Waikiki, approximately 0.5 miles from Waikiki Beach and 600 feet from the Royal Hawaiian Shopping Center.
This 570 square foot apartment accommodates up to 11 guests with 1 bedroom and 1 bathroom, offering air conditioning, a swimming pool, jacuzzi, fitness center, and a balcony with WiFi.
Royal Garden Waikiki Resort 2br Apartment - Kailua, HI
Kailua, HI
09/23 – 09/26
$379/nighttotal: $1137 (3 )

Royal Garden Waikiki Resort 2br Apartment

2 2
house , Urban Honolulu
This 2-bedroom apartment in Waikiki, Honolulu, is a 9-minute walk from Fort DeRussy and 0.5 miles from the U.S. Army Museum of Hawaii.
This 1250 square feet residence accommodates up to 11 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, an indoor and outdoor swimming pool, a jacuzzi, a terrace, and a garden.
Two Amazing Views In One Spacious Condo Getaway - Kailua, HI
8.8 4 reviews
Kailua, HI
08/17 – 08/21
$334/nighttotal: $1336 (4 )

Two Amazing Views In One Spacious Condo Getaway

1 2
house , Urban Honolulu
This condo is located in Honolulu, an 8-minute walk from Waikiki Beach and 600 yards from Royal Hawaiian Shopping Center.
This 570-square-foot accommodation offers air conditioning, a private balcony, a hot tub, free Wi-Fi, and a kitchen with a microwave and washing machine, accommodating up to 11 guests.
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