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Vacation Rentals & Apartments in Kailua

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34 apartments

Plantation Charm in Kailua

Kailua bungalow

4 bedrooms / 2 bathrooms / sleeps 7

Match: Private outdoor pool (unheated)

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Price per night from

$211

Palione Papalani~Steps from Kailua Beach~large, remodeled with pool&spa

Kailua house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,500

Hale Mokulua ~ with private pool & spa~steps to Lanikai Beach~3 living spaces

Kailua house

5 bedrooms / 5 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$2,571

Mokulua Aina~Lanikai tropical retreat with pool ~ steps to Lanikai Beach

Kailua house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$1,786

Kailua Shores Estate 8 Bedroom

Kailua house

8 bedrooms / 9 bathrooms / sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$5,025

Bright Kailua House w/Pool & Patio by Beaches

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$196

Unforgettable Beachfront Oasis

Kailua villa

6 bedrooms / 5 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,880

Garden of Dreams - swimming pool on property

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$97

Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $199

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 26 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$218

Kailua Surf Paradise Hale, pool

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 19 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$331

Great rentals within 20 miles that match your search

Responds fast! avg. 2 hours 18 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$229

Awesome Studio,Great Location,Huge Saving!

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$133

Popular Waikiki Banyan One Bedroom With Parking

Honolulu condo

1 bedroom / 1 bathroom / sleeps 5

Match: Private outdoor pool (unheated)

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Price per night from

$110

Paradise Rental in Diamond Head Kahala

Kahala house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,405

2 Bedroom/ocean view/parking

Honolulu condo

2 bedrooms / 1 bathroom / sleeps 5

Match: Private outdoor pool (unheated)

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Price per night from

$121

Laguna Surf

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$353

Relaxed Home in Oahu's best neighborhood

Honolulu house

5 bedrooms / 6 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$2,057

Hale Ikena

Kaneohe apartment

1 bedroom / 1 bathroom / sleeps 4

“The perfect honeymoon” My husband and I were married in September and this was our first stop in Hawaii for our 2 week honeymoon. To say the least we were extremely excited, happy, wonderfully delighted with this rental. The Parsons were very friendly and helpful during our stay. They actually let us keep the overflow of souvenirs we purchased at the aloha Bowl Flea Market at their place while we visited the rest of Hawaii on our honeymoon. The vacation rental was very clean and nicely decorated. I would highly recommend this rental to anyone. When we visit Hawaii again I would definitely choose this rental again. Make sure to sit on the patio overlooking the ocean in the morning for the most amazing sunrises you'll ever experience in your life!

Match: Private outdoor pool (unheated)

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Price per night from

$157

WAIKIKI STUDIO WITH GREAT OCEAN VIEW

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$147

Diamond Head Seaside Hideaway

Honolulu house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$2,057

Hale Ohana, Pool, Ocean View Home/Hawaii Kai, Oahu 3+BD/3Bath

Hawaii Kai house

3 bedrooms / 3 bathrooms / sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$631

Hale Koa Estate - beachfront, w/ pool

Laie house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 29 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$2,436

Villa Luana

Hawaii Kai house

6 bedrooms / 7 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,256

Absolutely Ocean View-Parking-Best In Building- $170

Honolulu studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 26 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$80

NEW Luxury Rental! Kahala Oceanside-6bed/6bath - Sleeps 14

Honolulu house

6 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 1 hour 35 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$3,452

Heart of Waikiki,1BR CNR UNIT, NOT A STUDIO, FREE PARKING, WIFI, UNLIMITED CALLS

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 5

“Great” We arrived late after 3 weeks in usa mainland, where we did not stop. Getting our keys and into theunit was so easy. It was so close to get to everything from the unit. We had a family of five and with the sofa bed out it was quite tight. Maybe not so many little tables and trinkets. But that would be our only complaint. Everything was just as the photos showed and a great place for a family. We went and did food shopping at safeway, but then found Wallmart cheaper. Thanks heaps for having us

Responds fast! avg. 3 hours 4 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$183

2 Bedroom / 1 Bathroom Vacation Rental

Honolulu apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$259

Gorgeous 6 bedroom 4 bath house, one block from the ocean.

Kahala house

6 bedrooms / 4 bathrooms / sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$642

The Historic Gingerbread House Sleeps 10 Kahala Beach 1 Booking per 30 days

Kahala house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 33 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,323

Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!

Waimanalo house

9 bedrooms / 8 bathrooms / sleeps 20

Responds fast! avg. 3 hours 21 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$10,460

Cozy Kahala Guesthouse w/Saltwater Pool & Jacuzzi!

Honolulu house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$237

Ground Floor 2 bedroom Great Deal by Pool

Hawaii Kai condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$219

Sunny Studio near Golf, Gardens & Diamond Head Hiking Trail

Honolulu villa

1 bedroom / 1 bathroom / sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$146

Honolulu House w/Shared Pool by Koko Crater!

Hawaii Kai house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$113

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