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Kailua Rentals with Pools

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335 apartments in Kailua with pools

Plantation Charm in Kailua

Kailua bungalow

4 bedrooms / 2 bathrooms / sleeps 7

Match: Swimming pool

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Price per night from

$208

Palione Papalani~Steps from Kailua Beach w/ private pool & hot tub

Kailua house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$1,802

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

Kailua house

5 bedrooms / 5 bathrooms / sleeps 14

Match: Swimming pool

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Price per night from

$3,574

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

Kailua house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$1,502

Kailua Beach Studio - Tiki Room

Kailua studio

Studio / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$133

Kailua Beach Studio - Coral Room

Kailua studio

Studio / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$150

Bright Kailua House w/Pool & Patio by Beaches

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 14 minutes

Match: Swimming pool

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Price per night from

$196

Last minute opening *Garden Studio with pool on property*

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$101

Tropical Garden Cottage

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$118

Kailua Shores Estate 8 Bedroom

Kailua house

8 bedrooms / 9 bathrooms / sleeps 16

Match: Swimming pool

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Price per night from

$6,599

Garden of Dreams - swimming pool on property

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$107

Kailua Beach Front - Licensed TVU Available for Nightly Rent

Kailua house

5 bedrooms / 5 bathrooms / sleeps 14

“INCREDIBLE!” Best vacation home in Kailua (possibly the world)! The house itself has everything you need and is spacious and luxurious. The location is second to none, with one of the best best beaches right on your doorstep. Great option for families and large groups who like a bit of space. The property manager is a legend and makes the best bread pudding on the planet. If you're after a vacation/holiday to remember, this is it! Highly, highy recommend. Cheers, Johno.

Match: Swimming pool

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Price per night from

$1,802

Kailua Surf Paradise Hale, pool

Kailua house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 39 minutes

Match: Swimming pool

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Price per night from

$285

Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of

Kailua house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 6 minutes

Match: Swimming pool

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Price per night from

$2,430

Great rentals within 20 miles that match your search

Ala Moana Condo - 1 Bdrm Ocean View - 24th Fl. !

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$271

Magnificent Ocean View Penthouse Condo in Waikiki

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$244

Ocean and City view condo in the Banyan

Honolulu condo

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$182

Responds fast! avg. 2 hours 18 minutes

Match: Swimming pool

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Price per night from

$253

Waikiki Skytower 2101

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$228

(Waikiki) Island Colony, Quality Studio w/ocean, city & mountain views!

Honolulu condo

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$129

Responds fast! avg. 2 hours 18 minutes

Match: Swimming pool

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Price per night from

$254

Hawaiian King- Modern Elegance with Hawaiian Charm

Honolulu condo

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$189

Waikiki Wyndham Royal Garden, Classy & Spacious w/ Mini Kitchen

Honolulu studio

Studio / 1 bathroom / sleeps 4

“Happy” Room was great. Enjoy pool firework not the crowds of other hotels Nice place I would stay again. Room had everything your home would have . Very big great for 1-2 people

Responds fast! avg. 2 hours 6 minutes

Match: Swimming pool

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Price per night from

$169

Cozy ocean view high floor Waikiki with FREE Parking

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 19 minutes

Match: Swimming pool

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Price per night from

$181

Ocean front building. Best price and location!

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 33 minutes

Match: Swimming pool

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Price per night from

$208

RENOVATED & SPACIOUS 798 SQ FT Ocean View Suite + Den, FREE PARKING

Honolulu hotel apartment

1 bedroom / 1 bathroom / sleeps 6

Match: Swimming pool

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Price per night from

$180

Waikikilux Luxury Boutique Accommodations

Honolulu studio

Studio / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$150

Waikiki Banyan, 36th Floor Panoramic View

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$215

Condo Honolulu downtown. Parking inc. 1088 Bishop St. Executive Centre near HPU

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Swimming pool

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Price per night from

$208

Luana Waikiki, 1410

Honolulu studio

Studio / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$181

Panoramic Ocean Suite (1) Bedroom

Honolulu condo

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$182

Marine Surf condo/ Free Parking/Free WiFi

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 3

“Perfect with comforts of home” My fiancé and I stayed in the one bedroom condo for a week and loved it! The location was perfect, close to the lagoon part of the beach, which we prefer and steps away from restaurants, shops, the main supermarket and the bus stop. The condo has lots of little extras that are great to have such as beach chairs and sun umbrellas, books and even goodies to aid in cooking in the kitchen cupboards! The condo was a good size, light and airy with a large balcony and windows looking out to the beach. The owner, Thomas, was so lovely; he was there to welcome us and only a phone call away if we had any queries. Overall, the perfect place to unwind, relax and enjoy Waikiki!

Match: Swimming pool

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Price per night from

$168

Affordable Luxury; Immaculate, 36th Floor Condo

Honolulu condo

1 bedroom / 1 bathroom / sleeps 5

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Price per night from

$260

WAIKIKI - Private Beds in Female Shared Room

Honolulu hotel apartment

2 bedrooms / 1 bathroom / sleeps 8

Match: Swimming pool

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Price per night from

$48

1 in a million, 220 degree ocean view

Honolulu condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$522

VACATION IN PARADISE WAIKIKI BEACH

Honolulu condo

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 13 minutes

Match: Swimming pool

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Price per night from

$269

A Center of Waikiki, High floor w/ocean, mountain ,gold course views!

Honolulu condo

1 bedroom / 1 bathroom / sleeps 3

Match: Swimming pool

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Price per night from

$163

Manoa Valley Inn

Honolulu b&b

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$247

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