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Kailua Rentals with Pools

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288 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

$210

Palione Papalani~Steps from Kailua Beach ~ 25% OFF August - November 2020!

Kailua house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

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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: Swimming pool

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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: Swimming pool

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Price per night from

$1,786

Unforgettable Beachfront Oasis

Kailua villa

6 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$1,880

Kailua Beach Studio - Coral Room

Kailua studio

Studio / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$89

Bright Kailua House w/Pool & Patio by Beaches

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 28 minutes

Match: Swimming pool

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Price per night from

$196

Tropical Garden Studio - Pool on property

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$61

Tropical Garden Cottage

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$76

Kailua Shores Estate 8 Bedroom

Kailua house

8 bedrooms / 9 bathrooms / sleeps 16

Match: Swimming pool

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Price per night from

$5,023

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

$97

Place in Paradise~Kailua Beach Front ~ Large private home sleeps up to 14.

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

$1,500

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

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 26 minutes

Match: Swimming pool

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Price per night from

$217

Kailua Surf Paradise Hale, pool

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 19 minutes

Match: Swimming pool

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Price per night from

$331

Absolutely Oceanfront - Large Studio - Ocean/Mtn Views-60' Waterfall Pool

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 26 minutes

Match: Swimming pool

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Price per night from

$201

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

$245

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

$221

Christmas & New Years 2020 Book Soon!

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$159

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

$165

Responds fast! avg. 2 hours 18 minutes

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Price per night from

$229

Astonishing Ocean Front at Ilikai with Diamond Head View

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$338

Waikiki Home on Ala Wai Canal-Close to Beach, Shopping, Entertainment,Everything

Honolulu apartment

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$175

One of a Kind Luxury Suite w/Amenities.Sleeps 1-5!

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 5

“HOME AWAY FROM HOME!” HOME AWAY FROM HOME! This was my home away from home for 3 weeks in May! I was so happy staying here! If you're staying in Waikiki and need space like I do, single or a couple, or family with kids and don't like small hotel rooms, like me, and want a place to call home, look no further! This is the place I highly recommend. I loved using the pool and gym on that amazing roof space, WOW!!!! Having WIFI in the condo and reception was so helpful. Did not let me down or slow me down, all high speeds, just like home guys! The Location was perfect! Beach, all major hotels, shops, buses, bars, night clubs, sports bars, my new favourite scuba shop all on foot and flip flops. I weaved my way around Waikiki, got to know all the shortcuts to and from the beach. I can tell you this is the perfect spot to be in paradise. Off the main street, away from all the noise. I met a lot of people and they were so envious of me staying in a private condo, in this location, compared to their small space and when I told them what I was paying - need I say more? My host was marvellous with informing details prior to arriving. My perfect holiday!

Responds fast! avg. 2 hours 51 minutes

Match: Swimming pool

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Price per night from

$140

Ocean view condo in Waikiki w/ lanai, free parking & shared pool/tennis/gym!

Honolulu house

3 bedrooms / 2 bathrooms / sleeps 13

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Price per night from

$502

Waikiki Skytower 2101

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$206

Waikiki specious apartment

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$83

Awesome Studio,Great Location,Huge Saving!

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$133

(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

$117

Responds fast! avg. 2 hours 18 minutes

Match: Swimming pool

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Price per night from

$229

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

$171

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

$153

Sweetwater at Waikiki: 1-Bedroom, Sleeps 4 Full Kitchen

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$198

Ocean Views | 31 th Floor Penthouse in Waikiki | WiFi & Parking Included

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$199

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

$164

2br - 1270ft2 - Come to Waikiki and enjoy Paradise

Honolulu condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 34 minutes

Match: Swimming pool

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Price per night from

$199

Premium Studio at the Wyndham Royal Garden. Minimum rental 5 nights.

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 48 minutes

Match: Swimming pool

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Price per night from

$171

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

$188

Popular Waikiki Banyan One Bedroom With Parking

Honolulu condo

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$110

Viewing 38 of 288
rentals in Kailua

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