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Island of Hawaii Vacation Rentals & Homes with Swimming Pool - 137 Rentals Available.

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137 Vacation rentals

Filters applied: Swimming pool

1 / 26

Kailua-Kona House

  • 5
  • 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$500

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from $500 / night

1 / 27

Kailua-Kona House

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

$200

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from $200 / night

(3)

1 / 22

Kohala Coast Apartment

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$467

Excellent (3 reviews)

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from $467 / night

(1)

1 / 12

Kailua-Kona Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$160

Excellent (1 reviews)

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from $160 / night

(2)

1 / 39

Kailua-Kona House

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$300

Excellent (2 reviews)

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from $300 / night

(7)

1 / 13

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This is a beautiful spot to stay at. We watched the sunset from the lanai and the white sands beach across the street. This is a nice and quiet location. The condo was perfect and had everything we needed. To be able to listen to the waves crash...”
- Review left on 03/13/2017

$131

Excellent (7 reviews)

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from $131 / night

(4)

1 / 105

Kailua-Kona House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

$396

Very Good (4 reviews)

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from $396 / night

(5)

1 / 51

Kailua-Kona House

  • 5
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I really enjoyed the stay at this property. The setting and the facilities are perfect for an active family. The location and weather was perfect. We would not hesitate to recommend this property to our friends and family. We would also...”
- Review left on 10/17/2016

$396

Very Good (5 reviews)

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from $396 / night

(6)

1 / 42

Holualoa House

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
“We stayed here for our wedding and had the whole wedding party stay in the house. Everything was awesome loved it. Close to the beach and shopping. The contact was more than helpful and very nice. Will be telling everyone we know and visiting the...”
- Review left on 09/10/2015

$551

Excellent (6 reviews)

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from $551 / night

(1)

1 / 14

Kailua-Kona House

  • 4
  • 22
  • Min stay varies
  • Swimming pool
  • Ask about children
“This house could not have been better for our group. It is such a great space, open yet with private rooms and floors to accommodate our group of sixteen teenagers(eight boys and eight girls) with three adults.The view from the deck is amazing, and...”
- Review left on 06/19/2015

$300

Excellent (1 reviews)

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from $300 / night

1 / 32

Waimea Townhouse

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $891 / night

1 / 29

Kailua-Kona Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children

from $800 / night

1 / 46

Kailua-Kona House

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$300

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from $300 / night

1 / 13

Kailua-Kona Condo

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

$140

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from $140 / night

(12)

1 / 12

Kailua-Kona Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was my 4th reservations with Rita at Kona Islander Inn. There was a little rearranging so my boyfriend (his first stay) and I ended up staying in another condo than previously thought which was pleasant but not Rita's room. It all worked out ( I...”
- Review left on 02/09/2017

$89

Very Good (12 reviews)

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from $89 / night

(2)

1 / 21

Waikoloa Apartment

  • 2
  • 4
  • 4 nights min
  • Nearest beach 0.7 mi
  • Swimming pool
  • Ask about children

$289

Excellent (2 reviews)

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from $289 / night

1 / 16

Kailua-Kona House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $685 / night

1 / 20

Kailua-Kona House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children

from $816 / night

1 / 24

Kailua-Kona House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $811 / night

(1)

1 / 12

Kailua-Kona Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children

$800

Excellent (1 reviews)

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from $800 / night

(1)

1 / 24

Kailua-Kona House

  • 5
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children

$749

Excellent (1 reviews)

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from $749 / night

(1)

1 / 52

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“the neighbourhood is quiet and very peaceful especially at night . watching the sun set in the evening while sitting on the pool deck is a pleasant way to end the day . the view is unobstructed and you can tell what day of the week it is by observing...”
- Review left on 05/17/2016

$991

Excellent (1 reviews)

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from $991 / night

(3)

1 / 18

Kailua-Kona Manor house

  • 2
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$200

Very Good (3 reviews)

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from $200 / night

1 / 17

Waimea House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children

from $580 / night

1 / 24

Kailua-Kona House

  • 5
  • 10
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $800 / night

(1)

1 / 21

Kailua-Kona House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1500

Excellent (1 reviews)

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from $1500 / night

1 / 14

Holualoa House

  • 3
  • 7
  • 4 nights min
  • Swimming pool
  • Ask about children

from $180 / night

1 / 26

Kailua-Kona House

  • 4
  • 10
  • 3 nights min
  • Swimming pool
  • Ask about children

from $440 / night

(9)

1 / 41

Waikoloa Townhouse

  • 2
  • 4
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

$220

Excellent (9 reviews)

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from $220 / night

1 / 34

Kailua-Kona House

  • 4
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

$700

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from $700 / night

1 / 12

Kailua-Kona House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children

from $576 / night

1 / 24

Kailua-Kona Condo

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $100 / night

1 / 24

Kailua-Kona House

  • 4
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $440 / night

(11)

1 / 15

Kailua-Kona House

  • 4
  • 10
  • 6 nights min
  • Swimming pool
  • Ask about children
“The Hibiscus Pool Home was an awesome fit for our vacation in Kona. We were close to the beaches, to town, and family was nearby. The kids loved the pool and all the beach gear was much appreciated. The sunsets from the lanai were stunning every...”
- Review left on 02/26/2016

$180

Excellent (11 reviews)

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from $180 / night

1 / 23

Kailua-Kona Manor house

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1251

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from $1251 / night

1 / 11

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly

$249

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from $249 / night

1 / 28

Kailua-Kona House

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1376

Inquire

from $1376 / night

1 / 24

Kailua-Kona Villa

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $556 / night

(19)

1 / 19

Kailua-Kona Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Enjoyed the view of the ocean and wildlife while staying at this condo. The amenities were more than we expected! Boogie boards, snorkeling equipment, cheese slicer, and a bedroom right off the deck so you could leave the doors open and hear the...”
- Review left on 03/12/2017

$184

Excellent (19 reviews)

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from $184 / night

(4)

1 / 8

Kailua-Kona House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
“You can not find a better location for your stay on the big island. Large private home with a backyard you would never want to leave. We picked fresh bananas from the tree out back! Great home for people of all ages and large families. Fabulous floor...”
- Review left on 02/14/2017

$336

Excellent (4 reviews)

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from $336 / night