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Island of Hawaii Vacation Rentals & Homes with Swimming Pool - 192 Rentals Available.

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192 Vacation rentals

Filters applied: Swimming pool

(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

$183

Excellent (19 reviews)

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from $183 / 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 / 27

Kailua-Kona House

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

$599

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from $599 / 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

$375

Very Good (5 reviews)

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from $375 / night

1 / 14

Holualoa House

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

from $249 / night

(1)

1 / 12

Kailua-Kona Condo

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

$159

Excellent (1 reviews)

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from $159 / night

1 / 26

Kailua-Kona House

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

$499

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from $499 / 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

$79

Very Good (12 reviews)

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from $79 / night

(9)

1 / 105

Kailua-Kona House

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

$395

Very Good (9 reviews)

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from $395 / 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

$130

Excellent (7 reviews)

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from $130 / night

(1)

1 / 17

Waikoloa Condo

  • 2
  • 4
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Ask about children

$148

Excellent (1 reviews)

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from $148 / night

1 / 35

Hilo Condo

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $115 / night

(3)

1 / 22

Kohala Coast Apartment

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$495

Excellent (3 reviews)

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from $495 / night

(1)

1 / 15

Waikoloa Condo

  • 2
  • 4
  • 5 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Ask about children
“This is a nice, quiet condo overlooking the golf course and within walking distance to the public beach. Since we eat in a lot, the well stocked kitchen was perfect. We walked across the street to the Hilton to watch the dolphins and walked to the...”
- Review left on 03/03/2016

$145

Excellent (1 reviews)

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from $145 / night

(1)

1 / 49

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

$990

Excellent (1 reviews)

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from $990 / night

1 / 24

Kailua-Kona House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1875

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from $1875 / night

1 / 32

Waimea Townhouse

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

from $890 / night

1 / 19

Waikoloa Condo

  • 2
  • 4
  • Min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Ask about children

from $155 / 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

$550

Excellent (6 reviews)

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from $550 / 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 / 23

Kailua-Kona House

  • 3
  • 8
  • 5 nights min
  • Swimming pool
  • Ask about children

from $479 / night

1 / 11

Kailua-Kona House

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

$249

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from $249 / night

(5)

1 / 20

Kailua-Kona House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The pictures do not do this rental justice. We walked in and were in awe. Speechless. It is beautiful inside. Extremely spacious. The landscaping is luscious and gorgeous. Very private. An added plus is the private pool which we used at least two to...”
- Review left on 10/10/2015

$295

Excellent (5 reviews)

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from $295 / night

(2)

1 / 15

Waikoloa Condo

  • 1
  • 2
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Ask about children

$149

Excellent (2 reviews)

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from $149 / night

1 / 20

Kailua-Kona House

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

from $815 / night

1 / 29

Kailua-Kona Villa

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

from $800 / night

(2)

1 / 39

Kailua-Kona House

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

$399

Excellent (2 reviews)

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from $399 / night

(1)

1 / 21

Kailua-Kona House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1500

Excellent (1 reviews)

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from $1500 / night

1 / 19

Kailua-Kona House

  • 3
  • 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

$199

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from $199 / night

1 / 28

Kailua-Kona House

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

$1379

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from $1379 / night

1 / 15

Hilo Condo

  • 1
  • 2
  • 30 nights min
  • Nearest beach 0.01 mi
  • Swimming pool

$80

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from $80 / night

1 / 36

Kailua-Kona Apartment

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1185

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from $1185 / night

1 / 17

Waimea House

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

from $580 / night

(12)

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

$149

Excellent (12 reviews)

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from $149 / night

(1)

1 / 24

Kailua-Kona House

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

$845

Excellent (1 reviews)

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from $845 / night

(1)

1 / 24

Kailua-Kona House

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$385

Excellent (1 reviews)

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from $385 / night

(9)

1 / 40

Waikoloa Townhouse

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

$239

Excellent (9 reviews)

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from $239 / night

1 / 12

Kailua-Kona House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly

from $590 / night

(2)

1 / 16

Kailua-Kona House

  • 5
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The property was beautiful. We had lots of beach/fun in the sun equipment for us to use including towels and boggie boards. We did not have a view of the ocean which was implied in the ad but we had easy beach access across the street in both...”
- Review left on 03/13/2017

$450

Very Good (2 reviews)

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from $450 / night

1 / 46

Kailua-Kona House

  • 5
  • 17
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$399

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from $399 / night