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Kailua-Kona Vacation Rentals & Apartments 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

$499

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from $499 / night

(2)

1 / 39

Kailua-Kona House

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

$299

Excellent (2 reviews)

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from $299 / night

1 / 27

Kailua-Kona House

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

$199

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from $199 / night

(1)

1 / 24

Kailua-Kona House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children

$560

Excellent (1 reviews)

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from $560 / 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

(8)

1 / 105

Kailua-Kona House

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

$395

Excellent (8 reviews)

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from $395 / 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

(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

(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

1 / 29

Kailua-Kona Villa

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

from $800 / night

(1)

1 / 24

Kailua-Kona House

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

$385

Excellent (1 reviews)

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from $385 / 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

$395

Very Good (5 reviews)

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from $395 / night

1 / 25

Kailua-Kona House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $685 / night

1 / 11

Kailua-Kona House

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

$249

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from $249 / night

1 / 13

Kailua-Kona Condo

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

$140

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from $140 / night

(11)

1 / 24

Kailua-Kona House

  • 5
  • 12
  • 6 nights min
  • Swimming pool
  • Ask about children
“We enjoyed a family reunion at this comfortable, well equipped home. The family with the baby slept downstairs where he could nap quietly. It was a very safe set-up for little ones with a convenient high-chair, crib, and appropriate pool toys. We...”
- Review left on 05/28/2016

$290

Very Good (11 reviews)

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from $290 / night

1 / 20

Kailua-Kona House

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

from $815 / 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
  • Child friendly

from $575 / night

1 / 17

Kailua-Kona House

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

from $600 / 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

(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

1 / 24

Kailua-Kona House

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

$800

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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

(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

1 / 26

Kailua-Kona House

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

from $439 / 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

$509

Very Good (2 reviews)

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from $509 / 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

$335

Excellent (4 reviews)

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from $335 / 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 / 46

Kailua-Kona House

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

$299

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from $299 / night

(1)

1 / 25

Kailua-Kona House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children

$1100

Excellent (1 reviews)

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from $1100 / 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

$990

Excellent (1 reviews)

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from $990 / night

1 / 23

Kailua-Kona House

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

from $410 / night

1 / 28

Kailua-Kona House

  • 10
  • 20
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1375

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from $1375 / night

1 / 24

Kailua-Kona Villa

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

from $555 / night

(1)

1 / 23

Kailua-Kona Villa

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
“Family from Australia, Chicago and Vermont -17 in all- spent 6 days in this truly stunning villa. This very spacious residence is beautifully decorated and very well equipped. The pool was happily occupied by young and old alike most of the day....”
- Review left on 07/10/2016

$745

Excellent (1 reviews)

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from $745 / night

(3)

1 / 23

Kailua-Kona House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“8 of us came to Kona on a family vacation and the home was perfect. Located very conveniently to everything in Kona, but nestled in a quiet neighborhood we couldn't not have enjoyed it more. Beautiful, well-appointed home, comfortable and spacious....”
- Review left on 06/24/2016

$595

Excellent (3 reviews)

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from $595 / night

1 / 36

Kailua-Kona Apartment

  • 10
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1150

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from $1150 / 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

(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