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Kailua-Kona Vacation Rentals & Apartments with Swimming Pool - 155 Rentals Available.

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155 Vacation rentals

Filters applied: Swimming pool

(4)

1 / 18

Kailua-Kona Manor house

  • 2
  • 7
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$200.00

Excellent (4 reviews)

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from $200.00 / night

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(1)

1 / 25

Kailua-Kona Condo

  • 1
  • 4
  • 6 nights min
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$170.00

Excellent (1 reviews)

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from $170.00 / night

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(10)

1 / 13

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This condo is truly on the ocean. The surf drowns out any other sound and sings you to sleep. There is something magical about that! We ate in almost exclusively and the kitchen had everything we needed to prepare lovely meals. I mean, what...”
- Review left on 02/28/2018

$136.00

Excellent (10 reviews)

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from $136.00 / night

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(1)

1 / 17

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Air conditioning

$162.00

Excellent (1 reviews)

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from $162.00 / night

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(1)

1 / 36

Kailua-Kona House

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

$599.00

Excellent (1 reviews)

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from $599.00 / night

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(8)

1 / 30

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Being at the Sea cliff is my first experience at a resort, on The Big Island of Hawaii. I walked back and forth to Kailua, while getting to know the area. Loved the markets, shopping spots and the helpful local Hawaiian people. The entertainment...”
- Review left on 10/14/2016

$119.00

Very Good (8 reviews)

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from $119.00 / night

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(2)

1 / 39

Kailua-Kona House

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

$399.00

Excellent (2 reviews)

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from $399.00 / night

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1 / 25

Kailua-Kona House

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

$355.00

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from $355.00 / night

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(26)

Certificate of Excellence

1 / 19

Kailua-Kona Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Certificate of Excellence

“Kona Bali Kai #220 was exactly as it was pictured online. We enjoyed our stay here very much. This is the 4th time we've stayed at the Kona Bali Kai (every time in a different unit). We love being able to fall asleep to the sound of the ocean...”
- Review left on 04/01/2018

$191.00

Excellent (26 reviews)

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from $191.00 / night

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(1)

1 / 50

Kailua-Kona House

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

$599.00

Excellent (1 reviews)

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from $599.00 / night

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(3)

1 / 23

Kailua-Kona House

  • 4
  • 12
  • 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

$565.00

Excellent (3 reviews)

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from $565.00 / night

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(10)

1 / 105

Kailua-Kona House

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

$449.00

Very Good (10 reviews)

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from $449.00 / night

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(1)

1 / 24

Kailua-Kona House

  • 5
  • 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,185.00

Excellent (1 reviews)

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from $1,185.00 / night

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1 / 23

Kailua-Kona House

  • 3
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$505.00

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from $505.00 / night

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1 / 28

Kailua-Kona House

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

$1,765.00

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from $1,765.00 / night

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1 / 11

Kailua-Kona House

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

$249.00

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from $249.00 / night

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(12)

1 / 15

Kailua-Kona House

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

$215.00

Excellent (12 reviews)

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from $215.00 / night

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1 / 23

Kailua-Kona Manor house

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1,576.00

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from $1,576.00 / night

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1 / 24

Kailua-Kona House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,576.00

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from $1,576.00 / night

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1 / 13

Kailua-Kona Condo

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

$140.00

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from $140.00 / night

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(1)

1 / 12

Kailua-Kona Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$159.00

Excellent (1 reviews)

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from $159.00 / night

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1 / 45

Kailua-Kona House

  • 4
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

$599.00

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from $599.00 / night

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1 / 64

Kailua-Kona House

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

$499.00

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from $499.00 / night

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(1)

1 / 25

Kailua-Kona House

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

$1,270.00

Excellent (1 reviews)

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from $1,270.00 / night

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(5)

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

$350.00

Excellent (5 reviews)

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from $350.00 / night

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1 / 41

Kailua-Kona House

  • 10
  • 23
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

$1,750.00

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from $1,750.00 / night

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1 / 40

Kailua-Kona House

  • 7
  • 17
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

$965.00

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from $965.00 / night

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1 / 12

Kailua-Kona House

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

$560.00

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from $560.00 / night

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1 / 36

Kailua-Kona Apartment

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

$1,245.00

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from $1,245.00 / night

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1 / 24

Kailua-Kona House

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

$1,010.00

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from $1,010.00 / night

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(1)

1 / 24

Kailua-Kona House

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

$520.00

Excellent (1 reviews)

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from $520.00 / night

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(12)

1 / 23

Kailua-Kona House

  • 5
  • 15
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“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

$350.00

Very Good (12 reviews)

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from $350.00 / night

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1 / 24

Kailua-Kona Villa

  • 4
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$589.00

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from $589.00 / night

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(1)

1 / 12

Kailua-Kona Villa

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

Inquire for Rates

Excellent (1 reviews)

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Pricing unknown

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(11)

1 / 97

Kailua-Kona Condo

  • 2
  • 6
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“We stayed with our two kids as the last stop in a month of travel - this was a wonderful, luxurious way to finish our trip! The kids loved snorkeling across the street at Kahaluu beach and playing in the pool, and the boogie boards and beach chairs...”
- Review left on 07/31/2016

$206.00

Excellent (11 reviews)

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from $206.00 / night

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(1)

1 / 25

Kailua-Kona House

  • 5
  • 22
  • 7 nights min
  • Nearest beach 10 mi
  • Swimming pool
  • Ask about children
“We had 19 family members and we found plenty of space in this house to not feel cramped at all. We were creative in our sleeping arrangements, but we all found places (some more comfortable than others!) Great pool, laundry machines, tons of outdoor...”
- Review left on 12/01/2016

$900.00

Very Good (1 reviews)

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from $900.00 / night

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(1)

1 / 49

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children
“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

$1,000.00

Excellent (1 reviews)

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from $1,000.00 / night

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1 / 17

Kailua-Kona House

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

Inquire for Rates

Inquire

Pricing unknown

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1 / 29

Kailua-Kona Villa

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

Inquire for Rates

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Pricing unknown

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1 / 20

Kailua-Kona House

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

$859.00

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from $859.00 / night

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