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Kailua-Kona Vacation Rentals & Apartments with Swimming Pool - 176 Rentals Available.

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176 Vacation rentals

Filters applied: Swimming pool

1 / 45

Kailua-Kona House

  • 4
  • 18
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

$699.00

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from $699.00 / night

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1 / 64

Kailua-Kona House

  • 5
  • 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$499.00

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from $499.00 / night

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(11)

1 / 105

Kailua-Kona House

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

Responds fast! Avg. 2 hours 6 minutes

$495.00

Very Good (11 reviews)

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from $495.00 / night

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(2)

1 / 36

Kailua-Kona House

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

$599.00

Very Good (2 reviews)

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from $599.00 / night

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(27)

Certificate of Excellence

1 / 25

Kailua-Kona Condo

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

Responds fast! Avg. 3 hours 12 minutes

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

$205.00

Excellent (27 reviews)

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from $205.00 / night

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(12)

Certificate of Excellence

1 / 18

Kailua-Kona Condo

  • 1
  • 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 3 hours 12 minutes

Certificate of Excellence

“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

$145.00

Excellent (12 reviews)

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from $145.00 / 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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(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

$195.00

Excellent (1 reviews)

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from $195.00 / night

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(12)

1 / 23

Kailua-Kona House

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

Responds fast! Avg. 3 hours 48 minutes

“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

$325.00

Very Good (12 reviews)

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from $325.00 / 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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1 / 20

Kailua-Kona House

  • 6
  • 14
  • min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Ask about children

Responds fast! Avg. 1 hour 50 minutes

$825.00

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from $825.00 / night

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(11)

1 / 97

Kailua-Kona Condo

  • 2
  • 6
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 10 minutes

“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

$185.00

Excellent (11 reviews)

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from $185.00 / night

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(3)

1 / 23

Kailua-Kona House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 50 minutes

“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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1 / 12

Kailua-Kona House

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

Responds fast! Avg. 1 hour 47 minutes

$560.00

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from $560.00 / night

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1 / 31

Kailua-Kona House

  • 5
  • 10
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$2,205.00

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from $2,205.00 / night

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1 / 63

Kailua-Kona House

  • 7
  • 20
  • min stay varies
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$2,485.00

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from $2,485.00 / night

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(3)

Certificate of Excellence

1 / 18

Kailua-Kona Condo

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

Responds fast! Avg. 3 hours 12 minutes

Certificate of Excellence

$151.00

Very Good (3 reviews)

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from $151.00 / night

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(12)

1 / 15

Kailua-Kona House

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

Responds fast! Avg. 3 hours 48 minutes

“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 day...”
- Review left on 02/26/2016

$235.00

Excellent (12 reviews)

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from $235.00 / 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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1 / 26

Kailua-Kona House

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

Responds fast! Avg. 1 hour 42 minutes

$889.00

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from $889.00 / night

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(1)

1 / 24

Kailua-Kona House

  • 4
  • 10
  • 4 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$520.00

Excellent (1 reviews)

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from $520.00 / night

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1 / 48

Kailua-Kona House

  • 6
  • 14
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 47 minutes

$1,850.00

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from $1,850.00 / night

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1 / 40

Kailua-Kona House

  • 7
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 47 minutes

$2,305.00

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from $2,305.00 / night

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1 / 34

Kailua-Kona House

  • 6
  • 20
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$2,360.00

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from $2,360.00 / 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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1 / 41

Kailua-Kona House

  • 10
  • 23
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$1,775.00

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from $1,775.00 / night

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(5)

1 / 8

Kailua-Kona House

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

Responds fast! Avg. 3 hours 43 minutes

“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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(3)

1 / 17

Kailua-Kona House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
“We rented the Dragonfly House in 2009 when my husband?s Dad was diagnosed with a fatal & innopperable brain tumor. Together with Dad?s children & spouses, we enjoyed a tropical farewell for 1 week. The house is perfectly suited for adult couples,...”
- Review left on 12/05/2018

$750.00

Average (3 reviews)

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from $750.00 / night

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1 / 40

Kailua-Kona House

  • 7
  • 17
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 51 minutes

$975.00

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from $975.00 / night

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1 / 24

Kailua-Kona House

  • 4
  • 12
  • min stay varies
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$2,891.00

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from $2,891.00 / 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

$1,200.00

Excellent (1 reviews)

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from $1,200.00 / night

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1 / 67

Kailua-Kona House

  • 9
  • 26
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$3,465.00

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from $3,465.00 / night

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(1)

1 / 16

Kailua-Kona House

  • 5
  • 16
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 1 hour 50 minutes

$595.00

Excellent (1 reviews)

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from $595.00 / night

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(1)

1 / 24

Kailua-Kona House

  • 5
  • 22
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$1,185.00

Excellent (1 reviews)

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from $1,185.00 / night

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1 / 33

Kailua-Kona House

  • 10
  • 20
  • 7 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Ask about children

Responds fast! Avg. 1 hour 50 minutes

$1,775.00

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from $1,775.00 / night

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1 / 36

Kailua-Kona Apartment

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

Responds fast! Avg. 1 hour 50 minutes

$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
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$735.00

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from $735.00 / night

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1 / 23

Kailua-Kona House

  • 3
  • 8
  • 5 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 50 minutes

$505.00

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from $505.00 / night

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1 / 19

Kailua-Kona House

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

$199.00

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from $199.00 / night

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