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Kailua-Kona Vacation Rentals & Apartments with Swimming Pool - 32 Rentals Available.

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32 Vacation rentals

Filters applied: Swimming pool

1 / 47

Kailua-Kona House

  • 4
  • 18
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

Responds fast! Avg. 49 minutes

$801.00

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from $801.00 / night

1 / 64

Kailua-Kona House

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

$572.00

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from $572.00 / night

(3)

1 / 36

Kailua-Kona House

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

Responds fast! Avg. 46 minutes

$915.00

Average (3 reviews)

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from $915.00 / night

(11)

1 / 77

Kailua-Kona House

  • 6
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool

Responds fast! Avg. 1 hour 33 minutes

$567.00

Very Good (11 reviews)

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from $567.00 / night

(14)

1 / 97

Kailua-Kona Condo

  • 2
  • 6
  • 3 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 34 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

$155.00

Excellent (14 reviews)

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from $155.00 / night

(8)

Certificate of Excellence

1 / 16

Kailua-Kona Condo

  • 1
  • 3
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 48 minutes

Travelers’ Choice award

$215.00

Very Good (8 reviews)

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from $215.00 / night

(1)

1 / 24

Kailua-Kona House

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

Responds fast! Avg. 3 hours 2 minutes

$596.00

Excellent (1 reviews)

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from $596.00 / night

1 / 25

Kailua-Kona House

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

$1,018.00

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from $1,018.00 / night

(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

$148.00

Very Good (8 reviews)

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from $148.00 / night

1 / 40

Kailua-Kona House

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

Responds fast! Avg. 3 hours 11 minutes

$1,289.00

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from $1,289.00 / night

(6)

1 / 8

Kailua-Kona House

  • 4
  • 10
  • 5 nights min
  • 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

$401.00

Excellent (6 reviews)

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from $401.00 / night

(5)

1 / 51

Kailua-Kona House

  • 5
  • 13
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“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

$567.00

Very Good (5 reviews)

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from $567.00 / night

1 / 24

Kailua-Kona House

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

Responds fast! Avg. 3 hours 2 minutes

$3,310.00

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from $3,310.00 / night

(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

$1,134.00

Excellent (1 reviews)

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from $1,134.00 / night

(1)

1 / 16

Kailua-Kona House

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

$753.00

Excellent (1 reviews)

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from $753.00 / night

1 / 33

Kailua-Kona House

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

$2,033.00

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from $2,033.00 / night

1 / 24

Kailua-Kona Villa

  • 4
  • 14
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 2 minutes

$675.00

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from $675.00 / night

1 / 25

Kailua-Kona House

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

$441.00

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from $441.00 / night

(1)

1 / 13

Kailua-Kona Condo

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

Responds fast! Avg. 55 minutes

$130.00

Excellent (1 reviews)

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from $130.00 / night

(2)

1 / 13

Kailua-Kona Condo

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 55 minutes

$165.00

Very Good (2 reviews)

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from $165.00 / night

(15)

1 / 11

Kailua-Kona Condo

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 55 minutes

$100.00

Very Good (15 reviews)

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from $100.00 / night

(3)

1 / 11

Kailua-Kona Condo

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly

Responds fast! Avg. 55 minutes

$135.00

Very Good (3 reviews)

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from $135.00 / night

(8)

1 / 13

Kailua-Kona Condo

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Responds fast! Avg. 55 minutes

$189.00

Very Good (8 reviews)

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from $189.00 / night

1 / 18

Kailua-Kona Condo

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 55 minutes

$275.00

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from $275.00 / night

1 / 12

Kailua-Kona Condo

  • 1
  • 2
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 55 minutes

$110.00

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from $110.00 / night

(1)

1 / 15

Kailua-Kona Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 55 minutes

$139.00

Excellent (1 reviews)

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from $139.00 / night

1 / 66

Kailua-Kona House

  • 16
  • 38
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,658.00

Inquire

from $3,658.00 / night

(2)

1 / 11

Kailua-Kona Condo

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

Responds fast! Avg. 55 minutes

$139.00

Average (2 reviews)

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from $139.00 / night

Your search has been expanded 3.7 miles to include more rentals

1 / 25

Holualoa House - 3.3 miles away

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

Responds fast! Avg. 3 hours 11 minutes

$1,018.00

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from $1,018.00 / night

1 / 25

Keauhou House - 3.7 miles away

  • 4
  • 10
  • 3 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 2 minutes

$453.00

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from $453.00 / night

1 / 74

Keauhou Villa - 3.6 miles away

  • 7
  • 25
  • 5 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$572.00

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from $572.00 / night

(6)

1 / 42

Holualoa House - 3.1 miles away

  • 7
  • 16
  • min stay varies
  • Nearest beach 13 mi
  • 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

$796.00

Excellent (6 reviews)

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from $796.00 / night