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Ka'anapali Vacation Rentals & Condos with Swimming Pool - 468 Rentals Available.

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468 Vacation rentals

Filters applied: Swimming pool

(16)

1 / 24

Ka'anapali Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“I had the pleasure of staying at this lovely, fully remodeled oceanfront condo at the Papakea resort. I couldn't believe how close we were to the ocean. Sitting on the deck each morning sipping my coffee and looking out across the channel to Molokai...”
- Review left on 02/22/2017

$250.00

Excellent (16 reviews)

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from $250.00 / night

1 / 29

Ka'anapali Condo

  • 1
  • 4
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 23 minutes

$331.00

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from $331.00 / night

1 / 41

Ka'anapali Condo

  • 5
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 8 minutes

$957.00

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from $957.00 / night

1 / 14

Ka'anapali Condo

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$274.00

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from $274.00 / night

1 / 39

Ka'anapali Apartment

  • 2
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$801.00

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from $801.00 / night

1 / 49

Ka'anapali Apartment

  • 1
  • 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$351.00

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from $351.00 / night

1 / 12

Ka'anapali Studio

  • -1
  • 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$269.00

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from $269.00 / night

1 / 34

Ka'anapali Studio

  • -1
  • 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$269.00

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from $269.00 / night

1 / 25

Ka'anapali Apartment

  • 2
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$450.00

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from $450.00 / night

1 / 28

Ka'anapali Condo

  • 1
  • 2
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$250.00

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from $250.00 / night

1 / 24

Ka'anapali Studio

  • -1
  • 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$269.00

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from $269.00 / night

(1)

1 / 25

Ka'anapali Condo

  • 1
  • 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250.00

Excellent (1 reviews)

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from $250.00 / night

1 / 26

Ka'anapali Apartment

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$359.00

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from $359.00 / night

(5)

1 / 50

Ka'anapali House

  • 3
  • 6
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,150.00

Excellent (5 reviews)

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from $2,150.00 / night

(2)

1 / 36

Ka'anapali Apartment

  • 1
  • 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$440.00

Average (2 reviews)

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from $440.00 / night

Your search has been expanded 19 miles to include more rentals

(2)

1 / 26

Maalaea Condo - 14.8 miles away

  • 1
  • 2
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
“My wife and I stayed here for a little over a week and really enjoyed it. The place was clean, nicely furnished and reasonably priced. You really can't beat the view, I spent a lot of time drinking coffee on the lanai and watching the sunrises, sun...”
- Review left on 12/28/2016

$165.00

Excellent (2 reviews)

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from $165.00 / night

1 / 15

Lahaina Villa - 3.4 miles away

  • 2
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$701.00

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from $701.00 / night

1 / 31

Kihei House - 18.9 miles away

  • 1
  • 3
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$167.00

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from $167.00 / night

(2)

1 / 43

Kihei Condo - 18.9 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We very much enjoyed our stay in Unit 4G. The condo is nicely furnished and very roomy & comfortable. I plan on renting this unit for another week in 2018...”
- Review left on 03/12/2017

$430.00

Excellent (2 reviews)

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from $430.00 / night

(3)

1 / 22

Lahaina Condo - 2.6 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This home-away-from-home was a perfect blend of relaxing and be active and busy! Loved the location and the gardens! The view was amazing and turtles could be found every time we looked for them. Sunsets were wonderful from the Lanai and the...”
- Review left on 06/11/2016

$167.00

Very Good (3 reviews)

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from $167.00 / night

1 / 23

Lahaina House - 3.4 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 8 minutes

$750.00

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from $750.00 / night

1 / 23

Lahaina Condo - 3.6 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$500.00

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from $500.00 / night

1 / 7

Napili-Honokowai Apartment - 2.6 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$167.00

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from $167.00 / night

(1)

1 / 40

Kihei Condo - 18.9 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“Although this is an older property, the grounds are beautifully kept. The unit we stayed in had been updated with tile flooring and freshly painted, so it was very bright and cozy. We enjoyed our stay...”
- Review left on 11/21/2016

$167.00

Very Good (1 reviews)

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from $167.00 / night

1 / 39

Lahaina Condo - 3.4 miles away

  • 6
  • 14
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 8 minutes

$1,329.00

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from $1,329.00 / night

1 / 31

Lahaina Condo - 3.4 miles away

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 8 minutes

$1,226.00

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from $1,226.00 / night

1 / 32

Kihei House - 18.9 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$258.00

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from $258.00 / night

1 / 29

Lahaina Apartment - 3.4 miles away

  • 4
  • 14
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 8 minutes

$1,300.00

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from $1,300.00 / night

1 / 40

Lahaina House - 3.4 miles away

  • 6
  • 12
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 8 minutes

$3,006.00

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from $3,006.00 / night

1 / 40

Lahaina Condo - 3.4 miles away

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 50 minutes

$440.00

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from $440.00 / night

(26)

1 / 14

Lahaina Hotel apartment - 3.6 miles away

  • 1
  • 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$158.00

Excellent (26 reviews)

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from $158.00 / night

(5)

1 / 18

Kihei Apartment - 18.9 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$246.00

Very Good (5 reviews)

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from $246.00 / night

(1)

1 / 28

Kihei Condo - 19 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250.00

Excellent (1 reviews)

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from $250.00 / night

(1)

1 / 5

Napili-Honokowai Condo - 3.3 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly

$153.00

Excellent (1 reviews)

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from $153.00 / night

1 / 16

Kihei Apartment - 17.7 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

$299.00

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from $299.00 / night

(3)

1 / 25

Lahaina House - 2.1 miles away

  • 4
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This rental was excellent! We were a family group of 8 adults and 3 children. Upon check in we were greeted by Karen the property manager who explained where everything was kept and how things worked. A Beautiful welcome basket of fresh fruit and...”
- Review left on 08/10/2018

$695.00

Excellent (3 reviews)

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from $695.00 / night

(15)

1 / 16

Kihei Apartment - 17.5 miles away

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$326.00

Very Good (15 reviews)

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from $326.00 / night

1 / 34

Lahaina Apartment - 1.6 miles away

  • 1
  • 2
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$329.00

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from $329.00 / night

1 / 16

Kihei Apartment - 17.5 miles away

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$180.00

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from $180.00 / night

1 / 16

Kihei Apartment - 17.5 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$326.00

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from $326.00 / night