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Ka'anapali Vacation Rentals & Condos with Swimming Pool - 399 Rentals Available.

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399 Vacation rentals

Filters applied: Swimming pool

1 / 29

Ka'anapali Condo

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

Responds fast! Avg. 3 hours 27 minutes

$331.00

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from $331.00 / night

(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 / 41

Ka'anapali Condo

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

$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

$249.00

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from $249.00 / night

1 / 55

Ka'anapali Apartment

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$325.00

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from $325.00 / night

1 / 29

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)

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 / 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

(5)

1 / 50

Ka'anapali House

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

$2,300.00

Excellent (5 reviews)

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from $2,300.00 / night

Your search has been expanded 19.3 miles to include more rentals

(15)

1 / 42

Lahaina Condo - 2.7 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

Responds fast! Avg. 35 minutes

$247.00

Excellent (15 reviews)

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from $247.00 / night

1 / 15

Lahaina Villa - 3.4 miles away

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

$786.00

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from $786.00 / night

1 / 23

Lahaina Villa - 0.1 miles away

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$810.00

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from $810.00 / night

1 / 23

Lahaina House - 3.4 miles away

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

$1,007.00

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from $1,007.00 / 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 / 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

(14)

1 / 93

Lahaina Condo - 0.1 miles away

  • 2
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The condo was great. This was our first time to stay there, would highly recommend. Great location and had everything you need. It was very clean and spacious. Loved having a washer and dryer. We really enjoyed our stay...”
- Review left on 12/23/2015

$245.00

Very Good (14 reviews)

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from $245.00 / night

1 / 39

Lahaina Condo - 3.4 miles away

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

$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

$1,226.00

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from $1,226.00 / night

1 / 29

Lahaina Apartment - 3.4 miles away

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

$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

$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

$504.00

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from $504.00 / night

(26)

1 / 14

Lahaina Hotel apartment - 3.6 miles away

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

Responds fast! Avg. 3 hours 19 minutes

$155.00

Excellent (26 reviews)

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from $155.00 / night

(5)

1 / 18

Kihei Apartment - 18.9 miles away

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

$245.00

Very Good (5 reviews)

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from $245.00 / night

(6)

1 / 20

Lahaina Apartment - 3.6 miles away

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$160.00

Very Good (6 reviews)

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from $160.00 / night

(1)

1 / 5

Napili-Honokowai Condo - 3.3 miles away

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

Responds fast! Avg. 3 hours 19 minutes

$129.00

Excellent (1 reviews)

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from $129.00 / 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 / 26

Lahaina Apartment - 3.3 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$225.00

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from $225.00 / night

(12)

1 / 36

Kihei House - 19.3 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$650.00

Excellent (12 reviews)

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from $650.00 / night

1 / 43

Lahaina Apartment - 2.4 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$200.00

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from $200.00 / night

(3)

1 / 29

Kihei Apartment - 18.8 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$169.00

Excellent (3 reviews)

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from $169.00 / night

(8)

1 / 18

Lahaina Studio - 3.3 miles away

  • -1
  • 3
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$120.00

Excellent (8 reviews)

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from $120.00 / night

(1)

1 / 21

Kihei Apartment - 18.8 miles away

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

$180.00

Excellent (1 reviews)

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from $180.00 / night

(5)

1 / 49

Lahaina Apartment - 3.6 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$475.00

Very Good (5 reviews)

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from $475.00 / night

1 / 16

Kihei Apartment - 17.5 miles away

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

$325.00

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from $325.00 / night

(3)

1 / 36

Lahaina Apartment - 0.1 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$240.00

Very Good (3 reviews)

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from $240.00 / night

(6)

1 / 38

Lahaina Apartment - 3.3 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$120.00

Very Good (6 reviews)

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from $120.00 / night

(2)

1 / 30

Lahaina Apartment - 3.3 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$165.00

Average (2 reviews)

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from $165.00 / night

(5)

1 / 35

Lahaina Studio - 1.5 miles away

  • -1
  • 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$225.00

Excellent (5 reviews)

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from $225.00 / night

(3)

1 / 20

Lahaina Studio - 3.4 miles away

  • -1
  • 3
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$120.00

Very Good (3 reviews)

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from $120.00 / night

(27)

1 / 35

Lahaina Apartment - 1.5 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$280.00

Very Good (27 reviews)

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from $280.00 / night