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Search 105,200+ Vacation Rentals

Kailua Waterfront Homes, Apartments & More - 64 Rentals Available.

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64 Vacation rentals

Filters applied: Waterfront

1 / 16

Kailua House

  • 4
  • 8
  • 120 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 39 minutes

$287.00

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from $287.00 / night

1 / 24

Kailua Apartment

  • 5
  • 10
  • min stay varies
  • Child friendly

$4,000.00

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from $4,000.00 / night

1 / 28

Kailua House

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,250.00

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from $1,250.00 / night

1 / 25

Kailua House

  • 6
  • 11
  • 10 nights min
  • Child friendly
  • Private garden

$995.00

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from $995.00 / night

1 / 23

Kailua Apartment

  • 3
  • 7
  • 10 nights min
  • Child friendly

$569.00

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from $569.00 / night

1 / 16

Kailua House

  • 8
  • 16
  • 10 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$6,500.00

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from $6,500.00 / night

1 / 27

Kailua House

  • 5
  • 12
  • min stay varies
  • Child friendly

$1,500.00

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from $1,500.00 / night

1 / 26

Kailua House

  • 5
  • 12
  • min stay varies
  • Child friendly

$2,000.00

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from $2,000.00 / night

1 / 22

Kailua Apartment

  • 3
  • 8
  • 10 nights min
  • Child friendly

$795.00

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from $795.00 / night

1 / 28

Kailua Apartment

  • 4
  • 9
  • 10 nights min
  • Child friendly

$2,445.00

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from $2,445.00 / night

1 / 7

Kailua Cottage

  • 1
  • 2
  • 3 nights min
  • Child friendly

$225.00

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from $225.00 / night

1 / 30

Kailua House

  • 5
  • 12
  • 10 nights min
  • Child friendly

$2,000.00

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from $2,000.00 / night

1 / 14

Kailua House

  • 4
  • 8
  • 10 nights min
  • Child friendly

$1,601.00

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from $1,601.00 / night

1 / 24

Kailua House

  • 5
  • 10
  • 10 nights min
  • Child friendly

$1,000.00

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from $1,000.00 / night

1 / 33

Kailua House

  • 4
  • 8
  • 10 nights min
  • Child friendly

$875.00

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from $875.00 / night

1 / 32

Kailua House

  • 4
  • 12
  • 10 nights min
  • Child friendly

$4,000.00

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from $4,000.00 / night

1 / 42

Kailua House

  • 3
  • 10
  • 10 nights min
  • Child friendly

$5,000.00

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from $5,000.00 / night

1 / 30

Kailua House

  • 4
  • 12
  • min stay varies
  • Child friendly
  • Private garden

$1,800.00

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from $1,800.00 / night

1 / 14

Kailua House

  • 2
  • 6
  • min stay varies
  • Child friendly

$850.00

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from $850.00 / night

Your search has been expanded 10.8 miles to include more rentals

1 / 29

Honolulu Condo - 10.1 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 2 hours 18 minutes

$224.00

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from $224.00 / night

1 / 27

Honolulu Studio - 10.1 miles away

  • -1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 2 hours 18 minutes

$224.00

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from $224.00 / night

(22)

1 / 6

Honolulu Apartment - 10 miles away

  • 2
  • 8
  • 7 nights min
  • Child friendly

$441.00

Very Good (22 reviews)

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from $441.00 / night

(11)

1 / 29

Honolulu Apartment - 9.8 miles away

  • 1
  • 3
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Car not necessary

$148.00

Excellent (11 reviews)

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from $148.00 / night

1 / 21

Honolulu Condo - 9.7 miles away

  • 1
  • 3
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$144.00

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from $144.00 / night

1 / 15

Honolulu Condo - 9.7 miles away

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

$96.00

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from $96.00 / night

(17)

1 / 20

Honolulu Condo - 9.7 miles away

  • 1
  • 3
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“I booked the room for 6 nights in February, to celebrate my birthday and spend good Valentine time with my wife. Unfortunately, my best friend got into hospital, so I decided to cancel my vacation in order to better support him. Even though the...”
- Review left on 02/12/2017

$152.00

Very Good (17 reviews)

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from $152.00 / night

1 / 13

Honolulu Condo - 10 miles away

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

$240.00

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from $240.00 / night

1 / 11

Honolulu House - 10 miles away

  • 2
  • 5
  • 7 nights min
  • Child friendly

$1,500.00

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from $1,500.00 / night

1 / 24

Kahala Apartment - 10.7 miles away

  • 2
  • 4
  • 90 nights min
  • Child friendly

$250.00

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from $250.00 / night

1 / 17

Hawaii Kai House - 8.1 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$300.00

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from $300.00 / night

1 / 37

Honolulu Condo - 10 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly

$1,500.00

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from $1,500.00 / night

1 / 39

Hawaii Kai House - 7.9 miles away

  • 6
  • 12
  • 10 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,400.00

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from $1,400.00 / night

1 / 36

Hawaii Kai House - 8 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$3,500.00

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from $3,500.00 / night

1 / 22

Hawaii Kai House - 7.7 miles away

  • 3
  • 6
  • 10 nights min
  • Child friendly

$900.00

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from $900.00 / night

1 / 22

Hawaii Kai House - 8 miles away

  • 4
  • 10
  • 10 nights min
  • Child friendly

$975.00

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from $975.00 / night

1 / 35

Kahala House - 10.8 miles away

  • 4
  • 8
  • 10 nights min
  • Child friendly

$850.00

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from $850.00 / night

1 / 19

Kahala Apartment - 9.4 miles away

  • 5
  • 7
  • 10 nights min
  • Child friendly

$3,126.00

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from $3,126.00 / night

1 / 43

Kahala House - 9.4 miles away

  • 6
  • 12
  • 10 nights min
  • Child friendly

$3,540.00

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from $3,540.00 / night

1 / 21

Hawaii Kai House - 8.9 miles away

  • 5
  • 10
  • 10 nights min
  • Child friendly

$709.00

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from $709.00 / night

1 / 27

Kahala House - 10.7 miles away

  • 6
  • 13
  • 10 nights min
  • Child friendly

$850.00

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from $850.00 / night