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Search 105,200+ Vacation Rentals

Kailua Waterfront Homes, Apartments & More - 76 Rentals Available.

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76 Vacation rentals

Filters applied: Waterfront

(4)

1 / 24

Kailua House

  • 1
  • 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“My stay was delightful in this one bedroom apartment. My view of the ocean was spectacular. Everything was meticulous and I couldn't have been more pleased. The full obscure blinds on the windows when the sun was shining in were a real benefit to...”
- Review left on 01/07/2017

$228.00

Very Good (4 reviews)

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from $228.00 / night

1 / 16

Kailua House

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

Responds fast! Avg. 1 hour 50 minutes

$363.00

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from $363.00 / night

1 / 33

Kailua House

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

$228.00

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from $228.00 / 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

$6,501.00

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from $6,501.00 / night

1 / 27

Kailua House

  • 5
  • 12
  • min stay varies
  • Child friendly

$1,501.00

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from $1,501.00 / 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 10.7 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

(2)

1 / 10

Honolulu Condo - 9.9 miles away

  • 1
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$107.00

Average (2 reviews)

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from $107.00 / 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

(2)

1 / 9

Honolulu Condo - 9.9 miles away

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This is a well situated Condo two blocks from the beach and in the midst of shopping and restaurants. The Condo is clean and well appointed. Nothing was needed. The owner has well thought out our every wish and desire. A definite must book for...”
- Review left on 07/11/2016

$144.00

Excellent (2 reviews)

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from $144.00 / 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)

1 / 16

Honolulu Studio - 9.7 miles away

  • -1
  • 2
  • 30 nights min
  • Swimming pool
  • Car not necessary

$84.00

Excellent (1 reviews)

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from $84.00 / night

1 / 11

Honolulu House - 10 miles away

  • 2
  • 5
  • 7 nights min
  • Child friendly

$1,501.00

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from $1,501.00 / 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

$1,501.00

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from $1,501.00 / night

(5)

1 / 16

Honolulu Condo - 9.8 miles away

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$119.00

Excellent (5 reviews)

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from $119.00 / 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