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Kailua Waterfront Homes, Apartments & More - 90 Rentals Available.

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90 Vacation rentals

Filters applied: Waterfront

(4)

1 / 26

Kailua House

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

$343.00

Very Good (4 reviews)

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from $343.00 / night

1 / 16

Kailua House

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 22 minutes

$325.00

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from $325.00 / night

1 / 59

Kailua House

  • 3
  • 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$916.00

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from $916.00 / night

1 / 17

Kailua House

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

$252.00

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from $252.00 / night

1 / 28

Kailua Apartment

  • 4
  • 8
  • 10 nights min
  • Child friendly

$1,670.00

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from $1,670.00 / night

1 / 14

Kailua Villa

  • 4
  • 10
  • min stay varies
  • Child friendly

$875.00

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from $875.00 / night

1 / 23

Kailua Apartment

  • 3
  • 7
  • 10 nights min
  • Child friendly

$650.00

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from $650.00 / 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 / 14

Kailua House

  • 4
  • 8
  • min stay varies
  • Child friendly

$547.00

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from $547.00 / night

1 / 22

Kailua Apartment

  • 3
  • 8
  • 10 nights min
  • Child friendly

$795.00

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from $795.00 / 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 / 31

Kailua House

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,750.00

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from $1,750.00 / night

1 / 16

Kailua House

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

$5,000.00

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from $5,000.00 / 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 / 5

Kailua Apartment

  • 4
  • 7
  • min stay varies
  • Child friendly

$585.00

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from $585.00 / night

1 / 36

Kailua Apartment

  • 7
  • 14
  • min stay varies
  • Child friendly

$9,500.00

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from $9,500.00 / night

1 / 23

Kailua House

  • 4
  • 8
  • 10 nights min
  • Child friendly

$1,250.00

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from $1,250.00 / night

1 / 7

Kailua Cottage

  • 1
  • 2
  • 3 nights min
  • Child friendly

$226.00

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from $226.00 / night

1 / 28

Kailua House

  • 6
  • 14
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,143.00

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from $2,143.00 / night

1 / 39

Kailua Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$6,001.00

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from $6,001.00 / night

Your search has been expanded 10.7 miles to include more rentals

(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

$216.00

Very Good (17 reviews)

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from $216.00 / night

1 / 29

Honolulu Condo - 10.1 miles away

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

$224.00

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from $224.00 / night

1 / 12

Honolulu Condo - 9.9 miles away

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

$167.00

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from $167.00 / night

(1)

1 / 12

Honolulu Condo - 9.9 miles away

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

$167.00

Very Good (1 reviews)

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from $167.00 / night

(48)

Certificate of Excellence

1 / 33

Honolulu Condo - 9.9 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 1 hour 27 minutes

Certificate of Excellence

“We stay here for 6 nights in November 2016. The owners are very professional and the condo was spotless and all the amenities you could think of. The beds and all furnishing were top notch and very comfy. The views from the condo are spectacular....”
- Review left on 11/29/2016

$298.00

Excellent (48 reviews)

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from $298.00 / night

1 / 16

Hawaii Kai Apartment - 8 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,100.00

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from $1,100.00 / night

(2)

1 / 10

Honolulu Condo - 9.9 miles away

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

Responds fast! Avg. 2 hours 47 minutes

$107.00

Average (2 reviews)

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from $107.00 / night

(11)

1 / 29

Honolulu Apartment - 9.8 miles away

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

Responds fast! Avg. 3 hours 12 minutes

$148.00

Excellent (11 reviews)

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from $148.00 / night

1 / 27

Honolulu Studio - 10.1 miles away

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

$224.00

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from $224.00 / night

(4)

1 / 29

Honolulu Condo - 10 miles away

  • 1
  • 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“I could not have asked for a better birthday gift. I don't know how ill ever top this one. The location is wonderful, the view is one of a kind, and the special features of this condo really are the icing on the cake. The bathroom is extravagant and...”
- Review left on 05/26/2015

$287.00

Excellent (4 reviews)

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from $287.00 / night

1 / 32

Hawaii Kai Apartment - 7.8 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,250.00

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from $1,250.00 / night

1 / 29

Kahala Villa - 8.9 miles away

  • 5
  • 12
  • 10 nights min
  • Child friendly

$751.00

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from $751.00 / night

(1)

1 / 51

Honolulu Condo - 9.9 miles away

  • 1
  • 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The studio was conveniently located within walking distance of the Ala Moana Mall and away from the busiest part of Waikiki. The check-in/check-out process was very organized and easy. The room was clean when we arrived. It is smaller than...”
- Review left on 06/21/2013

$167.00

Very Good (1 reviews)

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from $167.00 / 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

1 / 5

Hawaii Kai Townhouse - 8 miles away

  • 3
  • 5
  • 10 nights min
  • Child friendly

$230.00

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from $230.00 / night

1 / 20

Kahala House - 8.4 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly

$550.00

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from $550.00 / night

1 / 22

Hawaii Kai Apartment - 8 miles away

  • 5
  • 10
  • 10 nights min
  • Child friendly

$2,500.00

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from $2,500.00 / night

1 / 43

Kahala House - 9.4 miles away

  • 6
  • 12
  • 10 nights min
  • Child friendly

$2,300.00

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from $2,300.00 / night

(9)

1 / 23

Honolulu Apartment - 9.7 miles away

  • 1
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 47 minutes

“The room was located in the center of Waikiki and you could walk to ALL attractions with out needing a rental car. I did get a rental car for a couple days to see all of Oahu and Enterprise is located on the first floor of the building! The cost...”
- Review left on 09/26/2016

$62.00

Very Good (9 reviews)

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from $62.00 / night

1 / 27

Kahala House - 10.7 miles away

  • 6
  • 13
  • min stay varies
  • Child friendly

$850.00

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from $850.00 / night