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Kailua Waterfront Homes, Apartments & More - 224 Rentals Available.

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224 Vacation rentals

Filters applied: Waterfront

(4)

1 / 26

Kailua House

  • 1
  • 3
  • 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

$299.00

Very Good (4 reviews)

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from $299.00 / night

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1 / 12

Kailua House

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

$299.00

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from $299.00 / night

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1 / 16

Kailua House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$595.00

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from $595.00 / night

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(19)

1 / 16

Kailua House

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
“This was a beautifully taken care of part of a home that was clean, quiet, well stocked with anything we might need and owned by a wonderful couple with two adorable dogs and two sweet daughters. This was such a nice place to stay. We were...”
- Review left on 05/20/2014

$300.00

Excellent (19 reviews)

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from $300.00 / night

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1 / 60

Kailua House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$775.00

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from $775.00 / night

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1 / 32

Kailua House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$4,725.00

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from $4,725.00 / night

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(1)

1 / 29

Kailua House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
“We walked into the home and all 8 of us were stoked! The indoor spaciousness, the rooming out door meeting area was the ultimate and where we spend most if not all of our time while on site. I hope we have an opportunity to stay again in the future....”
- Review left on 02/06/2016

$1,305.00

Very Good (1 reviews)

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from $1,305.00 / night

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(1)

1 / 21

Kailua House

  • 5
  • 10
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect location, right on the ocean which made for spectacular views. The house was large and accommodating, and mostly clean. The sliding doors/screens to the outside were definitely worn and old and hard to open/close. We did find a few (dead)...”
- Review left on 01/04/2017

$1,070.00

Very Good (1 reviews)

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from $1,070.00 / night

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(6)

1 / 40

Kailua House

  • 6
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We rented this beautiful house for 10 days over Christmas, it was an absolutely wonderful vacation in a perfect home!! Wanda was an absolute sweetheart, thank you for all the wonderful gifts when we arrived!! I requested a Christmas tree because we...”
- Review left on 01/27/2016

$1,500.00

Very Good (6 reviews)

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from $1,500.00 / night

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1 / 17

Kailua House

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$330.00

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from $330.00 / night

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1 / 24

Kailua House

  • 3
  • 6
  • Min stay varies
  • Child friendly

$695.00

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from $695.00 / night

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1 / 20

Kailua House

  • 4
  • 11
  • Min stay varies
  • Child friendly

$585.00

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from $585.00 / night

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1 / 25

Kailua House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,670.00

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from $1,670.00 / night

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1 / 30

Kailua House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,250.00

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from $2,250.00 / night

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1 / 18

Kailua House

  • 1
  • 5
  • Min stay varies
  • Child friendly

$225.00

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from $225.00 / night

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1 / 40

Kailua House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$900.00

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from $900.00 / night

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1 / 26

Kailua Villa

  • 5
  • 10
  • Min stay varies
  • Ask about children
  • Ask about pets

$4,500.00

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from $4,500.00 / night

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1 / 28

Kailua House

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

$1,050.00

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from $1,050.00 / night

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1 / 26

Kailua House

  • 2
  • 4
  • 90 nights min
  • Child friendly

$200.00

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from $200.00 / night

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1 / 39

Kailua Villa

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

$7,501.00

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from $7,501.00 / night

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1 / 37

Kailua Villa

  • 5
  • 14
  • Min stay varies
  • Ask about children
  • Ask about pets

$1,600.00

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from $1,600.00 / night

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1 / 27

Kailua House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

$600.00

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from $600.00 / night

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1 / 14

Kailua House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly

$775.00

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from $775.00 / night

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1 / 25

Kailua Villa

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Ask about pets

$900.00

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from $900.00 / night

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1 / 44

Kailua House

  • 7
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly

$9,500.00

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from $9,500.00 / night

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1 / 24

Kailua Villa

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

$1,250.00

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from $1,250.00 / night

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1 / 26

Kailua House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

$1,250.00

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from $1,250.00 / night

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1 / 28

Kailua House

  • 5
  • 12
  • 30 nights min
  • Child friendly

$600.00

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from $600.00 / night

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1 / 26

Kailua House

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning

$2,500.00

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from $2,500.00 / night

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