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Kailua Waterfront Homes, Apartments & More - 168 Rentals Available.

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168 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

$343.00

Very Good (4 reviews)

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from $343.00 / night

1 / 17

Kailua House

  • 3
  • 8
  • min stay varies
  • Nearest beach 6 mi
  • Ask about children
  • Air conditioning

$378.00

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from $378.00 / night

1 / 32

Kailua House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$5,411.00

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from $5,411.00 / 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 / 16

Kailua House

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

Responds fast! Avg. 1 hour 44 minutes

$630.00

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from $630.00 / night

(1)

1 / 21

Kailua House

  • 5
  • 10
  • min stay varies
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly
“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

$1,226.00

Very Good (1 reviews)

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from $1,226.00 / night

1 / 12

Kailua House

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

$252.00

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from $252.00 / night

1 / 7

Kailua Cottage

  • 1
  • 2
  • 3 nights min
  • Child friendly

$225.00

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from $225.00 / night

1 / 28

Kailua House

  • 4
  • 8
  • 7 nights min
  • Child friendly

$1,250.00

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from $1,250.00 / night

1 / 14

Kailua Villa

  • 4
  • 10
  • min stay varies
  • Child friendly

$825.00

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from $825.00 / night

1 / 16

Kailua House

  • 8
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$4,500.00

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from $4,500.00 / night

1 / 26

Kailua House

  • 5
  • 12
  • 7 nights min
  • Child friendly

$2,000.00

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from $2,000.00 / night

1 / 23

Kailua House

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,250.00

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from $1,250.00 / 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 / 14

Kailua House

  • 4
  • 8
  • min stay varies
  • Child friendly

$900.00

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from $900.00 / night

1 / 23

Kailua Apartment

  • 3
  • 7
  • min stay varies
  • Child friendly

$650.00

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from $650.00 / night

1 / 22

Kailua Apartment

  • 3
  • 8
  • min stay varies
  • Child friendly

$695.00

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from $695.00 / night

1 / 28

Kailua Apartment

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,670.00

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from $1,670.00 / night

1 / 27

Kailua House

  • 5
  • 12
  • 7 nights min
  • Child friendly

$1,500.00

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from $1,500.00 / night

1 / 36

Kailua Apartment

  • 7
  • 14
  • 7 nights min
  • Child friendly

$9,500.00

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from $9,500.00 / night

1 / 5

Kailua Apartment

  • 4
  • 7
  • min stay varies
  • Child friendly

$585.00

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from $585.00 / night

1 / 34

Kailua House

  • 5
  • 9
  • min stay varies
  • Child friendly

$1,200.00

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from $1,200.00 / night

1 / 28

Kailua House

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,200.00

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from $1,200.00 / night

1 / 39

Kailua Villa

  • 7
  • 14
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$6,000.00

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from $6,000.00 / night

Your search has been expanded 19.8 miles to include more rentals

1 / 29

Kahala House - 9.8 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$1,250.00

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from $1,250.00 / night

1 / 45

Honolulu House - 9.2 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly

$6,000.00

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from $6,000.00 / night

1 / 26

Kaneohe Apartment - 7.2 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly

$695.00

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from $695.00 / night

1 / 9

Hauula House - 18 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly

$217.00

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from $217.00 / night

(8)

1 / 52

Kaneohe House - 3.7 miles away

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had a fantastic vacation in your house. If we visit again at oahu, we want to stay your house. thank you...”
- Review left on 02/23/2017

$1,442.00

Excellent (8 reviews)

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from $1,442.00 / night

1 / 28

Hauula Condo - 16.5 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

$132.00

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from $132.00 / 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

(1)

1 / 60

Laie House - 19.8 miles away

  • 14
  • 34
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$4,208.00

Average (1 reviews)

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from $4,208.00 / 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

(4)

1 / 34

Hauula House - 19.1 miles away

  • 5
  • 17
  • min stay varies
  • Ask about children
“Was perfect for our family The kitchen was exactly the size we needed. And it was close to all the beaches we love and the Polynesian cultural center. It was easy to reserve and our agent was very helpful...”
- Review left on 12/02/2016

$469.00

Excellent (4 reviews)

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from $469.00 / night

1 / 18

Hauula House - 19.1 miles away

  • 2
  • 6
  • min stay varies
  • Child friendly

$241.00

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from $241.00 / night

1 / 35

Hauula House - 18.3 miles away

  • 3
  • 8
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning

$401.00

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from $401.00 / night

(9)

1 / 23

Hauula House - 19 miles away

  • 2
  • 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$275.00

Excellent (9 reviews)

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from $275.00 / night

1 / 40

Kahala House - 10 miles away

  • 8
  • 22
  • 7 nights min
  • Child friendly

$9,000.00

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from $9,000.00 / night

(5)

1 / 39

Honolulu Villa - 9 miles away

  • 5
  • 22
  • 14 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
“What a blessing we had finding this home to rent for our large family reunion/vacation! We had 22 of our family members join us to celebrate our 50th wedding anniversary! The house fit our needs perfectly & Milan was an amazing host & a resource...”
- Review left on 10/26/2017

$915.00

Excellent (5 reviews)

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from $915.00 / night

(1)

1 / 26

Hauula Condo - 16.5 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

$132.00

Excellent (1 reviews)

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from $132.00 / night