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Kailua Waterfront Homes, Apartments & More - 24 Rentals Available.

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24 Vacation rentals

Filters applied: Waterfront

(2)

1 / 29

Kailua House

  • 1
  • 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“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

$199

Excellent (2 reviews)

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from $199 / night

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(1)

1 / 16

Kailua House

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$240

Excellent (1 reviews)

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from $240 / night

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1 / 24

Kailua House

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

$750

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from $750 / night

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(5)

1 / 40

Kailua House

  • 6
  • 12
  • Min stay varies
  • 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

$1500

Very Good (5 reviews)

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from $1500 / night

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(1)

1 / 21

Kailua House

  • 5
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • 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

$1015

Very Good (1 reviews)

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from $1015 / night

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(18)

1 / 16

Kailua House

  • 2
  • 6
  • Min stay varies
  • 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

Excellent (18 reviews)

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from $300 / night

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(1)

1 / 19

Kailua B and B

  • 2
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$300

Excellent (1 reviews)

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from $300 / night

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1 / 16

Kailua House

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

$495

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from $495 / night

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(1)

1 / 37

Kailua House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
“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

$1240

Very Good (1 reviews)

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from $1240 / night

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1 / 16

Kailua House

  • 3
  • 6
  • Min stay varies
  • Child friendly

$550

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from $550 / night

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1 / 23

Kailua House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$1100

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from $1100 / night

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1 / 24

Kailua House

  • 3
  • 6
  • Min stay varies
  • Child friendly

$695

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from $695 / night

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1 / 20

Kailua House

  • 4
  • 11
  • Min stay varies
  • Child friendly

$585

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from $585 / night

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1 / 28

Kailua House

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

$851

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from $851 / night

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1 / 24

Kailua House

  • 1
  • 5
  • 3 nights min
  • Child friendly

$225

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from $225 / night

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1 / 38

Kailua Villa

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

$6250

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from $6250 / night

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1 / 30

Kailua House

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

$2000

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from $2000 / night

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1 / 25

Kailua House

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

$1670

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from $1670 / night

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1 / 35

Kailua House

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

$2895

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from $2895 / night

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1 / 28

Kailua House

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

$695

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from $695 / night

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1 / 53

Kailua Villa

  • 8
  • 16
  • 7 nights min
  • Ask about children
  • Ask about pets

$7000

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from $7000 / night

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1 / 33

Kailua House

  • 5
  • 12
  • Min stay varies
  • Child friendly

$1750

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from $1750 / night

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1 / 44

Kailua House

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly

$8000

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from $8000 / night

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1 / 34

Kailua House

  • 7
  • 16
  • 10 nights min
  • Child friendly

$2500

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from $2500 / night

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Your search has been expanded 7.9 miles to include more rentals

1 / 39

Hawaii House - 0.1 miles away

  • 4
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1050

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from $1050 / night

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1 / 24

Oahu Villa - 0.1 miles away

  • 4
  • 12
  • Min stay varies
  • Ask about children
  • Air conditioning

$1300

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from $1300 / night

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1 / 21

Honolulu Villa - 1 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$950

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from $950 / night

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1 / 34

Kaneohe House - 2 miles away

  • 3
  • 9
  • Min stay varies
  • Child friendly

$780

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from $780 / night

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(2)

1 / 24

Kaneohe House - 3.6 miles away

  • 4
  • 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The accomodations were wonderful, and all in our group truly enjoyed the stay - from the 2 year old to the 88 year old...”
- Review left on 10/21/2016

$500

Excellent (2 reviews)

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from $500 / night

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1 / 53

Kaneohe House - 3.6 miles away

  • 10
  • 24
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1995

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from $1995 / night

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(4)

1 / 50

Kaneohe House - 3.6 miles away

  • 5
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Beautiful home, beautiful location and Jennifer was a wonderful host. We would love to come back next time we're in Oahu...”
- Review left on 03/02/2017

$800

Very Good (4 reviews)

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from $800 / night

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1 / 60

Kaneohe Manor house - 4.4 miles away

  • 9
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1578

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from $1578 / night

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(6)

1 / 14

Waimanalo House - 4.7 miles away

  • 2
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“We live on the island but rented this wonderful beach house while my parents were visiting. Had a wonderful time at the beach and in the house. Can't thank the owners enough...”
- Review left on 02/03/2017

$250

Very Good (6 reviews)

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from $250 / night

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1 / 48

Waimanalo House - 5 miles away

  • 13
  • 26
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$5199

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from $5199 / night

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(4)

1 / 13

Waimanalo House - 5 miles away

  • 4
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“This was a great rental..worked well for a a couple families with kiddos. So close to the beach. So nice to be able to walk down in the am with coffee and catch the sunrise! Plenty of room for our family members to have there own area to hide out as...”
- Review left on 02/28/2017

$450

Excellent (4 reviews)

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from $450 / night

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1 / 23

Kaneohe House - 7.1 miles away

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

$695

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from $695 / night

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1 / 28

Honolulu House - 7.6 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

$800

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from $800 / night

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(2)

1 / 33

Honolulu House - 7.6 miles away

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

$450

Very Good (2 reviews)

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from $450 / night

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1 / 34

Honolulu House - 7.8 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

$1250

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from $1250 / night

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1 / 20

Honolulu House - 7.9 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1000

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from $1000 / night

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