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Kailua 2-bedroom Homes, Apartments & More - 59 Rentals Available.

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59 Vacation rentals

Filters applied: 2+ Bedrooms

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 / 26

Kailua House

  • 5
  • 12
  • min stay varies
  • Child friendly

$2,000.00

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from $2,000.00 / night

1 / 27

Kailua House

  • 5
  • 12
  • min stay varies
  • Child friendly

$1,500.00

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from $1,500.00 / night

1 / 14

Kailua House

  • 4
  • 8
  • 10 nights min
  • Child friendly

$1,500.00

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from $1,500.00 / 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 / 23

Kailua House

  • 4
  • 8
  • 10 nights min
  • Child friendly

$1,250.00

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from $1,250.00 / night

1 / 28

Kailua Apartment

  • 4
  • 8
  • 10 nights min
  • Child friendly

$1,671.00

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from $1,671.00 / night

1 / 22

Kailua Apartment

  • 3
  • 8
  • 10 nights min
  • Child friendly

$795.00

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from $795.00 / night

1 / 14

Kailua Villa

  • 4
  • 10
  • min stay varies
  • Child friendly

$900.00

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from $900.00 / night

1 / 23

Kailua Apartment

  • 3
  • 7
  • 10 nights min
  • Child friendly

$650.00

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from $650.00 / night

1 / 5

Kailua Apartment

  • 4
  • 7
  • min stay varies
  • Child friendly

$585.00

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from $585.00 / night

1 / 25

Kailua House

  • 6
  • 11
  • 10 nights min
  • Child friendly
  • Private garden

$695.00

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from $695.00 / 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 / 28

Kailua House

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,250.00

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from $1,250.00 / night

1 / 28

Kailua House

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

$2,029.00

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from $2,029.00 / night

Your search has been expanded 19.3 miles to include more rentals

1 / 36

Honolulu Condo - 10 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly

$1,500.00

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from $1,500.00 / night

1 / 35

Kahala House - 10.8 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$825.00

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from $825.00 / 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

1 / 39

Hawaii Kai House - 7.9 miles away

  • 6
  • 12
  • 10 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,250.00

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from $1,250.00 / night

1 / 16

Laie House - 19.3 miles away

  • 2
  • 6
  • min stay varies
  • Child friendly

$250.00

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from $250.00 / night

1 / 4

Honolulu House - 7.3 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,200.00

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from $1,200.00 / night

1 / 24

Hawaii Kai House - 9.5 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,175.00

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from $1,175.00 / night

1 / 25

Kahala House - 9.9 miles away

  • 5
  • 10
  • 10 nights min
  • Child friendly

$2,900.00

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from $2,900.00 / night

1 / 21

Hawaii Kai House - 8.9 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly

$1,200.00

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from $1,200.00 / night

1 / 24

Kahala Apartment - 10.7 miles away

  • 2
  • 4
  • 90 nights min
  • Child friendly

$233.00

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from $233.00 / night

1 / 29

Kahala House - 9.8 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,250.00

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from $1,250.00 / night

1 / 45

Honolulu House - 9.2 miles away

  • 6
  • 12
  • min stay varies
  • Child friendly

$6,000.00

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from $6,000.00 / night

1 / 22

Hawaii Kai Apartment - 9.7 miles away

  • 3
  • 6
  • 10 nights min
  • Child friendly

$650.00

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from $650.00 / night

1 / 43

Hawaii Kai House - 7.8 miles away

  • 7
  • 24
  • 10 nights min
  • Child friendly

$2,500.00

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from $2,500.00 / night

(1)

1 / 24

Waipahu House - 16.6 miles away

  • 2
  • 8
  • 4 nights min
  • Child friendly
  • Air conditioning

$132.00

Excellent (1 reviews)

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from $132.00 / night

(5)

1 / 39

Honolulu Villa - 9 miles away

  • 5
  • 25
  • min stay varies
  • 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

$382.00

Excellent (5 reviews)

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from $382.00 / night

1 / 19

Kahala Apartment - 9.4 miles away

  • 5
  • 7
  • min stay varies
  • Child friendly

$1,596.00

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from $1,596.00 / night

1 / 17

Hawaii Kai House - 8.1 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$850.00

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from $850.00 / 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

(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 / 33

Honolulu Condo - 10.1 miles away

  • 2
  • 7
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

$488.00

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from $488.00 / 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

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

(5)

1 / 16

Honolulu Condo - 9.8 miles away

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

Responds fast! Avg. 2 hours 47 minutes

$119.00

Excellent (5 reviews)

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from $119.00 / night

1 / 51

Kahala House - 9 miles away

  • 2
  • 6
  • 10 nights min
  • Child friendly

$375.00

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from $375.00 / night