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Search 105,200+ Vacation Rentals

Kailua 2-bedroom Homes, Apartments & More - 57 Rentals Available.

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57 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 16

Kailua House

  • 4
  • 8
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 45 minutes

$363.00

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from $363.00 / night

1 / 24

Kailua Apartment

  • 5
  • 10
  • min stay varies
  • Child friendly

$4,000.00

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from $4,000.00 / 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 / 25

Kailua House

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

$795.00

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from $795.00 / night

1 / 23

Kailua Apartment

  • 3
  • 7
  • 10 nights min
  • Child friendly

$569.00

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from $569.00 / night

1 / 16

Kailua House

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

$6,500.00

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from $6,500.00 / 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 / 26

Kailua House

  • 5
  • 12
  • min stay varies
  • Child friendly

$2,000.00

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from $2,000.00 / night

1 / 22

Kailua Apartment

  • 3
  • 8
  • 10 nights min
  • Child friendly

$795.00

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from $795.00 / night

1 / 28

Kailua Apartment

  • 4
  • 9
  • 10 nights min
  • Child friendly

$2,445.00

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from $2,445.00 / night

1 / 5

Kailua Apartment

  • 4
  • 7
  • 10 nights min
  • Child friendly

$685.00

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from $685.00 / night

1 / 31

Kailua House

  • 5
  • 8
  • min stay varies
  • Child friendly

$1,750.00

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from $1,750.00 / night

1 / 30

Kailua House

  • 5
  • 12
  • 10 nights min
  • Child friendly

$2,000.00

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from $2,000.00 / night

1 / 14

Kailua House

  • 4
  • 8
  • 10 nights min
  • Child friendly

$1,600.00

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from $1,600.00 / night

1 / 24

Kailua House

  • 5
  • 10
  • 10 nights min
  • Child friendly

$1,000.00

Inquire

from $1,000.00 / night

1 / 33

Kailua House

  • 4
  • 8
  • 10 nights min
  • Child friendly

$875.00

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from $875.00 / night

1 / 32

Kailua House

  • 4
  • 12
  • 10 nights min
  • Child friendly

$4,000.00

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from $4,000.00 / night

1 / 42

Kailua House

  • 3
  • 10
  • 10 nights min
  • Child friendly

$5,000.00

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from $5,000.00 / night

1 / 30

Kailua House

  • 4
  • 12
  • min stay varies
  • Child friendly
  • Private garden

$1,801.00

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from $1,801.00 / night

1 / 14

Kailua House

  • 2
  • 6
  • min stay varies
  • Child friendly

$850.00

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from $850.00 / night

Your search has been expanded 16.6 miles to include more rentals

(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)

1 / 24

Waipahu House - 16.6 miles away

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

Responds fast! Avg. 3 hours 23 minutes

$132.00

Excellent (1 reviews)

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from $132.00 / night

(1)

1 / 20

Honolulu Condo - 10 miles away

  • 2
  • 5
  • min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Car not necessary

Responds fast! Avg. 1 hour 33 minutes

$344.00

Excellent (1 reviews)

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from $344.00 / night

1 / 19

Kahala Apartment - 9.4 miles away

  • 5
  • 7
  • 10 nights min
  • Child friendly

$2,800.00

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from $2,800.00 / night

1 / 38

Kahala House - 10.8 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly

$1,750.00

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from $1,750.00 / night

1 / 12

Hawaii Kai House - 9 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly

$2,000.00

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from $2,000.00 / night

1 / 25

Kahala House - 9.9 miles away

  • 5
  • 10
  • 10 nights min
  • Child friendly

$2,500.00

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from $2,500.00 / night

1 / 11

Honolulu House - 10 miles away

  • 2
  • 5
  • 7 nights min
  • 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

$850.00

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from $850.00 / night

1 / 20

Kahala House - 8.4 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly

$600.00

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from $600.00 / night

1 / 51

Kahala House - 9 miles away

  • 2
  • 6
  • 10 nights min
  • Child friendly

$425.00

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from $425.00 / night

1 / 43

Kahala House - 9.4 miles away

  • 6
  • 12
  • 10 nights min
  • Child friendly

$3,216.00

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from $3,216.00 / night

1 / 27

Kahala House - 10.7 miles away

  • 6
  • 13
  • 10 nights min
  • Child friendly

$850.00

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from $850.00 / night

1 / 24

Kahala Apartment - 10.7 miles away

  • 2
  • 4
  • 90 nights min
  • Child friendly

$250.00

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from $250.00 / night

1 / 17

Hawaii Kai House - 8.1 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$300.00

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from $300.00 / night

1 / 28

Hawaii Kai Villa - 7.6 miles away

  • 5
  • 11
  • 10 nights min
  • Child friendly

$901.00

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from $901.00 / night

1 / 37

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 / 22

Hawaii Kai House - 8 miles away

  • 4
  • 10
  • min stay varies
  • Child friendly

$975.00

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from $975.00 / night

1 / 36

Hawaii Kai House - 8 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly

$3,500.00

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from $3,500.00 / night

1 / 22

Hawaii Kai House - 7.7 miles away

  • 3
  • 6
  • 10 nights min
  • Child friendly

$813.00

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from $813.00 / night