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Search 105,200+ Vacation Rentals

Kailua 2-bedroom Homes, Apartments & More - 56 Rentals Available.

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56 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 16

Kailua House

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

Responds fast! Avg. 1 hour 19 minutes

$325.00

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from $325.00 / night

1 / 12

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

$277.00

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from $277.00 / night

1 / 23

Kailua Apartment

  • 3
  • 7
  • min stay varies
  • Child friendly

$650.00

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from $650.00 / night

1 / 16

Kailua House

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

$5,000.00

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from $5,000.00 / night

1 / 27

Kailua House

  • 5
  • 12
  • min stay varies
  • Child friendly

$483.00

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from $483.00 / 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

$266.00

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from $266.00 / night

1 / 5

Kailua Apartment

  • 4
  • 7
  • min stay varies
  • Child friendly

$585.00

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from $585.00 / 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 / 23

Kailua House

  • 4
  • 8
  • 10 nights min
  • Child friendly

$655.00

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from $655.00 / night

1 / 14

Kailua Villa

  • 4
  • 10
  • min stay varies
  • Child friendly

$900.00

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from $900.00 / night

1 / 14

Kailua House

  • 4
  • 8
  • min stay varies
  • Child friendly

$1,500.00

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from $1,500.00 / night

1 / 32

Kailua House

  • 4
  • 12
  • min stay varies
  • Child friendly

$4,000.00

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from $4,000.00 / night

1 / 42

Kailua House

  • 3
  • 10
  • min stay varies
  • Child friendly

$2,333.00

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from $2,333.00 / 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

(5)

1 / 16

Honolulu Condo - 9.8 miles away

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

$119.00

Excellent (5 reviews)

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from $119.00 / 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 / 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 / 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 / 22

Hawaii Kai House - 8 miles away

  • 4
  • 10
  • min stay varies
  • Child friendly

$700.00

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from $700.00 / night

1 / 20

Kahala House - 8.4 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly

$550.00

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from $550.00 / night

1 / 44

Kahala House - 9.6 miles away

  • 6
  • 15
  • min stay varies
  • Child friendly

$1,700.00

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from $1,700.00 / night

1 / 22

Hawaii Kai House - 7.7 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly

$510.00

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from $510.00 / night

1 / 43

Kahala House - 9.4 miles away

  • 6
  • 12
  • min stay varies
  • Child friendly

$2,300.00

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from $2,300.00 / night

1 / 19

Kahala Apartment - 9.4 miles away

  • 5
  • 7
  • min stay varies
  • Child friendly

$2,270.00

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from $2,270.00 / night

1 / 46

Kahala House - 9.4 miles away

  • 7
  • 20
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$8,000.00

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from $8,000.00 / night

1 / 51

Kahala House - 9 miles away

  • 2
  • 6
  • min stay varies
  • Child friendly

$375.00

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from $375.00 / night

1 / 28

Hawaii Kai Villa - 7.6 miles away

  • 5
  • 11
  • min stay varies
  • Child friendly

$800.00

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from $800.00 / night

1 / 22

Hawaii Kai Apartment - 8 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly

$2,500.00

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from $2,500.00 / night

1 / 5

Hawaii Kai Townhouse - 8 miles away

  • 3
  • 5
  • min stay varies
  • Child friendly

$450.00

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from $450.00 / night

1 / 39

Hawaii Kai House - 7.9 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,250.00

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from $1,250.00 / night

1 / 11

Honolulu House - 10 miles away

  • 2
  • 5
  • min stay varies
  • Child friendly

$2,250.00

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from $2,250.00 / night

1 / 15

Kahala House - 9.7 miles away

  • 4
  • 10
  • 7 nights min
  • Child friendly

$433.00

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from $433.00 / night

1 / 0

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

$1,666.00

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from $1,666.00 / night

1 / 25

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 / 19

Hawaii Kai House - 9 miles away

  • 6
  • 12
  • 3 nights min
  • Child friendly

$3,000.00

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from $3,000.00 / night