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Beach rentals in Kailua and Apartments - Holiday Lettings - Holiday Rentals Kailua

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189 Holiday homes

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Kailua holiday home rental

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £374 / night

£2,615 / week

1 / 15

Holiday home rental

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £364 / night

£2,542 / week

1 / 20

Holiday apartment in Kailua

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £374 / night

£2,615 / week

1 / 19

Holiday home in Kailua

Kailua house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £516 / night

£3,611 / week

1 / 20

Holiday home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £257 / night

£1,794 / week

1 / 7

Home accommodation in Kailua

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £1,013 / night

£7,091 / week

1 / 28

Kailua holiday apartment accommodation

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £275 / night

£1,924 / week

1 / 7

Kailua holiday apartment rental

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £325 / night

£2,272 / week

1 / 22

Cottage rental in Kailua

Kailua cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £417 / night

£2,919 / week

1 / 24

Kailua holiday apartment rental

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £252 / night

£1,761 / week

1 / 14

Holiday cottage in Kailua

Kailua cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £505 / night

£3,532 / week

1 / 22

Holiday home in Kailua

Kailua house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £756 / night

£5,286 / week

1 / 17

Holiday home in Kailua

Kailua house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £347 / night

£2,424 / week

1 / 9

Kailua holiday apartment rental

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £225 / night

£1,575 / week

1 / 21

Holiday apartment in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £217 / night

£1,519 / week

1 / 11

Kailua holiday home rental

Kailua house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £619 / night

£4,330 / week

1 / 29

Holiday home in Kailua

Kailua house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £2,183 / night

£15,279 / week

1 / 27

Holiday home accommodation

Kailua house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,447 / night

£10,128 / week

1 / 21

Holiday apartment in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £555 / night

£3,880 / week

1 / 30

Home rental in Kailua

Kailua house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 14

from £2,055 / night

£14,379 / week

1 / 30

Kailua holiday apartment rental

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £261 / night

£1,822 / week

1 / 28

Ski home to rent in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £413 / night

£2,885 / week

1 / 17

Kailua ski home to rent.

Kailua house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £2,022 / night

£14,149 / week

1 / 30

Holiday home in Kailua

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £880 / night

£6,158 / week

1 / 18

Holiday cottage in Kailua

Kailua cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £163 / night

£1,136 / week

1 / 24

Holiday cottage in Kailua

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £321 / night

£2,244 / week

1 / 30

Holiday home in Kailua

Kailua house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from £2,398 / night

£16,780 / week

1 / 30

Kailua holiday home rental

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £304 / night

£2,126 / week

1 / 29

Kailua ski home to rent.

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £625 / night

£4,370 / week

1 / 30

Ski apartment to rent in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £376 / night

£2,632 / week

1 / 23

Kailua holiday home rental

Kailua house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £542 / night

£3,791 / week

1 / 14

Cottage rental in Kailua

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £482 / night

£3,374 / week

1 / 14

Holiday apartment accommodation

Kailua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £339 / night

£2,368 / week

1 / 11

Home rental in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £482 / night

£3,374 / week

1 / 17

Kailua holiday apartment rental

Kailua apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £172 / night

£1,204 / week

1 / 30

Holiday home in Kailua

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £183 / night

£1,277 / week

1 / 30

Holiday apartment in Kailua

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £253 / night

£1,766 / week

1 / 30

Kailua ski apartment to rent.

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £213 / night

£1,491 / week

1 / 30

Holiday cottage in Kailua

Kailua cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £176 / night

£1,232 / week

1 / 24

Kailua ski apartment to rent.

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £176 / night

£1,232 / week

1 / 23

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Kailua holidays

Just a quick drive from the capital of Honolulu and Waikiki Beach, the small coastal town of Kailua is one of Hawaii's most picturesque and accessible beach communities. Overlooking the expansive, sapphire blue Kailua Bay, the town is bordered by a gorgeous white sand beach, often ranked amongst the best in Hawaii. Bring your book, a beach towel, and a pair of flip flops; you don't need much more to enjoy life in Kailua.

With continuous trade winds rolling off the coast, the climate is always comfortable in sunny Kailua, Hawaii. Thanks to the steady breeze, it is also a great spot for windsurfing and other beach activities, like horseback riding, swimming, kayaking, and snorkelling. If you want to explore the tropical scenery around Kailua, there are also tons of hiking trails in the surrounding Koolau Ridge and the Ka Iwi Ridge.

Here are a few additional suggestions of things to do in Kailua:

  • Kailua Beach Park: An uninterrupted two-mile stretch of white sand and blue sea, Kailua Beach has been repeatedly named one of Hawaii's best beaches.
  • Lanikai: Just outside Kailua, the small community of Lanikai is home to another incredibly beautiful stretch of sand.
  • Honolulu and Waikiki: If you visit Kailua, don't overlook its famous neighbour, the fun capital city of Honolulu.
  • Ka'iwa Ridge Trail: Spend a few hours ascending the Ka'iwa Ridge for fabulous views of Kailua Bay below.
  • Kawainui Marsh: Just outside Kailua, Hawaii's largest wetland and freshwater lagoon is a wonderful place to observe unusual birds and vegetation.
  • Ulupo Heiau State Historic Site: This historic Hawaiian temple was built in the 18th century and is believed to be the former home of several Oahu chiefs.

If you are coming to stay on this piece of paradise, look for a comfortable holiday rental for the family or a luxury villa with ocean views for a romantic getaway. You can also find a condo or apartment for rent, often within walking distance of the waves.

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