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

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588 Holiday homes

Holiday bungalow with swimming pool in Kailua

Kailua bungalow

4 bedrooms • 2 bathrooms • sleeps 7

from £153 / night

£1,067 / week

1 / 30

Holiday cottage in Kailua

Kailua cottage

1 bedroom • 1 bathroom • sleeps 2

from £70 / night

£486 / week

1 / 32

Kailua holiday b&b rental

Kailua b&b

• 1 bathroom • sleeps 2

from £199 / night

£1,388 / week

1 / 7

Cottage accommodation in Kailua

Kailua cottage

• 1 bathroom • sleeps 4

from £70 / night

£491 / week

1 / 15

Holiday b&b in Kailua

Kailua b&b

1 bedroom • 1 bathroom • sleeps 3

from £199 / night

£1,388 / week

1 / 13

Kailua holiday apartment rental

Kailua apartment

1 bedroom • 1 bathroom • sleeps 3

from £125 / night

£999 / week

1 / 24

Holiday apartment in Kailua

Kailua apartment

1 bedroom • 1 bathroom • sleeps 4

“Beautiful, spacious accommodations and terrific hosts!” Patty and Bob were friendly, accommodating, and helpful hosts. The apartment was very clean, spacious, and well-equipped with everything I could imagine needing in a vacation rental. It was in a comfortable, quiet neighborhood about a mile from the beautiful Kailua Bay beach. Shopping and hiking were nearby. The set-up of the apartment worked great for our family of 4 and we had everything we needed for our week-long stay, both inside the apartment and for a day at the beach. Thank you for helping us create great memories from our trip to Oahu!

from £165 / night

£1,154 / week

1 / 53

Kailua holiday home rental

Kailua house

1 bedroom • 1 bathroom • sleeps 2

from £83 / night

£582 / week

1 / 35

Apartment rental in Kailua

Kailua apartment

1 bedroom • 1 bathroom • sleeps 2

from £75 / night

£526 / week

1 / 11

Holiday home with shared pool in Kailua

Kailua house

1 bedroom • 1 bathroom • sleeps 2

from £73 / night

£506 - £544 / week

1 / 17

Holiday home in Kailua

Kailua house

2 bedrooms • 1 bathroom • sleeps 4

from £218 / night

£1,525 - £1,600 / week

1 / 36

Holiday cottage with shared pool in Kailua

Kailua cottage

1 bedroom • 1 bathroom • sleeps 2

from £86 / night

£598 - £627 / week

1 / 20

Holiday home in Kailua

Kailua house

1 bedroom • 1 bathroom • sleeps 2

from £69 / night

£482 - £506 / week

1 / 10

Holiday apartment in Kailua

Kailua apartment

1 bedroom • 1 bathroom • sleeps 3

from £109 / night

£763 - £987 / week

1 / 27

Holiday apartment in Kailua

Kailua apartment

2 bedrooms • 1 bathroom • sleeps 5

from £115 / night

£801 - £1,039 / week

1 / 23

Holiday cottage in Kailua

Kailua cottage

1 bedroom • 1 bathroom • sleeps 2

from £70 / night

£488 - £512 / week

1 / 15

Holiday apartment in Kailua

Kailua apartment

2 bedrooms • 1 bathroom • sleeps 4

from £133 / night

£928 - £1,108 / week

1 / 20

Holiday studio in Kailua

Kailua studio

Studio • 1 bathroom • sleeps 2

from £66 / night

£457 - £506 / week

1 / 20

Holiday studio with shared pool in Kailua

Kailua studio

Studio • 1 bathroom • sleeps 2

from £87 / night

£608 - £705 / week

1 / 23

Holiday home in Kailua

Kailua house

1 bedroom • 1 bathroom • sleeps 4

from £89 / night

£618 / week

1 / 19

Holiday home in Kailua

Kailua house

4 bedrooms • 3 bathrooms • sleeps 10

from £1,166 / night

£8,161 / week

1 / 19

Holiday apartment in Kailua

Kailua apartment

1 bedroom • 1 bathroom • sleeps 4

from £123 / night

£830 / week

1 / 16

Holiday private room in Kailua

Kailua private room

1 bedroom • 1 bathroom • sleeps 3

from £95 / night

£595 / week

1 / 19

Holiday home rental

Kailua house

5 bedrooms • 3 bathrooms • sleeps 12

from £761 / night

£5,324 - £15,629 / week

1 / 32

Holiday home in Kailua

Kailua house

3 bedrooms • 1 bathroom • sleeps 6

from £125 / night

£830 / week

1 / 33

Studio rental in Kailua with swimming pool

Kailua studio

Studio • 1 bathroom • sleeps 2

from £126 / night

£832 / week

1 / 18

Holiday home in Kailua

Kailua house

2 bedrooms • 1 bathroom • sleeps 4

from £92 / night

£639 / week

1 / 26

Holiday home with swimming pool in Kailua

Kailua house

5 bedrooms • 2 bathrooms • sleeps 10

from £1,743 / night

£12,195 - £18,293 / week

1 / 47

Holiday home in Kailua

Kailua house

1 bedroom • 1 bathroom • sleeps 3

from £100 / night

£697 / week

1 / 21

Kailua holiday apartment rental

Kailua apartment

1 bedroom • 1 bathroom • sleeps 1

from £71 / night

£666 / week

1 / 8

Holiday home in Kailua

Kailua house

1 bedroom • 1 bathroom • sleeps 1

from £55 / night

£358 / week

1 / 12

Holiday home in Kailua

Kailua house

1 bedroom • 1 bathroom • sleeps 4

from £58 / night

£407 / week

1 / 13

Holiday private room rental

Kailua private room

1 bedroom • 1 bathroom • sleeps 2

from £34 / night

£234 / week

1 / 7

Holiday home with golf nearby in Kailua

Kailua house

1 bedroom • 1 bathroom • sleeps 4

from £54 / night

£378 / week

1 / 6

Holiday home in Kailua

Kailua house

4 bedrooms • 2 bathrooms • sleeps 8

“Can I come back soon?” I would highly recommend staying here in Kailua. It was convenitnt to shops, beach, etc., and it was very peaceful. The rooms are a nice size, and it is like staying at a home away from home.

from £114 / night

£794 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Honolulu

Honolulu apartment

1 bedroom • 1 bathroom • sleeps 3

from £133 / night

£831 - £889 / week

1 / 20

Holiday condo in Honolulu

Honolulu condo

1 bedroom • 1 bathroom • sleeps 4

from £175 / night

£1,222 / week

1 / 15

Holiday condo in Honolulu

Honolulu condo

1 bedroom • 1 bathroom • sleeps 2

from £83 / night

£578 / week

1 / 8

Holiday apartment with shared pool in Punaluu

Punaluu apartment

1 bedroom • 1 bathroom • sleeps 4

from £100 / night

£698 / week

1 / 17

Apartment rental in Honolulu

Honolulu apartment

1 bedroom • 1 bathroom • sleeps 4

from £75 / night

£524 / week

1 / 4

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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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