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Family Friendly Holidays in Island of Hawaii - Holiday Lettings

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367 family friendly properties

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Captain Cook holiday cottage rental

Captain Cook cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“spectacular!!!” What a total dream this place is.. the owners are so wonderful and have thought of everything. the outdoor kitchen and living room and shower make the experience everything you hope for in a vacation rental! a little slice of paradise. mahalo iva and jerry peele

from £138 / night

£966 / week

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Holiday home in Honomu

Honomu house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £230 / night

£1,842 - £2,615 / week

1 / 23

Holiday condo rental

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,712 / week

1 / 12

Apartment rental in Kailua-Kona

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful Location!” We have stayed several times in this unit and enjoyed just being able to walk across the street to the best beach on the island. Walk back and jump in the pool. Enjoyed the outdoor BBQ facilities. Well stocked apartment, clean and very comfortable. Love sitting on the lanai early morning and in the evening and taking in the ocean views. Easy to get to town as off the main street. Have fun!

from £141 / night

£925 - £1,005 / week

1 / 19

Kailua-Kona holiday home accommodation

Kailua-Kona house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“"I must be dreaming!"” We were so lucky to come across this Gem! It was our first time on Kona and not sure where we should stay. I was searching online and came across Kona-Leilani. The interior & exterior is beautiful. I was impressed how efficient and helpful they were answering all my questions. The landscape is gorgeous the views are amazing and the location is perfect! It's within walking distance to a beautiful black pebble beach and lots of hiking trails. Let me add that as you scroll through the photos of this property online I'm sure you're thinking what a lovely home but wait until you drive up to the horseshoe driveway, it's stunning! I believe they put all their heart & soul into making sure your stay is one you will cherish forever! We enjoyed every minute of our stay at Kona-Leilani. Thank you! =) Mahalo!

from £217 / night

£1,515 / week

1 / 49

Kalaoa holiday camper van rental

Kalaoa camper van

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £165 / night

£1,153 / week

1 / 20

Holiday home in Kailua-Kona

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £89 / night

£612 - £934 / week

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Holiday home in Keauhou

Keauhou house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,057 / night

£7,398 / week

1 / 25

Holiday condo in Kailua-Kona

Kailua-Kona condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £392 / night

£2,739 / week

1 / 14

Kailua-Kona holiday home rental

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £456 / night

£3,187 / week

1 / 31

Holiday home in Hilo

Hilo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £166 / night

£1,160 / week

1 / 21

Holiday home in Kalapana

Kalapana house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £92 / night

£507 - £990 / week

1 / 35

Holiday condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £461 / night

£3,223 / week

1 / 11

Volcano holiday villa rental

Volcano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £318 / night

£2,224 / week

1 / 67

Holiday condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £198 / night

£1,386 / week

1 / 30

Holiday cottage in Pahoa

Pahoa cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £60 / night

£419 / week

1 / 8

Holiday condo in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £127 / night

£883 / week

1 / 15

Hawi holiday b&b rental

Hawi b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £386 / night

£2,701 / week

1 / 42

Holiday condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £157 / night

£1,064 - £1,115 / week

1 / 17

Holiday home in Honokaa

Honokaa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £115 / night

£760 - £889 / week

1 / 22

Holiday lodge in Honokaa

Honokaa lodge

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 16

from £829 / night

£5,801 / week

1 / 25

Condo rental in Kailua-Kona with shared pool

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £152 / night

£1,252 / week

1 / 11

Holiday home in Kalapana

Kalapana house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £138 / night

£961 / week

1 / 30

Condo accommodation in Kailua-Kona with shared pool

Kailua-Kona condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £125 / night

£870 / week

1 / 21

Pahoa holiday home rental

Pahoa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £139 / night

£967 / week

1 / 4

Condo rental in Kailua-Kona

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £139 / night

£967 / week

1 / 35

Holiday condo accommodation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £276 / night

£1,933 / week

1 / 20

Kailua-Kona holiday home rental

Kailua-Kona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £226 / night

£1,499 - £1,949 / week

1 / 20

Kalaoa holiday camper van let

Kalaoa camper van

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £171 / night

£1,191 / week

1 / 18

Pahoa holiday b&b rental

Pahoa b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £43 / night

£301 / week

1 / 9

Waikoloa holiday condo rental

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £215 / night

£1,501 / week

1 / 41

Kailua-Kona holiday condo rental

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,712 / week

1 / 11

Holiday camper van in Kailua-Kona

Kailua-Kona camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £184 / night

£1,283 / week

1 / 4

Pahoa holiday bungalow rental

Pahoa bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£484 / week

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Holiday cottage rental

Ocean View cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £88 / night

£613 / week

1 / 15

Holiday condo with shared pool in Kailua-Kona

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £321 / night

£2,247 / week

1 / 59

Holiday home in Keauhou

Keauhou house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £368 / night

£2,576 / week

1 / 18

Holiday condo with swimming pool in Waikoloa

Waikoloa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £163 / night

£1,140 / week

1 / 21

B&b rental in Kealakekua

Kealakekua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £142 / night

£993 / week

1 / 15

Holiday home rental

Keaau house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £92 / night

£580 / week

1 / 7

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