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Holiday Apartments in Kailua

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2,392 Holiday homes

Beautiful, luxury Resort Condo with LOW rates!

Kihei apartment

1 bedroom / 2 bathrooms / sleeps 4

134

Responds fast! avg. 45 minutes

Match: Towels provided Smokers

All filters match

from £99 / night

£703 / week

Maui Chalet - tropical North Shore private retreat

Haiku chalet

2 bedrooms / 1 bathroom / sleeps 4

4

Match: Towels provided Smokers

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from £296 / night

£2,067 / week

Unique Artist Condo's Home refreshed Spring 2019

Kihei apartment

2 bedrooms / 1 bathroom / sleeps 6

19

Responds fast! avg. 36 minutes

Match: Towels provided Smokers

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from £189 / night

£1,188 / week

Work & Play *Kohala Lodge* Exceeded our Expectations! Quality Living..

Kohala Coast house

1 bedroom / 2 bathrooms / sleeps 2

9

Match: Towels provided Smokers

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from £274 / night

£1,918 / week

Kamaole Beach Royale 1 Bedroom Seaviews

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

2

Responds fast! avg. 1 hour 14 minutes

Match: Towels provided Smokers

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from £133 / night

£831 / week

Hawaii kona home 2 miles from the beach,

Kailua-Kona house

2 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 2 hours 11 minutes

Match: Towels provided Smokers

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from £188 / night

£1,020 / week

WBH D115 - Aloha Kai2, Beachfront, 1B/1Bath,Wifi,AC,Pool, Waiohuli Beach Hale

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

1

Match: Towels provided Smokers

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from £115 / night

£805 / week

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

6 bedrooms / 5 bathrooms / sleeps 14

3

Match: Towels provided Smokers

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from £1,998 / night

£13,987 / week

Mana Kai 711C

Kihei condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Towels provided Smokers

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from £237 / night

£1,655 / week

Hoyochi Nikko 201

Napili-Honokowai condo

2 bedrooms / 1 bathroom / sleeps 6

Match: Towels provided Smokers

All filters match

from £366 / night

£2,461 - £8,988 / week

These homes match some but not all of your filters. Clear all filters

Quiet Hanauma Bay Hideaway

Hawaii Kai studio

Studio / 1 bathroom / sleeps 3

1 of 2 match: Towels provided, Smokers

1 of 2 filters match

from £113 / night

£659 / week

Beautiful Family Home for Vacation

Honolulu house

5 bedrooms / 6 bathrooms / sleeps 10

1 of 2 match: Towels provided, Smokers

1 of 2 filters match

from £378 / night

£2,645 / week

Sweet Home for Family Vacation

Paia house

4 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Towels provided, Smokers

1 of 2 filters match

from £517 / night

£3,613 / week

Elegant Queen's Royal Suite in the Boutique BnB

Hawi b&b

1 bedroom / 2 bathrooms / sleeps 4

1 of 2 match: Towels provided, Smokers

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from £157 / night

£1,097 / week

Truly distinctive luxury with stunning view.

Kailua-Kona house

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Towels provided, Smokers

1 of 2 filters match

from £654 / night

£4,575 / week

Oceanfront Views

Hawaii Kai house

5 bedrooms / 7 bathrooms / sleeps 11

1 of 2 match: Towels provided, Smokers

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from £665 / night

£4,651 / week

Old School surf camper van

Haleiwa camper van

1 bedroom / 1 bathroom / sleeps 3

1

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £175 / night

£1,219 / week

Steps from Lanikai Beach! Private Laidback Luxury Home w/Pool, Lanikai Breeze

Kailua house

5 bedrooms / 5 bathrooms / sleeps 12

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £1,105 / night

£7,733 / week

Cozy Beachtown Getaway

Kailua apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £74 / night

£514 / week

Hawaiian King 501 Sleeps 4, Kitchen, Pool [HK501-TH-CTOM-01-AC

Kahala apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £136 / night

£950 - £1,317 / week

Kihei Surfside 102

Kihei condo

1 bedroom / 2 bathrooms / sleeps 2

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £139 / night

£968 / week

Sweet Paradise: Private and Peaceful Kauai Retreat

Kalaheo house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £80 / night

£560 / week

Romantic Honeymoon Suite @ Turtle Bay Villas

Kahuku villa

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £276 / night

£1,933 / week

Golfer's Dream

Kapolei condo

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £273 / night

£1,907 / week

Kohala Country Haven Sundeck Suite

Kapaau guest house

1 bedroom / 1 bathroom / sleeps 6

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £125 / night

£744 / week

North Shore Studio Farm View

Waialua studio

Studio / 1 bathroom / sleeps 2

1

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £100 / night

£700 / week

New Chic Pineapple Condo

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £281 / night

£1,962 / week

Vanlife Maui Campervan Whitey Ford - Adventure starts where plans end - Aloha

Napili-Honokowai camper van

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £144 / night

£942 / week

Vanlife Maui Campervan Royal blue - Adventure starts where plans end - Aloha

Napili-Honokowai house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £144 / night

£942 / week

Hear the waves!

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 3

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £222 / night

£1,549 / week

Vanlife Maui Campervan Whitey Ford - Adventure starts where plans end

Napili-Honokowai caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £144 / night

£942 / week

Perfect Beachtown Retreat

Kailua house

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £85 / night

£595 / week

3

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £170 / night

£1,188 / week

Kalaoa Ohana Kona

Kalaoa apartment

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £100 / night

£700 / week

Heavenly Hale Moi by Hideaways Beach Side B

Princeville apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 49 minutes

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £75 / night

£525 / week

Palm Cottage

Paia cottage

2 bedrooms / 1 bathroom / sleeps 4

2

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £292 / night

£2,040 - £2,623 / week

Kona Area Cottage ~ 4 Miles to Magic Sands Beach!

Keauhou studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 10 minutes

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £87 / night

£606 / week

Timeshare at Wyndham Beachwalk

Honolulu condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 47 minutes

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £375 / night

£2,623 / week

Kona Heaven

Kailua-Kona condo

3 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £124 / night

£866 - £1,740 / week

Vintage camper Surf Bus

Haleiwa caravan/mobile home

2 bedrooms / 1 bathroom / sleeps 4

4

1 of 2 match: Smokers, Towels provided

1 of 2 filters match

from £174 / night

£1,217 / week

Viewing 40 of 2,392
rentals in Kailua