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Holiday Houses in Kailua

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193 Holiday homes

Nancy's Kailua Cottage Makai

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

8

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from £69 / night

£483 / week

Plantation Charm in Kailua

Kailua bungalow

4 bedrooms / 2 bathrooms / sleeps 7

5

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from £151 / night

£1,056 / week

Nancy's Kailua Cottage Mauka

Kailua cottage

/ 1 bathroom / sleeps 4

9

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from £69 / night

£483 / week

Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views of Kailua

Kailua apartment

1 bedroom / 1 bathroom / sleeps 4

21

Responds fast! avg. 1 hour 35 minutes

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from £162 / night

£1,131 / week

Steps to Kailua Beach * Peaceful Beach House* 2 bedrooms & 1 1/2 bath * AC

Kailua house

2 bedrooms / 1 bathroom / sleeps 4

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from £219 / night

£1,531 - £1,606 / week

Kapaka Cottage with 2 bedroom & 1 bath - Central Air & full kitchen

Kailua apartment

2 bedrooms / 1 bathroom / sleeps 4

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from £127 / night

£888 - £1,177 / week

Kailua Shores Estate 8 Bedroom

Kailua house

8 bedrooms / 9 bathrooms / sleeps 16

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from £4,784 / night

£33,483 / week

Sunny Apartment in excellent location - short walk to Kailua beach & town

Kailua apartment

1 bedroom / 1 bathroom / sleeps 3

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from £97 / night

£673 - £990 / week

Beach House w/amazing ocean views & 10 steps from beach access. Hale Kalio

Kailua house

6 bedrooms / 4 bathrooms / sleeps 11

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from £731 / night

£5,116 / week

Air conditioned Hi'ilani Hideaway with full kitchen - sleeps up to 4 adults

Kailua apartment

2 bedrooms / 1 bathroom / sleeps 5

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from £110 / night

£771 - £920 / week

Your Private Place in Paradise - Sleeps 2 to 4!

Kailua apartment

1 bedroom / 1 bathroom / sleeps 4

1

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from £124 / night

£832 / week

***PARADISE FOUND: The Orchid Room at Seal Cove*** PRIVATE BATHROOM (not shared)

Kailua private room

1 bedroom / 1 bathroom / sleeps 3

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from £95 / night

£598 / week

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from £2,996 / night

£20,973 / week

Kailua, Entire 3 Bedroom Home, carport, yard, BBQ

Kailua house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 34 minutes

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from £125 / night

£833 - £999 / week

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from £3,703 / night

£25,919 / week

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from £1,349 / night

£9,438 / week

Kailua, Cozy, 2 bedroom, duplex home, carport, yard, BBQ

Kailua house

2 bedrooms / 1 bathroom / sleeps 4

3

Responds fast! avg. 1 hour 34 minutes

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from £92 / night

£641 / week

Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of

Kailua house

5 bedrooms / 2 bathrooms / sleeps 10

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from £1,765 / night

£12,355 / week

Kailua, Cozy, Spacious Duplex Home, carport, yard, BBQ

Kailua house

1 bedroom / 1 bathroom / sleeps 3

3

Responds fast! avg. 1 hour 34 minutes

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from £100 / night

£700 / week

Beautiful Kailua Beachside Home w/Pool & AC. Lokomaika'i Kailua

Kailua house

5 bedrooms / 3 bathrooms / sleeps 10

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from £741 / night

£5,184 / week

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from £641 / night

£4,482 / week

White Sands Escape by the Beach

Kailua house

1 bedroom / 1 bathroom / sleeps 1

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from £56 / night

£369 / week

Cozy Cottage 5 Minute Walk to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / sleeps 4

18

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from £59 / night

£408 / week

Relaxing Private Room- 5 Min Walk to Kailua Beach

Kailua private room

1 bedroom / 1 bathroom / sleeps 2

3

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from £34 / night

£233 / week

Large Spacious Studio - 5 Min Walk to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / sleeps 4

5

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from £55 / night

£380 / week

4 Bedroom/ 2 Bath Unit -5 Min Walk to Kailua Beach

Kailua house

4 bedrooms / 2 bathrooms / sleeps 8

22

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from £113 / night

£787 / week

Brand NEW!! Steps away from the beach, Private, Luxury, Ranch Beach House

Kailua house

2 bedrooms / 2 bathrooms / sleeps 6

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from £637 / night

£4,457 / week

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Garden of Dreams - swimming pool on property

Kailua house

1 bedroom / 1 bathroom / sleeps 2

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from £79 / night

£552 - £579 / week

3bd/3.5ba Tropical Home w/A/C, Private Yard, & Close to Beach. Hale Nani Lanikai

Kailua apartment

3 bedrooms / 4 bathrooms / sleeps 8

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from £595 / night

£4,162 / week

3bd/2ba Beachy Charm Home w/Private Pool & Close Walk to beach. Lanikai Cottage

Kailua apartment

3 bedrooms / 2 bathrooms / sleeps 7

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from £418 / night

£2,922 / week

Lanikai Ohana Hale

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

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from £166 / night

£1,159 / week

Beautiful Kailua Beachside Luxury Home w/Pool & AC. Maluhia

Kailua apartment

4 bedrooms / 4 bathrooms / sleeps 9

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from £1,802 / night

£12,615 / week

D&D's B&B- sweet island style Studio

Kailua house

1 bedroom / 1 bathroom / sleeps 2

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from £65 / night

£447 - £476 / week

Kailani Villa - Holiday Availability! Inquire for possible discounts!

Kailua house

4 bedrooms / 4 bathrooms / sleeps 8

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from £1,171 / night

£8,196 / week

D+D's Cottage - Best Location in Kailua

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

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from £66 / night

£459 - £707 / week

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from £1,516 / night

£10,610 / week

Kailua Beach House

Kailua house

4 bedrooms / 4 bathrooms / sleeps 8

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from £926 / night

£6,478 / week

Ocean view, Villa, Mokulua Island view, Pool, Luxury, Lanikai Ocean View Villa

Kailua house

5 bedrooms / 3 bathrooms / sleeps 12

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from £1,473 / night

£10,307 / week

Large Private Luxury Home w/Pool, A/C and Ocean Views. Kailua Shores Estate

Kailua apartment

5 bedrooms / 5 bathrooms / sleeps 10

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from £2,944 / night

£20,605 / week

Bright Kailua House w/Pool & Patio by Beaches

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 45 minutes

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from £143 / night

£997 / week

Viewing 40 of 193
rentals in Kailua