Kailua Vacation Rentals - HolidayHomes base64Hash Kailua Vacation Rentals - HolidayHomes

Kailua Vacation Rentals

Browse 241 available vacation homes and compared across 8 trusted partners

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Top-Rated Vacation rentals in Kailua

Book the highest-rated Kailua vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Kailua
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
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House Kailua
Lanikai Ohana Hale
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House Kailua
Tradewind Bungalow, in Kailua on Oahu
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Bed and breakfast Kailua
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
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House Kailua
KAILUA-STEPS TO THE BEACH
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House Kailua
Huge House, Heated Pool, AC, Steps to Kailua Beach
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House Kailua
House with hot tub, barbeque & private pool | City view | Suitable for remote work
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Cabin Kailua
Little Yellow Cottage: Steps to Lanikai Beach
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Cabin Kailua
Footsteps to Hawaii's Best Beach
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House Kailua
House with yard, terrace & BBQ | Mountain view
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Cabin Kailua
Cottage with grill, yard & terrace
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House Kailua
Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
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Apartment Kailua
New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach
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House Kailua
House with yard, terrace & barbeque
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House Kailua
House with yard, terrace & barbeque | Nature view
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Top 15 most Recommended Vacation Rentals in Kailua

Discover your ideal Kailua vacation rental with real-time comparisons of 241 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Kailua
House ∙ 4 guests ∙ 1 bedroom

39 m² House

Kailua, Honolulu County, Hawaii, United States
This house rental in Kailua accommodates 4 guests and features a private pool for a relaxing getaway.
from $650
per night
(155)
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House Kailua
House ∙ 2 guests ∙ 2 bedrooms

47 m² House

Kailua, Honolulu County, Hawaii, United States
This house rental in Kailua accommodates 2 guests and features a beautiful mountain view.
from $142
per night
(22)
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Cabin Kailua
5 guests ∙ 2 bedrooms

Cabin

Kailua, Honolulu County, Hawaii, United States
This cozy cabin in Kailua accommodates 5 guests and features a refreshing pool for relaxation.
from $509
per night
(194)
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House Kailua
House ∙ 8 guests ∙ 4 bedrooms

297 m² House

Kailua, Honolulu County, Hawaii, United States
This house rental in Kailua accommodates 8 guests and features a private pool for relaxation and enjoyment.
from $706
per night
(131)
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House Kailua
House ∙ 14 guests ∙ 5 bedrooms

293 m² House

Kailua, Honolulu County, Hawaii, United States
Spacious house rental in Kailua for 14 guests featuring a beautiful yard and convenient beach access.
from $2,999
per night
(154)
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Cabin Kailua
Cabin ∙ 4 guests ∙ 1 bedroom

60 m² Cabin

Kailua, Honolulu County, Hawaii, United States
This cozy cabin in Kailua accommodates 4 guests and features beach access for a perfect getaway.
from $444
per night
(87)
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House Kailua
House ∙ 10 guests ∙ 4 bedrooms

242 m² House

Kailua, Honolulu County, Hawaii, United States
This spacious house rental in Kailua accommodates 12 guests and features a private pool for relaxing after a day at the beach.
from $616
per night
(108)
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Apartment Kailua
Apartment ∙ 4 guests ∙ 2 bedrooms

84 m² Apartment

Kailua, Honolulu County, Hawaii, United States
This Kailua apartment rental for 4 features a balcony with stunning mountain views.
from $245
per night
(36)
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House Kailua
House ∙ 2 guests ∙ 1 bedroom

37 m² House

Kailua, Honolulu County, Hawaii, United States
Cozy house rental in Kailua for 2 with a spacious yard perfect for relaxing and outdoor activities.
from $264
per night
(42)
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