Kailua Vacation Rentals - Wimdu base64Hash Kailua Vacation Rentals - Wimdu

Kailua Vacation Rentals

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Choose from 231 vacation rentals and homes for your trip!

Best-rated vacation rentals in Kailua

Discover vacation rentals with top-notch guest ratings

House Kailua
from $168 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation home with terrace, yard & barbecue | City view

5.0
Outstanding(98 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
from $1,441 per night
House ∙ 20 guests ∙ 8 bedrooms

Child-friendly pleasant house with terrace, garden & private pool | Beach nearby | Good for workation

4.8
Outstanding(91 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
from $635 per night
House ∙ 6 guests ∙ 3 bedrooms

House with hot tub, barbeque & private pool | Nature view | Suitable for remote work

4.9
Outstanding(83 ratings)
Kailua, Honolulu County, Hawaii, United States
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Pet-friendly rentals in Kailua

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Kailua
from $791 per night
House ∙ 20 guests ∙ 5 bedrooms

House with terrace & grill

Kailua, Honolulu County, Hawaii, United States
Pet-friendly
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House Kailua
from $4,327 per night
House ∙ 18 guests ∙ 6 bedrooms

Children-friendly house with private pool, yard & BBQ | Mountain view | Beach nearby | Suitable for remote work | Pet-friendly

5.0
Outstanding(4 ratings)
Kailua, Honolulu County, Hawaii, United States
Pet-friendly
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House Kailua
from $1,968 per night
House ∙ 14 guests ∙ 5 bedrooms

Fully equipped house with yard, pool & grill | Nature view | Beach nearby | Dogs allowed

Kailua, Honolulu County, Hawaii, United States
Pet-friendly
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See all pet-friendly offers

Vacation rentals with pool in Kailua

Discover best cabin and house rentals with pool in Kailua

House Kailua
from $1,012 per night
House ∙ 11 guests ∙ 5 bedrooms

Vacation home with yard, private pool & BBQ

5.0
Outstanding(2 ratings)
Kailua, Honolulu County, Hawaii, United States
Pool
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House Kailua
from $575 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented pleasant vacation home with barbeque, patio & private pool | Nature view | Close to the beach | Perfect for remote work

4.6
Excellent(30 ratings)
Kailua, Honolulu County, Hawaii, United States
Pool
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House Kailua
from $627 per night
House ∙ 4 guests ∙ 1 bedroom

House with barbeque, private pool & garden | Garden view

4.8
Outstanding(160 ratings)
Kailua, Honolulu County, Hawaii, United States
Pool
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See all offers with pool

Best vacation rental offers in Kailua

Cabin Kailua
from $362 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with yard | Mountain view

5.0
Outstanding(118 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
from $450 per night
House ∙ 4 guests ∙ 2 bedrooms

House with barbeque & patio | Nature view

5.0
Outstanding(17 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
from $1,420 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with barbecue, yard & terrace

4.9
Outstanding(57 ratings)
Kailua, Honolulu County, Hawaii, United States
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Cabin Kailua
from $138 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with grill, yard & terrace

5.0
Outstanding(56 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $842 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with garden & patio | Mountain view

4.6
Excellent(180 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
Cabin Kailua
from $273 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with terrace, barbeque & yard

4.7
Excellent(67 ratings)
Kailua, Honolulu County, Hawaii, United States
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Bed and breakfast Kailua
from $368 per night
Bed and breakfast ∙ 3 guests ∙ 2 bedrooms

Bed & breakfast with garden, jacuzzi & terrace

4.6
Excellent(149 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
from $236 per night
House ∙ 6 guests ∙ 3 bedrooms

House with yard, terrace & barbeque

5.0
Outstanding(34 ratings)
Kailua, Honolulu County, Hawaii, United States
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Villa Kailua
from $565 per night
Villa ∙ 12 guests ∙ 5 bedrooms

Villa with terrace, yard & BBQ

Kailua, Honolulu County, Hawaii, United States
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Cabin Kailua
from $510 per night
Cabin ∙ 5 guests ∙ 2 bedrooms

Cottage with terrace, jacuzzi & grill

4.6
Excellent(209 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $1,016 per night
House ∙ 14 guests ∙ 5 bedrooms

House with yard, terrace & barbeque | Nature view

5.0
Outstanding(31 ratings)
Kailua, Honolulu County, Hawaii, United States
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Cabin Kailua
from $148 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with patio, yard & BBQ | Nature view

5.0
Outstanding(65 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $653 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented vacation home with yard, private pool & barbecue

4.9
Outstanding(12 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $1,026 per night
House ∙ 7 guests ∙ 3 bedrooms

Children-friendly lovely house with terrace, grill & private pool | Mountain view

5.0
Outstanding(72 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $136 per night
House ∙ 2 guests ∙ 1 bedroom

Vacation home with barbecue & terrace

5.0
Outstanding(4 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $548 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with barbeque, garden & terrace | Close to the beach | Good for workation

5.0
Outstanding(43 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
Cabin Kailua
from $368 per night
Cabin ∙ 4 guests ∙ 1 bedroom

Family-friendly cottage with yard, terrace & BBQ | Next to the beach

5.0
Outstanding(87 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $418 per night
House ∙ 8 guests ∙ 4 bedrooms

House with yard, terrace & BBQ | Mountain view

4.9
Outstanding(55 ratings)
Kailua, Honolulu County, Hawaii, United States
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Villa Kailua
from $1,035 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa with barbeque & garden | Mountain view

Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $461 per night
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped house with barbecue, yard & patio | Mountain view | Close to the beach

5.0
Outstanding(31 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $288 per night
House ∙ 2 guests ∙ 1 bedroom

Wonderful house with terrace & garden | Suitable for remote work

5.0
Outstanding(39 ratings)
Kailua, Honolulu County, Hawaii, United States
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House Kailua
from $1,362 per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped house with grill, garden & private pool | Beach nearby | Good for workation

5.0
Outstanding(14 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $611 per night
House ∙ 4 guests ∙ 1 bedroom

House with garden, private pool & grill | Mountain view

4.8
Outstanding(160 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $625 per night
House ∙ 5 guests ∙ 2 bedrooms

Family-oriented house with hot tub, barbecue & pool | Nature view

4.8
Outstanding(257 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $142 per night
House ∙ 2 guests ∙ 2 bedrooms

Family-friendly house with grill, yard & terrace | Mountain view | Beach nearby

5.0
Outstanding(22 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
Cabin Kailua
from $144 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with yard, grill & terrace | Close to the beach

4.9
Outstanding(89 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $611 per night
House ∙ 2 guests ∙ 1 bedroom

House with grill, pool & terrace

4.7
Excellent(189 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $828 per night
House ∙ 6 guests ∙ 4 bedrooms

Child-friendly house with grill, patio & yard

5.0
Outstanding(109 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $466 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with grill, patio & private pool

4.8
Outstanding(16 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
House Kailua
from $691 per night
House ∙ 8 guests ∙ 4 bedrooms

House with private pool, grill & terrace | Nature view

5.0
Outstanding(133 ratings)
Kailua, Honolulu County, Hawaii, United States
View deal
Show all 245 apartments in Kailua

Price and Availability Index in Kailua

Click on any bar to see price and availability information

Vacation Rental Price Information in Kailua

In the graph above you can see the typical prices of vacation rentals in Kailua in each month. If you plan to book your accommodation in December, remember it's the most expensive period, with average prices of $1,504. On the other hand, the cheapest month in the year is May, with an average vacation rental price of $1,304.

Rental availability information in Kailua

This graph displays the availability of vacation rentals in Kailua over the next 12 months. It's most difficult to find a vacation rentals in Kailua in July, when only 30% of the vacation rentals on offer are available. It's easiest to find a vacation rental in Kailua in September - 83% of the holiday rentals in the area are still available.

And we love our apartments

Cottage with yard | Mountain view
House with barbeque & patio | Nature view
Vacation home with barbecue, yard & terrace
Cottage with grill, yard & terrace
Vacation home with garden & patio | Mountain view
Show all 245 apartments in Kailua

Features of Kailua vacation rentals

💳 Discounts up to 23%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Vacation rentals with a pool 85 rentals
🌙 Minimum price starting at $128
🐾 Pet friendly vacation homes 19 rentals
🏡 Rentals available 231 rentals

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