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Search results; Over 1,000 homes in Kailua
Over 1,000 homes in Kailua
Descriptions are based on details hosts provide
Top guest favorite
Guest favorite
This Kailua guesthouse puts you an 8-minute walk from the beach, with a private lanai
1 bedroom
,
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2 beds
,
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1 private bath
Sep 16 – 21
Sep 16 – 21
$2,794
$2,429
Show price breakdown
for 5 nights
,
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4.87 out of 5 average rating, 459 reviews
4.87 (459)
Top guest favorite
Guest favorite
This Kailua retreat gives you kayaks, paddleboards, and a 6-minute walk to the beach
4.96 out of 5 average rating, 131 reviews
4.96 (131)
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bath
1 bath
Aug 24 – 29
Aug 24 – 29
$2,659
$2,181
Show price breakdown
for 5 nights
Guest favorite
Guest favorite
This Lanikai house puts you across the street from the beach with a tiki bar backyard
4.9 out of 5 average rating, 50 reviews
4.9 (50)
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 baths
3 baths
Sep 2 – 7
Sep 2 – 7
$8,000
Show price breakdown
for 5 nights
$8,000 for 5 nights
Top guest favorite
Guest favorite
This beachfront Lanikai treehouse puts you 100 yards from the ocean
5.0 out of 5 average rating, 29 reviews
5.0 (29)
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bath
1 bath
Sep 4 – 11
Sep 4 – 11
$3,441
Show price breakdown
for 7 nights
$3,441 for 7 nights
Superhost
Superhost
This Kailua tiny house gives you a camping experience on Oahu
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
Half-bath
Half-bath
Aug 28 – Sep 2
Aug 28 – Sep 2
$492
$423
Show price breakdown
for 5 nights
Free cancellation
Top guest favorite
Guest favorite
This Lanikai studio puts you 100 yards from the beach through a private garden gate
5.0 out of 5 average rating, 28 reviews
5.0 (28)
,
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1 bed
1 bed
,
·
1 bath
1 bath
Sep 10 – 15
Sep 10 – 15
$2,698
Show price breakdown
for 5 nights
$2,698 for 5 nights
Superhost
Superhost
This off-grid Kailua tiny house gives you a private camping experience
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
No bathroom
No bathroom
Aug 19 – 24
Aug 19 – 24
$515
$438
Show price breakdown
for 5 nights
Free cancellation
Top guest favorite
Guest favorite
Private room
This Kailua private suite puts you a 5-minute walk from the beach
4.91 out of 5 average rating, 110 reviews
4.91 (110)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bath
1 bath
Oct 13 – 18
Oct 13 – 18
$1,035
Show price breakdown
for 5 nights
$1,035 for 5 nights
Guest favorite
Guest favorite
This renovated beachfront Kailua estate gives you a private lawn and separate cottage
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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6 bedrooms
6 bedrooms
,
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7 beds
7 beds
,
·
4 baths
4 baths
Sep 2 – 7
Sep 2 – 7
$11,691
Show price breakdown
for 5 nights
$11,691 for 5 nights
Superhost
Superhost
This beachfront Kailua estate gives you nearly an acre on the sand
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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5 bedrooms
5 bedrooms
,
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6 beds
6 beds
,
·
3 baths
3 baths
Aug 16 – 22
Aug 16 – 22
$16,511
Show price breakdown
for 6 nights
$16,511 for 6 nights
Guest favorite
Guest favorite
Soak in the lagoon-style pool at this gated Kailua home near the beach
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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6 bedrooms
6 bedrooms
,
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12 beds
12 beds
,
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5.5 baths
5.5 baths
Nov 28 – Dec 5
Nov 28 – Dec 5
$23,413
Show price breakdown
for 7 nights
$23,413 for 7 nights
Superhost
Superhost
Diamond Head views from the lanai greet you at this Manoa Valley home
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
·
1 bath
1 bath
Sep 3 – 8
Sep 3 – 8
$2,210
Show price breakdown
for 5 nights
$2,210 for 5 nights
Free cancellation
Guest favorite
Guest favorite
Private room
This Kailua garden suite puts you 1000 feet from the beach with a private patio
4.79 out of 5 average rating, 38 reviews
4.79 (38)
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2 beds
2 beds
,
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1 bath
1 bath
Aug 22 – 28
Aug 22 – 28
$3,461
$3,029
Show price breakdown
for 6 nights
Guest favorite
Guest favorite
Wake to turquoise waters at this beachfront Kailua house with a sprawling deck
4.92 out of 5 average rating, 13 reviews
4.92 (13)
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5 bedrooms
5 bedrooms
,
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7 beds
7 beds
,
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5.5 baths
5.5 baths
Aug 28 – Sep 2
Aug 28 – Sep 2
$15,678
Show price breakdown
for 5 nights
$15,678 for 5 nights
Top guest favorite
Guest favorite
This newly renovated North Shore townhouse puts you near Turtle Bay’s trails and beaches
4.97 out of 5 average rating, 273 reviews
4.97 (273)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
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2.5 baths
2.5 baths
Nov 29 – Dec 4
Nov 29 – Dec 4
$2,575
Show price breakdown
for 5 nights
$2,575 for 5 nights
Guest favorite
Guest favorite
Ocean and lagoon views greet you from this 20th-floor Waikiki condo’s lanai
4.9 out of 5 average rating, 49 reviews
4.9 (49)
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1 bedroom
1 bedroom
,
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3 beds
3 beds
,
·
1 bath
1 bath
Oct 23 – 28
Oct 23 – 28
$2,055
Show price breakdown
for 5 nights
$2,055 for 5 nights
Free cancellation
This spacious Oahu townhouse puts you a short walk from the beach with a BBQ area
New place to stay
New
,
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3 bedrooms
3 bedrooms
,
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6 beds
6 beds
,
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2 baths
2 baths
Aug 28 – Sep 2
Aug 28 – Sep 2
$3,624
Show price breakdown
for 5 nights
$3,624 for 5 nights
Top guest favorite
Guest favorite
This retro surf-inspired Turtle Bay condo gives you mountain views and a private balcony
5.0 out of 5 average rating, 25 reviews
5.0 (25)
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1 bedroom
1 bedroom
,
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2 beds
2 beds
,
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1 bath
1 bath
Oct 26 – 31
Oct 26 – 31
$2,168
Show price breakdown
for 5 nights
$2,168 for 5 nights
Free cancellation
Top guest favorite
Guest favorite
This renovated North Shore estate puts you 30 feet from the beach, with a hot tub
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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6 bedrooms
6 bedrooms
,
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8 beds
8 beds
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4.5 baths
4.5 baths
Aug 27 – Sep 1
Aug 27 – Sep 1
$9,514
$8,675
Show price breakdown
for 5 nights
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