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Vacation Rentals
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>
Kailua
8
BR /
8
BA /
Sleeps
12
From $4,990/nt
Featured
3
BR /
3
BA /
Sleeps
6
From $4,550/wk
Featured
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BA /
Sleeps
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From $175/nt
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From $225/nt
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1
BA /
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2
From $175/nt
Featured
Kailua Ocean Vacation Rentals
(89)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
Summer Decadence! - luxuriate in elegant and private home -pool, walk to beach
4 Bedrooms,
3
Bathrooms
, Sleeps 9
$800
per night
Summer Decadence! - luxuriate in elegant and private home -pool, walk to beach
Book it Now!
2 night Minimum Stay
4
BR,
3
BA,
Sleeps
9
Oahu
>
Kailua House
#236104
(13)
Compare
'Koi Palms Luxury Cottage' Short Walk to Kailua Beach
1 Bedrooms,
1
Bathroom
, Sleeps 2
$175
per night
'Koi Palms Luxury Cottage' Short Walk to Kailua Beach
Book it Now!
1
BR,
1
BA,
Sleeps
2
Oahu
>
Kailua Cottage
#241024
(12)
Compare
Kailua Beach-Tropical Sands Luxury Suite-Walk to Kailua Beach
1 Bedrooms,
1
Bathroom
, Sleeps 2
$160
per night
Kailua Beach-Tropical Sands Luxury Suite-Walk to Kailua Beach
2 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Oahu
>
Kailua Cottage
#361207
(14)
Compare
Place in Paradise - Large 5 Bedroom Beach Front on Kailua Bay
5 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 14
$1,200 - $1,800
per night
Place in Paradise - Large 5 Bedroom Beach Front on Kailua Bay
5 - 10 night Minimum Stay
5
BR,
5
BA,
1
HF BA,
Sleeps
14
Oahu
>
Kailua House
#10118vb
(6)
Compare
Stunning Kailua Oceanfront House with Beach Walk Right Outside
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$4,550 - $7,700
per week
Stunning Kailua Oceanfront House with Beach Walk Right Outside
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Oahu
>
Kailua House
#221336
(36)
Compare
Gracious Island Getaway on Beautiful Kailua Beach
4 Bedrooms, Sleeps 8
Gracious Island Getaway on Beautiful Kailua Beach
4
BR,
Sleeps
8
Oahu
>
Kailua House
#444417vb
(15)
Compare
Kolea Estate-Gated Kailua Retreat! 1 Mile from Lanikai Beach
6 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 16
$1,000
per night
Kolea Estate-Gated Kailua Retreat! 1 Mile from Lanikai Beach
5 - 12 night Minimum Stay
6
BR,
4
BA,
1
HF BA,
Sleeps
16
Oahu
>
Kailua Villa
#384067
(30)
Compare
Ka'hela - Paradise for Rent
4 Bedrooms,
4
Bathrooms
, Sleeps 8
Ka'hela - Paradise for Rent
4
BR,
4
BA,
Sleeps
8
Oahu
>
Kailua House
#3000795
1 Review
Compare
The Ginger Hale Beachfront Retreat
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$5,460
per week
The Ginger Hale Beachfront Retreat
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Oahu
>
Kailua House
#403944vb
(3)
Compare
Gorgeous sandy beachfront! Yard, Sunrise Views
4 Bedrooms,
4
Bathrooms
, Sleeps 13
$1,050
per night
Gorgeous sandy beachfront! Yard, Sunrise Views
28 night Minimum Stay
4
BR,
4
BA,
Sleeps
13
Oahu
>
Kailua House
#3518663
Compare
Stop! Must See Kailua Beachside Villa
4 Bedrooms,
4
Bathrooms
, Sleeps 8
$900
per night
Stop! Must See Kailua Beachside Villa
7 night Minimum Stay
4
BR,
4
BA,
Sleeps
8
Oahu
>
Kailua House
#337362
(4)
Compare
Charming & Spacious Kama'aina Home on Kailua Beach
3 Bedrooms,
3
Bathrooms
, Sleeps 8
Charming & Spacious Kama'aina Home on Kailua Beach
3
BR,
3
BA,
Sleeps
8
Oahu
>
Kailua House
#25474vb
(8)
Compare
Best Oceanfront View in Kailua
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Best Oceanfront View in Kailua
3
BR,
2
BA,
Sleeps
8
Oahu
>
Kailua House
#3014373
Compare
Honey I Want This One! ~And ~it's Got Air Conditioning
4 Bedrooms,
2
Bathrooms
, Sleeps 8
Honey I Want This One! ~And ~it's Got Air Conditioning
4
BR,
2
BA,
Sleeps
8
Oahu
>
Kailua House
#151175vb
(11)
Compare
Sleeps 10 - Salt Water Pool And Steps From Kailua Beach
5 Bedrooms,
3
Bathrooms
, Sleeps 10
Sleeps 10 - Salt Water Pool And Steps From Kailua Beach
5
BR,
3
BA,
Sleeps
10
Oahu
>
Kailua House
#445708vb
Compare
Coconut Hideaway -Quiet, Spacious & Private Treetop Setting
1 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 4
$185
per night
Coconut Hideaway -Quiet, Spacious & Private Treetop Setting
Book it Now!
3 night Minimum Stay
1
BR,
1
BA,
1
HF BA,
Sleeps
4
Oahu
>
Kailua House
#963616
(9)
Compare
Families Reconnect Play Relax Together - Pool, Hot Tub, Short Walk to the Beach
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$529
per night
Families Reconnect Play Relax Together - Pool, Hot Tub, Short Walk to the Beach
5 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Oahu
>
Kailua House
#207816
(48)
Compare
Glass Ball Hideaway 2 Bedroom 1 Bath..Walk to Beach !
2 Bedrooms,
1
Bathroom
, Sleeps 6
$225
per night
Glass Ball Hideaway 2 Bedroom 1 Bath..Walk to Beach !
Book it Now!
4 night Minimum Stay
2
BR,
1
BA,
Sleeps
6
Oahu
>
Kailua House
#965534
(3)
Compare
Beach side Executive Home
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$575
per night
Beach side Executive Home
5 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Oahu
>
Kailua House
#350477
(9)
Compare
New Modern Island Style Beachside Apartment
2 Bedrooms,
1
Bathroom
, Sleeps 5
$235
per night
New Modern Island Style Beachside Apartment
5 - 7 night Minimum Stay
2
BR,
1
BA,
Sleeps
5
Oahu
>
Kailua Apartment
#935604
(3)
Compare
Your Island Home Away from Home!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Your Island Home Away from Home!
3
BR,
2
BA,
Sleeps
8
Oahu
>
Kailua House
#313988
(34)
Compare
Tropical Hideaway Studio on the Water in Kailua with Swimming Pool
Studio,
1
Bathroom
, Sleeps 4
$149 - $155
per night
Tropical Hideaway Studio on the Water in Kailua with Swimming Pool
Book it Now!
2 night Minimum Stay
Studio,
1
BA,
Sleeps
4
Oahu
>
Kailua Studio
#913424
(25)
Compare
Great Place + Great Location = Great Vacation!
Studio,
1
Bathroom
, Sleeps 3
Great Place + Great Location = Great Vacation!
Studio,
1
BA,
Sleeps
3
Oahu
>
Kailua Studio
#285239
(29)
Compare
Beachfront Rental
1 Bedrooms, Sleeps 3
Beachfront Rental
1
BR,
Sleeps
3
Oahu
>
Kailua Apartment
#207917
(17)
Compare
Family home - easy walk to Kailua Beach
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Family home - easy walk to Kailua Beach
3
BR,
2
BA,
Sleeps
8
Oahu
>
Kailua House
#217470
(36)
Compare
Comfortable 3 bedroom 1 bath cottage, Jacuzzi and A/C
3 Bedrooms,
1
Bathroom
, Sleeps 6
$275 - $290
per night
Comfortable 3 bedroom 1 bath cottage, Jacuzzi and A/C
Book it Now!
4 night Minimum Stay
3
BR,
1
BA,
Sleeps
6
Oahu
>
Kailua House
#313941
(12)
Compare
Island Hale - Charming and Quiet--Special Pricing!!!
1 Bedrooms,
1
Bathroom
, Sleeps 2
$90
per night
Island Hale - Charming and Quiet--Special Pricing!!!
Book it Now!
1
BR,
1
BA,
Sleeps
2
Oahu
>
Kailua Studio
#193209
(11)
Compare
Enchanted Hideaway for Two
Studio,
1
Bathroom
, Sleeps 4
$140
per night
Enchanted Hideaway for Two
Book it Now!
2 night Minimum Stay
Studio,
1
BA,
Sleeps
4
Oahu
>
Kailua Bungalow
#915220
1 Review
Compare
Kailua Executive Estate Resort Living
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 10
$7,700 - $8,080
per week
Kailua Executive Estate Resort Living
7 night Minimum Stay
4
BR,
3
BA,
1
HF BA,
Sleeps
10
Oahu
>
Kailua Estate
#446284vb
1 Review
Compare
Kailua Beach Estate Luxury Vacation Rental Oahu Hawaii
5 Bedrooms,
5
Bathrooms
, Sleeps 14
$40,000
per month
Kailua Beach Estate Luxury Vacation Rental Oahu Hawaii
28 night Minimum Stay
5
BR,
5
BA,
Sleeps
14
Oahu
>
Kailua Estate
#206918
Compare
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