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Vacation Rentals
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>
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>
Hawaii
>
Oahu
>
Kailua
4
BR /
3
BA /
Sleeps
8
From $45,000/month
Featured
4
BR /
3
BA /
Sleeps
8
From $575/nt
Featured
4
BR /
4
BA /
Sleeps
13
From $1,050/nt
Featured
5
BR /
2
BA /
1
HF BA /
Sleeps
12
Featured
Studio /
1
BA /
Sleeps
2
From $140/nt
Featured
Kailua
(202)
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
'Hale Nalu Palekaiko ' Pool, Walk to Kailua Beach
4 Bedrooms,
3
Bathrooms
, Sleeps 10
$425
per night
'Hale Nalu Palekaiko ' Pool, Walk to Kailua Beach
5 night Minimum Stay
4
BR,
3
BA,
Sleeps
10
Oahu
>
Kailua House
#65043vb
(32)
Compare
Kailua by the Sea - New studio, 3 minute walk to Beach, WIFI
Studio,
1
Bathroom
, Sleeps 2
$140 - $150
per night
Kailua by the Sea - New studio, 3 minute walk to Beach, WIFI
Book it Now!
3 - 5 night Minimum Stay
Studio,
1
BA,
Sleeps
2
Oahu
>
Kailua Studio
#442042vb
(5)
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
Private and Modern Affordable Kailua 3bdrm Vacation Home
3 Bedrooms, Sleeps 6
$250 - $500
per night
Private and Modern Affordable Kailua 3bdrm Vacation Home
3 night Minimum Stay
3
BR,
Sleeps
6
Oahu
>
Kailua House
#292670vb
(22)
Compare
Kailua Beach Just A Few Minutes Away from Your Own Slice of Heaven!!
2 Bedrooms,
1
Bathroom
, Sleeps 9
$275 - $300
per night
Kailua Beach Just A Few Minutes Away from Your Own Slice of Heaven!!
3 - 5 night Minimum Stay
2
BR,
1
BA,
Sleeps
9
Oahu
>
Kailua House
#457771vb
(5)
Compare
Kailua- 250 Steps to Beach- Tropical & Spacious Beach
2 Bedrooms,
1
Bathroom
, Sleeps 5
$249 - $285
per night
Kailua- 250 Steps to Beach- Tropical & Spacious Beach
2 night Minimum Stay
2
BR,
1
BA,
Sleeps
5
Oahu
>
Kailua Townhome
#268401
(32)
Compare
Best Views Great Family Home Right on the Beach GOLDEN WEEK AVAILABLE
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$8,400
per week
Best Views Great Family Home Right on the Beach GOLDEN WEEK AVAILABLE
7 night Minimum Stay
4
BR,
3
BA,
1
HF BA,
Sleeps
8
Oahu
>
Kailua House
#191624
(15)
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 'Green' Executive Home on a Quiet Beach Lane
5 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 12
Gorgeous 'Green' Executive Home on a Quiet Beach Lane
5
BR,
2
BA,
1
HF BA,
Sleeps
12
Oahu
>
Kailua House
#317921
(10)
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
Luxury Kailua Beachfront Estate in Kailua
5 Bedrooms,
5
Bathrooms
, Sleeps 10
Luxury Kailua Beachfront Estate in Kailua
5
BR,
5
BA,
Sleeps
10
Oahu
>
Kailua Villa
#288676
2 Reviews
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
Bali-Hawaii Home 2,000 Sq.Feet with Private Pool
1 Bedrooms, Sleeps 5
$2,100
per week
Bali-Hawaii Home 2,000 Sq.Feet with Private Pool
Book it Now!
7 night Minimum Stay
1
BR,
Sleeps
5
Oahu
>
Kailua House
#220874vb
(12)
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
Romantic Getaway Steps From The Beautiful Kailua Beach
1 Bedrooms,
1
Bathroom
, Sleeps 3
$145 - $250
per night
Romantic Getaway Steps From The Beautiful Kailua Beach
Book it Now!
3 night Minimum Stay
1
BR,
1
BA,
Sleeps
3
Oahu
>
Kailua Studio
#460839vb
2 Reviews
Compare
Driftwood Hideaway Studio For Two - Now Available!
Studio,
1
Bathroom
, Sleeps 2
$125
per night
Driftwood Hideaway Studio For Two - Now Available!
Book it Now!
3 night Minimum Stay
Studio,
1
BA,
Sleeps
2
Oahu
>
Kailua House
#3544241
Compare
Location! Quiet, Private Hawaiian Beachside Home w/ solar heated pool
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$5,250
per week
Location! Quiet, Private Hawaiian Beachside Home w/ solar heated pool
7 night Minimum Stay
4
BR,
3
BA,
Sleeps
8
Oahu
>
Kailua House
#266648
1 Review
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
Kailua Beachfront Retreat
6 Bedrooms,
5
Bathrooms
, Sleeps 10
Kailua Beachfront Retreat
6
BR,
5
BA,
Sleeps
10
Oahu
>
Kailua House
#206463
(6)
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
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
From 1- to 5 Bedrooms on Beautiful Kailua Beach, Villa
5 Bedrooms,
5
Bathrooms
, Sleeps 12
$125
per night
From 1- to 5 Bedrooms on Beautiful Kailua Beach, Villa
2 night Minimum Stay
5
BR,
5
BA,
Sleeps
12
Oahu
>
Kailua Villa
#207744
2 Reviews
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
Pikake Hale - Beachside Comfort - Check Specials
5 Bedrooms,
4
Bathrooms
, Sleeps 13
Pikake Hale - Beachside Comfort - Check Specials
5
BR,
4
BA,
Sleeps
13
Oahu
>
Kailua House
#202133vb
(16)
Compare
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