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Vacation Rentals
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Hawaii
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Oahu
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Kailua
2
BR /
1
BA /
Sleeps
6
From $225/nt
Featured
4
BR /
3
BA /
Sleeps
8
From $575/nt
Featured
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BR /
3
BA /
Sleeps
10
From $425/nt
Featured
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From $165/nt
Featured
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3
BA /
Sleeps
8
From $45,000/month
Featured
Kailua: Houses, Studios & More | Page 2
(299)
sort by
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Special Offers First
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
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
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
Recently Renovated Kailua Cottage
1 Bedrooms,
1
Bathroom
, Sleeps 2
$165 - $180
per night
Recently Renovated Kailua Cottage
Book it Now!
3 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Oahu
>
Kailua Cottage
#980940
(15)
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
Akialoa Getaways- Huge 2bedroom Suite Living,Dining and Kitchen!
2 Bedrooms,
1
Bathroom
, Sleeps 4
$200
per night
Akialoa Getaways- Huge 2bedroom Suite Living,Dining and Kitchen!
3 night Minimum Stay
2
BR,
1
BA,
Sleeps
4
Oahu
>
Kailua House
#439113vb
(5)
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
Walking Distance To The Beach And All Kailua Town Has To Offer
3 Bedrooms,
2
Bathrooms
, Sleeps 7
$300 - $395
per night
Walking Distance To The Beach And All Kailua Town Has To Offer
3 night Minimum Stay
3
BR,
2
BA,
Sleeps
7
Oahu
>
Kailua House
#472250vb
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
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
Comfy Beachside Hideaway in a Lush Tropical Garden!
3 Bedrooms,
2
Bathrooms
, Sleeps 6
Comfy Beachside Hideaway in a Lush Tropical Garden!
3
BR,
2
BA,
Sleeps
6
Oahu
>
Kailua House
#25530vb
(5)
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
Beautiful Villa On Kailua Beachside
6 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 14
Beautiful Villa On Kailua Beachside
6
BR,
3
BA,
1
HF BA,
Sleeps
14
Oahu
>
Kailua House
#469879vb
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
Aloha from the Island of Oahu, and Welcome to Paradise!
5 Bedrooms,
4
Bathrooms
, Sleeps 16
$600 - $650
per night
Aloha from the Island of Oahu, and Welcome to Paradise!
5 - 7 night Minimum Stay
5
BR,
4
BA,
Sleeps
16
Oahu
>
Kailua House
#42225vb
(24)
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
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
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
Stunning Kailua Beachside 3 BR Home with Lagoon Pool
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Stunning Kailua Beachside 3 BR Home with Lagoon Pool
3
BR,
2
BA,
Sleeps
8
Oahu
>
Kailua House
#317922
(5)
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
Happy Kailua Beach House 1/2 Block from Kalama Beach Park
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$350 - $400
per night
Happy Kailua Beach House 1/2 Block from Kalama Beach Park
5 - 7 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Oahu
>
Kailua House
#319362
(38)
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 Beachfront
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$10,020
per month
Kailua Beachfront
30 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Oahu
>
Kailua House
#464466vb
(3)
Compare
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