Kailua, HI vacation rentals

Compare vacation rentals in Kailua, HI from 100+ sites!

524 available vacation rental offers

2 1
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Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Kailua, HI

Paradise Under A Plumeria Tree - Kailua, HI
9.7Excellent 112 reviews
Kailua, HI
4 2
$235/nighttotal: $7285 (31 )

Paradise Under A Plumeria Tree

apartment
Kailua
5 Min Walk To Famous Kailua Beach - Kailua, HI
9.7Excellent 164 reviews
Kailua, HI
4 1
$211/nighttotal: $6541 (31 )

5 Min Walk To Famous Kailua Beach

studio
Kailua
Fully Renovated Oct 2019 Studio W/ Friday Night Fireworks, Close To Attractions! - Kailua, HI
9.2Excellent 285 reviews
Kailua, HI
4 1
$316/nighttotal: $9796 (31 )

Fully Renovated Oct 2019 Studio W/ Friday Night Fireworks, Close To Attractions!

apartment
Urban Honolulu
Fresh Contemporary/hawaiian Decor W/ Ac, Washer/dryer, Wi-fi, Pool, Parking! - Kailua, HI
9.3Excellent 868 reviews
Kailua, HI
4 1
$209/nighttotal: $6479 (31 )

Fresh Contemporary/hawaiian Decor W/ Ac, Washer/dryer, Wi-fi, Pool, Parking!

apartment
Urban Honolulu
O’ahu Oasis In Beautiful Kailua - Kailua, HI
9.7Excellent 46 reviews
Kailua, HI
4 3
$424/nighttotal: $13144 (31 )

O’ahu Oasis In Beautiful Kailua

apartment
Kailua
Kailua, Home, Yard, Bbq, 7 Min Drv To Beach/town - Kailua, HI
9.8Excellent 180 reviews
Kailua, HI
4 3
$313/nighttotal: $9703 (31 )

Kailua, Home, Yard, Bbq, 7 Min Drv To Beach/town

house
Kailua
Close To The Beautiful Kailua Beach-a\/c's-full Kitchen-covered Patio-laundry - Kailua, HI
9.6Excellent 70 reviews
Kailua, HI
4 1
$286/nighttotal: $8866 (31 )

Close To The Beautiful Kailua Beach-a\/c's-full Kitchen-covered Patio-laundry

apartment
Kailua
Kailua Beachside, 2 Houses Off Beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views - Kailua, HI
9.0Excellent 124 reviews
Kailua, HI
4 2
$326/nighttotal: $10106 (31 )

Kailua Beachside, 2 Houses Off Beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views

house
Kailua
Peaceful & Spacious Hawaiian Ohana- Excellent Value - Kailua, HI
9.3Excellent 57 reviews
Kailua, HI
4 1
$279/nighttotal: $8649 (31 )

Peaceful & Spacious Hawaiian Ohana- Excellent Value

house
Kailua
Home Sweet Home-minutes To Kailua Town And Beach - Kailua, HI
10Excellent 6 reviews
Kailua, HI
4 2
$388/nighttotal: $12028 (31 )

Home Sweet Home-minutes To Kailua Town And Beach

Kailua
Pilipu Palms - Kailua, HI
10Excellent 27 reviews
Kailua, HI
4 2
$307/nighttotal: $9517 (31 )

Pilipu Palms

house
Kailua
Brand New Cottage Walking Distance To Beach & Town - Kailua, HI
10Excellent 8 reviews
Kailua, HI
4 2
$207/nighttotal: $6417 (31 )

Brand New Cottage Walking Distance To Beach & Town

Kailua

Other accommodation types in Kailua, HI

Best Kailua, HI vacation rentals with a pool

Among the 524 accommodations in Kailua, HI, here are the 8 best rentals with a pool

City View Studio With Pool Access In Aloha Surf! - Kailua, HI
8.7Very good 64 reviews
Kailua, HI
4 1
$228/nighttotal: $7068 (31 )

City View Studio With Pool Access In Aloha Surf!

apartment
Urban Honolulu
Partial Ocean View Condo - Free Parking And Wi-fi! - Kailua, HI
9.5Excellent 1117 reviews
Kailua, HI
4 1
$290/nighttotal: $8990 (31 )

Partial Ocean View Condo - Free Parking And Wi-fi!

apartment
Urban Honolulu
Mountain & Golf Course Views! Canal House #2007 - Kailua, HI
9.6Excellent 40 reviews
Kailua, HI
4 1
$173/nighttotal: $5363 (31 )

Mountain & Golf Course Views! Canal House #2007

apartment
Urban Honolulu
Ilikai 1927 - Kailua, HI
9.4Excellent 48 reviews
Kailua, HI
4 1
$310/nighttotal: $9610 (31 )

Ilikai 1927

house
Urban Honolulu
Gorgeous City View Studio Steps From The Beach At The Ilikai Hotel - Kailua, HI
9.2Excellent 681 reviews
Kailua, HI
4 1
$268/nighttotal: $8308 (31 )

Gorgeous City View Studio Steps From The Beach At The Ilikai Hotel

apartment
Urban Honolulu
Monthly- Discovery Bay 2203 Ocean/sunset/marina/city Views - Q Bed/twin Sofabed - Kailua, HI
9.5Excellent 11 reviews
Kailua, HI
4 1
$212/nighttotal: $6572 (31 )

Monthly- Discovery Bay 2203 Ocean/sunset/marina/city Views - Q Bed/twin Sofabed

apartment
Urban Honolulu
Waikiki Banyan 912 Your Luxurious Escape To Paradise - Kailua, HI
9.5Excellent 101 reviews
Kailua, HI
4 1
$402/nighttotal: $12462 (31 )

Waikiki Banyan 912 Your Luxurious Escape To Paradise

apartment
Urban Honolulu
Great For Families!  Pool, Free Parking! Wb908t2 - Kailua, HI
9.2Excellent 95 reviews
Kailua, HI
4 1
$291/nighttotal: $9021 (31 )

Great For Families! Pool, Free Parking! Wb908t2

apartment
Urban Honolulu

Best family friendly Kailua, HI vacation rentals

Among the 524 accommodations in Kailua, HI, here are the 8 best family friendly rentals

Makai Hale 1 House Off Waimanalo Beach + Bbq +Ac - Kailua, HI
9.5Excellent 27 reviews
Kailua, HI
4 2
$233/nighttotal: $7223 (31 )

Makai Hale 1 House Off Waimanalo Beach + Bbq +Ac

apartment
Waimanalo Beach
Partial Ocean View, Washlet, Ac, W/d, Free Wi-fi And Parking! - Kailua, HI
9.4Excellent 23 reviews
Kailua, HI
4 1
$222/nighttotal: $6882 (31 )

Partial Ocean View, Washlet, Ac, W/d, Free Wi-fi And Parking!

apartment
Urban Honolulu
Partial Ocean View Condo With Free Wi-fi & Parking! - Kailua, HI
9.2Excellent 204 reviews
Kailua, HI
4 1
$423/nighttotal: $13113 (31 )

Partial Ocean View Condo With Free Wi-fi & Parking!

apartment
Urban Honolulu
Ocean View Balcony Pool Parking 1 Bedroom! Wu1004 - Kailua, HI
9.2Excellent 126 reviews
Kailua, HI
4 1
$310/nighttotal: $9610 (31 )

Ocean View Balcony Pool Parking 1 Bedroom! Wu1004

apartment
Urban Honolulu
⛱ Ocean Escape🌴 Your Perfect Spot! Ocean View, Upscale, Clean, Cozy, Prkg, Wifi - Kailua, HI
9.7Excellent 467 reviews
Kailua, HI
4 1
$311/nighttotal: $9641 (31 )

⛱ Ocean Escape🌴 Your Perfect Spot! Ocean View, Upscale, Clean, Cozy, Prkg, Wifi

apartment
Urban Honolulu
Simply Beautiful Waikīkī Apartment - Kailua, HI
9.9Excellent 117 reviews
Kailua, HI
4 2
$391/nighttotal: $12121 (31 )

Simply Beautiful Waikīkī Apartment

apartment
Urban Honolulu
Partial Ocean View, One-bedroom With Ac, Wi-fi, Parking, Short Walk To Beach! - Kailua, HI
9.2Excellent 266 reviews
Kailua, HI
4 1
$319/nighttotal: $9889 (31 )

Partial Ocean View, One-bedroom With Ac, Wi-fi, Parking, Short Walk To Beach!

apartment
Urban Honolulu
2200. 30 Nights.  Just Add 17.96% Tax.  No Fees. Parking & Cleaning Included - Kailua, HI
9.8Excellent 236 reviews
Kailua, HI
4 1
$221/nighttotal: $6851 (31 )

2200. 30 Nights. Just Add 17.96% Tax. No Fees. Parking & Cleaning Included

apartment
Urban Honolulu

Frequently asked questions for the vacation rentals in Kailua, HI

Destinations nearby

Best pet friendly Kailua, HI vacation rentals

Among the 524 accommodations in Kailua, HI, here are the 8 best pet friendly rentals

**Professionally Sanitized**remodeled Condo Near Beach+full Kitchen+parking! - Kailua, HI
8.7Very good 1474 reviews
Kailua, HI
4 1
$156/nighttotal: $4836 (31 )

**Professionally Sanitized**remodeled Condo Near Beach+full Kitchen+parking!

apartment
Urban Honolulu
Surfer's Dream Condo W/ Full Kitchen - Free Wifi, Sleeps 4 - Kailua, HI
9.2Excellent 145 reviews
Kailua, HI
4 1
$194/nighttotal: $6014 (31 )

Surfer's Dream Condo W/ Full Kitchen - Free Wifi, Sleeps 4

apartment
Urban Honolulu
Studio With Views Of Diamond Head, Private Lanai, Pool & Hot Tub - Kailua, HI
8.8Very good 105 reviews
Kailua, HI
4 1
$210/nighttotal: $6510 (31 )

Studio With Views Of Diamond Head, Private Lanai, Pool & Hot Tub

apartment
Urban Honolulu
Minutes To Kailua Beach-fabulous Pool  Great Indoor\/ Outdoor Living - Kailua, HI
9.4Excellent 7 reviews
Kailua, HI
4 2
$483/nighttotal: $14973 (31 )

Minutes To Kailua Beach-fabulous Pool Great Indoor\/ Outdoor Living

apartment
Kailua
Ocean/diamond Head Views! Great 4 Families! Fv2217 - Kailua, HI
9.7Excellent 55 reviews
Kailua, HI
4 2
$294/nighttotal: $9114 (31 )

Ocean/diamond Head Views! Great 4 Families! Fv2217

apartment
Urban Honolulu
Brand New Luxury Home - Walk/bike To Beach & Town - Kailua, HI
10Excellent 5 reviews
Kailua, HI
4 4
$284/nighttotal: $8804 (31 )

Brand New Luxury Home - Walk/bike To Beach & Town

Kailua
Stunning Views, Sleeps 4, Kitchen & Rooftop Pool - Kailua, HI
9.0Excellent 52 reviews
Kailua, HI
4 1
$293/nighttotal: $9083 (31 )

Stunning Views, Sleeps 4, Kitchen & Rooftop Pool

apartment
Urban Honolulu
Central 1 Bd Apt 30day Min - Pet Friendly - Kailua, HI
9.7Excellent 6 reviews
Kailua, HI
4 1
$154/nighttotal: $4774 (31 )

Central 1 Bd Apt 30day Min - Pet Friendly

apartment
Kailua