Kailua, HI vacation rentals

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

524 available vacation rental offers

2 1
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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
Accommodation for up to 5 people with an excellent rating of 97% based on 112 reviews. You will be located in Kailua.
Services and facilities include a garden, a freeze and a kitchen. Take advantage of the terrace in this apartment in 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
Vacation rental listing for 4 guests with an excellent rating of 97% based on 164 reviews. This accommodation is located in Kailua.
Facilities and services: a dish washer, a kitchen and a garden. Take advantage of the Free Parking with this accommodation.
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
Situated in the heart of Honolulu's bustling Waikiki district, this apartment is less than a mile from Waikiki Beach and a 10-minute walk from major landmarks like the International Market Place and Royal Hawaiian Center. With excellent user, location, and cleanliness ratings, this highly-rated condo offers a comfortable and convenient stay.
The apartment features a 390-square-foot layout with 1 bedroom and 1 bathroom. The fully equipped kitchen includes a refrigerator, microwave, oven, and stovetop. Guests can also enjoy amenities like a water park, spa tub, fitness center, and complimentary coffee/tea.
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
Apartment for up to 4 guests with an excellent rating of 93% based on 868 reviews. You will be located in Urban Honolulu.
Facilities and services: a kitchen, a spa and a washing machine. This apartment is very convenient for families.
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
Book this vacation rental for 10 guests with an excellent rating of 97% based on 46 reviews. Your accommodation will be based in Kailua.
Facilities and services include a kitchen, a washing machine and a dish washer. Pets are welcome in this apartment.
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
Vacation rental for 5 guests with an excellent rating of 98% based on 180 reviews. You will be located in Kailua.
Services and facilities: a dish washer, a garden and air conditioning. This is a family-friendly house!
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
Apartment rental from $214 per night for up to 4 guests with an excellent rating of 96% based on 70 reviews. This accommodation is based in Kailua.
Services and facilities include a fridge, a barbecue and free parking. Take advantage of the Spa in this apartment!
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
This Kailua vacation home is situated near the beach, within 2 km of Kailua Bay Beach and Kalama Beach Park. With excellent user and location ratings, this family-friendly home is a great choice for travelers seeking comfort and convenience.
The house features 2 bedrooms and a sofa bed, accommodating up to 9 guests in its 1500 square feet of floor area. The fully equipped kitchen, outdoor amenities like a garden and barbecue grills, and free WiFi add to the comfort and entertainment options.
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
Accommodation for 4 guests with an excellent rating of 93% based on 57 reviews. You will stay in Kailua.
Facilities and services: an iron, a fridge and a washing machine. This house in Kailua also has a garden!
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
House rental for up to 4 people with an excellent rating of 100% based on 27 reviews. You will be in Kailua.
Services and facilities: a fridge, a kitchen and a barbecue. Take advantage of the air conditioning in this house in 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
This modern smoke-free apartment is located in the heart of Waikiki, a 10-minute walk from the International Market Place and Waikiki Beach. It has very good user and location ratings.
The 1-bedroom, 1-bathroom apartment can accommodate up to 4 guests and features a balcony, air conditioning, a fully equipped kitchen, a convertible sofa bed, and a washing machine. Guests can also enjoy access to a swimming pool, barbecue grills, and a water park.
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
This apartment is located in the center of Waikiki, within a 10-minute walk of top attractions like Waikiki Beach, Honolulu Zoo, and International Market Place. It has excellent user, location, and cleanliness ratings.
This 1-bedroom, 1-bathroom apartment can accommodate up to 4 guests and includes a sofa bed for additional sleeping arrangements. It features a fully equipped kitchen, free WiFi, a TV, and a coffee/tea maker. Guests can also enjoy access to a water park, a sauna, a tennis court, a swimming pool, a Jacuzzi, a terrace/balcony, and a garden. Parking is also available.
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
This 1-bedroom condo in Waikiki offers spectacular views of the Ala Wai Canal and Ko'olau Mountains. Just steps from the beach, it provides easy access to shopping and dining venues.
With excellent user, location, and cleanliness ratings, this 600-square-foot condo accommodates up to 4 guests. It features a fully equipped kitchen, a private lanai, on-site parking, free Wi-Fi, and local calls. The condo is conveniently located within walking distance of Waikiki Beach and other attractions, making it an ideal choice for travelers seeking a comfortable and convenient stay in Urban Honolulu.
Ilikai 1927 - Kailua, HI
9.4Excellent 48 reviews
Kailua, HI
4 1
$310/nighttotal: $9610 (31 )

Ilikai 1927

house - Urban Honolulu
Ilikai 1927 is a vacation home situated in Honolulu's Waikiki district, within walking distance of popular beaches and attractions like Magic Island Lagoon Beach (1 mile), Fort DeRussy, Hawaii Convention Center, and US Army Museum of Hawaii. Guest and location ratings are both excellent.
The vacation home features 1 separate bedroom, 1 bathroom, and air conditioning for a comfortable stay. The kitchen includes an oven, microwave, and all necessary utensils for preparing meals. Guests benefit from complimentary Wi-Fi and bed linens.
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
This apartment is located in the heart of Waikiki, within walking distance of major tourist attractions and landmarks. It has excellent user, location, and cleanliness ratings.
The apartment has a fully equipped kitchen, a sofa bed for additional sleeping space, a balcony for outdoor relaxation, and a flat-screen TV for entertainment. It also offers amenities such as a swimming pool, tennis court, valet parking, and a concierge.
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
Apartment to rent for 5 people with an excellent rating of 95% based on 11 reviews. This accommodation is located in Urban Honolulu.
Facilities and services: an elevator, a sauna and a massage service. Take advantage of the pool in this apartment.
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
This 1-bedroom, 1-bathroom apartment is situated in the heart of Waikiki, within walking distance of renowned attractions like Waikiki Beach and the International Market Place. It has an excellent user rating, location rating, and cleanliness rating.
The apartment is 600 square feet and features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a jacuzzi, a terrace/balcony, a garden, a sauna, a spa, a fitness center, a tennis court, and parking.
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
Vacation rental listing for 4 people with an excellent rating of 92% based on 95 reviews. This accommodation is located in Urban Honolulu.
Facilities and services include an iron, air conditioning and an elevator. A jacuzzi is also available in this apartment in 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
Apartment listing for 4 people with an excellent rating of 95% based on 27 reviews. You will be located in Waimanalo Beach.
Services and facilities: a washing machine, a fridge and a kitchen. This apartment in Waimanalo Beach is ideal for families.
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
Apartment listing for 4 guests with an excellent rating of 94% based on 23 reviews. Your accommodation will be based in Urban Honolulu.
Facilities and services include air conditioning, a swimming pool and a washing machine. Take advantage of the Free Parking with this accommodation.
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
This apartment is located in the heart of Waikiki, within easy walking distance of major attractions like Waikiki Beach, the International Market Place, and the Royal Hawaiian Center. The apartment has received excellent ratings for its location, cleanliness, and user experience.
The apartment has a floor area of 600 square feet, with one bedroom and one bathroom. It features a fully equipped kitchen, a comfortable living space with a sofa bed and a balcony, and access to a water park, sauna, spa tub, barbecue grills, and a tennis court.
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
Apartment to rent for up to 4 people with an excellent rating of 92% based on 126 reviews. This accommodation is based in Urban Honolulu.
Facilities and services include a kitchen, free parking and a washing machine. Take advantage of the gym in this apartment.
⛱ 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
Apartment rental for up to 4 guests with an excellent rating of 97% based on 467 reviews. This accommodation is based in Urban Honolulu.
Services and facilities: a spa, a kitchen and an elevator. Take advantage of the terrace in this apartment in 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
Book this vacation rental for up to 6 guests with an excellent rating of 99% based on 117 reviews. This accommodation is located in Urban Honolulu.
Services and facilities: a barbecue, a terrace and a garden. This apartment in Urban Honolulu has a swimming pool!
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
Accommodation for up to 4 guests with an excellent rating of 92% based on 266 reviews. You will stay in Urban Honolulu.
Services and facilities include a sauna, a tennis court and free parking. Enjoy a swimming pool in this apartment in 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
Apartment to rent with an excellent rating of 98% based on 236 reviews. You will stay in Urban Honolulu.
Facilities and services include a fitness center, a barbecue and a pool table. This is a family-friendly apartment!

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
This one-bedroom, one-bathroom apartment in Waikiki is just a 10-minute walk from the famous Waikiki Beach. It has a very good user rating and an excellent location rating.
The apartment has 480 square feet of living space and can accommodate up to four guests. It features a fully equipped kitchen, a TV with a DVD player, a washing machine, and a coffee/tea maker. Guests also have access to a private water park, a swimming pool, a tennis court, and a garden with barbecue grills.
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
Book this vacation rental for 4 guests with an excellent rating of 92% based on 145 reviews. Your accommodation will be located in Urban Honolulu.
Facilities and services: a fridge, an iron and a barbecue. This apartment in Urban Honolulu also has a terrace!
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
Book this vacation rental for 4 guests with an excellent rating of 88% based on 105 reviews. You will be based in Urban Honolulu.
Facilities and services: a sauna, an elevator and a fitness center. Take advantage of the air conditioning in this apartment!
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
Vacation rental listing from 374 dollars per night for 4 people with an excellent rating of 94% based on 7 reviews. You will stay in Kailua.
Facilities and services: a barbecue, a fridge and a swimming pool. Take advantage of the garden in this apartment in 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
Vacation rental for 5 guests with an excellent rating of 97% based on 55 reviews. This accommodation is located in Urban Honolulu.
Facilities and services: an elevator, a sauna and a fridge. This apartment also has a terrace!
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
Vacation rental for up to 4 guests with an excellent rating of 90% based on 52 reviews. Your accommodation will be based in Urban Honolulu.
Services and facilities include an iron, a freeze and an elevator. This apartment in Urban Honolulu also has a Spa!
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
Book this vacation rental for 4 guests with an excellent rating of 97% based on 6 reviews. Your accommodation will be located in Kailua.
Services and facilities include a garden, air conditioning and a fridge.