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Kailua, HI vacation rentals
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Best Vacation rentals and Airbnb offers in Kailua, HI

Best Kailua, HI vacation rentals with a balcony

Waikiki Studio With Balcony & Incredible Pool Sleeps 3 - Kailua, HI
9.2 69 reviews
Kailua, HI
08/20 – 09/19
$190/nighttotal: $5700 (30 )

Waikiki Studio With Balcony & Incredible Pool Sleeps 3

1 2
studio , Urban Honolulu
This Waikiki apartment rental is a 5-minute walk from Waikiki Beach and International Market Place, placing you near major attractions like the Royal Hawaiian Center and Waikiki Beach Walk.
The 390-square-foot unit features one bedroom, one bathroom, a kitchenette with stovetop and microwave, and a private balcony; on-site amenities include a pool, jacuzzi, and tennis court.
Waikiki Banyan 1909 Amazing Views And Just Steps To The Beach - Kailua, HI
9.4 112 reviews
Kailua, HI
12/21 – 12/28
$397/nighttotal: $2779 (7 )

Waikiki Banyan 1909 Amazing Views And Just Steps To The Beach

1 4
house , Urban Honolulu
This vacation rental is located in the Waikiki district of Honolulu, just a 4-minute walk from Kuhio Beach and a short distance from other popular Waikiki beaches. This house has excellent user, location, and cleanliness ratings.
The home has one bedroom and one bathroom and is 600 square feet. Amenities include a swimming pool, Jacuzzi, terrace, garden, sauna, spa, tennis court, parking, and a kitchen with a fridge, microwave, and oven.
Ilikai Tower 1041 - Kailua, HI
9.2 16 reviews
Kailua, HI
06/17 – 06/30
$242/nighttotal: $3146 (13 )

Ilikai Tower 1041

1 2
house , Urban Honolulu
This Waikiki apartment is located just steps from Kahanamoku Beach, Fort DeRussy Beach, and Magic Island Lagoon Beach, putting you right in the heart of the action. It has received very good ratings for cleanliness and user experience, and an excellent location rating. The apartment is a one-bedroom, one-bathroom unit with 500 square feet of space. Amenities include a private pool, free Wi-Fi, cable TV, a fully equipped kitchen, air conditioning, a hair dryer, and private parking.
Regency On Beachwalk Waikiki By Outrigger - Kailua, HI
8.3 652 reviews
Kailua, HI
06/20 – 06/27
$847/nighttotal: $5929 (7 )

Regency On Beachwalk Waikiki By Outrigger

2 6
apartment , Urban Honolulu
Regency on Beachwalk Waikiki by OUTRIGGER is located on Waikiki Beach Walk in Honolulu, a short walk from the Royal Hawaiian Center and a quick drive from the Ala Wai Golf Course. This 4-star aparthotel has received very good user ratings for its location, cleanliness, and overall experience.
The aparthotel features modern suites with private balconies, offering stunning ocean or city views. Guests can enjoy a range of amenities, including a swimming pool, a spa, a fitness center, and multiple dining options.

Browse Family-Friendly Vacation Rentals in Kailua, HI

Find the perfect family vacation rental or Airbnb in Kailua, HI with plenty of room to spread out near local beaches.

Waikiki Beach Marriott Resort & Spa - Kailua, HI
8.9 4812 reviews
Kailua, HI
09/23 – 09/26
$363/nighttotal: $1089 (3 )

Waikiki Beach Marriott Resort & Spa

1 2
resort , Urban Honolulu
The Waikiki Beach Marriott Resort & Spa is directly across the street from Waikiki Beach, placing you close to the sand, surf, and popular attractions like the Honolulu Zoo and Waikiki Aquarium. Guests have consistently rated the location excellent, the cleanliness very good, and the overall experience very good.
The hotel offers spacious rooms with amenities like flat-screen TVs, coffee makers, and refrigerators. Guests can enjoy two outdoor pools, a fitness center, live nightly entertainment, a spa, and multiple restaurants.
22nd Fl, Free Parking, Ac, Wifi, Beautiful Mountain View - Kailua, HI
10 2 reviews
Kailua, HI
06/20 – 06/27
$293/nighttotal: $2051 (7 )

22nd Fl, Free Parking, Ac, Wifi, Beautiful Mountain View

1 2
apartment , Urban Honolulu
This Waikiki condo is steps from Waikiki Beach, offering easy access to the International Market Place and Royal Hawaiian Center.
This 600-square-foot apartment features one bedroom, one bathroom, sleeps five guests, and includes a fully equipped kitchen, private lanai, free Wi-Fi, parking, and access to a pool, hot tub, BBQ, and sauna.
Coconut Grove Cottage, Walk To Beach And Downtown - Kailua, HI
10 15 reviews
Kailua, HI
11/01 – 11/30
$302/nighttotal: $8758 (29 )

Coconut Grove Cottage, Walk To Beach And Downtown

1 3
apartment , Kailua
This 2-bedroom Kailua cottage is located in the Coconut Grove neighborhood, a short walk from Kailua Beach and Kailua town.
The cottage offers a full kitchen, washer and dryer, two parking spaces, and access to a garden with fresh produce, plus kayaks, paddleboards, boogie boards, and bicycles for exploring the area.
Halekulani - No Resort Fee - Kailua, HI
9.1 9435 reviews
Kailua, HI
06/20 – 06/27
$1261/nighttotal: $8827 (7 )

Halekulani - No Resort Fee

1 6
resort , Urban Honolulu
The Halekulani resort sits on Waikiki Beach, offering stunning views of Diamond Head and easy access to the bustling beach scene. With excellent ratings for location, cleanliness, and overall experience, this resort delivers a memorable stay in Honolulu.
The resort features spacious rooms with private balconies, luxurious bathrooms, and flat-screen TVs. Enjoy amenities like a heated pool, a spa offering Polynesian treatments, and multiple dining options, including the acclaimed La Mer restaurant.

Frequently Asked Questions about vacation rentals in Kailua, HI

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Best Kailua, HI vacation rentals with parking

Waikiki Banyan 16th Floor Suite - Ocean View, Full Kitchen, Sleeps 4 - Kailua, HI
9.0 222 reviews
Kailua, HI
08/20 – 09/19
$276/nighttotal: $8280 (30 )

Waikiki Banyan 16th Floor Suite - Ocean View, Full Kitchen, Sleeps 4

1 2
apartment , Urban Honolulu
This Waikiki condo is in the heart of Honolulu, within walking distance of St. Augustine by-the-Sea Catholic Church, Waikiki Beach, and International Market Place. It has very good user and cleanliness ratings and an excellent location rating.
The one-bedroom, one-bathroom condo accommodates four guests and features a fully equipped kitchen, a private balcony, and access to an outdoor pool, sauna, and spa tub. It is also pet-friendly and offers parking and internet access.
Absolutely Ocean View  - Great Location - Legal - Free Parking - Kailua, HI
9.0 108 reviews
Kailua, HI
06/20 – 06/27
$243/nighttotal: $1701 (7 )

Absolutely Ocean View - Great Location - Legal - Free Parking

1 2
apartment , Urban Honolulu
This apartment is conveniently located in Waikiki, a short walk from Ala Wai Yacht Harbor and Ala Moana Center, with Waikiki Beach and the Royal Hawaiian Center within easy reach. The apartment has consistently received excellent ratings from previous guests.
The apartment has a spacious layout, offering 370 square feet of living space and accommodating up to 3 guests. Amenities include a fully equipped kitchen, a swimming pool, a spa, and a tennis court, ensuring a comfortable and enjoyable stay.
Ilikai Marina 1093 - Kailua, HI
9.2 17 reviews
Kailua, HI
08/15 – 08/25
$178/nighttotal: $1780 (10 )

Ilikai Marina 1093

1 2
house , Urban Honolulu
Ilikai Marina 1093 City View Studio is a Waikiki apartment conveniently located a short walk from Kahanamoku Beach and less than a mile from Magic Island.
This 450-square-foot unit sleeps two guests and features a fully equipped kitchen, free Wi-Fi, air conditioning, parking, and a TV.
Kailua Palm Studio. Walk To Beach! Permitted - Kailua, HI
9.7 449 reviews
Kailua, HI
09/23 – 09/26
$559/nighttotal: $1677 (3 )

Kailua Palm Studio. Walk To Beach! Permitted

1 2
house , Kailua
This Kailua studio is located in a quiet cul-de-sac, just an 8-10 minute walk from Kailua Beach and a short distance from Kailua Town, Buzz's Steak House, and Kalapawai Market. The studio features a king-size bed, a futon, a private lanai, a fully equipped kitchenette, a bathroom with a shower, a private parking spot, a washer and dryer, and a beach wagon, chairs, umbrella, and towels.

Neighborhoods and points of interest in Kailua, HI

Choose the Right Vacation Rentals with a Pool in Kailua, HI

Complement your beach days with a dip in the pool at these premier vacation rentals in Kailua, HI.

Ocean/diamond Head Views, High Floor, A/c, Washer/dryer, Wifi, Parking! - Kailua, HI
9.3 51 reviews
Kailua, HI
08/20 – 09/19
$175/nighttotal: $5250 (30 )

Ocean/diamond Head Views, High Floor, A/c, Washer/dryer, Wifi, Parking!

1 2
apartment , Urban Honolulu
This Waikiki condo, located on Cleghorn Street, offers easy access to Waikiki's best beaches, a grocery store, and a bus stop, all within a short walk.
The 600-square-foot, one-bedroom, one-bathroom unit in the Waikiki Skytower sleeps four and boasts a fully equipped kitchen, in-unit laundry, a private terrace, building amenities including a heated pool and sauna, and free secured parking.
Close To Convention Center & Shops With Pool /Wifi - Kailua, HI
9.2 85 reviews
Kailua, HI
12/22 – 01/04
$365/nighttotal: $4745 (13 )

Close To Convention Center & Shops With Pool /Wifi

1 2
apartment , Urban Honolulu
This Waikiki apartment rental offers a prime location, a short walk from Fort DeRussy Beach Park, Waikiki Beach Walk, and Royal Hawaiian Center.
The 250-square-foot studio comfortably sleeps two guests and includes a private patio, free Wi-Fi, a kitchenette with microwave and refrigerator, and access to a swimming pool, fitness center, and tennis court.
Less Than A One Minute Walk To Kailua Beach, Pool, Bikes, Bbq, A/c, And More - Kailua, HI
9.6 156 reviews
Kailua, HI
12/22 – 01/04
$534/nighttotal: $6942 (13 )

Less Than A One Minute Walk To Kailua Beach, Pool, Bikes, Bbq, A/c, And More

1 2
apartment , Kailua
This Kailua rental is ideally located near Kailua and Lanikai Beaches, a 15-minute walk away, and within 2 miles of Kailua Bay Beach and Kalama Beach Park.
The one-bedroom, one-bathroom apartment sleeps two guests and offers a kitchenette with a refrigerator and microwave, a balcony, in-unit laundry, plus access to a swimming pool, jacuzzi, and spa.

Top-Rated Oceanfront Vacation Rentals in Kailua, HI

Discover beautiful beach towns with these seaside vacation rentals in Kailua, HI, perfect for relaxing near the coast and exploring the shore.

Gateway To Lanikai In Kailua-steps To Kailua Beach - Kailua, HI
9.8 10 reviews
Kailua, HI
07/15 – 08/15
$407/nighttotal: $12617 (31 )

Gateway To Lanikai In Kailua-steps To Kailua Beach

1 2
apartment , Kailua
Ilikai Marina 480 - Kailua, HI
8.4 6 reviews
Kailua, HI
06/20 – 06/27
$309/nighttotal: $2163 (7 )

Ilikai Marina 480

1 2
house , Urban Honolulu
Wg 603 Quaint Studio With Balcony & Pool Onsite - Kailua, HI
9.0 48 reviews
Kailua, HI
06/17 – 06/30
$107/nighttotal: $1391 (13 )

Wg 603 Quaint Studio With Balcony & Pool Onsite

1 2
apartment , Urban Honolulu
Charming Beachfront King Bedroom Condo In Honolulu - Kailua, HI
Kailua, HI
07/15 – 08/15
$397/nighttotal: $12307 (31 )

Charming Beachfront King Bedroom Condo In Honolulu

2 2
apartment , Urban Honolulu

Traveler-Approved Luxury Vacation Rentals in Kailua, HI

Refined interiors and prime locations make these luxury waterfront vacation rentals in Kailua, HI the ideal choice for your stay.

25th Floor Ocean Views! Ac, Washer/dryer, Wi-fi, Rooftop Pool, Free Parking! - Kailua, HI
9.2 646 reviews
Kailua, HI
08/20 – 09/19
$149/nighttotal: $4470 (30 )

25th Floor Ocean Views! Ac, Washer/dryer, Wi-fi, Rooftop Pool, Free Parking!

1 2
apartment , Urban Honolulu

Explore Vacation Rentals with Saunas in Kailua, HI

Recover properly with on-site sauna access, a standard feature at these premier Kailua, HI vacation rentals.

Ocean View Oasis With Free Parking, A Waikiki Gem! - Kailua, HI
9.7 111 reviews
Kailua, HI
11/01 – 11/30
$343/nighttotal: $9947 (29 )

Ocean View Oasis With Free Parking, A Waikiki Gem!

1 3
apartment , Urban Honolulu
Palm Tree Studio - Beach, A/c, Clean - Kailua, HI
10 3 reviews
Kailua, HI
08/20 – 09/19
$109/nighttotal: $3270 (30 )

Palm Tree Studio - Beach, A/c, Clean

1 2
apartment , Waimanalo Beach
Renovated Modern Pad  In Central Waikiki /W Parkng - Kailua, HI
10 1 review
Kailua, HI
07/15 – 08/15
$303/nighttotal: $9393 (31 )

Renovated Modern Pad In Central Waikiki /W Parkng

1 2
apartment , Urban Honolulu
A Lovely Studio With Views/pool/jacuzzi/bbq Areas - Kailua, HI
9.4 75 reviews
Kailua, HI
06/17 – 06/30
$148/nighttotal: $1924 (13 )

A Lovely Studio With Views/pool/jacuzzi/bbq Areas

1 2
apartment , Urban Honolulu
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