Kailua Vacation Rentals

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Vacation Rentals in Kailua

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2604)
"Location was perfect for us. Great view from our room."
The price is ₩184,884
₩270,080 total
includes taxes & fees
Aug 6 - Aug 7
Aston at the Waikiki Banyan

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2018)
"Great place to stay. Convenient. Close to everything I like; food, shopping, entertainment. Definitely coming back. Staff took really good care of me. "
The price is ₩168,771
₩239,694 total
includes taxes & fees
Jul 15 - Jul 16
Skyline Island Colony Hotel

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2943)
"Excellent place near waikiki beach"
The price is ₩206,037
₩299,909 total
includes taxes & fees
Jul 28 - Jul 29
Aston Waikiki Sunset

Bishop Suites At The Executive Centre

4.0 star property
7.8 out of 10, Good, (54)
"Good staff and great room"
The price is ₩192,114
₩267,238 total
includes taxes & fees
Aug 3 - Aug 4
Bishop Suites At The Executive Centre

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1758)
"Loved this place! The view from the balcony was amazing, and the beach was just down the street. The staff was very friendly, and the property was clean and safe, with access restricted to key card holders. We enjoyed our stay here and will definitely return."
The price is ₩663,599
₩855,894 total
includes taxes & fees
Aug 3 - Aug 4
Aston Waikiki Beach Tower

Espacio The Jewel Of Waikiki

5.0 star property
9.6 out of 10, Exceptional, (19)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
The price is ₩4,820,060
₩5,685,838 total
includes taxes & fees
Jul 14 - Jul 15
Espacio The Jewel Of Waikiki

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very Good, (1184)
"Our stay was great. Located right on Beach."
Castle Waikīkī Shore

Luana Waikiki by Tropical Escapes Realty

2.5 star property
7.8 out of 10, Good, (37)
"I felt so comfortable, like I was at home."
The price is ₩177,880
₩453,510 total
includes taxes & fees
Jul 23 - Jul 24
Luana Waikiki by Tropical Escapes Realty

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (478)
"For our fast one night stay, it was perfect"
The price is ₩331,758
₩391,348 total
includes taxes & fees
Jul 21 - Jul 22
Royal Kuhio

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very Good, (414)
"Convenient location!"
Regency on Beachwalk Waikiki by OUTRIGGER

Diamond Head and Ocean views with King Bed and Parking

3.5 star property
9.8 out of 10, Exceptional, (9)
"Great stay ! My family and I loved it …"
The price is ₩195,557
₩577,341 total
includes taxes & fees
Jul 15 - Jul 16
Diamond Head and Ocean views with King Bed and Parking

Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.6 out of 10, Exceptional, (15)
"We loved staying here! My daughter wanted to stay longer ! Beach was about a block away! ABC store nearby, we felt really comfortable and it was a dream to stay here! Would definitely recommend and would love to go back and stay here again! "
The price is ₩176,001
₩551,143 total
includes taxes & fees
Jul 15 - Jul 16
Ocean View Condo with King or Queen Bed and Parking

High Floor Ocean View Condo (King Bed and Parking)

3.0 star property
9.2 out of 10, Wonderful, (29)
"It was the perfect place to stay especially for the price!"
The price is ₩151,213
₩517,938 total
includes taxes & fees
Jul 15 - Jul 16
High Floor Ocean View Condo (King Bed and Parking)

Waikiki Sunset Close to Beach with Parking

3.0 star property
8.4 out of 10, Very Good, (10)
"Good location "
The price is ₩195,557
₩577,341 total
includes taxes & fees
Jul 16 - Jul 17
Waikiki Sunset Close to Beach with Parking

Ocean View 1BR at Ilikai Marina

3.0 star property
10.0 out of 10, Exceptional, (3)
"This condo was very well renovated and was extremely clean. The view was amazing!"
The price is ₩213,460
₩601,324 total
includes taxes & fees
Jul 23 - Jul 24
Ocean View 1BR at Ilikai Marina

Diamond Head and Ocean views with 2 Double Beds and Parking

3.5 star property
9.4 out of 10, Exceptional, (25)
"Great location with a convenient parking. I will definitely stay here again if possible. "
The price is ₩176,001
₩551,143 total
includes taxes & fees
Jul 15 - Jul 16
Diamond Head and Ocean views with 2 Double Beds and Parking

Waikiki Beach Condominiums

3.0 star property
7.4 out of 10, Good, (386)
"Perfect location to explore waikiki "
Waikiki Beach Condominiums

Waikiki Shore by OUTRIGGER

3.0 star property
8.2 out of 10, Very Good, (519)
"It is just five minutes from the door of your room to the beach!"
Waikiki Shore by OUTRIGGER

Marine Surf by Tropical Escapes Realty

3.0 star property
8.8 out of 10, Excellent, (32)
"Very clean and walking distance to restaurants and shops (Int’l Market Place, Ross, Nordstrom Rack) and way access to freeway."
The price is ₩197,867
₩436,473 total
includes taxes & fees
Jul 14 - Jul 15
Marine Surf by Tropical Escapes Realty

Premium Remodeled Condo in Waikiki with 2 Beds and Parking

4.0 star property
9.6 out of 10, Exceptional, (5)
"The room was nice, had everything we needed! Awesome views from the lanai and great location to the beach and surrounding shops. We were sad to leave, would definitely stay again! "
The price is ₩195,557
₩577,341 total
includes taxes & fees
Jul 22 - Jul 23
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there vacation rentals in Kailua?

Yes, we offer vacation rentals near the most popular sights in Kailua, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

How many vacation rentals are there in Kailua?

With 163 Expedia vacation rentals, you're sure to find just the right place for your Kailua stay.

What’s there to see and do in Kailua?

Kalama Beach Park and Kailua Bay Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Ala Moana Center and Waikiki Beach in the larger area.

What’s a vacation rental in Kailua like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.