Kailua Holiday Rentals

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Holiday 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 HK$1,032
HK$1,514 total
includes taxes & fees
21 Jul - 22 Jul
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 HK$962
HK$1,366 total
includes taxes & fees
15 Jul - 16 Jul
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 HK$1,174
HK$1,709 total
includes taxes & fees
29 Jul - 30 Jul
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"
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 HK$3,783
HK$4,879 total
includes taxes & fees
3 Aug - 4 Aug
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 HK$26,924
HK$31,761 total
includes taxes & fees
13 Jul - 14 Jul
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."
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 HK$1,797
HK$2,119 total
includes taxes & fees
22 Jul - 23 Jul
Royal Kuhio

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 HK$1,123
HK$3,301 total
includes taxes & fees
21 Jul - 22 Jul
Diamond Head and Ocean views with King Bed and Parking

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

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 HK$1,053
HK$3,208 total
includes taxes & fees
15 Jul - 16 Jul
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 HK$954
HK$3,075 total
includes taxes & fees
14 Jul - 15 Jul
High Floor Ocean View Condo (King Bed and Parking)

Cozy Studios at Aloha Surf Close to Waikiki Beach

3.0 star property
7.4 out of 10, Good, (3)
"Our stay was great. The property management responded to concerns in a timely manner. We will definitely recommend this place. Mahalo"
The price is HK$551
HK$2,361 total
includes taxes & fees
13 Jul - 14 Jul
Cozy Studios at Aloha Surf Close to Waikiki Beach

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 HK$1,003
HK$3,142 total
includes taxes & fees
29 Jul - 30 Jul
Diamond Head and Ocean views with 2 Double Beds 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 HK$1,115
HK$3,291 total
includes taxes & fees
18 Jul - 19 Jul
Waikiki Sunset Close to Beach with 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."
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 HK$1,177
HK$3,375 total
includes taxes & fees
29 Jul - 30 Jul
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 holiday rentals in Kailua?

Yes, there are holiday rentals close to the most popular sights in Kailua, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

What are some of the best holiday rentals that Kailua has to offer?

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY: This highly rated holiday home rental in Kailua is located on the beach, and has a balcony, a private garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Another good choice for your trip to Kailua is Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many holiday rentals are there in Kailua?

With 163 Expedia holiday rentals, you're guaranteed 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 favourite places to visit such as Ala Moana Center and Waikiki Beach in the wider area.

What’s a holiday rental in Kailua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kailua. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.