Kailua Holiday Rentals

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Holiday Rentals in Kailua

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2925)
"Returning guest"
The price is S$308
includes taxes & fees
10 Jun - 11 Jun
Aston Waikiki Sunset

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2582)
"Nice hotel, nice views, walking distance to the beach."
The price is S$243
includes taxes & fees
11 Jun - 12 Jun
Aston at the Waikiki Banyan

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2009)
"Amazing hotel and area. Will def come back."
The price is S$249
includes taxes & fees
15 Jun - 16 Jun
Skyline Island Colony Hotel

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very good, (1176)
"Will definitely recommend. Great location and beautiful views "
Castle Waikīkī Shore

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1752)
"Location was prime!! "
The price is S$1,151
includes taxes & fees
19 Jun - 20 Jun
Aston Waikiki Beach Tower

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (49)
"Good staff and great room"
Bishop Suites At The Executive Centre

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (466)
"very clean property near everything walkable distance to everything shop at right across the street lots of good places to eat. Highly recommend recommended good location."
The price is S$366
includes taxes & fees
12 Jun - 13 Jun
Royal Kuhio

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 S$5,058
includes taxes & fees
11 Jun - 12 Jun
Espacio The Jewel Of Waikiki

Hilton Grand Vacations Club at Hilton Hawaiian Village

4.0 star property
8.4 out of 10, Very good, (760)
"My family and I always love coming to the Hilton Village in Waikiki because there is just so much for my family to do. So far we have stayed in 3 of the 6 towers and plan to stay in all 6 towers to experience it all and decide which towers will be our favorite:)"
The price is S$580
includes taxes & fees
1 Jul - 2 Jul
Hilton Grand Vacations Club at Hilton Hawaiian Village

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 S$402
includes taxes & fees
14 Jun - 15 Jun
Cozy Studios at Aloha Surf Close to Waikiki Beach

Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.6 out of 10, Exceptional, (13)
"Very nice and clean apartment, well equipped and close to the beach and other attractions "
The price is S$516
includes taxes & fees
17 Jun - 18 Jun
Ocean View Condo with King or Queen Bed and Parking

Diamond Head and Ocean views with King Bed and Parking

3.5 star property
9.8 out of 10, Exceptional, (7)
"Great stay ! My family and I loved it …"
The price is S$514
includes taxes & fees
10 Jun - 11 Jun
Diamond Head and Ocean views with King Bed and Parking

Luana Waikiki by Tropical Escapes Realty

4.0 star property
8.0 out of 10, Very good, (27)
"Wonderful!!"
The price is S$461
includes taxes & fees
10 Jun - 11 Jun
Luana Waikiki by Tropical Escapes Realty

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very good, (409)
"Convenient location!"
Regency on Beachwalk Waikiki by OUTRIGGER

Waikiki Shore by OUTRIGGER

3.0 star property
8.2 out of 10, Very good, (513)
"Easy access to the main street "
Waikiki Shore by OUTRIGGER

Waikiki Sunset Close to Beach with Parking

3.0 star property
8.4 out of 10, Very good, (9)
"Good location "
The price is S$516
includes taxes & fees
13 Jun - 14 Jun
Waikiki Sunset Close to Beach with Parking

Pacific Monarch Condos Near Waikiki Beach w/ City View & Partial Ocean View

3.0 star property
9.4 out of 10, Exceptional, (9)
"Great stay and beautiful views, located very close to beach."
The price is S$541
includes taxes & fees
12 Jun - 13 Jun
Pacific Monarch Condos Near Waikiki Beach w/ City View & Partial Ocean View

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 S$575
includes taxes & fees
15 Jun - 16 Jun
Ocean View 1BR at Ilikai Marina

High Floor Ocean View Condo (King Bed and Parking)

3.0 star property
9.2 out of 10, Wonderful, (24)
"It was the perfect place to stay especially for the price!"
The price is S$514
includes taxes & fees
12 Jun - 13 Jun
High Floor Ocean View Condo (King Bed and Parking)

Waikiki Beach Condominiums

3.0 star property
7.4 out of 10, Good, (382)
"We got there to check in and the doors were locked and there wasn't anyone in the lobby. ÷"
Waikiki Beach Condominiums
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.

How many holiday rentals are there in Kailua?

With 162 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?

Kailua Bay Beach and Kailua 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 Walk 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.