Kailua Holiday Rentals

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Holiday Rentals in Kailua

Luxurious five-bedroom modern retreat

The price is AU$4,365
includes taxes & fees
17 June - 18 June
Luxurious five-bedroom modern retreat

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

9.2 out of 10, Wonderful, (135)
"The property is beautiful with amazing beach access. We loved Kailua and made amazing family memories. Found so many fantastic things to do and being in Kailua made everything so convenient."
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

9.6 out of 10, Exceptional, (198)
"Exactly what we were looking for in our elopement! We will stay here again!"
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2927)
"Returning guest"
The price is AU$370
includes taxes & fees
13 July - 14 July
Aston Waikiki Sunset

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 AU$239
includes taxes & fees
25 June - 26 June
Skyline Island Colony Hotel

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2589)
"Nice hotel, nice views, walking distance to the beach."
The price is AU$290
includes taxes & fees
18 June - 19 June
Aston at the Waikiki Banyan

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very good, (1178)
"Our stay was great. Located right on Beach."
Castle Waikīkī Shore

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1754)
"Amazing view. Everything was perfdefinetely stay there again. "
The price is AU$1,274
includes taxes & fees
26 June - 27 June
Aston Waikiki Beach Tower

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (50)
"Good staff and great room"
Bishop Suites At The Executive Centre

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (468)
"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 AU$438
includes taxes & fees
17 June - 18 June
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 AU$6,173
includes taxes & fees
8 July - 9 July
Espacio The Jewel Of Waikiki

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 AU$472
includes taxes & fees
17 June - 18 June
Cozy Studios at Aloha Surf Close to Waikiki Beach

Hilton Grand Vacations Club at Hilton Hawaiian Village

4.0 star property
8.4 out of 10, Very good, (761)
"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 AU$710
includes taxes & fees
2 July - 3 July
Hilton Grand Vacations Club at Hilton Hawaiian Village

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 AU$619
includes taxes & fees
17 June - 18 June
Ocean View Condo with King or Queen Bed and Parking

Luana Waikiki by Tropical Escapes Realty

4.0 star property
8.0 out of 10, Very good, (28)
"Wonderful!!"
The price is AU$551
includes taxes & fees
1 July - 2 July
Luana Waikiki by Tropical Escapes Realty

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 AU$654
includes taxes & fees
19 June - 20 June
Diamond Head and Ocean views with King Bed and Parking

Waikiki Sunset Close to Beach with Parking

3.0 star property
8.4 out of 10, Very good, (9)
"Good location "
The price is AU$632
includes taxes & fees
26 June - 27 June
Waikiki Sunset Close to Beach with Parking

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very good, (411)
"Convenient location!"
Regency on Beachwalk Waikiki by OUTRIGGER

Waikiki Shore by OUTRIGGER

3.0 star property
8.2 out of 10, Very good, (514)
"Easy access to the main street "
Waikiki Shore by OUTRIGGER

Waikiki Beach Condominiums

3.0 star property
7.4 out of 10, Good, (383)
"Perfect location to explore waikiki "
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.

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

Luxurious five-bedroom modern retreat: This highly rated holiday home rental in Kailua offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Kailua?

With 157 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.