Search Holiday Rentals in Kailua

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Top Holiday Rentals in Kailua

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2931)
"Check-in was super fast. Room was very spacious for my little ones. I will recommend and will surely be back in the near future."
The price is ฿5,495
฿7,836 total
includes taxes & fees
30 Jun - 1 Jul
Aston Waikiki Sunset

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2012)
"Amazing hotel and area. Will def come back."
The price is ฿3,395
฿4,972 total
includes taxes & fees
25 Jun - 26 Jun
Skyline Island Colony Hotel

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2593)
"Nice hotel, nice views, walking distance to the beach."
The price is ฿4,695
฿6,776 total
includes taxes & fees
24 Jun - 25 Jun
Aston at the Waikiki Banyan

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1755)
"Amazing view. Everything was perfdefinetely stay there again. "
The price is ฿20,839
฿26,323 total
includes taxes & fees
24 Jul - 25 Jul
Aston Waikiki Beach Tower

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very good, (1180)
"Our stay was great. Located right on Beach."
Castle Waikīkī Shore

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, (471)
"Very nice!"
The price is ฿7,899
฿9,317 total
includes taxes & fees
24 Jun - 25 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 ฿114,758
฿135,371 total
includes taxes & fees
24 Jun - 25 Jun
Espacio The Jewel Of Waikiki

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very good, (412)
"Convenient location!"
Regency on Beachwalk Waikiki by OUTRIGGER

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 ฿2,390
฿9,990 total
includes taxes & fees
24 Jun - 25 Jun
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, (23)
"Great location with a convenient parking. I will definitely stay here again if possible. "
The price is ฿4,574
฿13,636 total
includes taxes & fees
28 Jun - 29 Jun
Diamond Head and Ocean views with 2 Double Beds and Parking

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 ฿4,574
฿13,636 total
includes taxes & fees
29 Jun - 30 Jun
Ocean View Condo with King or Queen Bed and Parking

Luana Waikiki by Tropical Escapes Realty

2.5 star property
8.0 out of 10, Very good, (28)
"Wonderful!!"
The price is ฿5,025
฿11,729 total
includes taxes & fees
2 Jul - 3 Jul
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, (8)
"Great stay ! My family and I loved it …"
The price is ฿4,885
฿14,053 total
includes taxes & fees
24 Jun - 25 Jun
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, (10)
"Good location "
The price is ฿4,000
฿12,867 total
includes taxes & fees
26 Jun - 27 Jun
Waikiki Sunset Close to Beach with Parking

Waikiki Shore by OUTRIGGER

3.0 star property
8.2 out of 10, Very good, (516)
"Easy access to the main street "
Waikiki Shore by OUTRIGGER

Waikiki Beach Condominiums

3.0 star property
7.4 out of 10, Good, (384)
"Perfect location to explore waikiki "
Waikiki Beach Condominiums

Premium Remodeled Condo in Waikiki with 2 Double Beds and Parking

4.0 star property
9.6 out of 10, Exceptional, (4)
"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 ฿5,312
฿14,624 total
includes taxes & fees
26 Jun - 27 Jun
Premium Remodeled Condo in Waikiki with 2 Double Beds and Parking

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

3.0 star property
9.6 out of 10, Exceptional, (8)
"Great stay and beautiful views, located very close to beach."
The price is ฿4,066
฿14,157 total
includes taxes & fees
30 Jun - 1 Jul
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 ฿6,197
฿15,810 total
includes taxes & fees
1 Jul - 2 Jul
Ocean View 1BR at Ilikai Marina
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.