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Kailua Vacation Rentals

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Our top choices for Kailua holiday rentals

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3084)
"Nice spacious rooms with kitchen. "
United States
Izabela
The price is RM617
RM900 total
includes taxes & fees
9 Jan - 10 Jan 2026
Aston Waikiki Sunset

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2138)
"I would definitely look forward to booking my next trip with this hotel "
United States
Louis
The price is RM505
RM719 total
includes taxes & fees
6 Jan - 7 Jan 2026
Skyline Island Colony Hotel

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (533)
"Very clean, great location, we enjoyed our stay."
United States
Kris Parkinson
The price is RM928
RM1,101 total
includes taxes & fees
9 Jan - 10 Jan 2026
Royal Kuhio

Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (30)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is RM688
RM1,854 total
includes taxes & fees
10 Jan - 11 Jan 2026
Partial Ocean View Condo with King or Queen Bed and Parking

Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (367)
"Everything was great! Mahalo!"
United States
Lynn
The price is RM526
RM1,104 total
includes taxes & fees
7 Jan - 8 Jan 2026
Tropical Studios at Marine Surf Waikiki

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (34)
"Clean and good use of space. "
United States
Cristina Katia Garcia
The price is RM577
RM1,525 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ilikai Marina Vacations

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2679)
"Amazing check on smooth friendly amazing room and view will only stay here when I visit now! "
United States
John
The price is RM586
RM848 total
includes taxes & fees
8 Jan - 9 Jan 2026
Aston at the Waikiki Banyan

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (71)
"great"
China
Jiachen
The price is RM506
RM721 total
includes taxes & fees
6 Jan - 7 Jan 2026
Bishop Suites At The Executive Centre

High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (44)
"Worth it, close to everything and nice views with parking included, a big +"
United States
Boburjon
The price is RM619
RM1,761 total
includes taxes & fees
4 Jan - 5 Jan 2026
High Floor Ocean View Condo (King Bed and Parking)

Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.2 out of 10, Very good, (432)
"The room was very clean and even nicer than I expected. Staff was very friendly and accomodading. Laundry on site was lovely. I loved this place and will be back. Great location. "
United States
Chris Ann
The price is RM1,607
RM3,578 total
includes taxes & fees
13 Jan - 14 Jan 2026
Regency on Beachwalk Waikiki by OUTRIGGER
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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Top Kailua Hotel Reviews

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

  • View our selection of featured holiday rentals in Kailua
  • Use the map to find apartments and other holiday homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

Look no further and take a look at our great range of rental properties in Kailua!

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 153 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 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.