A couple sitting on a beach with clear blue water and small islands in the distance.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Kailua holiday rentals

A balcony with a table and chairs overlooking a cityscape and ocean.

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
8.0 out of 10, Very good, (3,313 reviews)
"The staff was very nice"
United States
Angel
The price is ฿5,284
฿7,669 total
includes taxes & fees
4 Nov - 5 Nov
Aston Waikiki Sunset
A modern building with a glass facade, surrounded by trees and a small water feature.

2. Bishop Suites Downtown Honolulu

Bishop Suites Downtown Honolulu
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (161 reviews)
"Beautiful view clean property friendly staff The laundry wasn't well maintained besides that it was a lovely experience"
United States
Kimberly
The price is ฿5,595
฿7,639 total
includes taxes & fees
3 Nov - 4 Nov
Bishop Suites Downtown Honolulu
Two cocktails on a round table by a poolside with a view of palm trees and the ocean.

3. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (197 reviews)
"Amazing stay valet people are so nice!"
United States
Jennifer
The price is ฿9,341
฿11,089 total
includes taxes & fees
1 Nov - 2 Nov
Marriott Vacation Club, Waikiki
A high-rise hotel with a modern design, located near a waterfront with a marina.

4. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,309 reviews)
"Great place"
United States
Iurii
The price is ฿3,113
฿5,092 total
includes taxes & fees
26 Oct - 27 Oct
Skyline Island Colony Hotel
A cityscape with high-rise buildings, a clear sky, and a view of the ocean.

5. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (635 reviews)
"Great stay and location."
United States
Armando
The price is ฿7,359
฿8,736 total
includes taxes & fees
3 Nov - 4 Nov
Royal Kuhio
A modern apartment with a kitchen, dining area, and a balcony with a view of the ocean.

6. Midway at the Waikiki Banyan

Midway at the Waikiki Banyan
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (64 reviews)
"Amazing property, incredible views I would book again"
United States
Jose
The price is ฿6,183
฿16,474 total
includes taxes & fees
24 Oct - 25 Oct
Midway at the Waikiki Banyan
A modern apartment with a balcony, dining area, and kitchen.

7. Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.4 out of 10, Very good, (495 reviews)
"Overall an amazing stay."
United States
Ria Flor
The price is ฿6,989
฿22,178 total
includes taxes & fees
20 Nov - 21 Nov
Regency on Beachwalk Waikiki by OUTRIGGER
A balcony with a view of a beach and ocean, furnished with a table, chairs, and a cat tree.

8. Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (31 reviews)
"The room was spotless and pristine, just like a model home, and the ocean view from the balcony was absolutely stunning. Everything was exactly as we had hoped! We were traveling with my in-laws, so the peaceful location a little away from the busy town center was perfect for us. They were absolutely blown away by the beauty of the place, saying, “This is paradise! Did we somehow end up in heaven?” It was wonderful to see them so happy! I would definitely come back for our next trip :)"
Japan
Kaori
The price is ฿9,790
฿19,599 total
includes taxes & fees
26 Oct - 27 Oct
Panoramic Oceanview Resort
A modern living room with a glass dining table, white chairs, a grey sofa, and a city view through large windows.

9. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (59 reviews)
"Great stay enjoyed everything about it"
United States
Johnathan
The price is ฿3,663
฿11,727 total
includes taxes & fees
26 Oct - 27 Oct
Ilikai Marina Vacations
A modern hotel room with a grey sofa, a wooden coffee table, a TV, and a balcony with city views.

10. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,793 reviews)
"Best vacation place to stay at."
United States
Kimberly
The price is ฿4,798
฿6,973 total
includes taxes & fees
24 Oct - 25 Oct
Aston at the Waikiki Banyan
A cityscape at dusk with illuminated buildings and a view through a window with a chair.

11. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (378 reviews)
"Perfect location. View from the balcony was amazing. Bed mattress could be updated."
United States
Alejandro Ray
The price is ฿3,915
฿8,637 total
includes taxes & fees
31 Oct - 1 Nov
Tropical Studios at Marine Surf Waikiki
A modern hotel room with a balcony, a dining area, and a large TV screen.

12. Partial Ocean View Condo with 2 Beds and Parking

Partial Ocean View Condo with 2 Beds and Parking
4.0 star property
Waikiki
8.6 out of 10, Excellent, (14 reviews)
"Clean room and great location!"
United States
Deavyn
The price is ฿4,771
฿14,799 total
includes taxes & fees
24 Oct - 25 Oct
Partial Ocean View Condo with 2 Beds and Parking
A balcony with a table set for two, overlooking a beach and ocean.

13. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (624 reviews)
"Nice beach view, clean room, great location."
United States
Zhengrong
The price is ฿8,543
฿21,629 total
includes taxes & fees
22 Nov - 23 Nov
Waikiki Shore 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

Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

10/10 Excellent
"Clean room shops nearby"
Amy Lisette Ortiz 4-night trip
Posted less than an hour ago
Hilton Hawaiian Village Waikiki Beach Resort

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia! 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
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  • 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 139 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 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.