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

Kailua Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Kailua holiday rentals

City view

1. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,276 reviews)
"The "
United States
Sebastian
The price is S$240
includes taxes & fees
30 Aug - 31 Aug
Skyline Island Colony Hotel
Mountain view

2. Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (139 reviews)
"Its alright. Just not too fancy like they have on their website. Only have one key for the rest of the people staying in one room"
United States
Evelio
The price is S$299
includes taxes & fees
31 Aug - 1 Sept
Bishop Suites At The Executive Centre
In-room safe, desk, laptop workspace, blackout curtains

3. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,749 reviews)
"Nice and quick staff!! Good location"
United States
Dina
The price is S$306
includes taxes & fees
30 Aug - 31 Aug
Aston at the Waikiki Banyan
Living area

4. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (48 reviews)
"It was very convenient with stores near by and lovely having the marina so close. The pub below was great and honestly really tasty. The parking was super efficient and I loved that it had 24 hour access, it was about $35 a day. The host was super great with communication and putting together PDF’s with super helpful information."
United States
Andrea
The price is S$415
includes taxes & fees
9 Aug - 10 Aug
Ilikai Marina Vacations
Beach nearby

5. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (611 reviews)
"Great location"
United States
Rodolfo Luz
The price is S$349
includes taxes & fees
26 Aug - 27 Aug
Royal Kuhio
Living area

6. 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, (61 reviews)
"Amazing property, incredible views I would book again"
United States
Jose
The price is S$698
includes taxes & fees
9 Aug - 10 Aug
High Floor Ocean View Condo (King Bed and Parking)
Iron/ironing board, free WiFi

7. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
6.8 out of 10, (3 reviews)
"Parking was pricy and a hit or miss. Other than that the place was perfect."
United States
Ola rachel
The price is S$229
includes taxes & fees
12 Aug - 13 Aug
Skyline Island Stay-2 Adjoining Studios
View from room

8. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,244 reviews)
"Very good view and nice hotel"
United States
Tirrell
The price is S$311
includes taxes & fees
9 Aug - 10 Aug
Aston Waikiki Sunset
Bar (on property)

9. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (179 reviews)
"Very friendly staff and a great location. Right in the heart of the shopping district 5 minute walk to the beach."
United States
NICHOLAS
The price is S$497
includes taxes & fees
30 Aug - 31 Aug
Marriott Vacation Club, Waikiki
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
"The location is amazing and the room is really comfortable and clean."
Alon 9-night trip
Posted 1 hour ago
Hilton Hawaiian Village Waikiki Beach Resort

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 141 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?

Lanikai Beach and Kalama Beach Park 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.