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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Kailua holiday rentals

View from room

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,279 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is S$334
includes taxes & fees
22 Sept - 23 Sept
Aston Waikiki Sunset
Beach nearby, white sand, sun-loungers, beach umbrellas

2. Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.2 out of 10, Wonderful, (41 reviews)
"It was a nice stay"
United States
Charles P
The price is S$662
includes taxes & fees
25 Sept - 26 Sept
Diamond Head and Partial Ocean views with 2 Beds and Parking
Living area

3. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (53 reviews)
"Nice place. Maybe a little attention to cleanliness. Other than that everything is perfect and location is really good."
United States
Dorin
The price is S$445
includes taxes & fees
1 Oct - 2 Oct
Ilikai Marina Vacations
Premium bedding, desk, laptop workspace, blackout curtains

4. 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 S$316
includes taxes & fees
1 Oct - 2 Oct
Tropical Studios at Marine Surf Waikiki
In-room safe, desk, laptop workspace, blackout curtains

5. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.4 out of 10, Good, (2,769 reviews)
"The check in was easy and they even let us check in a few hours early when we only meant to drop off luggage. Room was clean and large- a little older style but roomy with great view.parking was plentiful. Great location to everything. The people at desk and parking were so nice. Have stayed there before will return!"
United States
Jocelyn
The price is S$293
includes taxes & fees
30 Sept - 1 Oct
Aston at the Waikiki Banyan
Living area

6. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,295 reviews)
"Clean room, friendly staff, good location near the beach"
United States
Fernando
The price is S$232
includes taxes & fees
30 Sept - 1 Oct
Skyline Island Colony Hotel
Beach nearby, white sand, beach towels

7. Diamond Head and Ocean views with King Bed and Parking

Diamond Head and Ocean views with King Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (21 reviews)
"Very close to the beach. Amenities like the sauna were really nice"
United States
John
The price is S$585
includes taxes & fees
22 Sept - 23 Sept
Diamond Head and Ocean views with King Bed and Parking
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

Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

10/10 Excellent
"We enjoyed our stay at this beautiful hotel. Located on the beach and Ocean view room was excellent."
YOGESH 4-night trip
Posted 2 hours ago
Hyatt Regency Waikiki Beach Resort & Spa

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 136 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.