Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

4.0 star property
8.2 out of 10, Very good, (27 reviews)
"Nice and cozy place to stay. Smooth communication and easy check-in. Direct access to the beach is also nice. Recommend for people who like relaxing and enjoy local Hawaiian vibes rather than going to town to do some shopping and touristy activities."
United States
Yoshihiro
Luxury Oceanview Punaluu Condo
3.5 star property
The price is S$703
includes taxes & fees
23 Mar - 24 Mar
Comfy and Modern Condo By Waikiki
9.8 out of 10, Exceptional, (16 reviews)
"Clean room with up to date appliances and friendly customer service "
United States
Maureen
The price is S$620
includes taxes & fees
30 Mar - 31 Mar
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
3.0 star property
The price is S$796
includes taxes & fees
7 Apr - 8 Apr
Skyline Island Stay-2 Adjoining Studios

Aparthotel in Diamond Head - Kapahulu - St. Louis

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
The price is S$863
includes taxes & fees
10 Apr - 11 Apr
@ Marbella Lane -coastal Retreat Near Diamond Head

Aparthotel in Downtown Honolulu

Bishop Suites At The Executive Centre
4.0 star property
7.6 out of 10, Good, (93 reviews)
"Clean room and the staff is friendly. "
United States
Cameron
The price is S$263
includes taxes & fees
29 Mar - 30 Mar
Bishop Suites At The Executive Centre
9.4 out of 10, Exceptional, (37 reviews)
"An amazing place to stay. Location parking and communication was beyond our expectations Loved it so much!!! We will definitely be back "
United States
Rodolfo
The price is S$582
includes taxes & fees
27 Mar - 28 Mar
Diamond Head and Partial Ocean views with 2 Beds 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

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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 150 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 Waikiki Beach and Ala Moana Center 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.