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
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Kailua holiday rentals

Beach nearby, white sand, beach towels

Ocean View 1BR at Ilikai Marina

Ocean View 1BR at Ilikai Marina
3.0 star property
Waikiki
9.2 out of 10, Wonderful, (12 reviews)
"The location is premium,will more then likely book again ohh yea is possible the have more access to towels and washcloths for the guest that stay for a week or more. 👍"
United States
Louis
Ocean View 1BR at Ilikai Marina
Lobby

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is S$486
includes taxes & fees
23 Jun - 24 Jun
Comfy and Modern Condo By Waikiki
Beach

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
The price is S$746
includes taxes & fees
13 Jul - 14 Jul
@ Marbella Lane -coastal Retreat Near Diamond Head
Beach nearby, white sand, beach umbrellas, beach towels

Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Premium Remodeled Condo in Waikiki with 2 Beds and Parking
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (20 reviews)
"The check-in process was smooth, clean and nice view."
United States
Marzena
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
Mountain view

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (130 reviews)
"Lovely staff!! Nice set up!! Beautiful views!"
United States
Karley
The price is S$252
includes taxes & fees
2 Jul - 3 Jul
Bishop Suites At The Executive Centre
Living area

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (43 reviews)
"Had a great stay, the room had everything we needed and more, great location close to everything, for sure coming back again with my whole family:)"
United States
Laura
The price is S$438
includes taxes & fees
6 Jul - 7 Jul
Ilikai Marina Vacations
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
"We had a fabulous time at the resort. The beach, lagoon, and multiple pools were fabulous. There’s tons to do within walking distance or within a short uber ride if desired. Our room was very clean. House keeping was awesome. We dropped off luggage off when we arrived prior to our room being ready so we could enjoy the island before checking in. There are two huge malls within 20 mins walking distance that are great. Plenty of food joints around the property; they can get kinda busy at night so we tried to eat at places off the resort for dinner."
Abigail 5-night trip
Posted less than an 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 142 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 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.