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Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,681 reviews)
"Had some hiccups due to lack of pool and hot tub but rest was good. We had diamond head view which made the room extra special "
United States
Dheeraj Reddy
The price is NT$4,810
NT$6,904 total
includes taxes & fees
Feb 9 - Feb 10
Aston at the Waikiki Banyan

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,147 reviews)
"Average hotel, great location. "
United States
Carolina
The price is NT$4,670
NT$6,476 total
includes taxes & fees
Jan 30 - Jan 31
Skyline Island Colony Hotel

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
9.4 out of 10, Exceptional, (34 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 NT$4,240
NT$12,951 total
includes taxes & fees
Jan 12 - Jan 13
Diamond Head and Partial Ocean views with 2 Beds and Parking

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (536 reviews)
"I would have given 4, but the sofa bed was not comfortable. Location was great, and rooms were clean. "
United States
Dixit
The price is NT$5,974
NT$7,092 total
includes taxes & fees
Jan 13 - Jan 14
Royal Kuhio

Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very Good, (549 reviews)
"Beach view was as pictured."
United States
Maureen
The price is NT$13,274
NT$26,567 total
includes taxes & fees
Jan 12 - Jan 13
Waikiki Shore by OUTRIGGER

Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very Good, (368 reviews)
"The staff was amazing The place was very clean And the location was excellent "
United States
Lawrence Thomas
The price is NT$4,386
NT$8,960 total
includes taxes & fees
Jan 21 - Jan 22
Tropical Studios at Marine Surf Waikiki

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,101 reviews)
"Great location"
Canada
Julianna
The price is NT$5,361
NT$7,669 total
includes taxes & fees
Jan 24 - Jan 25
Aston Waikiki Sunset

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
9.6 out of 10, Exceptional, (13 reviews)
"Breathtaking view, clean and with all we needed, this apartment exceeded our expectations! "
United States
Daniela
The price is NT$5,179
NT$14,216 total
includes taxes & fees
Jan 14 - Jan 15
Premium Remodeled Condo in Waikiki 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

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:

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Look no further and take a look at our great range of rental properties in Kailua!

Frequently asked questions

Are there vacation rentals in Kailua?

Yes, we offer vacation rentals near the most popular sights in Kailua, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

How many vacation rentals are there in Kailua?

With 155 Expedia vacation rentals, you're sure to find just the right place for your Kailua stay.

What’s there to see and do in Kailua?

Kailua Bay Beach and Kailua Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Ala Moana Center and Waikiki Beach in the larger area.

What’s a vacation rental in Kailua like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.