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

Kailua Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Kailua vacation rentals

A modern building with a swimming pool, palm trees, and a clear sky.

1. Bishop Suites Downtown Honolulu

Bishop Suites Downtown Honolulu
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (155 reviews)
"Loved this stay! So spacious! Great views"
United States
Callie
The price is P10,992
P14,907 total
includes taxes & fees
Sep 29 - Sep 30
Bishop Suites Downtown Honolulu
A balcony with a table and chairs overlooking a cityscape and ocean.

2. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,282 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is P9,548
P13,937 total
includes taxes & fees
Oct 14 - Oct 15
Aston Waikiki Sunset
A beach with clear turquoise waters, sandy shores, and palm trees.

3. 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 P12,025
P31,302 total
includes taxes & fees
Sep 29 - Sep 30
Diamond Head and Ocean views with King Bed and Parking
A swimming pool with clear blue water, surrounded by a wooden fence and a white building with balconies.

4. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,299 reviews)
"Clean room, friendly staff, good location near the beach"
United States
Fernando
The price is P6,335
P10,123 total
includes taxes & fees
Sep 28 - Sep 29
Skyline Island Colony Hotel
A modern living room with a glass dining table, white chairs, a grey sofa, and a city view through large windows.

5. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (54 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 P6,827
P21,859 total
includes taxes & fees
Oct 1 - Oct 2
Ilikai Marina Vacations
A living room with a sofa, a coffee table, a TV, a bed, a balcony with a view of buildings, and a ceiling fan.

6. 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 P9,770
P13,978 total
includes taxes & fees
Oct 13 - Oct 14
Aston at the Waikiki Banyan
A coastal cityscape with a beach, high-rise buildings, and a clear view of the ocean.

7. 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 P15,094
P34,945 total
includes taxes & fees
Sep 27 - Sep 28
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

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

10/10 Excellent
"Had an amazing experience"
Kathleen 2-night trip
Posted less than an hour ago
'Alohilani Resort Waikiki Beach

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 139 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?

Kalama Beach Park and Kailua Bay 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 Walk 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.