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Kailua Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Kailua vacation rentals

BBQ/picnic area
Aston Waikiki Sunset

Aparthotel in Waikiki

Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (3081)
"Slightly dated and older carpets/hallways but rooms are clean and it has everything you need. Great place to stay for a reasonable price in Waikiki. "
Canada
Josh
The price is P8,959
P13,059 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Aston Waikiki Sunset
Beach/ocean view
Bishop Suites At The Executive Centre

Aparthotel in Downtown Honolulu

Bishop Suites At The Executive Centre
4.0 star property
7.6 out of 10, Good, (71)
"great"
China
Jiachen
The price is P7,346
P10,463 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Bishop Suites At The Executive Centre
In-room dining
Partial Ocean View Condo with King or Queen Bed and Parking

Apartment in Waikiki

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
9.6 out of 10, Exceptional, (30)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is P10,781
P27,971 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Partial Ocean View Condo with King or Queen Bed and Parking
BBQ/picnic area
Skyline Island Colony Hotel

Aparthotel in Waikiki

Skyline Island Colony Hotel
3.0 star property
7.2 out of 10, Good, (2135)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
The price is P9,337
P12,816 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Skyline Island Colony Hotel
Building design
Ilikai Marina Vacations

Apartment in Waikiki

Ilikai Marina Vacations
3.0 star property
8.4 out of 10, Very Good, (34)
"Clean and good use of space. "
United States
Cristina Katia Garcia
The price is P8,662
P22,482 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Ilikai Marina Vacations
Living area
Aston at the Waikiki Banyan

Aparthotel in Waikiki

Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2677)
"Amazing check on smooth friendly amazing room and view will only stay here when I visit now! "
United States
John
The price is P8,186
P11,934 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Aston at the Waikiki Banyan
Beach nearby, white sand, beach towels
Cozy Studios at Aloha Surf Close to Waikiki Beach

Apartment in Waikiki

Cozy Studios at Aloha Surf Close to Waikiki Beach
3.0 star property
9.6 out of 10, Exceptional, (7)
"The stay was amazing very lovely cozy place we enjoyed our stay , the only downfall can be the parking but we got lucky all days to be able to find free parking at walking distance."
United States
Margarita
The price is P6,078
P20,542 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy Studios at Aloha Surf Close to Waikiki Beach
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

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

10/10 Excellent
"Did not try breakfast. Room was clean and cool."
Eric 1-night trip
Posted 1 day ago
Best Western The Plaza Hotel Honolulu Airport - Free Breakfast

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:

  • View our selection of featured holiday rentals in Kailua
  • Use the map to find apartments and other holiday homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

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.