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

Kailua Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Kailua vacation rentals

Suite, 1 Bedroom, Ocean View | View from room

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,276 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
The price is ₩225,927
₩324,837 total
includes taxes & fees
Sep 17 - Sep 18
Aston Waikiki Sunset
Beach nearby, white sand, sun loungers, beach umbrellas

2. Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (42 reviews)
"Overall everything was great the property is next to the shopping center and store"
United States
Jessy
The price is ₩271,249
₩692,554 total
includes taxes & fees
Oct 5 - Oct 6
Partial Ocean View Condo with King or Queen Bed and Parking
Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area | 32-inch TV with cable channels

3. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (53 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 ₩148,574
₩475,726 total
includes taxes & fees
Oct 1 - Oct 2
Ilikai Marina Vacations
Studio City View | City view

4. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,295 reviews)
"Clean room, friendly staff, good location near the beach"
United States
Fernando
The price is ₩160,705
₩247,411 total
includes taxes & fees
Sep 30 - Oct 1
Skyline Island Colony Hotel
Room, 1 Bedroom, Partial Ocean View | In-room safe, desk, laptop workspace, blackout drapes

5. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.4 out of 10, Good, (2,765 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 ₩207,185
₩297,737 total
includes taxes & fees
Sep 29 - Sep 30
Aston at the Waikiki Banyan
Beach nearby, white sand, sun loungers, beach umbrellas

6. 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 ₩309,661
₩733,610 total
includes taxes & fees
Sep 17 - Sep 18
Diamond Head and Partial Ocean views with 2 Beds and Parking
Standard Studio, 1 Queen Bed with Sofa bed, Kitchen (F10A01) | Premium bedding, desk, laptop workspace, blackout drapes

7. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very good, (378 reviews)
"Perfect location. View from the balcony was amazing. Bed mattress could be updated."
United States
Alejandro Ray
The price is ₩166,226
₩359,143 total
includes taxes & fees
Sep 20 - Sep 21
Tropical Studios at Marine Surf Waikiki
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua Hotel Reviews

'Alohilani Resort Waikiki Beach

'Alohilani Resort Waikiki Beach

10/10 Excellent
"Great place to stay. Wonderful staff and experience."
Gazment 6-night trip
Posted 2 hours ago
'Alohilani Resort Waikiki Beach

Find out more about Kailua

Search for Vacation rentals in Kailua on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Kailua using one of the methods below:

  • View our selection of featured Vacation rentals in Kailua
  • Use the map to find apartments and other Vacation homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation 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 136 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.