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Holiday Rentals in Kailua

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Holiday Rentals in Kailua

Holiday Home in Enchanted Lake

10.0 out of 10, Exceptional, (2)
"Great porperty that’s managed excellently, had a wonderful time and place was beautiful!"
United States
Bryan C.
Luxurious five-bedroom modern retreat

Mobile Home in Laie

9.6 out of 10, Exceptional, (102)
"The host contacted us ahead of time and had great communication. She provided helpful instructions for finding the property and we enjoyed staying there. "
United States
Amy C.
The price is €205
includes taxes & fees
5 Dec - 6 Dec
Create one of the most unique experiences on the beautiful Lā’ie country side.

Condo in Hauula

2.5 star property
10.0 out of 10, Exceptional, (12)
"Very clean unit. They thought of everything that you would need to make your stay fun."
United States
Mark S.
The price is €739
includes taxes & fees
26 Dec - 27 Dec
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Aparthotel in Waikiki

3.0 star property
7.2 out of 10, Good, (2122)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
The price is €115
includes taxes & fees
9 Dec - 10 Dec
Skyline Island Colony Hotel

Aparthotel in Waikiki

3.0 star property
7.2 out of 10, Good, (2672)
"Amazing check on smooth friendly amazing room and view will only stay here when I visit now! "
United States
John
The price is €174
includes taxes & fees
23 Dec - 24 Dec
Aston at the Waikiki Banyan

Apartment in Waikiki

3.5 star property
9.4 out of 10, Exceptional, (40)
"It was the perfect place to stay especially for the price!"
United States
Abigail
The price is €353
includes taxes & fees
28 Nov - 29 Nov
High Floor Ocean View Condo (King Bed and Parking)

Aparthotel in Waikiki

2.5 star property
The price is €254
includes taxes & fees
28 Nov - 29 Nov
Island Colony hotel

Aparthotel in Downtown Honolulu

4.0 star property
7.8 out of 10, Good, (66)
"Large living room!"
United States
Elika
The price is €168
includes taxes & fees
8 Dec - 9 Dec
Bishop Suites At The Executive Centre

Apartment in Waikiki

9.6 out of 10, Exceptional, (136)
"The stay was phenomenal, next time we come hoping you’re available!!"
United States
Brian R.
Aloha Suite Near the Sea II, 3 Block Walk to Beach

Apartment in Waikiki

9.8 out of 10, Exceptional, (185)
"painless entry great location "
United States
Matthew M.
The price is €286
includes taxes & fees
4 Dec - 5 Dec
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Apartment in Waikiki

3.0 star property
8.4 out of 10, Very good, (32)
"Clean and good use of space. "
United States
Cristina Katia Garcia
The price is €299
includes taxes & fees
28 Nov - 29 Nov
Ilikai Marina Vacations

Condo in Waikiki

9.8 out of 10, Exceptional, (29)
"Great value for the price. Excellent location. Especially loved the parking space — very convenient. Definitely the best choice."
Canada
Daffy
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Condo in Waikiki

9.8 out of 10, Exceptional, (18)
"Great place, location was great and nice and clean room. The chairs were perfect to bring to the beach as well and the hosts were easy to contact as well"
Canada
Anonymous traveller
Beautiful Studio in the Heart of Vibrant Waikiki!

Apartment in Waikiki

8.8 out of 10, Excellent, (41)
"Centrally located. The room is a little dated, and could use some replenishing. But it was a comfortable stay. As the only time I spent in the room was for naps and sleeping."
United States
Dante A.
Deluxe studio with kitchenette, furnished lanai, pool, & hot tub

Aparthotel in Waikiki

4.0 star property
7.8 out of 10, Good, (3051)
"Room was clean with all you need and more, staff was very nice and the hotel has a great pool, great views and perfectly located to get around the island."
United States
Arun
The price is €191
includes taxes & fees
11 Dec - 12 Dec
Aston Waikiki Sunset

Apartment in Waikiki

3.5 star property
9.4 out of 10, Exceptional, (32)
"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 €374
includes taxes & fees
11 Dec - 12 Dec
Diamond Head and Partial Ocean views with 2 Beds and Parking

Condo in Waikiki

9.4 out of 10, Exceptional, (72)
"Clean, bright, has most everything you need. Perfect location. "
United States
Matthew D.
The price is €195
includes taxes & fees
9 Dec - 10 Dec
Relaxing Ocean View Boutique Condo - 20th FL

Apartment in Waikiki

9.6 out of 10, Exceptional, (25)
"We thoroughly enjoyed our stay at this property. Its location is perfect. A 10 minute walk from Ala Moana mall and just a 10 minute walk to the beach. Gigi is a wonderful host and I would recommend this property to everyone. "
United States
Scott C.
1-bedroom apartment just 11 minutes walk to Ala Moana Center

Condo in Waikiki

9.8 out of 10, Exceptional, (29)
"Great location and lovely service! Shout out to the staff that were so kind and welcoming during our stay. "
United States
Sorah P.
The price is €417
includes taxes & fees
26 Dec - 27 Dec
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!

Condo in Waikiki

2.0 star property
9.6 out of 10, Exceptional, (19)
"Wonderful property. "
United States
Chris T.
The price is €208
includes taxes & fees
30 Nov - 1 Dec
Charming cozy condo in marvelous Honolulu with WiFi
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

Everything you need to know about Kailua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kailua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kailua holiday rentals we have selected for you start as low as €115 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kailua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Kailua has to offer?

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!: This highly rated holiday home rental in Kailua offers an outdoor pool, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind. Other favourite homes for rent in Kailua are Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. and BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY.

How many holiday rentals are there in Kailua?

With 155 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?

Kailua Bay Beach and Kailua Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favourite places to visit such as Ala Moana Center and Waikiki Beach 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.