Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

Vacation Home in Enchanted Lake

Luxurious five-bedroom modern retreat
10.0 out of 10, Exceptional, (2 reviews)
"Great porperty that’s managed excellently, had a wonderful time and place was beautiful!"
United States
Bryan C.
$1,656 nightly
The price is $1,937
Jan 25 - Jan 26
Total with taxes and fees
Luxurious five-bedroom modern retreat
9.6 out of 10, Exceptional, (106 reviews)
"Very cozy and comfortable home. The setting is very quiet and tropical. The beds were very comfy and the amenities were perfect! The host communicated very clear and prompt. "
United States
Susan W.
$262 nightly
The price is $307
Feb 11 - Feb 12
Total with taxes and fees
Create one of the most unique experiences on the beautiful Lā’ie country side.

Aparthotel in Waikiki

Aston Waikiki Sunset
4.0 star property
7.8 out of 10, Good, (3,119 reviews)
"Great views and location is very good"
United States
Allen Barett
$192 nightly
The price is $228
Feb 7 - Feb 8
Total with taxes and fees
Aston Waikiki Sunset

Aparthotel in Waikiki

Skyline Island Colony Hotel
3.0 star property
7.2 out of 10, Good, (2,155 reviews)
"This place is great because it’s close to restaurants and shopping and most importantly the beach. I stayed with a friend here and have stayed here every time I visit. "
United States
Jocelyn
$173 nightly
The price is $205
Jan 30 - Jan 31
Total with taxes and fees
Skyline Island Colony Hotel

Aparthotel in Downtown Honolulu

Bishop Suites At The Executive Centre
4.0 star property
7.8 out of 10, Good, (78 reviews)
"Clean room , good location and safe parking! "
United States
Christopher
$160 nightly
The price is $190
Feb 2 - Feb 3
Total with taxes and fees
Bishop Suites At The Executive Centre
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
$430 nightly
The price is $467
Feb 21 - Feb 22
Total with taxes and fees
Diamond Head and Partial Ocean views with 2 Beds and Parking
9.8 out of 10, Exceptional, (187 reviews)
"Very close to the beach, clean house, shops nearby, I stayed for 1 week and everything was great. "
Italy
Emanuela D.
$225 nightly
The price is $264
Jan 26 - Jan 27
Total with taxes and fees
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
8.2 out of 10, Very Good, (104 reviews)
"The room was well appointed and clean. Highly recommend."
Australia
Adam
$201 nightly
The price is $236
Jan 27 - Jan 28
Total with taxes and fees
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min

Condo in Waikiki

Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (542 reviews)
"We appreciated free parking and close to shopping areas. The staff who checked us in was kind and the room was clean."
United States
Vivienne
$180 nightly
The price is $213
Jan 26 - Jan 27
Total with taxes and fees
Royal Kuhio
9.6 out of 10, Exceptional, (143 reviews)
"Very clean. Host was helpful. Extra toiletries and beach equipment were good to have. "
Canada
Becky
$237 nightly
The price is $278
Jan 30 - Jan 31
Total with taxes and fees
Aloha Suite Near the Sea II, 3 Block Walk to Beach
9.8 out of 10, Exceptional, (30 reviews)
"Great value with parking included! "
Canada
Rob T.
$255 nightly
The price is $299
Feb 20 - Feb 21
Total with taxes and fees
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
9.8 out of 10, Exceptional, (18 reviews)
"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 traveler
$357 nightly
The price is $373
Jan 31 - Feb 1
Total with taxes and fees
Beautiful Studio in the Heart of Vibrant Waikiki!

Aparthotel in Waikiki

Aston at the Waikiki Banyan
3.0 star property
7.2 out of 10, Good, (2,686 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
$188 nightly
The price is $224
Feb 7 - Feb 8
Total with taxes and fees
Aston at the Waikiki Banyan
9.4 out of 10, Exceptional, (3 reviews)
"It’s a nice studio, very clean and a well equipped kitchen. The location was good. It was a little bit smaller than expected from the pictures, but it was great for what we needed it."
United States
Katherine K.
Remodeled High Floor Waikiki Studio

Aparthotel in Diamond Head - Kapahulu - St. Louis

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
$495 nightly
The price is $579
Jan 31 - Feb 1
Total with taxes and fees
@ Marbella Lane -coastal Retreat Near Diamond Head
9.6 out of 10, Exceptional, (15 reviews)
"Clean room with up to date appliances and friendly customer service "
United States
Maureen
$420 nightly
The price is $456
Jan 27 - Jan 28
Total with taxes and fees
Premium Remodeled Condo in Waikiki with 2 Beds and Parking
3.0 star property
8.4 out of 10, Very Good, (551 reviews)
"Beach view was as pictured."
United States
Maureen
$762 nightly
The price is $840
Jan 25 - Jan 26
Total with taxes and fees
Waikiki Shore by OUTRIGGER
3.0 star property
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
$234 nightly
The price is $278
Feb 4 - Feb 5
Total with taxes and fees
Tropical Studios at Marine Surf Waikiki
9.8 out of 10, Exceptional, (22 reviews)
"Wonderful property. "
United States
Chris T.
$217 nightly
The price is $255
Feb 1 - Feb 2
Total with taxes and fees
Charming cozy condo in marvelous Honolulu with WiFi
9.0 out of 10, Wonderful, (194 reviews)
"I cannot say enough. This property was so clean and comfortable.The affordability made it possible for us to come to Hawaii. The bed is very comfortable and the host made everything very easy. Thank you Janna this was a trip we will never forget."
United States
Kim B.
$341 nightly
The price is $399
Feb 18 - Feb 19
Total with taxes and fees
Ilikai Hotel, Ocean Front, Hip Real 1 BDR, City View, Best Surf in 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.
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Top Kailua Hotel Reviews

Find out more about Kailua

Everything you need to know about Kailua vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kailua vacation 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 low season months. For more hustle and bustle, you may prefer to visit Kailua in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $190 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kailua rentals

At Expedia, we put the best Kailua vacation 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 vacation.

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 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.

What are some of the best vacation home rentals in Kailua?

Luxurious five-bedroom modern retreat: This Kailua vacation home rental offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind. Other favorite homes for rent in Kailua are BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed! and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 154 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.