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

Kailua Vacation Rentals

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Our top choices for Kailua vacation rentals

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
8.8 out of 10, Excellent, (5 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
$1,975 nightly
The price is $2,310
Jul 12 - Jul 13
Total with taxes and fees
Luxurious five-bedroom modern retreat

Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Premium Remodeled Condo in Waikiki with 2 Beds and Parking
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (20 reviews)
"The check-in process was smooth, clean and nice view."
United States
Marzena
$476 nightly
The price is $565
Jul 15 - Jul 16
Total with taxes and fees
Premium Remodeled Condo in Waikiki with 2 Beds and Parking

"Hina Hideaway", Views, AC, Walkable to Beach

"Hina Hideaway", Views, AC, Walkable to Beach
Punaluu
10.0 out of 10, Exceptional, (51 reviews)
"The property was great! We would stay there again. "
United States
Lance S.
"Hina Hideaway", Views, AC, Walkable to Beach

Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (596 reviews)
"Parking was Great"
United States
David
$198 nightly
The price is $236
Jul 12 - Jul 13
Total with taxes and fees
Royal Kuhio

Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.8 out of 10, Exceptional, (101 reviews)
"Very nice accommodations "
United States
Cassandra C.
$654 nightly
The price is $760
Aug 9 - Aug 10
Total with taxes and fees
Luxury Beachfront Condo with View

Beachfront Condo with Lanai and View

Beachfront Condo with Lanai and View
Hauula
10.0 out of 10, Exceptional, (4 reviews)
"Thank you it was a wonderful time. We will be back."
United States
Irene U.
$675 nightly
The price is $785
Jul 19 - Jul 20
Total with taxes and fees
Beachfront Condo with Lanai and View

Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.2 out of 10, Wonderful, (25 reviews)
"The live entertainment for July 4th you could watch from balcony!!"
United States
Michelle
$665 nightly
The price is $789
Aug 10 - Aug 11
Total with taxes and fees
Panoramic Oceanview Resort

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,733 reviews)
"Excellent hotel."
United States
Alisher
$199 nightly
The price is $236
Aug 9 - Aug 10
Total with taxes and fees
Aston at the Waikiki Banyan

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (132 reviews)
"Lovely staff!! Nice set up!! Beautiful views!"
United States
Karley
$189 nightly
The price is $224
Aug 11 - Aug 12
Total with taxes and fees
Bishop Suites At The Executive Centre

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
$328 nightly
The price is $389
Jul 12 - Jul 13
Total with taxes and fees
Comfy and Modern Condo By Waikiki

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,264 reviews)
"Friendly staff, walking distance to the beach. Flat rate for parking would be ideal."
United States
Megan
$162 nightly
The price is $192
Jul 21 - Jul 22
Total with taxes and fees
Skyline Island Colony Hotel

Partial Ocean View Condo with 2 Beds and Parking

Partial Ocean View Condo with 2 Beds and Parking
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (12 reviews)
"Clean room and great location!"
United States
Deavyn
$459 nightly
The price is $545
Jul 15 - Jul 16
Total with taxes and fees
Partial Ocean View Condo with 2 Beds and Parking

Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very Good, (583 reviews)
"Amazing location! Would stay here again!"
Canada
Tracey
$725 nightly
The price is $796
Jul 13 - Jul 14
Total with taxes and fees
Waikiki Shore by OUTRIGGER

Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (175 reviews)
"Very friendly and fast check in/out."
United States
Norgy
$375 nightly
The price is $445
Jul 18 - Jul 19
Total with taxes and fees
Marriott Vacation Club, Waikiki

Waikiki Banyan 1BR

Waikiki Banyan 1BR
3.0 star property
Waikiki
8.8 out of 10, Excellent, (3 reviews)
"Clean and ocean view"
United States
Chak f
$448 nightly
The price is $532
Jul 19 - Jul 20
Total with taxes and fees
Waikiki Banyan 1BR

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very Good, (44 reviews)
"Had a great stay, the room had everything we needed and more, great location close to everything, for sure coming back again with my whole family:)"
United States
Laura
$325 nightly
The price is $386
Jul 12 - Jul 13
Total with taxes and fees
Ilikai Marina Vacations

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
5.0 out of 10, (2 reviews)
$326 nightly
The price is $387
Jul 14 - Jul 15
Total with taxes and fees
Skyline Island Stay-2 Adjoining Studios

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,215 reviews)
"Loved our stay"
United States
Randal
$217 nightly
The price is $258
Aug 2 - Aug 3
Total with taxes and fees
Aston Waikiki Sunset

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Waikiki
9.8 out of 10, Exceptional, (19 reviews)
"Great location and availability "
United States
K N.
$378 nightly
The price is $442
Jul 12 - Jul 13
Total with taxes and fees
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Bright studio w/ resort & beach access

Bright studio w/ resort & beach access
Waikiki
9.4 out of 10, Exceptional, (26 reviews)
"Great location, not too far from the beach. Our room was extremely clean and had all the amenities we needed"
United States
Nikki Q.
$593 nightly
The price is $696
Jul 13 - Jul 14
Total with taxes and fees
Bright studio w/ resort & beach access
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 $192 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.

Explore a world of travel with Expedia

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?

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY: This Kailua vacation home rental is located on the beach and has a balcony, a private yard, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Kailua are Luxurious five-bedroom modern retreat and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 141 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?

Lanikai Beach and Kalama Beach Park 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.