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Our top choices for Kailua holiday rentals

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Kailua
8.8 out of 10, Excellent, (5 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
The price is £1,724
includes taxes & fees
13 Jul - 14 Jul
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
The price is £427
includes taxes & fees
17 Jul - 18 Jul
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
The price is £176
includes taxes & fees
14 Jul - 15 Jul
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.
The price is £567
includes taxes & fees
9 Aug - 10 Aug
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.
The price is £589
includes taxes & fees
19 Jul - 20 Jul
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
The price is £602
includes taxes & fees
12 Jul - 13 Jul
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
The price is £176
includes taxes & fees
9 Aug - 10 Aug
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
The price is £169
includes taxes & fees
11 Aug - 12 Aug
Bishop Suites At The Executive Centre

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is £311
includes taxes & fees
12 Jul - 13 Jul
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
The price is £143
includes taxes & fees
21 Jul - 22 Jul
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
The price is £407
includes taxes & fees
15 Jul - 16 Jul
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
The price is £618
includes taxes & fees
13 Jul - 14 Jul
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
The price is £332
includes taxes & fees
13 Jul - 14 Jul
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
The price is £414
includes taxes & fees
20 Jul - 21 Jul
Waikiki Banyan 1BR

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (44 reviews)
The price is £275
includes taxes & fees
12 Jul - 13 Jul
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)
The price is £330
includes taxes & fees
14 Jul - 15 Jul
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
The price is £192
includes taxes & fees
2 Aug - 3 Aug
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)
The price is £333
includes taxes & fees
12 Jul - 13 Jul
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.
The price is £524
includes taxes & fees
13 Jul - 14 Jul
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 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 £143 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. 

Explore a world of travel with Expedia

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?

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY: This highly rated holiday home rental in Kailua is located on the beach, and has a balcony, a private garden 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Other favourite 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 holiday rentals are there in Kailua?

With 141 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?

Lanikai Beach and Kalama Beach Park 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 Walk 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.