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Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

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 AU$1,090
includes taxes & fees
9 Aug - 10 Aug
Luxury Beachfront Condo with View

Luxury Beachfront Condo with Ocean View

Luxury Beachfront Condo with Ocean View
Hauula
9.4 out of 10, Exceptional, (47 reviews)
"Great location and beautiful scenery "
United States
Heather K.
The price is AU$1,081
includes taxes & fees
26 July - 27 July
Luxury Beachfront Condo with Ocean View

Beachfront Penthouse w/ 3 Lanais on O’ahu!

Beachfront Penthouse w/ 3 Lanais on O’ahu!
Hauula
9.4 out of 10, Exceptional, (108 reviews)
"The condo was just as described! Fantastic views"
United States
Julie D.
The price is AU$2,066
includes taxes & fees
15 July - 16 July
Beachfront Penthouse w/ 3 Lanais on O’ahu!

Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (37 reviews)
"Location was ideal as it was close to many things and across the street from great food trucks. The parking was a bit of a hike but nice that it was included in the price of the room. Condo was small but kept up well."
United States
Kim S.
The price is AU$404
includes taxes & fees
20 July - 21 July
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is AU$577
includes taxes & fees
20 July - 21 July
Comfy and Modern Condo By Waikiki

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)
The price is AU$328
includes taxes & fees
11 Aug - 12 Aug
Bishop Suites At The Executive Centre

**Diamond Head, Ocean, and Park Views**

**Diamond Head, Ocean, and Park Views**
Waikiki
9.0 out of 10, Wonderful, (30 reviews)
"The accommodation has an excellent location, truly close to everything -restaurants, shops, beaches, food trucks, Ala Moana and waikiki- which makes getting around very easy and convenient. It is also very well equipped, with everything needed for a comfortable stay -beach gear, a coffee maker with coffee pods, shampoo, conditioner, soap, detergents and cleaning supplies- and the building itself offers great amenities, including a pool and a laundry room.The only downside is the air...
United States
Carolina Y.
The price is AU$555
includes taxes & fees
15 July - 16 July
**Diamond Head, Ocean, and Park Views**

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 AU$823
includes taxes & fees
17 July - 18 July
Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Stylish, Newly Renovated Condo Near Waikiki Beach

Stylish, Newly Renovated Condo Near Waikiki Beach
Waikiki
9.8 out of 10, Exceptional, (21 reviews)
"Great location and good value for a budget friendly stay. "
United States
Adam C.
The price is AU$620
includes taxes & fees
17 July - 18 July
Stylish, Newly Renovated Condo Near Waikiki Beach

Aloha Suite Near the Sea II, 3 Block Walk to Beach

Aloha Suite Near the Sea II, 3 Block Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (159 reviews)
"Great location and host was very helpful"
United States
kwinam
The price is AU$412
includes taxes & fees
17 July - 18 July
Aloha Suite Near the Sea II, 3 Block Walk to Beach

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 AU$621
includes taxes & fees
19 July - 20 July
Skyline Island Stay-2 Adjoining Studios

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.2 out of 10, Wonderful, (133 reviews)
"Most of the stuffs were old. Tv was very old and absolute pain to operate, AC was not able to change the temperature, microwave oven was very dirty and small, carpet was wet at some places, there was no blanket for the other two guests. It was delivered after 2 days of request"
United States
Manu
The price is AU$426
includes taxes & fees
18 July - 19 July
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

Awesome view. Walking distance to beach, restaurants, shopping

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (26 reviews)
"Great stay! Place was clean and we were able to walk to many landmarks in the city!"
Canada
Melanie S.
The price is AU$425
includes taxes & fees
28 July - 29 July
Awesome view. Walking distance to beach, restaurants, shopping

Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Waikiki
10.0 out of 10, Exceptional, (13 reviews)
"Great location and had everything we needed from beach towels, chairs, umbrella, toys, cooler and great food options right outside. Would definitely do another stay"
United States
Gretchen H.
The price is AU$410
includes taxes & fees
25 July - 26 July
Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (113 reviews)
"The room was clean and exactly what we needed. Check-in was smooth and a good location to catch the bus, walk to the beach, or walk to Honolulu itself."
United States
Hanne N.
The price is AU$304
includes taxes & fees
16 July - 17 July
Waikiki renovated modern studio

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.
The price is AU$617
includes taxes & fees
2 Aug - 3 Aug
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC

Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Waikiki
8.6 out of 10, Excellent, (95 reviews)
"Welcoming room with perfect amenities. Would stay again! "
United States
Michael B.
The price is AU$718
includes taxes & fees
26 July - 27 July
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC

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 AU$776
includes taxes & fees
15 July - 16 July
Partial Ocean View Condo with 2 Beds and Parking

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (45 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
The price is AU$540
includes taxes & fees
10 Aug - 11 Aug
Ilikai Marina Vacations
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, 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 favourite 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 depend 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 AU$276 per night. Entering your travel dates in the search wizard might find you 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.