Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
8.6 out of 10, Excellent, (4 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
The price is AU$3,621
includes taxes & fees
30 June - 1 July
Luxurious five-bedroom modern retreat

Beachfront Condo with Lanai and View

Beachfront Condo with Lanai and View
Hauula
10.0 out of 10, Exceptional, (3 reviews)
"Amazing location, had every amenity imaginable and so clean! "
United States
Jessica
The price is AU$959
includes taxes & fees
21 June - 22 June
Beachfront Condo with Lanai and View

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Hauula
9.8 out of 10, Exceptional, (48 reviews)
"Nice accommodation for a family. Nice size closets 1.5 bath, washers and dryer, and close to shopping. Beach access within walking distance is not appropriate for young children. We would stay here again. Polynesian Cultural Center is only 5-8 minutes away by car. Host was easy to work with."
United States
Ray K.
The price is AU$1,058
includes taxes & fees
2 June - 3 June
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

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$1,118
includes taxes & fees
16 June - 17 June
Luxury Beachfront Condo with Ocean View

Beachfront Condo with Beach Access & Pool

Beachfront Condo with Beach Access & Pool
Hauula
9.6 out of 10, Exceptional, (42 reviews)
"Great communication. Super clean! Construction didn’t impact us at all. The view is absolutely beautiful! We would not hesitate to book this unit again! "
United States
Julie C.
The price is AU$1,427
includes taxes & fees
20 June - 21 June
Beachfront Condo with Beach Access & Pool

Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.8 out of 10, Exceptional, (99 reviews)
"Very nice accommodations "
United States
Cassandra C.
The price is AU$1,164
includes taxes & fees
16 June - 17 June
Luxury Beachfront Condo with 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.
Beachfront Penthouse w/ 3 Lanais on O’ahu!

Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (35 reviews)
"The property is so beautiful. I loved our stay. We stayed with 2 kids and it felt like home for us. Loved how accessible it is to beach. Not just beach but also to ala wai walking trail. With free parking this is a jackpot. So wonderful. I would definitely recommend this place to anyone."
United States
Amruthaa
The price is AU$522
includes taxes & fees
7 June - 8 June
Partial Ocean View Condo with King or Queen Bed and Parking

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is AU$823
includes taxes & fees
8 June - 9 June
Comfy and Modern Condo By Waikiki

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
The price is AU$621
includes taxes & fees
7 June - 8 June
@ Marbella Lane -coastal Retreat Near Diamond Head

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach
Waikiki
9.4 out of 10, Exceptional, (27 reviews)
"Great stay, great location and good communication. "
Australia
Kelly
The price is AU$431
includes taxes & fees
31 May - 1 June
Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (43 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$469
includes taxes & fees
31 May - 1 June
Ilikai Marina Vacations

Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Waikiki
10.0 out of 10, Exceptional, (112 reviews)
"Host was very responsive and accommodating, the unit was clean and comfortable, and best of all the location has great access to the beach, restaurants, bus, and so forth. Would stay again!"
United States
Roy K.
The price is AU$396
includes taxes & fees
6 June - 7 June
Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Marine Surf by Tropical Escapes Realty

Marine Surf by Tropical Escapes Realty
3.0 star property
Waikiki
8.8 out of 10, Excellent, (62 reviews)
"Pretty much at the heart of waikiki. Excellent spot but we went during construction/renovations so it was awfully loud around 10am. But it's not their fault "
United States
Joshua
The price is AU$662
includes taxes & fees
4 June - 5 June
Marine Surf by Tropical Escapes Realty

Waikiki Skyline 28th Floor Hawaiian Monarch

Waikiki Skyline 28th Floor Hawaiian Monarch
Waikiki
9.4 out of 10, Exceptional, (3 reviews)
"We absolutely loved our stay! The location was fantastic—we really enjoyed being right by the Ala Wai Canal. We also loved how close it was to a 7-Eleven and a great food truck spot, which made grabbing snacks and meals super convenient. We hadn’t realized there would be several parades and local events during our visit, which caused some road closures and traffic, but this property’s location made it easy for us to get in and out without any issues. I truly can’t recommend this stay enough. The...
United States
Joe A.
The price is AU$378
includes taxes & fees
31 May - 1 June
Waikiki Skyline 28th Floor Hawaiian Monarch

Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very good, (61 reviews)
"Everything was great! Would definitely recommend. The location was excellent also "
United States
Dawn Marie Cowie
The price is AU$656
includes taxes & fees
4 June - 5 June
Luana Waikiki by Tropical Escapes Realty

Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center

Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center
Waikiki
9.6 out of 10, Exceptional, (65 reviews)
"Great host communication, well appointeded unit, ideal location and amenities."
United States
Brian S.
The price is AU$674
includes taxes & fees
6 June - 7 June
Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center

Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (37 reviews)
"It was a nice stay"
United States
Charles P
The price is AU$632
includes taxes & fees
2 June - 3 June
Diamond Head and Partial Ocean views with 2 Beds and Parking

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, (17 reviews)
"Great location 4 min away from the beach. Grocery, drinks and restaurants very close by. We had a great time!"
Canada
Christian
The price is AU$601
includes taxes & fees
8 June - 9 June
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Waikiki 22nd Floor Studio Ocean & Mountain Views

Waikiki 22nd Floor Studio Ocean & Mountain Views
Waikiki
9.6 out of 10, Exceptional, (4 reviews)
"Everything was great and super easy host was great at communicating and answering right away. "
United States
Ruth
The price is AU$349
includes taxes & fees
11 June - 12 June
Waikiki 22nd Floor Studio Ocean & Mountain Views
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$218 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. 

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?

BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed!: This highly rated holiday home rental in Kailua is located in the mountains, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books. Other favourite homes for rent in Kailua are Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many holiday rentals are there in Kailua?

With 142 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?

Kalama Beach Park and Kailua Bay 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.