Kailua Holiday Rentals

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Holiday Rentals in Kailua

Our top choices for Kailua holiday rentals

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

9.6 out of 10, Exceptional, (204)
"The location is unbeatable: short walk to the best beach! Beds are comfortable. We probably missed the description that the second bathroom is downstairs, outside the unit, but it wasn't a big issue for us. We had a great stay."
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2987)
"The Sunset is our go-to for family vacation. We have been coming here for 23 years!"
The price is AU$277
includes taxes & fees
30 Sept - 1 Oct
Aston Waikiki Sunset

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2638)
"Location, friendly staff, kitchen "
The price is AU$297
includes taxes & fees
30 Sept - 1 Oct
Aston at the Waikiki Banyan

Skyline Island Colony Hotel

3.0 star property
7.2 out of 10, Good, (2060)
"Nice place"
The price is AU$240
includes taxes & fees
1 Oct - 2 Oct
Skyline Island Colony Hotel

Aston Waikiki Beach Tower

4.0 star property
9.2 out of 10, Wonderful, (1776)
"Location of the hotel was perfect "
The price is AU$831
includes taxes & fees
30 Sept - 1 Oct
Aston Waikiki Beach Tower

Espacio The Jewel Of Waikiki

5.0 star property
9.6 out of 10, Exceptional, (19)
"The hotel was great, the staff were amazing, and the view from the balcony was beautiful."
The price is AU$4,615
includes taxes & fees
11 Sept - 12 Sept
Espacio The Jewel Of Waikiki

Bishop Suites At The Executive Centre

4.0 star property
7.6 out of 10, Good, (59)
"Large living room!"
Bishop Suites At The Executive Centre

Regency on Beachwalk Waikiki by OUTRIGGER

3.5 star property
8.2 out of 10, Very good, (426)
"Nice little condo/hotel"
Regency on Beachwalk Waikiki by OUTRIGGER

Castle Waikīkī Shore

3.0 star property
8.2 out of 10, Very good, (1204)
"Excellent location and friendly staff. Right on the beach."
Castle Waikīkī Shore

Waikiki Shore by OUTRIGGER

3.0 star property
8.4 out of 10, Very good, (535)
"Great location and amazing views. Clean and quiet. Bonus was the Steak Shack on ground level!"
Waikiki Shore by OUTRIGGER

Royal Kuhio

3.5 star property
8.6 out of 10, Excellent, (502)
"WE enjoyed our stay. Room was neat and clean, felt safe, parking was easy. only concern was there were only few towels for a 5 night booking for a family of 4."
The price is AU$320
includes taxes & fees
14 Sept - 15 Sept
Royal Kuhio

Hawaiian Sun Holidays

3.0 star property
8.4 out of 10, Very good, (149)
"This was a wonderful place to stay. A bit older and could use some renovations however, the parking was free and it was so close to the beach. We felt safe and comfortable. "
Hawaiian Sun Holidays

High Floor Ocean View Condo (King Bed and Parking)

3.5 star property
9.4 out of 10, Exceptional, (36)
"This was a great property and the location was perfect for a family of 4 to get around and to the beach. I would highly recommend this location if you are staying in Waikiki."
The price is AU$610
includes taxes & fees
13 Sept - 14 Sept
High Floor Ocean View Condo (King Bed and Parking)

Luana Waikiki by Tropical Escapes Realty

2.5 star property
8.0 out of 10, Very good, (47)
"Great property for families! Clean, quiet, perfect location for everything!!!"
The price is AU$490
includes taxes & fees
24 Sept - 25 Sept
Luana Waikiki by Tropical Escapes Realty

Ocean View 1BR at Ilikai Marina

3.0 star property
10.0 out of 10, Exceptional, (6)
"Great location for family with kids."
The price is AU$784
includes taxes & fees
14 Sept - 15 Sept
Ocean View 1BR at Ilikai Marina

Partial Ocean View Condo with King or Queen Bed and Parking

3.5 star property
9.0 out of 10, Wonderful, (26)
"We had a great time at this property."
The price is AU$617
includes taxes & fees
12 Sept - 13 Sept
Partial Ocean View Condo with King or Queen Bed and Parking

Tropical Studios at Marine Surf Waikiki

3.0 star property
8.4 out of 10, Very good, (357)
"Loved it. Close to everything that you could possibly need. Nothing fancy, but clean and the location can’t be beat. We would definitely stay here again. "
The price is AU$377
includes taxes & fees
23 Sept - 24 Sept
Tropical Studios at Marine Surf Waikiki

Diamond Head and Ocean views with King Bed and Parking

3.5 star property
9.8 out of 10, Exceptional, (10)
"Great location."
The price is AU$695
includes taxes & fees
12 Sept - 13 Sept
Diamond Head and Ocean views with King Bed and Parking

Premium Remodeled Condo in Waikiki with 2 Beds and Parking

4.0 star property
9.8 out of 10, Exceptional, (6)
"The room was nice, had everything we needed! Awesome views from the lanai and great location to the beach and surrounding shops. We were sad to leave, would definitely stay again! "
The price is AU$741
includes taxes & fees
12 Sept - 13 Sept
Premium Remodeled Condo in Waikiki with 2 Beds and Parking

Marine Surf by Tropical Escapes Realty

3.0 star property
8.6 out of 10, Excellent, (46)
"It was very clean and safe close to everything and the people treated you wonderful"
The price is AU$532
includes taxes & fees
12 Sept - 13 Sept
Marine Surf by Tropical Escapes Realty
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

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$240 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?

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!: This highly rated holiday home rental in Kailua offers an outdoor pool, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind. Other favourite homes for rent in Kailua are Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. and BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY.

How many holiday rentals are there in Kailua?

With 169 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.