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Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,263 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
The price is AU$342
includes taxes & fees
1 Sept - 2 Sept
Aston Waikiki Sunset

2. 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, (41 reviews)
"Overall experience was great free parking walking distance to the beach plenty of places to keep busy 👍"
United States
Erwin
The price is AU$613
includes taxes & fees
29 Aug - 30 Aug
Partial Ocean View Condo with King or Queen Bed and Parking

3. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (184 reviews)
"Convenient walk to the beach, respectful guests throughout, clean space and amazing view from the pool!"
United States
Eliza Mikiye Kawazoye
The price is AU$540
includes taxes & fees
30 Aug - 31 Aug
Marriott Vacation Club, Waikiki

4. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,291 reviews)
"Staff was super nice"
United States
Luis
The price is AU$254
includes taxes & fees
31 Aug - 1 Sept
Skyline Island Colony Hotel

5. Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.4 out of 10, Very good, (478 reviews)
"Great room, friendly staff and great location"
United States
Julian
The price is AU$1,043
includes taxes & fees
26 Sept - 27 Sept
Regency on Beachwalk Waikiki by OUTRIGGER

6. Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (28 reviews)
"The Panaramic Ocean View Resort was a great choice! Absolutely wonderful place to stay. It's a great location with a great view. Lots to do within walking distance. The room was spacious with all you need. Our nine nights were incredible!"
United States
John
The price is AU$968
includes taxes & fees
27 Sept - 28 Sept
Panoramic Oceanview Resort

7. Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
8.0 out of 10, Very good, (5 reviews)
"Great location and stay!! Had everything we needed and more. Was comfortable and easy."
United States
Alex
The price is AU$680
includes taxes & fees
29 Aug - 30 Aug
Skyline Island Stay-2 Adjoining Studios

8. King Bed Studio with Rooftop Pool and Hot Tub

King Bed Studio with Rooftop Pool and Hot Tub
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 AU$993
includes taxes & fees
30 Aug - 31 Aug
King Bed Studio with Rooftop Pool and Hot Tub

9. 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, (68 reviews)
"Great host communication, well appointeded unit, ideal location and amenities."
United States
Brian S.
The price is AU$663
includes taxes & fees
30 Aug - 31 Aug
Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center

10. Island Colony hotel

Island Colony hotel
2.5 star property
Waikiki
10.0 out of 10, Exceptional, (3 reviews)
"The only down side is the parking structure as I paid for 5 days but could not park in it on 1 of the nights."
United States
Jesus
The price is AU$451
includes taxes & fees
29 Aug - 30 Aug
Island Colony hotel

11. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,758 reviews)
"Nice and quick staff!! Good location"
United States
Dina
The price is AU$310
includes taxes & fees
31 Aug - 1 Sept
Aston at the Waikiki Banyan

12. High Floor Ocean View Condo w/ 2 Beds and Parking

High Floor Ocean View Condo w/ 2 Beds and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (19 reviews)
"Location was perfect with a short walk to the beach, shops and great restaurants."
United States
Ross
The price is AU$681
includes taxes & fees
30 Aug - 31 Aug
High Floor Ocean View Condo w/ 2 Beds and Parking

13. Premier corner unit w/ocean views, FREE PARKING, NO Resort Fees. Full kitchen.

Premier corner unit w/ocean views, FREE PARKING, NO Resort Fees. Full kitchen.
Waikiki
9.4 out of 10, Exceptional, (43 reviews)
"Amazing clean sea facing property. We enjoyed the pool, hot tub and free parking! Host was super friendly as well!!"
United States
Harsh Vardhan S.
The price is AU$704
includes taxes & fees
30 Aug - 31 Aug
Premier corner unit w/ocean views, FREE PARKING, NO Resort Fees. Full kitchen.

14. Waikiki condo w/ lanai, pool, & beach access

Waikiki condo w/ lanai, pool, & beach access
Waikiki
9.8 out of 10, Exceptional, (19 reviews)
"Great ocean view and a short walk to the beach, shops, and restaurants. "
United States
Larry W.
The price is AU$1,028
includes taxes & fees
26 Sept - 27 Sept
Waikiki condo w/ lanai, pool, & beach access

15. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.2 out of 10, Very good, (600 reviews)
"Room 614. Good location with a view of the water, as the accommodation is on the beachfront. Room had its own washer and dryer, which was fantastic. Close to everything."
Australia
Michael James
The price is AU$989
includes taxes & fees
1 Sept - 2 Sept
Waikiki Shore by OUTRIGGER

16. New Decor! Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row, FAB!

New Decor! Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row, FAB!
Waikiki
9.4 out of 10, Exceptional, (205 reviews)
"This was a beautiful and really clean condo! The view was gorgeous. Front row to amazing sunsets and the Friday night fireworks. The bed was so, so comfortable, and I slept so soundly. The host was really nice and communicated well with us. Highly recommend this place! "
United States
Lori C.
The price is AU$676
includes taxes & fees
30 Aug - 31 Aug
New Decor! Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row, FAB!

17. Waikiki Banyan,1BR, Sleeps 4, Full Kitchen, FREE PARKING, NO RESORT FEES

Waikiki Banyan,1BR, Sleeps 4, Full Kitchen, FREE PARKING, NO RESORT FEES
Waikiki
9.6 out of 10, Exceptional, (198 reviews)
"Room was very clean and comfortable. Great location for what we had planned for the stay."
United States
Elden E.
Waikiki Banyan,1BR, Sleeps 4, Full Kitchen, FREE PARKING, NO RESORT FEES

18. ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!

ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Waikiki
9.8 out of 10, Exceptional, (115 reviews)
"We had the best week, thank you! Room was exactly what was on the link as advertised. Enjoyed staying at Ilikia… can’t wait to one day return!!! "
United States
Misty S.
The price is AU$1,072
includes taxes & fees
8 Sept - 9 Sept
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!

19. Waikiki Oceanfront/Beachfront Condo. Breathtaking views. Walk to everything!

Waikiki Oceanfront/Beachfront Condo. Breathtaking views. Walk to everything!
Waikiki
9.4 out of 10, Exceptional, (82 reviews)
"Nice view of the harbor and the ocean further out."
United States
J&A N.
The price is AU$628
includes taxes & fees
29 Aug - 30 Aug
Waikiki Oceanfront/Beachfront Condo. Breathtaking views. Walk to everything!

20. 2 SIDE BY SIDE CONDOS 2 BLOCKS FROM THE BEACH! LOTS OF SLEEPING SPACE!

2 SIDE BY SIDE CONDOS 2 BLOCKS FROM THE BEACH! LOTS OF SLEEPING SPACE!
Waikiki
9.6 out of 10, Exceptional, (57 reviews)
"Great rooms and great AC. "
United States
James R.
The price is AU$1,347
includes taxes & fees
1 Sept - 2 Sept
2 SIDE BY SIDE CONDOS 2 BLOCKS FROM THE BEACH! LOTS OF SLEEPING SPACE!
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$254 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 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 138 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 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.