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 NZ$3,882
includes taxes & fees
29 Mar - 30 Mar
Luxurious five-bedroom modern retreat

Luxury Beachfront Condo w/AC

Luxury Beachfront Condo w/AC
Hauula
9.8 out of 10, Exceptional, (99 reviews)
"This place was absolutely perfect. It was so calm and peaceful very clean. Had all the amenities that I needed. The view and the location was awesome. Thank you for a wonderful stay. I will definitely be booking again."
United States
Zsalei A.
Luxury Beachfront Condo w/AC

Luxury Oceanview Punaluu Condo

Luxury Oceanview Punaluu Condo
4.0 star property
Hau`ula
8.0 out of 10, Very good, (28 reviews)
"Nice and cozy place to stay. Smooth communication and easy check-in. Direct access to the beach is also nice. Recommend for people who like relaxing and enjoy local Hawaiian vibes rather than going to town to do some shopping and touristy activities."
United States
Yoshihiro
The price is NZ$1,221
includes taxes & fees
13 Apr - 14 Apr
Luxury Oceanview Punaluu Condo

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
The price is NZ$1,080
includes taxes & fees
8 Apr - 9 Apr
Skyline Island Stay-2 Adjoining Studios

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is NZ$1,018
includes taxes & fees
8 Apr - 9 Apr
Comfy and Modern Condo By Waikiki

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, (31 reviews)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is NZ$748
includes taxes & fees
30 Mar - 31 Mar
Partial Ocean View Condo with King or Queen Bed and Parking

Beautiful Studio in the Heart of Vibrant Waikiki!

Beautiful Studio in the Heart of Vibrant Waikiki!
Waikiki
9.8 out of 10, Exceptional, (18 reviews)
"Great place, location was great and nice and clean room. The chairs were perfect to bring to the beach as well and the hosts were easy to contact as well"
Canada
Anonymous traveller
The price is NZ$678
includes taxes & fees
29 Mar - 30 Mar
Beautiful Studio in the Heart of Vibrant Waikiki!

Top Floor Studio with Balcony & Views 3528

Top Floor Studio with Balcony & Views 3528
Ala Moana
10.0 out of 10, Exceptional, (3 reviews)
"Clean room friendly staff nice location "
United States
Alyssa
The price is NZ$674
includes taxes & fees
6 Apr - 7 Apr
Top Floor Studio with Balcony & Views 3528

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, (150 reviews)
"Short stroll to the beach, awesome food right next door and across the street and a great jumping off point to the rest of the island."
United States
Alex
The price is NZ$493
includes taxes & fees
27 Apr - 28 Apr
Aloha Suite Near the Sea II, 3 Block Walk to Beach

Remodeled Studio Hotel Walk to Ala Moana Beach

Remodeled Studio Hotel Walk to Ala Moana Beach
Ala Moana
9.2 out of 10, Wonderful, (12 reviews)
"Host was in regular contact and a very open communication line daily by text. Excellent, knowing some is there 24/7. Great view, clean updated interior, which was much needed from the aqua hues of prior. Great amenities and so convenient to excess world shopping and beaches. Will definitely book again. Mahalo"
United States
Lusalle A.
The price is NZ$655
includes taxes & fees
29 Mar - 30 Mar
Remodeled Studio Hotel Walk to Ala Moana Beach

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (38 reviews)
"Clean rooms and spacious, small bathroom but amazing view "
United Kingdom
Neide Katila
The price is NZ$629
includes taxes & fees
29 Mar - 30 Mar
Ilikai Marina Vacations

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

Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Waikiki
9.8 out of 10, Exceptional, (9 reviews)
"It was easy to located and a wonderful experience !"
United States
trevor g.
The price is NZ$484
includes taxes & fees
2 Apr - 3 Apr
Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Waikiki Sunset Mountain View Near Beach + Parking

Waikiki Sunset Mountain View Near Beach + Parking
Waikiki
9.4 out of 10, Exceptional, (46 reviews)
"It was great. Close to the beach shopping and restaurants. "
United States
carlos Q.
The price is NZ$830
includes taxes & fees
11 Apr - 12 Apr
Waikiki Sunset Mountain View Near Beach + Parking

Ocean View Studio, Steps to Waikiki Beach!

Ocean View Studio, Steps to Waikiki Beach!
Waikiki
9.0 out of 10, Wonderful, (73 reviews)
"We stayed 8 days and really enjoyed our time. Super good communication with the host and the location was perfect "
Canada
Olivea R.
The price is NZ$789
includes taxes & fees
29 Mar - 30 Mar
Ocean View Studio, Steps to Waikiki Beach!

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.4 out of 10, Good, (94 reviews)
"Clean room and the staff is friendly. "
United States
Cameron
The price is NZ$376
includes taxes & fees
5 Apr - 6 Apr
Bishop Suites At The Executive Centre

Partial Ocean View Condo with 2 Beds and Parking

Partial Ocean View Condo with 2 Beds and Parking
4.0 star property
Waikiki
8.8 out of 10, Excellent, (9 reviews)
"Overall a very nice place to stay in. "
United States
HASSEN
The price is NZ$795
includes taxes & fees
1 Apr - 2 Apr
Partial Ocean View Condo with 2 Beds and Parking

18Fl Ocean Views, A/C, Parking, Near Waikiki Beach

18Fl Ocean Views, A/C, Parking, Near Waikiki Beach
Waikiki
9.4 out of 10, Exceptional, (43 reviews)
"Great place to stay for the price in Honolulu. Room was clean and the views were great, would recommend to anybody traveling to Honolulu!"
United States
Michael T.
The price is NZ$843
includes taxes & fees
5 Apr - 6 Apr
18Fl Ocean Views, A/C, Parking, Near Waikiki Beach

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

**Diamond Head, Ocean, and Park Views**
Waikiki
8.8 out of 10, Excellent, (28 reviews)
"Great sun rise view from my room. Enjoyed many meals out in the open air setting. Cental location for walkig around and exporloring the local area around. Had a fantastic time for my first trip there. Will defenitly return "
United States
Della
**Diamond Head, Ocean, and Park Views**

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

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.2 out of 10, Wonderful, (130 reviews)
"Great location "
Canada
Terri Lynn C.
The price is NZ$455
includes taxes & fees
29 Mar - 30 Mar
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

Beautiful Ocean and Diamond Head Views w/ Parking

Beautiful Ocean and Diamond Head Views w/ Parking
Waikiki
9.6 out of 10, Exceptional, (43 reviews)
"We loved everything about our stay in this apartment . Great location and great facilities"
New Zealand
malachi b.
The price is NZ$896
includes taxes & fees
31 Mar - 1 Apr
Beautiful Ocean and Diamond Head Views w/ Parking
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 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 NZ$337 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. 

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 BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed! and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many holiday rentals are there in Kailua?

With 150 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 Waikiki Beach and Ala Moana Center 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.