Kailua Holiday Rentals

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Our top choices for Kailua holiday rentals

Create one of the most unique experiences on the beautiful Lā’ie country side.

Create one of the most unique experiences on the beautiful Lā’ie country side.
Laie
9.6 out of 10, Exceptional, (108 reviews)
"Very cozy and comfortable home. The setting is very quiet and tropical. The beds were very comfy and the amenities were perfect! The host communicated very clear and prompt. "
United States
Susan W.
The price is NZ$403
includes taxes & fees
25 Feb - 26 Feb
Create one of the most unique experiences on the beautiful Lā’ie country side.

Luxury Oceanview Punaluu Condo

Luxury Oceanview Punaluu Condo
4.0 star property
Hau`ula
8.2 out of 10, Very good, (26 reviews)
"Great location and very clean condo"
United States
Rhonda
Luxury Oceanview Punaluu Condo

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,688 reviews)
"Had some hiccups due to lack of pool and hot tub but rest was good. We had diamond head view which made the room extra special "
United States
Dheeraj Reddy
The price is NZ$362
includes taxes & fees
10 Mar - 11 Mar
Aston at the Waikiki Banyan

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, (30 reviews)
"everything was great, I'm sure I'll come to this hotel again"
United States
Nazar
The price is NZ$749
includes taxes & fees
18 Feb - 19 Feb
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$624
includes taxes & fees
25 Feb - 26 Feb
Beautiful Studio in the Heart of Vibrant Waikiki!

Deluxe studio with kitchenette, furnished lanai, pool, & hot tub

Deluxe studio with kitchenette, furnished lanai, pool, & hot tub
Waikiki
8.8 out of 10, Excellent, (43 reviews)
"Centrally located. The room is a little dated, and could use some replenishing. But it was a comfortable stay. As the only time I spent in the room was for naps and sleeping."
United States
Dante A.
The price is NZ$605
includes taxes & fees
23 Feb - 24 Feb
Deluxe studio with kitchenette, furnished lanai, pool, & hot tub

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (82 reviews)
"Clean room , good location and safe parking! "
United States
Christopher
The price is NZ$358
includes taxes & fees
18 Feb - 19 Feb
Bishop Suites At The Executive Centre

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

Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (16 reviews)
"This place was great! It was a perfect space for my husband and I. Very clean and had the basic necessities. Everything you need is nearby even the beach. "
United States
Crystal C.
The price is NZ$528
includes taxes & fees
24 Feb - 25 Feb
Stunning Ocean View/ Exquisite Renovated Studio/King Bed/Walk to Beach

A Cozy and Romantic Studio at Heart of Waikiki

A Cozy and Romantic Studio at Heart of Waikiki
Waikiki
9.6 out of 10, Exceptional, (17 reviews)
"It's cozy and perfect for 2 people. There is food truck right across the street . The pool area is really nice with hot tub and bbq area. The beach is just 15 minute walk from this place. "
United States
Shraddha
The price is NZ$448
includes taxes & fees
28 Feb - 1 Mar
A Cozy and Romantic Studio at Heart of Waikiki

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, (143 reviews)
"Very clean. Host was helpful. Extra toiletries and beach equipment were good to have. "
Canada
Becky
The price is NZ$576
includes taxes & fees
9 Mar - 10 Mar
Aloha Suite Near the Sea II, 3 Block Walk to Beach

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

**Diamond Head, Ocean, and Park Views**
Waikiki
9.0 out of 10, Wonderful, (26 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
The price is NZ$676
includes taxes & fees
1 Mar - 2 Mar
**Diamond Head, Ocean, and Park Views**

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,172 reviews)
"Average hotel, great location. "
United States
Carolina
The price is NZ$391
includes taxes & fees
2 Mar - 3 Mar
Skyline Island Colony Hotel

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,131 reviews)
"Great location. "
Canada
Steven
The price is NZ$403
includes taxes & fees
4 Mar - 5 Mar
Aston Waikiki Sunset

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$712
includes taxes & fees
16 Feb - 17 Feb
Partial Ocean View Condo with 2 Beds and Parking

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$860
includes taxes & fees
1 Mar - 2 Mar
Waikiki Sunset Mountain View Near Beach + Parking

Renovated Specious Studio with Great View

Renovated Specious Studio with Great View
Waikiki
9.2 out of 10, Wonderful, (45 reviews)
"Nice small studio. Views and the breeze coming was great!!!"
United States
Sonika
The price is NZ$347
includes taxes & fees
25 Feb - 26 Feb
Renovated Specious Studio with Great View

Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very good, (59 reviews)
"Was kicked out of wine and cheese event because was told not part of hotel "
United States
James Godfrey
The price is NZ$796
includes taxes & fees
1 Mar - 2 Mar
Luana Waikiki by Tropical Escapes Realty

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Waikiki
9.8 out of 10, Exceptional, (187 reviews)
"Very close to the beach, clean house, shops nearby, I stayed for 1 week and everything was great. "
Italy
Emanuela D.
The price is NZ$509
includes taxes & fees
24 Feb - 25 Feb
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

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

💎PERFECT STUDIOS💎 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.2 out of 10, Wonderful, (118 reviews)
"Great location"
United States
Angela C.
The price is NZ$445
includes taxes & fees
14 Feb - 15 Feb
💎PERFECT STUDIOS💎 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!

Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
Waikiki
9.6 out of 10, Exceptional, (30 reviews)
"We loved the property. It was a great place to celebrate our 53rd anniversary."
United States
Paul A.
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
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$358 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?

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 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 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?

Kailua Bay Beach and Kailua 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.