Holiday Rentals in Kailua

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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 €1,982
includes taxes & fees
7 Mar - 8 Mar
Luxurious five-bedroom modern retreat

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, (111 reviews)
"House was clean. It was cool to stay in a farm setting. Location is a bit out of the way though, fair warning. Host was very responsive. They even had beach chairs and umbrellas to borrow which I appreciated. "
United States
Siddarth R.
The price is €202
includes taxes & fees
1 Mar - 2 Mar
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, (27 reviews)
"Great location and very clean condo"
United States
Rhonda
Luxury Oceanview Punaluu Condo

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.4 out of 10, Exceptional, (103 reviews)
"Host did a good job welcoming us. Room was nice, bed was comfortable. Meet our need."
United States
Jeremy H.
The price is €181
includes taxes & fees
13 Mar - 14 Mar
Waikiki renovated modern studio

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, (107 reviews)
"Clean room and plenty of towels and shops nearby"
United States
Flavio
The price is €284
includes taxes & fees
12 Mar - 13 Mar
Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Waikiki
10.0 out of 10, Exceptional, (31 reviews)
"Great value with parking included! "
Canada
Rob T.
The price is €253
includes taxes & fees
4 Mar - 5 Mar
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop

Renovated Specious Studio with Great View

Renovated Specious Studio with Great View
Waikiki
9.2 out of 10, Wonderful, (45 reviews)
"Everything was as promised. Ash was very responsive and helpful. I would stay here again."
United States
Bradley F.
The price is €179
includes taxes & fees
4 Mar - 5 Mar
Renovated Specious Studio with Great View

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 €336
includes taxes & fees
12 Mar - 13 Mar
Beautiful Studio in the Heart of Vibrant Waikiki!

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 €221
includes taxes & fees
28 Feb - 1 Mar
A Cozy and Romantic Studio at Heart of Waikiki

Cozy Studios at Aloha Surf Close to Waikiki Beach

Cozy Studios at Aloha Surf Close to Waikiki Beach
3.0 star property
Waikiki
9.6 out of 10, Exceptional, (11 reviews)
"The stay was amazing very lovely cozy place we enjoyed our stay , the only downfall can be the parking but we got lucky all days to be able to find free parking at walking distance."
United States
Margarita
The price is €296
includes taxes & fees
28 Feb - 1 Mar
Cozy Studios at Aloha Surf Close to Waikiki 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 €362
includes taxes & fees
22 Mar - 23 Mar
**Diamond Head, Ocean, and Park Views**

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

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.4 out of 10, Exceptional, (128 reviews)
"Great location "
Canada
Terri Lynn C.
The price is €225
includes taxes & fees
1 Mar - 2 Mar
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

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 €302
includes taxes & fees
18 Mar - 19 Mar
Ilikai Marina Vacations

King Bed/Renovated/Canal& Mountain View/Walk Beach

King Bed/Renovated/Canal& Mountain View/Walk Beach
Waikiki
10.0 out of 10, Exceptional, (43 reviews)
"Perfect stay, perfectly clean, bed was comfortable. Centrally located, food trucks were great and so was the restaurant downstairs. Great stay with beautiful views! "
United States
Tammi K.
The price is €253
includes taxes & fees
12 Mar - 13 Mar
King Bed/Renovated/Canal& Mountain View/Walk Beach

Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (25 reviews)
"Wonderful property. "
United States
Chris T.
The price is €221
includes taxes & fees
30 Mar - 31 Mar
Charming cozy condo in marvelous Honolulu with WiFi

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
@ Marbella Lane -coastal Retreat Near Diamond Head

Lovely apartment with ocean views - near beach

Lovely apartment with ocean views - near beach
Waikiki
8.6 out of 10, Excellent, (67 reviews)
"This was perfect for us! Close enough to walk to the beach, restaurants and stores. Very clean! And when I had a question, they were very responsive!"
United States
Hayley F.
The price is €353
includes taxes & fees
2 Mar - 3 Mar
Lovely apartment with ocean views - near beach

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, (191 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 €281
includes taxes & fees
22 Mar - 23 Mar
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,184 reviews)
"Average hotel, great location. "
United States
Carolina
The price is €144
includes taxes & fees
2 Mar - 3 Mar
Skyline Island Colony Hotel

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 €381
includes taxes & fees
22 Mar - 23 Mar
Partial Ocean View Condo with King or Queen Bed and 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.
Save an average of 15% on thousands of hotels when you're signed in

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, apart-hotels, 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 €144 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 BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many holiday rentals are there in Kailua?

With 148 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.