Kailua Holiday Rentals

  • 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

"Hina Hideaway", Views, AC, Walkable to Beach

"Hina Hideaway", Views, AC, Walkable to Beach
Punaluu
10.0 out of 10, Exceptional, (47 reviews)
"Host was very responsive "
United States
Paul W.
The price is HK$1,966
HK$5,439 total
includes taxes & fees
24 Apr - 25 Apr
"Hina Hideaway", Views, AC, Walkable to Beach

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Hauula
9.8 out of 10, Exceptional, (45 reviews)
"Nice accommodation for a family. Nice size closets 1.5 bath, washers and dryer, and close to shopping. Beach access within walking distance is not appropriate for young children. We would stay here again. Polynesian Cultural Center is only 5-8 minutes away by car. Host was easy to work with."
United States
Ray K.
The price is HK$2,146
HK$5,679 total
includes taxes & fees
13 May - 14 May
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Luxury Oceanview Punaluu Condo

Luxury Oceanview Punaluu Condo
4.0 star property
Hau`ula
8.0 out of 10, Very good, (30 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 HK$2,925
HK$5,564 total
includes taxes & fees
13 May - 14 May
Luxury Oceanview Punaluu Condo

Skyline Island Stay-2 Adjoining Studios

Skyline Island Stay-2 Adjoining Studios
3.0 star property
Waikiki
The price is HK$1,234
HK$5,062 total
includes taxes & fees
15 May - 16 May
Skyline Island Stay-2 Adjoining Studios

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, (33 reviews)
"Convenient property that is centrally located and a block away from the beach and walkable distance to popular tourist areas. "
United States
Vincent
The price is HK$1,198
HK$3,407 total
includes taxes & fees
10 May - 11 May
Partial Ocean View Condo with King or Queen Bed and Parking

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is HK$1,008
HK$4,793 total
includes taxes & fees
11 May - 12 May
Comfy and Modern Condo By Waikiki

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
The price is HK$2,851
HK$4,760 total
includes taxes & fees
20 May - 21 May
@ Marbella Lane -coastal Retreat Near Diamond Head

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (106 reviews)
"Clean room and the staff is friendly. "
United States
Cameron
The price is HK$1,272
HK$1,742 total
includes taxes & fees
29 Apr - 30 Apr
Bishop Suites At The Executive Centre

Stylish, Newly Renovated Condo Near Waikiki Beach

Stylish, Newly Renovated Condo Near Waikiki Beach
Waikiki
9.6 out of 10, Exceptional, (17 reviews)
"Great location and good value for a budget friendly stay. "
United States
Adam C.
The price is HK$1,685
HK$3,523 total
includes taxes & fees
5 May - 6 May
Stylish, Newly Renovated Condo Near Waikiki Beach

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very good, (40 reviews)
"Clean rooms and spacious, small bathroom but amazing view "
United Kingdom
Neide Katila
The price is HK$1,047
HK$2,869 total
includes taxes & fees
13 May - 14 May
Ilikai Marina Vacations

Lovely apartment with ocean views - near beach

Lovely apartment with ocean views - near beach
Waikiki
8.6 out of 10, Excellent, (68 reviews)
"Ideal location to enjoy Waikīkī "
United States
William G.
The price is HK$783
HK$3,187 total
includes taxes & fees
24 Apr - 25 Apr
Lovely apartment with ocean views - near beach

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Waikiki
9.4 out of 10, Exceptional, (10 reviews)
"Pool area was clean and also very unique. The hotel had a restaurant that was operated beside the pool so there was bar and atmosphere that was enjoyable. A few nights the hot tub was cool but the staff were helpful and quick to fix! "
Canada
Bradley S.
The price is HK$1,050
HK$3,460 total
includes taxes & fees
29 Apr - 30 Apr
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

1BR w/ Great Ocean Views, 1 Block to Waikiki Beach

1BR w/ Great Ocean Views, 1 Block to Waikiki Beach
Waikiki
9.8 out of 10, Exceptional, (41 reviews)
"The view is spectacular, the room is really nice, the building is great, on-site parking is a huge bonus, and the coffee shop in the lobby odd fantastic! We would definitely stay there again. It’s a quick walk to lots of restaurants and the beach, and a fairly easy drive to get anywhere."
United States
Wendy
The price is HK$1,571
HK$4,804 total
includes taxes & fees
6 May - 7 May
1BR w/ Great Ocean Views, 1 Block to Waikiki Beach

Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful view! It had everything for a comfortable stay and the host was fantastic. "
Canada
Carlos
The price is HK$3,475
HK$5,984 total
includes taxes & fees
4 May - 5 May
Panoramic Oceanview Resort

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 HK$1,167
HK$3,366 total
includes taxes & fees
24 Apr - 25 Apr
Partial Ocean View Condo with 2 Beds and Parking

@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel

@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Diamond Head - Kapahulu - St. Louis
9.4 out of 10, Exceptional, (54 reviews)
"Very nice room. Beautiful and quite very clean and comfy. "
United States
Richard C.
The price is HK$1,238
HK$2,779 total
includes taxes & fees
28 Apr - 29 Apr
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel

Waikiki Sunset Mountain View Near Beach + Parking

Waikiki Sunset Mountain View Near Beach + Parking
Waikiki
9.4 out of 10, Exceptional, (46 reviews)
"The facility was nice, clean, the staff was friendly. The wait for an elevator was at times long but on the whole an enjoyable time."
United States
Steven O.
The price is HK$1,285
HK$4,393 total
includes taxes & fees
10 May - 11 May
Waikiki Sunset Mountain View Near Beach + Parking

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

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.2 out of 10, Wonderful, (132 reviews)
"Great location "
Canada
Terri Lynn C.
The price is HK$1,214
HK$2,610 total
includes taxes & fees
24 May - 25 May
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

Charming cozy condo in marvelous Honolulu with WiFi

Charming cozy condo in marvelous Honolulu with WiFi
Waikiki
9.8 out of 10, Exceptional, (30 reviews)
"We loved our stay. The condo was super cute and cozy, convenient to everything! Thank you!"
United States
Abby C.
The price is HK$698
HK$1,930 total
includes taxes & fees
26 Apr - 27 Apr
Charming cozy condo in marvelous Honolulu with WiFi

Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!

Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!
Waikiki
9.6 out of 10, Exceptional, (35 reviews)
"Very clean and nicely remodeled"
United States
Edward L.
The price is HK$943
HK$2,885 total
includes taxes & fees
10 May - 11 May
Partial Ocean View King STUDIO with Kitchenette 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kailua Hotel Reviews

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

  • View our selection of featured holiday rentals in Kailua
  • Use the map to find apartments and other holiday homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

Look no further and take a look at our great range of rental properties in Kailua!

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

How many holiday rentals are there in Kailua?

With 137 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.