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Kailua Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Kailua holiday rentals

Terrace/patio
Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
10.0 out of 10, Exceptional, (2)
"Great porperty that’s managed excellently, had a wonderful time and place was beautiful!"
United States
Bryan C.
The price is HK$7,391
HK$17,812 total
includes taxes & fees
1 Jan - 2 Jan 2026
Luxurious five-bedroom modern retreat
Exterior
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.

Create one of the most unique experiences on the beautiful Lā’ie country side.
Laie
9.6 out of 10, Exceptional, (102)
"The host contacted us ahead of time and had great communication. She provided helpful instructions for finding the property and we enjoyed staying there. "
United States
Amy C.
The price is HK$840
HK$1,783 total
includes taxes & fees
19 Dec - 20 Dec
Create one of the most unique experiences on the beautiful Lā’ie country side.
Property grounds
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot

Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot
2.5 star property
Hauula
10.0 out of 10, Exceptional, (12)
"Quiet, cute & comfortable - we would return to this rental again"
United States
Brandon M.
The price is HK$2,539
HK$6,279 total
includes taxes & fees
26 Dec - 27 Dec
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot
In-room safe, individually decorated, individually furnished, desk
Aston at the Waikiki Banyan

Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2676)
"Amazing check on smooth friendly amazing room and view will only stay here when I visit now! "
United States
John
The price is HK$1,151
HK$1,659 total
includes taxes & fees
4 Jan - 5 Jan 2026
Aston at the Waikiki Banyan
Beach nearby, white sand, sun-loungers, beach umbrellas
Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (32)
"An amazing place to stay. Location parking and communication was beyond our expectations Loved it so much!!! We will definitely be back "
United States
Rodolfo
The price is HK$1,183
HK$3,367 total
includes taxes & fees
17 Dec - 18 Dec
Diamond Head and Partial Ocean views with 2 Beds and Parking
Iron/ironing board, free WiFi
Island Colony hotel

Island Colony hotel

Island Colony hotel
2.5 star property
Waikiki
The price is HK$1,183
HK$2,532 total
includes taxes & fees
17 Dec - 18 Dec
Island Colony hotel
Mountain view
Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (70)
"great"
China
Jiachen
The price is HK$1,015
HK$1,436 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bishop Suites At The Executive Centre
Beach nearby, sun-loungers, beach towels
Aloha Suite Near the Sea II, 3 Block Walk to Beach

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, (138)
"The stay was phenomenal, next time we come hoping you’re available!!"
United States
Brian R.
The price is HK$481
HK$2,080 total
includes taxes & fees
16 Dec - 17 Dec
Aloha Suite Near the Sea II, 3 Block Walk to Beach
View from room
Skyline Island Colony Hotel

Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2133)
"Have stayed here a couple of times and always had a great experience "
Canada
Aida
The price is HK$1,206
HK$1,652 total
includes taxes & fees
22 Dec - 23 Dec
Skyline Island Colony Hotel
Spa
Block to Beach! Waikiki Banyan Ocean View Condo with Free parking

Block to Beach! Waikiki Banyan Ocean View Condo with Free parking

Block to Beach! Waikiki Banyan Ocean View Condo with Free parking
Waikiki
8.0 out of 10, Very good, (39)
"The intial room was not left in good condition, but Koko Resort was able to find is a better accomodation on the property which was spotless and well maintained. We were happy with the updated accommodation "
Canada
Chang Woo
Block to Beach! Waikiki Banyan Ocean View Condo with Free parking
Outdoor dining
Deluxe studio with kitchenette, furnished lanai, pool, & hot tub

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, (41)
"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 HK$1,120
HK$2,982 total
includes taxes & fees
19 Dec - 20 Dec
Deluxe studio with kitchenette, furnished lanai, pool, & hot tub
Sun-loungers, beach towels
Beautiful Studio in the Heart of Vibrant Waikiki!

Beautiful Studio in the Heart of Vibrant Waikiki!

Beautiful Studio in the Heart of Vibrant Waikiki!
Waikiki
9.8 out of 10, Exceptional, (18)
"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 HK$735
HK$3,134 total
includes taxes & fees
19 Dec - 20 Dec
Beautiful Studio in the Heart of Vibrant Waikiki!
Sun-loungers, beach towels
Waikiki Sunset Mountain View Near Beach + Parking

Waikiki Sunset Mountain View Near Beach + Parking

Waikiki Sunset Mountain View Near Beach + Parking
Waikiki
9.4 out of 10, Exceptional, (44)
"It was great. Close to the beach shopping and restaurants. "
United States
carlos Q.
The price is HK$939
HK$3,433 total
includes taxes & fees
13 Dec - 14 Dec
Waikiki Sunset Mountain View Near Beach + Parking
View from room
Aston Waikiki Sunset

Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3073)
"Slightly dated and older carpets/hallways but rooms are clean and it has everything you need. Great place to stay for a reasonable price in Waikiki. "
Canada
Josh
The price is HK$1,187
HK$1,730 total
includes taxes & fees
3 Jan - 4 Jan 2026
Aston Waikiki Sunset
Living area
High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)

High Floor Ocean View Condo (King Bed and Parking)
3.5 star property
Waikiki
9.4 out of 10, Exceptional, (42)
"Prime Location and sunset can be seen from room itself. "
United States
Shubham
The price is HK$1,391
HK$3,657 total
includes taxes & fees
5 Jan - 6 Jan 2026
High Floor Ocean View Condo (King Bed and Parking)
Interior
Soothing Hawaii Condo - 18th FL

Soothing Hawaii Condo - 18th FL

Soothing Hawaii Condo - 18th FL
Waikiki
9.2 out of 10, Wonderful, (68)
"Great"
United States
Maan
Soothing Hawaii Condo - 18th FL
Individually decorated, individually furnished, blackout curtains
Marine Surf by Tropical Escapes Realty

Marine Surf by Tropical Escapes Realty

Marine Surf by Tropical Escapes Realty
3.0 star property
Waikiki
8.8 out of 10, Excellent, (58)
"Great experience "
United States
Dawn Marie
The price is HK$1,341
HK$2,729 total
includes taxes & fees
13 Dec - 14 Dec
Marine Surf by Tropical Escapes Realty
On the beach
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING

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

❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Waikiki
9.4 out of 10, Exceptional, (127)
"Good location. "
United States
Teri E.
The price is HK$778
HK$2,063 total
includes taxes & fees
15 Dec - 16 Dec
❤️AWESOME STUDIOS❤️ 5min to 🏄‍♀️🏊‍♀️🏖🐠🐋🦈FREE 🚙🅿️ 250mbps+💻-FREE PARKING
Internet, bed sheets
”Old Hawaii" Great Location at Waikiki (H7)

”Old Hawaii" Great Location at Waikiki (H7)

”Old Hawaii" Great Location at Waikiki (H7)
Waikiki
8.0 out of 10, Very good, (77)
"Great studio! The only thing not perfect was the light over the table flickered continuously. No worries, just didn't use it. Rec replace."
United States
Tim H.
The price is HK$770
HK$2,870 total
includes taxes & fees
13 Dec - 14 Dec
”Old Hawaii" Great Location at Waikiki (H7)
Sun-loungers, beach towels
Ocean view in Waikiki, Free Parking. Hawaiian dream vacation, Free Wifi & AC.

Ocean view in Waikiki, Free Parking. Hawaiian dream vacation, Free Wifi & AC.

Ocean view in Waikiki, Free Parking. Hawaiian dream vacation, Free Wifi & AC.
Waikiki
8.8 out of 10, Excellent, (43)
"Very nice spot"
United States
Ronald
The price is HK$1,626
HK$3,956 total
includes taxes & fees
21 Dec - 22 Dec
Ocean view in Waikiki, Free Parking. Hawaiian dream vacation, Free Wifi & AC.
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

Ramada Plaza by Wyndham Waikiki

Ramada Plaza by Wyndham Waikiki

10/10 Excellent
"Clean rooms. Great location. Fair parking fees and easy in and out parking. The stay was great! Highly recommend. Staff very helpful. I will stay here again!"
Brandon 3-night trip
Posted 7 hours ago
Ramada Plaza by Wyndham Waikiki

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 Luxurious five-bedroom modern retreat and Center of Kailua Bay! Licensed Beach Front Rental #1990/NUC-1774,1775.

How many holiday rentals are there in Kailua?

With 155 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.