A couple sitting on a beach with clear blue water and small islands in the distance.

Holiday Homes 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 homes

1. Minutes from the Beach-Middle of Waikiki

Minutes from the Beach-Middle of Waikiki
Waikiki
The price is €358
includes taxes & fees
7 Sept - 8 Sept
Minutes from the Beach-Middle of Waikiki

2. Studio at Luana with King Size Bed

Studio at Luana with King Size Bed
Waikiki
The price is €384
includes taxes & fees
7 Sept - 8 Sept
Studio at Luana with King Size Bed

3. Oceanview in Waikiki: 2 Queen Beds w/ Parking

Oceanview in Waikiki: 2 Queen Beds w/ Parking
Waikiki
8.0 out of 10, Very good, (2 reviews)
"Overall, we had a wonderful stay. The condo was very clean, the location was excellent, and the view was amazing.The biggest issue was the water being turned off on 7/23 from approximately 8:00 a.m. to 5:00 p.m. We only found out from a notice on the door and were never notified directly. During our trip, we stayed busy every day with activities. That morning, I went on an early hike expecting to come back, shower, and get ready for our family photo shoot and luau. Unfortunately, the water was...
United States
julie v.
The price is €344
includes taxes & fees
1 Sept - 2 Sept
Oceanview in Waikiki: 2 Queen Beds w/ Parking

4. Panoramic Oceanfront Home - Newly Remodeled

Panoramic Oceanfront Home - Newly Remodeled
Waikiki
The price is €411
includes taxes & fees
12 Sept - 13 Sept
Panoramic Oceanfront Home - Newly Remodeled

5. Panoramic Ocean View Home - Newly Remodeled

Panoramic Ocean View Home - Newly Remodeled
Waikiki
10.0 out of 10, Exceptional, (2 reviews)
"Great place, great location! Excellent communication!"
United States
Amy B.
The price is €448
includes taxes & fees
15 Sept - 16 Sept
Panoramic Ocean View Home - Newly Remodeled

6. Premium Kalākaua Haus Kitchenette

Premium Kalākaua Haus Kitchenette
Waikiki
The price is €297
includes taxes & fees
30 Aug - 31 Aug
Premium Kalākaua Haus Kitchenette

7. 36th Floor Deluxe Ocean View Condo with Free Parking & Wifi

36th Floor Deluxe Ocean View Condo with Free Parking & Wifi
3.5 star property
Waikiki
36th Floor Deluxe Ocean View Condo with Free Parking & Wifi

8. Luana Waikiki with Kitchenette & Mountain View

Luana Waikiki with Kitchenette & Mountain View
Waikiki
The price is €400
includes taxes & fees
31 Aug - 1 Sept
Luana Waikiki with Kitchenette & Mountain View

9. City & Palm View Oceanfront Bliss w/ Free Parking

City & Palm View Oceanfront Bliss w/ Free Parking
Waikiki
10.0 out of 10, Exceptional, (2 reviews)
"We traveled from Ohio with two adults and four kids, and this condo was a great fit for our family. Our host was excellent, communication was prompt, and the condo was spotless and well stocked. The in-unit washer was temporarily out of service, but the laundry room on the same floor worked perfectly.Located on the 4th floor of the Ilikai Hotel, the condo gave us access to great amenities including the pool, convenience store, restaurants, gift shops, breakfast options, and ice cream. The...
United States
Tom L.
The price is €1,093
includes taxes & fees
1 Sept - 2 Sept
City & Palm View Oceanfront Bliss w/ Free Parking

10. "Hina Hideaway", Views, A/C, ~5 min Walk to Beach

"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
Punaluu
10.0 out of 10, Exceptional, (54 reviews)
"Perfect place to visit North Shore. Close to lots of great things to do. Perfect view of ocean. "
United States
David P.
The price is €631
includes taxes & fees
1 Sept - 2 Sept
"Hina Hideaway", Views, A/C, ~5 min Walk to Beach

11. Magic North Shore Beach House 30 Day Rental

Magic North Shore Beach House 30 Day Rental
Hauula
9.0 out of 10, Wonderful, (27 reviews)
"The direct beach access at this property can't be beat! Great space for our whole family with plenty of room to gather but also escape for some privacy. Easy driving distance to lots of great activities and food. Cute home with lots of island charm."
United States
Brandon
The price is €1,356
includes taxes & fees
5 Sept - 6 Sept
Magic North Shore Beach House 30 Day Rental
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

Kailua Holiday Homes information

Number of reviews
28,110
Accommodation
307 Holiday Homes
Lowest Price
€123
Highest Price
€431

Explore a world of travel with Expedia