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

Search Vacation Homes in Kailua

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Kailua holiday homes

Interior

1. Minutes from the Beach-Middle of Waikiki

Minutes from the Beach-Middle of Waikiki
Waikiki
The price is HK$568
HK$3,205 total
includes taxes & fees
26 Sept - 27 Sept
Minutes from the Beach-Middle of Waikiki
Lobby

2. Studio at Luana with King Size Bed

Studio at Luana with King Size Bed
Waikiki
The price is HK$767
HK$3,532 total
includes taxes & fees
16 Sept - 17 Sept
Studio at Luana with King Size Bed
Exterior detail

3. Premium Kalākaua Haus Kitchenette

Premium Kalākaua Haus Kitchenette
Waikiki
The price is HK$1,195
HK$1,583 total
includes taxes & fees
13 Sept - 14 Sept
Premium Kalākaua Haus Kitchenette
Room

4. Panoramic Oceanfront Home - Newly Remodeled

Panoramic Oceanfront Home - Newly Remodeled
Waikiki
The price is HK$1,639
HK$3,720 total
includes taxes & fees
30 Sept - 1 Oct
Panoramic Oceanfront Home - Newly Remodeled
Pool

5. 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 HK$1,375
HK$3,374 total
includes taxes & fees
23 Sept - 24 Sept
Oceanview in Waikiki: 2 Queen Beds w/ Parking
Interior

6. @ Marbella Lane- Trendy Waikiki Oasis | Near Beach

@ Marbella Lane- Trendy Waikiki Oasis | Near Beach
Waikiki
10.0 out of 10, Exceptional, (2 reviews)
"Nice place near in good location!"
United States
Justin V.
The price is HK$1,600
HK$4,067 total
includes taxes & fees
27 Sept - 28 Sept
@ Marbella Lane- Trendy Waikiki Oasis | Near Beach
Room

7. 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 HK$1,540
HK$3,594 total
includes taxes & fees
16 Sept - 17 Sept
Panoramic Ocean View Home - Newly Remodeled
Property grounds

8. Luana Waikiki with Kitchenette & Mountain View

Luana Waikiki with Kitchenette & Mountain View
Waikiki
The price is HK$830
HK$3,615 total
includes taxes & fees
23 Sept - 24 Sept
Luana Waikiki with Kitchenette & Mountain View
Dining

9. "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, (53 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 HK$2,893
HK$6,709 total
includes taxes & fees
29 Sept - 30 Sept
"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
Pool

10. 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 HK$5,097
HK$9,557 total
includes taxes & fees
25 Sept - 26 Sept
City & Palm View Oceanfront Bliss w/ Free 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua Hotel Reviews

OUTRIGGER Reef Waikiki Beach Resort

OUTRIGGER Reef Waikiki Beach Resort

10/10 Excellent
"Clean newly renovated hotel and nice facilities"
Bingjie 7-night trip
Posted 1 hour ago
OUTRIGGER Reef Waikiki Beach Resort

Find out more about Kailua

Kailua Vacation Homes information

Number of reviews
61
Accommodation
307 Vacation Homes
Lowest Price
HK$1,583
Highest Price
HK$9,557

Explore a world of travel with Expedia