Search Vacation Homes in Kailua
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 361 Vacation Homes in Kailua with updated reviews, rates, and availability.

Nani Iki - Close to beach!
Nani Iki - Close to beach!
10.0 out of 10, Exceptional, (3)

Just a couple houses away from the nicest beach on the island.
Just a couple houses away from the nicest beach on the island.
10.0 out of 10, Exceptional, (31)

Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
Viewhouse in Lanikai BEST LOCATION , LANIKAI NUC 90/BB -0108
9.6 out of 10, Exceptional, (65)

Aloha Adventure Home - 2 min from beach
Aloha Adventure Home - 2 min from beach
9.2 out of 10, Wonderful, (25)

Ocean Front Center of Kailua Bay! Best Location!!
Ocean Front Center of Kailua Bay! Best Location!!
10.0 out of 10, Exceptional, (31)

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
10.0 out of 10, Exceptional, (34)

House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
9.0 out of 10, Wonderful, (87)

Welcome to Ho'onani Pua Hale
Welcome to Ho'onani Pua Hale
10.0 out of 10, Exceptional, (12)
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
Other property types in Kailua

Aston at the Waikiki Banyan
Aston at the Waikiki Banyan
7.2 out of 10, Good, (2529)
The price is SAR 894
SAR 1,197 total
includes taxes & fees
23 Mar - 24 Mar

Aston Waikiki Sunset
Aston Waikiki Sunset
7.8 out of 10, Good, (2880)
The price is SAR 1,048
SAR 1,391 total
includes taxes & fees
23 Mar - 24 Mar

Kuhio Banyan Club
Kuhio Banyan Club
6.8 out of 10, (1754)
The price is SAR 383
SAR 606 total
includes taxes & fees
23 Mar - 24 Mar
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.
Recent reviews of Kailua hotels
Recent reviews of Kailua hotels

The Twin Fin Hotel
5/5 Excellent
Twin Fin wins a grin! 😄
"I am super picky and too critical of hotels, but I loved everything about my stay at TwinFin. The staff were friendly and helpful. My room was clean and had a gorgeous ocean view. The location is within walking distance to anything that I would want to go to. And although it’s a separate business from the hotel, Tiki’s restaurant on the property was my favorite restaurant in all of Waikiki. "
A verified traveler stayed at The Twin Fin Hotel
Posted 2 hours ago