Search Vacation Homes in Kailua
Change your mind
Book hotels with free cancellation
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
Vacation Homes in Kailua

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
10.0 out of 10, Exceptional, (74)

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
9.6 out of 10, Exceptional, (203)

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, (74)

Manoa Valley A 2BR with ocean and mountain views
Manoa Valley A 2BR with ocean and mountain views
9.8 out of 10, Exceptional, (55)

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY
9.2 out of 10, Wonderful, (140)

Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
9.4 out of 10, Exceptional, (81)

Beach Front Kailua - Special Rates for Select Dates - Book Now Online!
Beach Front Kailua - Special Rates for Select Dates - Book Now Online!
9.6 out of 10, Exceptional, (126)

Huge House, Heated Pool, AC, Steps to Kailua Beach
Huge House, Heated Pool, AC, Steps to Kailua Beach
9.6 out of 10, Exceptional, (75)
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