Search Vacation Homes in Kailua

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Kailua

Our top choices for Kailua vacation homes

Relaxing Hawaii Beach House

9.8 out of 10, Exceptional, (8)
"Enjoyed our stay and Brian was very helpful. The main space is a bit tight for larger groups, like us. The location is close to good food and great beaches."
Relaxing Hawaii Beach House

Aloha Suite Near the Sea IV, 3 Block Walk to Beach

10.0 out of 10, Exceptional, (2)
"It was easy to located and a wonderful experience !"
Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Ocean View Retro 1-Bedroom at Executive Center

The price is AED 473
AED 1,956 total
includes taxes & fees
13 Sep - 14 Sep
Ocean View Retro 1-Bedroom at Executive Center

Renovated Waikiki Suite, Walk to Beach + Parking

8.0 out of 10, Very Good, (1)
"I loved that parking came with the VRBO. I have stayed at Waikiki many times and it is nice to be in a central location and not having to pay for parking. It was in a safe area and there is lots to do. There was a small issue that the property manager gave us the wrong internet code but they worked with us to help us troubleshoot to find out the problem. It was resolved within 24 hours. They accidently gave us the wrong information but corrected it. There was construction going on right...
Renovated Waikiki Suite, Walk to Beach + Parking

NEWLY Remodeled - Panoramic Oceanfront Home

10.0 out of 10, Exceptional, (1)
"Absolutely beautiful property! Perfect for our stay! "
NEWLY Remodeled - Panoramic Oceanfront Home

Renovated, Stunning Views Condo Hotel 1711

Renovated, Stunning Views Condo Hotel 1711

A11y Room with King Bed, Lanai - Upper Floor

A11y Room with King Bed, Lanai - Upper Floor

Unbeatable location 1 minutes walk to Waikiiki beach w/ Free parking

9.4 out of 10, Exceptional, (3)
"It was good and comfortable."
Unbeatable location 1 minutes walk to Waikiiki beach w/ Free parking

Luana Waikiki with Kitchenette

Luana Waikiki with Kitchenette

Freshly Renovated Studio w/ Iconic Diamond Head Views!

Freshly Renovated Studio w/ Iconic Diamond Head Views!

Urban Chic Meets Island Serenity in Waikiki

Urban Chic Meets Island Serenity in Waikiki

Aqua Aloha Surf Waikiki 1513 - Studio hotel room with a Lanai and Partial City V

Aqua Aloha Surf Waikiki 1513 - Studio hotel room with a Lanai and Partial City V

Tropical Oasis, Steps away from Waikiki Beach, Free Parking

The price is AED 591
AED 1,996 total
includes taxes & fees
3 Sep - 4 Sep
Tropical Oasis, Steps away from Waikiki Beach, Free Parking

2BR/2BA Close to Waikiki Beach with Free Parking!

9.8 out of 10, Exceptional, (10)
"A very short walk to Waikiki beach and great restaurants. "
The price is AED 1,041
AED 2,844 total
includes taxes & fees
3 Sep - 4 Sep
2BR/2BA Close to Waikiki Beach with Free Parking!

Experience the best in Waikiki, while staying in our "Halona" Suite.

Experience the best in Waikiki, while staying in our "Halona" Suite.

Adorable 1-bedroom condo with kitchen, pool, WiFi near Waikiki Beach, sleeps 6-8

10.0 out of 10, Exceptional, (1)
"I stayed here with my parents and children and it was an excellent location, super central. The apartment had everything we needed. The kids gave it a 10 out of 10 and so did my parents! 100% recommend this after having stayed in some less nice places."
The price is AED 981
AED 2,124 total
includes taxes & fees
10 Sep - 11 Sep
Adorable 1-bedroom condo with kitchen, pool, WiFi near Waikiki Beach, sleeps 6-8

Ocean View Waikiki Luxury Ilikai Hotel~

Ocean View Waikiki Luxury Ilikai Hotel~

NEWLY Remodeled - Beachfront Home with Fireworks

NEWLY Remodeled - Beachfront Home with Fireworks

05 FREE Parking/10 min beach/2br-Waikiki/Ala Moana

05 FREE Parking/10 min beach/2br-Waikiki/Ala Moana
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