Search Villas in Kailua

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    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 15 Villas in Kailua with updated reviews, rates, and availability.

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

9.2 out of 10, Wonderful, (69)
"Janice, the host, thought of all the little necessities. We basically needed our clothes. We were there for a quiet get away and that is exactly what we got. Very serene!"
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

PRIVATE BEACHFRONT RENTAL

10.0 out of 10, Exceptional, (125)
"The room is clean, the bed comfortable. The beach is why you come. Huge, quiet, with the finest sand I’ve ever encountered. You can walk for miles, swim. Good restaurants in town. We had a perfect stay. Shari was the perfect host. "
PRIVATE BEACHFRONT RENTAL

La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

10.0 out of 10, Exceptional, (6)
"Really enjoyed my stay at La Bella’s serene atmosphere. I felt very welcomed, and Shannon & Gabriel were very helpful what ever the question. Breakfast was heavenly, and every detail in the living space was thought and designed. Definitely coming back !"
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)

La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)

10.0 out of 10, Exceptional, (2)
"Great Hosts"
La Bella's Bed and Breakfast-Nai’a Suite-Walk to beach-In Kailua (O’ahu)

Lovely Private Kailua Cottage

10.0 out of 10, Exceptional, (21)
"The cottage was very comfortable and convenient for our stay in Kailua. Many thanks to Tobi and Yvonne for their great hospitality! They thought of everything to make our stay as comfortable as possible. We definitely want to stay again on our next visit to Kailua. 🌺"
Lovely Private Kailua Cottage

Beautiful Kailua Hale Studio

10.0 out of 10, Exceptional, (53)
"We had such a great time here. I am lucky enough to say that I lived in Kailua back in 2021, coming back and staying in a location like this was really lovely! We were close enough to the beach but also so close to town and all of the shops and restaurants that I love, including the grocery store Whole Foods. Everything we needed was provided, the host was absolutely fantastic and even had a really cool Alexa system that answered all of our questions. He was available to answer questions as well...
Beautiful Kailua Hale Studio

DaLight - A beautiful home in a quiet neighborhood

9.0 out of 10, Wonderful, (2)
"The house is one of the nicest I have stayed in in Kailua. The room was a little warm at night when I was trying to sleep but Adrien (the home owner) told me they have a plan to fix that."
DaLight - A beautiful home in a quiet neighborhood

Hawaii Sheffield House

2.0 star property
Hawaii Sheffield House

Centrally located, pet-friendly, 1 bedroom in Kailua

Centrally located, pet-friendly, 1 bedroom in Kailua
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.
Don't see what you're looking for?
See all available properties in Kailua
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Kailua

Aston at the Waikiki Banyan

3.0 star property
7.2 out of 10, Good, (2538)
"Everything you need. "
The price is AED 718
AED 986 total
includes taxes & fees
4 Apr - 5 Apr
Aston at the Waikiki Banyan

Aston Waikiki Sunset

4.0 star property
7.8 out of 10, Good, (2881)
"Bathroom was nice , spacious "
The price is AED 733
AED 1,016 total
includes taxes & fees
15 Mar - 16 Mar
Aston Waikiki Sunset

Marine Surf by Tropical Escapes Realty

3.0 star property
8.0 out of 10, Very Good, (7)
"Very clean nice place, great location. Cumbersome locking and unlocking door, always had to have phone, would prefer a code or fob. Laundry card only had enout for wash, had to wait for assistant to add $."
The price is AED 696
AED 1,363 total
includes taxes & fees
5 Mar - 6 Mar
Marine Surf by Tropical Escapes Realty
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.

Frequently asked questions

Why book your villa in Kailua with Expedia?
We think arranging a vacation shouldn’t be hard, so if you’re searching for villas at a competitive rate, Expedia delivers. Save those pennies and opt for an all-inclusive stay, or splurge on a plush villa to spoil your favorite people. Use our convenient search filters to find a property in Kailua that fits your needs.
How can I find cheap villas in Kailua?
A fantastic way to track down cheap villas in Kailua is with Expedia’s filter tool. Narrow your search results by star rating, budget and amenities to grab awesome deals in just a few clicks.