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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 15 Villas in Kailua with updated reviews, rates, and availability.

Oceanview Penthouse, sleeps up to 16 guests!
Lele Penthouse Living Area

Oceanview Penthouse, sleeps up to 16 guests!

9.4 out of 10, Exceptional, (14)
"Great place, a perfect destination for a family trip"
Oceanview Penthouse, sleeps up to 16 guests!
Aloha Villas Resort | 12 Bed, 12.5 Bath
view from villa 1 lanai

Aloha Villas Resort | 12 Bed, 12.5 Bath

9.8 out of 10, Exceptional, (43)
"No detail, communication or service was less than spectacular. From the fully equipped villas to games and lush greenery, we enjoyed our home in paradise for two weeks. Thank you to Jude and Mary for promptly responding to our needs throughout our stay."
Aloha Villas Resort | 12 Bed, 12.5 Bath
Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room

Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room

10.0 out of 10, Exceptional, (6)
"Great spot in part of a larger complex. Good communication with host. Great location. "
The price is AED 3,243
AED 6,292 total
includes taxes & fees
9 Feb - 10 Feb
Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room
Luxurious 1BR Near I'ao Valley, Bright and Modern!
Living Room

Luxurious 1BR Near I'ao Valley, Bright and Modern!

2.0 star property
The price is AED 951
AED 1,978 total
includes taxes & fees
17 Feb - 18 Feb
Luxurious 1BR Near I'ao Valley, Bright and Modern!
Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room

Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room

The price is AED 3,335
AED 6,448 total
includes taxes & fees
9 Feb - 10 Feb
Poolside Bungalow 2 Bedroom/2 Bath with Bonus Family Room
Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach

Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach

9.4 out of 10, Exceptional, (13)
"Appliances in the unit were very new, furniture was very comfortable, area was beautiful, easy walk to the beach and food trucks. I would definitely look to stay here again. Lighting near the pedestrian gate entrance was very dim could definitely use more light there. Other than that zero complaints our stay was amazing. "
The price is AED 2,578
AED 4,935 total
includes taxes & fees
9 Feb - 10 Feb
Lovely 2 Bed/2 Bath Ohana Hale - Steps from the Beach
The Hilton Maui Bay Villas 2BR Resort View Suite!

The Hilton Maui Bay Villas 2BR Resort View Suite!

The Hilton Maui Bay Villas 2BR Resort View Suite!
Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 2BR Penthouse Oceanview Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 2BR Penthouse Oceanview Suite!

10.0 out of 10, Exceptional, (1)
"The facility was extremely clean, staff was responsive and knowledgeable and the pool was amazing! Would stay there again. "
Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 2BR Penthouse Oceanview Suite!
Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!
Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 1BR Oceanview Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 1BR Oceanview Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 1BR Oceanview Suite!
Brand new, stunning property on the water with unmatched amenities
Pool

Brand new, stunning property on the water with unmatched amenities

Brand new, stunning property on the water with unmatched amenities
Luxurious 2 BR near I’ao Valley, Haleakala views!
Kitchen

Luxurious 2 BR near I’ao Valley, Haleakala views!

2.0 star property
8.8 out of 10, Excellent, (3)
"The property and location are good for getting away from the more crowded areas of Maui. Easy access to local shops, eateries, and recreation. Cleanliness of property was ok. While dealing with some insects was not completely unexpected, regularly finding roaches in the bathroom and kitchen area was an issue. Even inside of the refrigerator. Overall a decent stay, aside from the pests."
Luxurious 2 BR near I’ao Valley, Haleakala views!
Aloha Villas
Pool

Aloha Villas

3.5 star property
Aloha Villas
Maui Resort Rentals: Hilton Maui Bay Villas - Luxurious 1BR Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Luxurious 1BR Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Luxurious 1BR Suite!
Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 2BR Premier Oceanview Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 2BR Premier Oceanview Suite!

Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 2BR Premier Oceanview Suite!
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
Sign in
Sign up, it's free

Other property types in Kailua

Maui Beach Vacation Club
Aerial view

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (719)
"Property is very close to the ocean with a nice beach. "
Maui Beach Vacation Club
Maui Sunset
Property grounds

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (412)
"The Maui Sunset rental was fantastic. It is very family oriented, clean and the location is very convenient. It is very close to any dining you require and within minutes of grocery options. I would recommend the Maui Sunset to every family member and friends and I will be visiting it again for future trips. "
Maui Sunset
Sugar Beach Resort
Exterior

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1040)
"The resort and location are beautiful, the unit we stayed in I’d say needs a bit of TLC. The view was absolutely amazing."
Sugar Beach Resort
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?
Booking a villa in Kailua is as easy as clicking on your travel dates and picking a place that satisfies your needs. Looking for something inexpensive or upscale, or a stay that also has a kitchen and laundry? Use Expedia’s search filters to narrow your results and find your ideal match.
How can I find cheap villas in Kailua?
With Expedia’s useful filter tool, sourcing cheap villas in Kailua couldn’t be simpler. To discover options that give you the most bang for your buck, refine your search results by budget, amenities and star rating.