Compare Kailua Villas

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Featured Villas in Kailua

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

$996 nightly
The price is $1,158 total per night
$1,158 total
Oct 10 - Oct 11
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS

RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This beach villa also has a garden.
Pool
Kitchen
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!

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
The Hilton Maui Bay Villas 2BR Resort View Suite!

The Hilton Maui Bay Villas 2BR Resort View Suite!

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
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!

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
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!

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Brand new, stunning property on the water with unmatched amenities

Brand new, stunning property on the water with unmatched amenities

At this villa, guests enjoy features like an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities and a garden.
Pool
Hot Tub
Maui Resort Rentals: Hilton Maui Bay Villas - Luxurious 1BR Suite!

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

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 1BR Oceanview Suite!

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

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Hot Tub
Kitchen
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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.

Hotel Options in Kailua

    Maui Seaside Hotel

    Maui Seaside Hotel

    100 W Kaahumanu Ave, Kahului, HI
    $232 nightly
    The price is $273 total per night from Oct 20 to Oct 21
    $273 total
    Oct 20 - Oct 21
    Total with taxes and fees
    8.8/10 Excellent! (1,189 reviews)
    Hilton Grand Vacations Club Maui Bay Villas

    Hilton Grand Vacations Club Maui Bay Villas

    575 S Kihei Road, Kihei, HI
    $349 nightly
    The price is $412 total per night from Oct 8 to Oct 9
    $412 total
    Oct 8 - Oct 9
    Total with taxes and fees
    9/10 Wonderful! (199 reviews)
    Maui Beach Hotel

    Maui Beach Hotel

    170 W Kaahumanu Avenue, Kahului, HI
    $206 nightly
    The price is $243 total per night from Oct 13 to Oct 14
    $243 total
    Oct 13 - Oct 14
    Total with taxes and fees
    7.2/10 Good! (1,094 reviews)

Luxury Villas

Book luxury villas in Kailua
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Kailua. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Kailua, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Kailua
You won’t have a problem finding your own space in Kailua. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Kailua on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Kailua rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Kailua Villas essential information

Accommodation
10 Villas
Lowest Price
$243
Highest Price
$1,158
Popular accommodation
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views, RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS, Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 2BR Penthouse Oceanview Suite!, The Hilton Maui Bay Villas 2BR Resort View Suite!, Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!, Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 2BR Premier Oceanview Suite!, Brand new, stunning property on the water with unmatched amenities, Maui Resort Rentals: Hilton Maui Bay Villas - Luxurious 1BR Suite!, Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 1BR Oceanview Suite!