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

Kula HI
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

Kihei HI
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This beach villa also has a garden.
Gated 2-story beach house with big yard

Gated 2-story beach house with big yard

Kihei HI
At this villa, guests have access to laundry facilities, local meal delivery service, and barbecue grills. This villa also has a garden.
Kitchen
Washer
Villa 5

Villa 5

Kihei HI
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Kitchen
The Hilton Maui Bay Villas 2BR Resort View Suite!

The Hilton Maui Bay Villas 2BR Resort View Suite!

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

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

Kihei HI
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!

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

Brand new, stunning property on the water with unmatched amenities

Kihei HI
At this villa, guests enjoy features like an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities and a garden.
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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
    $244 nightly
    The price is $290 total per night from Mar 9 to Mar 10
    $290 total
    Mar 9 - Mar 10
    Total with taxes and fees
    8.8/10 Excellent! (1,309 reviews)
    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd Kihei HI
    $299 nightly
    The price is $355 total per night from Apr 7 to Apr 8
    $355 total
    Apr 7 - Apr 8
    Total with taxes and fees
    9.6/10 Exceptional! (2,540 reviews)
    Maui Beach Hotel

    Maui Beach Hotel

    170 W Kaahumanu Avenue Kahului HI
    $227 nightly
    The price is $270 total per night from Apr 1 to Apr 2
    $270 total
    Apr 1 - Apr 2
    Total with taxes and fees
    7.2/10 Good! (1,199 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
14 Villas
Lowest Price
$270
Highest Price
$355
Popular accommodation
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views, RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS, Gated 2-story beach house with big yard, Villa 5, 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 Premier Oceanview Suite!, Maui Resort Rentals: Hilton Maui Bay Villas - Brand New 3BR Penthouse Oceanview Suite!, Brand new, stunning property on the water with unmatched amenities