Compare Kailua Villas

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Featured Villas in Kailua

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
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.
Pool
Kitchen
Rare Find! Ocean and Beach Front Cottage!

Rare Find! Ocean and Beach Front Cottage!

Kihei HI
At this villa, guests have access to features like laundry facilities. This beach villa also has barbecue grills.
Kitchen
Washer
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.
Pool
Hot Tub
Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

Kihei HI
$667 nightly
The price is $782 total per night
$782 total
Feb 10 - Feb 11
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Pool
Kitchen
Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach

Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach

Kihei HI
$627 nightly
The price is $733 total per night
$733 total
Jan 20 - Jan 21
Total with taxes and fees
Guests of this villa enjoy access to a water park, laundry facilities, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area. This family-friendly villa also has barbecue grills.
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!

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.
Pool
Hot Tub
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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 Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd Kihei HI
    $294 nightly
    The price is $349 total per night from Jan 27 to Jan 28
    $349 total
    Jan 27 - Jan 28
    Total with taxes and fees
    9.4/10 Exceptional! (2,396 reviews)
    Maui Seaside Hotel

    Maui Seaside Hotel

    100 W Kaahumanu Ave Kahului HI
    $250 nightly
    The price is $297 total per night from Jan 22 to Jan 23
    $297 total
    Jan 22 - Jan 23
    Total with taxes and fees
    8.8/10 Excellent! (1,217 reviews)
    Maui Beach Hotel

    Maui Beach Hotel

    170 W Kaahumanu Avenue Kahului HI
    $232 nightly
    The price is $275 total per night from Jan 20 to Jan 21
    $275 total
    Jan 20 - Jan 21
    Total with taxes and fees
    7.2/10 Good! (1,146 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
$275
Highest Price
$782
Popular accommodation
Gated 2-story beach house with big yard, Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views, RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS, Rare Find! Ocean and Beach Front Cottage!, The Hilton Maui Bay Villas 2BR Resort View Suite!, Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach, Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach, 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!