Compare South Maui Villas

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Featured Villas in South Maui

Gated 2-story beach house with big yard

Gated 2-story beach house with big yard

At this villa, guests have access to laundry facilities, local meal delivery service, and barbecue grills. This villa also has a garden.
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

This villa features an outdoor pool, a children's pool, and a gym. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach villa include free WiFi in public areas, a hot tub, and laundry facilities.
Escape to Ho'olei – Ocean Views & Luxe Comfort

Escape to Ho'olei – Ocean Views & Luxe Comfort

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
~ This Is Wailea Living ~

~ This Is Wailea Living ~

$512 nightly
The price is $595 total per night
$595 total
Oct 21 - Oct 22
Total with taxes and fees
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This golf villa also has barbecue grills.
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY

I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY

At this villa, guests enjoy features like an outdoor pool, a gym, and a hot tub. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include laundry facilities and barbecue grills.
Bright and Luxurous Wailea Beach Villas I204

Bright and Luxurous Wailea Beach Villas I204

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Helpful staff is there to provide concierge services, as well as offer insight about the area. This beach villa also has barbecue grills.
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.
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!

Panoramic Ocean Views! - Luxury Villa! - Owner Direct!

Guests staying at this villa enjoy an outdoor pool, a gym, and a hot tub. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this beach villa include an arcade/game room, 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 South Maui

    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd, Kihei, HI
    $252 nightly
    The price is $298 total per night from Nov 19 to Nov 20
    $298 total
    Nov 19 - Nov 20
    Total with taxes and fees
    9.4/10 Exceptional! (2,236 reviews)
    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive, Kihei, HI
    $632 nightly
    The price is $746 total per night from Nov 13 to Nov 14
    $746 total
    Nov 13 - Nov 14
    Total with taxes and fees
    8.8/10 Excellent! (1,009 reviews)
    Wailea Beach Resort - Marriott, Maui

    Wailea Beach Resort - Marriott, Maui

    3700 Wailea Alanui Dr, Kihei, HI
    $592 nightly
    The price is $698 total per night from Oct 21 to Oct 22
    $698 total
    Oct 21 - Oct 22
    Total with taxes and fees
    9/10 Wonderful! (1,006 reviews)

Luxury Villas

Book luxury villas in South Maui
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in South Maui. 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 South Maui, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in South Maui
You won’t have a problem finding your own space in South Maui. 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 South Maui on your own and use a one-bedroom villa as your home base.

A top-end villa experience in South Maui 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!

South Maui Villas essential information

Accommodation
40 Villas
Lowest Price
$298
Highest Price
$746
Popular accommodation
Gated 2-story beach house with big yard, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Escape to Ho'olei – Ocean Views & Luxe Comfort, ~ This Is Wailea Living ~, I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY, Bright and Luxurous Wailea Beach Villas I204, RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS, Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!, Panoramic Ocean Views! - Luxury Villa! - Owner Direct!

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