Compare South Maui Villas

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Featured Villas in South Maui

Wailea Grand Champions- Ocean View 1 Bedroom Villa

Wailea Grand Champions- Ocean View 1 Bedroom Villa

Wailea-Makena HI
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this golf villa include barbecue grills and a water dispenser.
Pool
Hot Tub
The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!

The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!

Wailea HI
At this villa, guests enjoy features like an outdoor pool, a gym, and a hot tub. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach villa include an arcade/game room, laundry facilities, and local meal delivery service.
Pool
Hot Tub
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

Kihei HI
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.
Pool
Hot Tub
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!

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
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 a garden. This beach villa also has barbecue grills.
Pool
Kitchen
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

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

Kihei HI
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.
Pool
Hot Tub
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

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
Wailea Beach Villas Penthouse | Luxury Resort Steps from Wailea Beach

Wailea Beach Villas Penthouse | Luxury Resort Steps from Wailea Beach

Wailea HI
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.
Pool
Hot Tub
Summer Deal Wailea Townhome with Private Lanai Pool and Beach Access

Summer Deal Wailea Townhome with Private Lanai Pool and Beach Access

Wailea 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 South Maui

    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive Kihei HI
    $742 nightly
    The price is $881 total per night from Nov 20 to Nov 21
    $881 total
    Nov 20 - Nov 21
    Total with taxes and fees
    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd Kihei HI
    $240 nightly
    The price is $285 total per night from Oct 28 to Oct 29
    $285 total
    Oct 28 - Oct 29
    Total with taxes and fees
    9.6/10 Exceptional! (2,729 reviews)
    Fairmont Kea Lani Maui

    Fairmont Kea Lani Maui

    4100 Wailea Alanui Dr Kihei HI
    $1,098 nightly
    The price is $1,303 total per night from Nov 27 to Nov 28
    $1,303 total
    Nov 27 - Nov 28
    Total with taxes and fees

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
46 Villas
Lowest Price
$285
Highest Price
$1,303
Popular accommodation
Wailea Grand Champions- Ocean View 1 Bedroom Villa, The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!, I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY, Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!, RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei, Wailea Beach Villas Penthouse | Luxury Resort Steps from Wailea Beach, Summer Deal Wailea Townhome with Private Lanai Pool and Beach Access

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