Compare South Maui Villas

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Featured Villas in South Maui

Panoramic Ocean Views at Wailea Beach Villas I503

Panoramic Ocean Views at Wailea Beach Villas I503

Wailea HI
Guests of this villa enjoy features like a gym, a hot tub, and an arcade/game room. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach villa include laundry facilities and barbecue grills.
Pool
Hot Tub
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
5 Star Ocean View, Beach House Chic, Click the Video tour below!

5 Star Ocean View, Beach House Chic, Click the Video tour below!

Wailea 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 garden.
Pool
Hot Tub
PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE!!

PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE!!

Kihei HI
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This golf villa also has barbecue grills.
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
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
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
Escape to Ho'olei – Ocean Views & Luxe Comfort

Escape to Ho'olei – Ocean Views & Luxe Comfort

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
Exquisite Oceanview Villa with Resort Amenities in Gated Community

Exquisite Oceanview Villa with Resort Amenities in Gated Community

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

    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive Kihei HI
    $855 nightly
    The price is $1,015 total per night from Feb 18 to Feb 19
    $1,015 total
    Feb 18 - Feb 19
    Total with taxes and fees
    9.6/10 Exceptional! (1,001 reviews)
    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive Kihei HI
    $763 nightly
    The price is $905 total per night from Feb 5 to Feb 6
    $905 total
    Feb 5 - Feb 6
    Total with taxes and fees
    8.8/10 Excellent! (1,004 reviews)
    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd Kihei HI
    $299 nightly
    The price is $355 total per night from Feb 9 to Feb 10
    $355 total
    Feb 9 - Feb 10
    Total with taxes and fees
    9.4/10 Exceptional! (2,412 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
39 Villas
Lowest Price
$355
Highest Price
$1,015
Popular accommodation
Panoramic Ocean Views at Wailea Beach Villas I503, Gated 2-story beach house with big yard, 5 Star Ocean View, Beach House Chic, Click the Video tour below!, PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE!!, I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!, Escape to Ho'olei – Ocean Views & Luxe Comfort, Exquisite Oceanview Villa with Resort Amenities in Gated Community

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