Compare Wailea-Makena Villas

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Wailea-Makena

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.
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

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
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.
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.
Pool
Hot Tub
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.
Pool
Hot Tub
Panoramic Ocean Views at Wailea Beach Villas I503

Panoramic Ocean Views at Wailea Beach Villas I503

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
Exquisite Oceanview Villa with Resort Amenities in Gated Community

Exquisite Oceanview Villa with Resort Amenities in Gated Community

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Don't see what you're looking for?
See all available properties in Wailea-Makena
View all properties
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 Wailea-Makena

    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)
    Fairmont Kea Lani Maui

    Fairmont Kea Lani Maui

    4100 Wailea Alanui Dr, Kihei, HI
    $848 nightly
    The price is $1,000 total per night from Oct 26 to Oct 27
    $1,000 total
    Oct 26 - Oct 27
    Total with taxes and fees
    9.4/10 Exceptional! (1,013 reviews)

Luxury Villas

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

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

A top-end villa experience in Wailea-Makena 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!

Wailea-Makena Villas essential information

Accommodation
48 Villas
Lowest Price
$595
Highest Price
$1,000
Popular accommodation
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, Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!, Panoramic Ocean Views! - Luxury Villa! - Owner Direct!, Panoramic Ocean Views at Wailea Beach Villas I503, Exquisite Oceanview Villa with Resort Amenities in Gated Community

More to Explore