Compare Olowalu Villas

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 Olowalu

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.
Welcome to Luana Garden Villas 3B & 3D

Welcome to Luana Garden Villas 3B & 3D

Lahaina HI
Guests staying at this villa enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this beach villa include laundry facilities, a garden, and barbecue grills.
Honua Kai Luana Garden Villas 7B: Luxury 3BR Condo in Kaanapali, Outdoor Kitchen

Honua Kai Luana Garden Villas 7B: Luxury 3BR Condo in Kaanapali, Outdoor Kitchen

Kaanapali HI
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
~This is Wailea Living~

~This is Wailea Living~

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
Marriott's Maui Ocean Club, Lāhainā (2BR)

Marriott's Maui Ocean Club, Lāhainā (2BR)

Lahaina HI
$827 nightly
The price is $831 total per night
$831 total
Aug 9 - Aug 10
Total with taxes and fees
Guests staying at this villa enjoy a gym, a sauna, and a hot tub. Other amenities at this beach villa include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
Oceanfront penthouse w/ private lanai and beach access

Oceanfront penthouse w/ private lanai and beach access

Kihei HI
Guests staying at this villa enjoy a gym, a hot tub, 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.
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.
Don't see what you're looking for?
See all available properties in Olowalu
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 Olowalu

    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive Kihei HI
    $786 nightly
    The price is $933 total per night from Aug 16 to Aug 17
    $933 total
    Aug 16 - Aug 17
    Total with taxes and fees
    8.8/10 Excellent! (1,001 reviews)
    Royal Lahaina Resort & Bungalows

    Royal Lahaina Resort & Bungalows

    2780 Kekaa Dr Lahaina HI
    $301 nightly
    The price is $358 total per night from Aug 16 to Aug 17
    $358 total
    Aug 16 - Aug 17
    Total with taxes and fees
    8.6/10 Excellent! (1,772 reviews)
    The Westin Maui Resort & Spa, Ka'anapali

    The Westin Maui Resort & Spa, Ka'anapali

    2365 Kaanapali Pkwy Lahaina HI
    $651 nightly
    The price is $772 total per night from Aug 21 to Aug 22
    $772 total
    Aug 21 - Aug 22
    Total with taxes and fees

Luxury Villas

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

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

A top-end villa experience in Olowalu 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!

Olowalu Villas essential information

Accommodation
339 Villas
Lowest Price
$358
Highest Price
$933
Popular accommodation
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Welcome to Luana Garden Villas 3B & 3D, Honua Kai Luana Garden Villas 7B: Luxury 3BR Condo in Kaanapali, Outdoor Kitchen, ~This is Wailea Living~, Marriott's Maui Ocean Club, Lāhainā (2BR), Oceanfront penthouse w/ private lanai and beach access, Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!, Wailea Beach Villas Penthouse | Luxury Resort Steps from Wailea Beach