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

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
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Kula HI
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
~ BOOK WITH WITH US AND WITH CONFIDENCE THOUGH 2031 ~

~ BOOK WITH WITH US AND WITH CONFIDENCE THOUGH 2031 ~

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
Timeshare Two Bedroom in Maui

Timeshare Two Bedroom in Maui

3 out of 5
4242 Lower Honoapiilani Road Lahaina HI
At Timeshare Two Bedroom in Maui, guests have access to an outdoor pool, laundry facilities, and a picnic area. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. This smoke-free villa also has barbecue grills.
Pool
Parking included
Wailea Beach Villas M312: Your Hawaiian Paradise

Wailea Beach Villas M312: Your Hawaiian Paradise

Kihei HI
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Friendly staff can provide concierge services, and also offer advice about sightseeing. This beach villa also has barbecue grills.
Pool
Hot Tub
Stunning Ocean View at Kapalua Bay Villas

Stunning Ocean View at Kapalua Bay Villas

Kapalua HI
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

Lahaina HI
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 laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Lahaina HI
$697 nightly
The price is $807 total per night
$807 total
Apr 30 - May 1
Total with taxes and fees
Guests staying at this villa enjoy free WiFi in public areas, laundry facilities, and barbecue grills. This beach villa also has a garden.
Kitchen
Washer
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
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
    $716 nightly
    The price is $850 total per night from May 3 to May 4
    $850 total
    May 3 - May 4
    Total with taxes and fees
    8.8/10 Excellent! (1,003 reviews)
    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive Kihei HI
    $765 nightly
    The price is $908 total per night from Apr 30 to May 1
    $908 total
    Apr 30 - May 1
    Total with taxes and fees
    9.6/10 Exceptional! (1,006 reviews)
    Hilton Vacation Club Ka'anapali Beach Maui

    Hilton Vacation Club Ka'anapali Beach Maui

    104 Ka'anapali Shores Place Kaanapali HI
    $314 nightly
    The price is $373 total per night from May 21 to May 22
    $373 total
    May 21 - May 22
    Total with taxes and fees
    9/10 Wonderful! (1,008 reviews)

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
324 Villas
Lowest Price
$373
Highest Price
$908
Popular accommodation
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views, ~ BOOK WITH WITH US AND WITH CONFIDENCE THOUGH 2031 ~, Timeshare Two Bedroom in Maui, Wailea Beach Villas M312: Your Hawaiian Paradise, Stunning Ocean View at Kapalua Bay Villas, Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location, Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance, Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!