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

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 new 3 bdrm ground floor Luana VILLA 10B

Honua Kai new 3 bdrm ground floor Luana VILLA 10B

Lahaina HI
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. Staff members can help with accommodation requests, and provide concierge services. This smoke-free villa also has a garden.
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
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
Maui Resort Rentals: 6 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!

Maui Resort Rentals: 6 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!

Lahaina HI
This villa offers a gym, free WiFi in public areas, and a hot tub. Additional amenities include laundry facilities, a garden, 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
A bit of paradise - Ocean Views Villa 1 bedroom Condo

A bit of paradise - Ocean Views Villa 1 bedroom Condo

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
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
Beachfront Wailea penthouse w/ ocean views and pool access

Beachfront Wailea penthouse w/ ocean views and pool access

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 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
    $860 nightly
    The price is $1,021 total per night from Oct 9 to Oct 10
    $1,021 total
    Oct 9 - Oct 10
    Total with taxes and fees
    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd Kihei HI
    $256 nightly
    The price is $304 total per night from Sep 27 to Sep 28
    $304 total
    Sep 27 - Sep 28
    Total with taxes and fees
    9.6/10 Exceptional! (2,689 reviews)
    Royal Lahaina Resort & Bungalows

    Royal Lahaina Resort & Bungalows

    2780 Kekaa Dr Lahaina HI
    $518 nightly
    The price is $614 total per night from Oct 26 to Oct 27
    $614 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.6/10 Excellent! (1,870 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
321 Villas
Lowest Price
$304
Highest Price
$1,021
Popular accommodation
Stunning Ocean View at Kapalua Bay Villas, Honua Kai new 3 bdrm ground floor Luana VILLA 10B, I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY, The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!, Maui Resort Rentals: 6 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!, Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!, A bit of paradise - Ocean Views Villa 1 bedroom Condo, Summer Deal Wailea Townhome with Private Lanai Pool and Beach Access, Beachfront Wailea penthouse w/ ocean views and pool access