Compare Olowalu Villas

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Featured Villas in Olowalu

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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 Olowalu

    Aston Kaanapali Shores

    Aston Kaanapali Shores

    3445 Lower Honoapiilani Hwy Lahaina HI
    $243 nightly
    The price is $288 total per night from Jul 26 to Jul 27
    $288 total
    Jul 26 - Jul 27
    Total with taxes and fees
    8.8/10 Excellent! (4,199 reviews)
    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
    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive Kihei HI
    $880 nightly
    The price is $1,045 total per night from Aug 24 to Aug 25
    $1,045 total
    Aug 24 - Aug 25
    Total with taxes and fees
    9.6/10 Exceptional! (1,001 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
339 Villas
Lowest Price
$288
Highest Price
$1,045
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