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
Kapalua Bay 29B4 Refined Oceanfront Living with Molokai Views

Kapalua Bay 29B4 Refined Oceanfront Living with Molokai Views

Lahaina HI
$870 nightly
The price is $987 total per night
$987 total
Jul 5 - Jul 6
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
June & July SUPER SPECIAL! ~ OCEAN FRONT Bay Villa- 25 G-5 ~ Platinum Maui Vacations

June & July SUPER SPECIAL! ~ OCEAN FRONT Bay Villa- 25 G-5 ~ Platinum Maui Vacations

Lahaina HI
$641 nightly
The price is $699 total per night
$699 total
Jul 7 - Jul 8
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
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
Summer Deal Wailea Beachfront Villa with Elevator and Pool Access

Summer Deal Wailea Beachfront Villa with Elevator and Pool 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
Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Lahaina HI
$878 nightly
The price is $996 total per night
$996 total
Jun 30 - Jul 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
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
Marriott's Maui Ocean Club, Lāhainā (3BR)

Marriott's Maui Ocean Club, Lāhainā (3BR)

Lahaina HI
$1,285 nightly
The price is $1,293 total per night
$1,293 total
Jul 1 - Jul 2
Total with taxes and fees
At this villa, guests enjoy features like an indoor pool, a gym, and a sauna. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this beach villa include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Beachfront penthouse w/ direct beach access and pool

Beachfront penthouse w/ direct beach access and pool

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.
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

    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive Kihei HI
    $945 nightly
    The price is $1,122 total per night from Jun 26 to Jun 27
    $1,122 total
    Jun 26 - Jun 27
    Total with taxes and fees
    The Westin Maui Resort & Spa, Ka'anapali

    The Westin Maui Resort & Spa, Ka'anapali

    2365 Kaanapali Pkwy Lahaina HI
    $768 nightly
    The price is $911 total per night from Jul 19 to Jul 20
    $911 total
    Jul 19 - Jul 20
    Total with taxes and fees
    9.2/10 Wonderful! (1,087 reviews)
    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive Kihei HI
    $834 nightly
    The price is $990 total per night from Jul 8 to Jul 9
    $990 total
    Jul 8 - Jul 9
    Total with taxes and fees
    8.8/10 Excellent! (1,006 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
$699
Highest Price
$1,293
Popular accommodation
Stunning Ocean View at Kapalua Bay Villas, Kapalua Bay 29B4 Refined Oceanfront Living with Molokai Views, June & July SUPER SPECIAL! ~ OCEAN FRONT Bay Villa- 25 G-5 ~ Platinum Maui Vacations, RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS, Summer Deal Wailea Beachfront Villa with Elevator and Pool Access, Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Marriott's Maui Ocean Club, Lāhainā (3BR), Beachfront penthouse w/ direct beach access and pool