Compare Olowalu Villas

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Featured Villas in Olowalu

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.
New Listing! Honua Kai Luana Garden Villas 7B - Ground Level, Private Lanai, BBQ

New Listing! Honua Kai Luana Garden Villas 7B - Ground Level, Private Lanai, BBQ

Kaanapali HI
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Panoramic Ocean Views at Wailea Beach Villas I503

Panoramic Ocean Views at Wailea Beach Villas I503

Wailea HI
Guests of this villa enjoy features like a gym, a hot tub, and an arcade/game room. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach villa include laundry facilities and barbecue grills.
Gated 2-story beach house with big yard

Gated 2-story beach house with big yard

Kihei HI
At this villa, guests have access to laundry facilities, local meal delivery service, and barbecue grills. This villa also has a garden.
Kitchen
Washer
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla

Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla

Lahaina HI
Guests staying at this villa enjoy a children's pool, a gym, and a hot tub. Other amenities at this beach villa include laundry facilities and barbecue grills.
5 Star Ocean View, Beach House Chic, Click the Video tour below!

5 Star Ocean View, Beach House Chic, Click the Video tour below!

Wailea HI
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this golf villa include a garden and barbecue grills.
Pool
Hot Tub
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views

Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views

Lahaina Hawaii
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Kitchen
Stunning Ocean View at Kapalua Bay Villas

Stunning Ocean View at Kapalua Bay Villas

Kapalua HI
$584 nightly
The price is $685 total per night
$685 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE!!

PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE!!

Kihei HI
$569 nightly
The price is $666 total per night
$666 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This golf villa also has barbecue grills.
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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

    The Westin Maui Resort & Spa, Ka'anapali

    The Westin Maui Resort & Spa, Ka'anapali

    2365 Kaanapali Pkwy Lahaina HI
    $531 nightly
    The price is $630 total per night from Jan 4 to Jan 5
    $630 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    9/10 Wonderful! (1,004 reviews)
    Royal Lahaina Resort & Bungalows

    Royal Lahaina Resort & Bungalows

    2780 Kekaa Dr Lahaina HI
    $245 nightly
    The price is $289 total per night from Dec 20 to Dec 21
    $289 total
    Dec 20 - Dec 21
    Total with taxes and fees
    8.4/10 Very Good! (1,579 reviews)
    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd Kihei HI
    $289 nightly
    The price is $343 total per night from Jan 14 to Jan 15
    $343 total
    Jan 14 - Jan 15, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (2,313 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
346 Villas
Lowest Price
$289
Highest Price
$685
Popular accommodation
Timeshare Two Bedroom in Maui, New Listing! Honua Kai Luana Garden Villas 7B - Ground Level, Private Lanai, BBQ, Panoramic Ocean Views at Wailea Beach Villas I503, Gated 2-story beach house with big yard, Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla, 5 Star Ocean View, Beach House Chic, Click the Video tour below!, Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views, Stunning Ocean View at Kapalua Bay Villas, PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE!!