Compare Upcountry Maui Villas

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Featured Villas in Upcountry Maui

Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Lahaina HI
$864 nightly
The price is $981 total per night
$981 total
May 26 - May 27
Total with taxes and fees
Guests staying at this villa enjoy free WiFi in public areas, laundry facilities, and a garden. This beach villa also has barbecue grills.
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.
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.
Come to Maui- Beautiful 2BD/3BA OceanView Kapalua Ridge Villa

Come to Maui- Beautiful 2BD/3BA OceanView Kapalua Ridge Villa

Kapalua HI
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. This golf villa also has a garden.
Pool
Hot Tub
~Book 7 Days - June 13-20 for just 200/night~

~Book 7 Days - June 13-20 for just 200/night~

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.
STAY in MAY and SAVE $$ ~ Gorgeous OCEAN FRONT Bay Villa 25B-2 ~ Platinum Maui Vacations

STAY in MAY and SAVE $$ ~ Gorgeous OCEAN FRONT Bay Villa 25B-2 ~ Platinum Maui Vacations

Kapalua HI
At this villa, guests have access to features like laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. This smoke-free villa also has barbecue grills.
Hula On In to Beach House Chic Style, Click the Video tour below!

Hula On In to Beach House Chic Style, 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 barbecue grills and a garden.
Spectacular 3rd Row Villa at Ho'olei with Ocean Views

Spectacular 3rd Row Villa at Ho'olei with Ocean Views

Kihei HI
At this villa, guests have access to a sauna, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
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.
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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 Upcountry Maui

    Gods Peace Of Maui

    Gods Peace Of Maui

    1290 Haliimaile Rd Makawao HI
    $213 nightly
    The price is $253 total per night from Jun 3 to Jun 4
    $253 total
    Jun 3 - Jun 4
    Total with taxes and fees
    8.8/10 Excellent! (110 reviews)
    The Westin Maui Resort & Spa, Ka'anapali

    The Westin Maui Resort & Spa, Ka'anapali

    2365 Kaanapali Pkwy Lahaina HI
    $723 nightly
    The price is $858 total per night from May 30 to May 31
    $858 total
    May 30 - May 31
    Total with taxes and fees
    9.2/10 Wonderful! (1,005 reviews)
    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive Kihei HI
    $1,022 nightly
    The price is $1,213 total per night from May 25 to May 26
    $1,213 total
    May 25 - May 26
    Total with taxes and fees
    8.8/10 Excellent! (1,017 reviews)

Luxury Villas

Book luxury villas in Upcountry Maui
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Upcountry Maui. 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 Upcountry Maui, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Upcountry Maui
You won’t have a problem finding your own space in Upcountry Maui. 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 Upcountry Maui on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Upcountry Maui 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!

Upcountry Maui Villas essential information

Accommodation
48 Villas
Lowest Price
$253
Highest Price
$1,213
Popular accommodation
Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Stunning Ocean View at Kapalua Bay Villas, Come to Maui- Beautiful 2BD/3BA OceanView Kapalua Ridge Villa , ~Book 7 Days - June 13-20 for just 200/night~, STAY in MAY and SAVE $$ ~ Gorgeous OCEAN FRONT Bay Villa 25B-2 ~ Platinum Maui Vacations, Hula On In to Beach House Chic Style, Click the Video tour below!, Spectacular 3rd Row Villa at Ho'olei with Ocean Views, Panoramic Ocean Views at Wailea Beach Villas I503

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