Compare Upcountry Maui Villas

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Featured Villas in Upcountry Maui

Stunning Ocean View at Kapalua Bay Villas

Stunning Ocean View at Kapalua Bay Villas

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

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
Gated 2-story beach house with big yard

Gated 2-story beach house with big yard

At this villa, guests have access to laundry facilities, local meal delivery service, and barbecue grills. This villa also has a garden.
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

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
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

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.
STEEP PRICE DROP EXTENDED thru October ~ Must See OCEAN FRONT Bay Villa 25B-2

STEEP PRICE DROP EXTENDED thru October ~ Must See OCEAN FRONT Bay Villa 25B-2

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.
Kitchen
Washer
Maui Resort Rentals: Luana Garden Villas 9C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!

Maui Resort Rentals: Luana Garden Villas 9C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Hot Tub
Kitchen
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

$996 nightly
The price is $1,158 total per night
$1,158 total
Oct 10 - Oct 11
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

Guests staying at this villa enjoy an outdoor pool, a gym, and a hot tub. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this beach villa include laundry facilities, a garden, 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
    $185 nightly
    The price is $218 total per night from Oct 7 to Oct 8
    $218 total
    Oct 7 - Oct 8
    Total with taxes and fees
    9.2/10 Wonderful! (32 reviews)
    Aston Kaanapali Shores

    Aston Kaanapali Shores

    3445 Lower Honoapiilani Hwy, Lahaina, HI
    $344 nightly
    The price is $406 total per night from Oct 28 to Oct 29
    $406 total
    Oct 28 - Oct 29
    Total with taxes and fees
    8.6/10 Excellent! (3,757 reviews)
    Aston Maui Kaanapali Villas

    Aston Maui Kaanapali Villas

    45 Kai Ala Dr, Lahaina, HI
    $302 nightly
    The price is $356 total per night from Nov 2 to Nov 3
    $356 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.6/10 Excellent! (2,461 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
53 Villas
Lowest Price
$218
Highest Price
$1,158
Popular accommodation
Stunning Ocean View at Kapalua Bay Villas, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Gated 2-story beach house with big yard, New Listing! Honua Kai Luana Garden Villas 7B - Ground Level, Private Lanai, BBQ, I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY, STEEP PRICE DROP EXTENDED thru October ~ Must See OCEAN FRONT Bay Villa 25B-2, Maui Resort Rentals: Luana Garden Villas 9C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!, Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views, Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

More to Explore

More to Explore