Search Villas in Upcountry Maui
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 33 Villas in Upcountry Maui with updated reviews, rates, and availability.

Gated 2-story beach house with big yard
Gated 2-story beach house with big yard
10.0 out of 10, Exceptional, (46)

EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
10.0 out of 10, Exceptional, (25)

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
9.6 out of 10, Exceptional, (50)

Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views
9.8 out of 10, Exceptional, (50)

OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
9.8 out of 10, Exceptional, (52)
The price is ¥39,855
¥140,599 total
includes taxes & fees
Mar 4 - Mar 5

Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain
Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain

Maui Resort Rentals: Luana Garden Villas 8D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Maui Resort Rentals: Luana Garden Villas 8D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
9.8 out of 10, Exceptional, (31)

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
9.8 out of 10, Exceptional, (44)
The price is ¥40,154
¥141,298 total
includes taxes & fees
Mar 21 - Mar 22
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Upcountry Maui

Hawaiian Dream Temple
Hawaiian Dream Temple

Aston Kaanapali Shores
Aston Kaanapali Shores
8.6 out of 10, Excellent, (3464)
The price is ¥46,274
¥58,987 total
includes taxes & fees
Feb 25 - Feb 26

Aston Maui Kaanapali Villas
Aston Maui Kaanapali Villas
8.6 out of 10, Excellent, (2349)
The price is ¥45,527
¥66,910 total
includes taxes & fees
Mar 2 - Mar 3
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.
Find out more about Upcountry Maui
Find out more about Upcountry Maui
Upcountry Maui Villas information
Number of reviews | 625 |
---|---|
Accommodation | 33 Villas |
Lowest Price | ¥39,855 |
Highest Price | ¥447,661 |
Recent reviews of Upcountry Maui hotels
Recent reviews of Upcountry Maui hotels

Maui Coast Hotel
5/5 Excellent
"We stayed in the new tower and it was very clean and spacious! Perfect location, loved staying there!"
A verified traveler stayed at Maui Coast Hotel
Posted 4 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Upcountry Maui
- Condo Rentals in Upcountry Maui
- Vacation Homes in Upcountry Maui
- Apartments in Upcountry Maui
- Resorts in Upcountry Maui
- Aparthotels in Upcountry Maui
- Cottages in Upcountry Maui
- B&B in Upcountry Maui
- Condo Resorts in Upcountry Maui
- Guest Houses in Upcountry Maui
- Farmstay in Upcountry Maui
- Hostels in Upcountry Maui
- Hotels
All Accommodation Types
Be inspired: Top Villas destinations in 2025
- Villas in Okinawa
- Villas in Phuket
- Villas in Da Nang
- Villas in Bali
- Villas in Kouri Island
- Villas in Ishigaki
- Villas in Jeju Island
- Villas in Pattaya
- Villas in North Okinawa
- Villas in Miyakojima
- Villas in Ginowan
- Villas in Sesoko-Jima Island
- Villas in Irabu
- Villas in Chatan
- Villas in South Okinawa
- Villas in Nagano
- Villas in Taketomi
- Villas in Nago
- Villas in Yamanashi
- Villas in Central Okinawa
More ways to book
Expedia's Latest Trends
Hotels
Cars
Packages