Search Vacation Homes 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 164 Vacation Homes in Upcountry Maui with updated reviews, rates, and availability.

Fisher's Hana Bay Hale, Across from Hana Bay
Fisher's Hana Bay Hale, Across from Hana Bay
9.4 out of 10, Exceptional, (363)
The price is SAR 731
SAR 1,489 total
includes taxes & fees
24 Apr - 25 Apr

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
10.0 out of 10, Exceptional, (173)
The price is SAR 1,313
SAR 2,219 total
includes taxes & fees
2 Apr - 3 Apr

105-1 Puamana Spacious Townhome Near Ocean.
105-1 Puamana Spacious Townhome Near Ocean.
9.4 out of 10, Exceptional, (52)

STHA-2017/0002 Across from Hana Bay
STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, (363)
The price is SAR 653
SAR 1,328 total
includes taxes & fees
6 Apr - 7 Apr

Kaiholo Hale
Kaiholo Hale
9.4 out of 10, Exceptional, (195)

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, (215)

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
9.8 out of 10, Exceptional, (33)

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
10.0 out of 10, Exceptional, (7)
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

Aston Kaanapali Shores
Aston Kaanapali Shores
8.6 out of 10, Excellent, (3501)
The price is SAR 861
SAR 1,126 total
includes taxes & fees
13 Apr - 14 Apr

Aston Maui Kaanapali Villas
Aston Maui Kaanapali Villas
8.6 out of 10, Excellent, (2371)
The price is SAR 845
SAR 1,329 total
includes taxes & fees
1 Apr - 2 Apr

Sands of Kahana 354
Sands of Kahana 354
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.
Recent reviews of Upcountry Maui hotels
Recent reviews of Upcountry Maui hotels

OUTRIGGER Kaanapali Beach Resort
5/5 Excellent
"Love this property. We have stayed here 5 times now. It feels like coming home each time. Staff is amazing and so ready to help with anything you might need "
A verified traveler stayed at OUTRIGGER Kaanapali Beach Resort
Posted 14 hours ago