7 Ocean Vacation - Vacation Rentals in Upcountry Maui

Waterfall House with Ocean Views in Haiku, Maui From US $618
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Gods Peace Of Maui From US $188
         

8.8 (49 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Bedding/Linens
Haleakala Sunrise Home, Kula, Maui, Hawaii From US $464
         

9.8 (88 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Private lush 2 Acre Mountain Home Maui w/many amenities From US $755
         

10.0 (231 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Upcountry Maui

Over 76+ Luxury Places to Stay in or Near Upcountry Maui
Haiku Hale - 3 Bedroom Maui Getaway! From US $1,223
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Waterfall House - Private House Overlooking the Ocean! From US $906
         

9.8 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Upcountry Maui

Over 21+ Top-Rated Vacation Rentals with a Pool in or Near Upcountry Maui
Bed and Breakfast on the Slopes of Haleakala From US $350
         

Spacious Hawaiian Cottage Suite in the Upcountry of Maui! From US $560
         

Plumeria Room on a Lush Farm on Maui's North Shore From US $542
         

10.0 (7 Reviews)
Cabin
  • Parking
  • Pool
  • Balcony/Terrace

Pet-Friendly Vacation Rentals in Upcountry Maui

Over 2+ Pet-Friendly Vacation Rentals in or Near Upcountry Maui
Spacious 3br/1ba home, A/C & WiFi From US $475
         

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9.8 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Upcountry Maui

Over 9+ Large Vacation Homes & Villas in or Near Upcountry Maui
Cliff House with Ocean Views in Haiku, Maui jungle From US $536
         

9.8 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
God's Peace of Maui From US $286
         

8.1 (357 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • View
Historic Upcountry Maui Property With Pool, 5 Bedrooms, Sleeps 12 From US $1,345
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Lumeria Maui, Educational Retreat Center From US $391
         

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7.6 (66 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Maui Eco Retreat From US $385
         

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6.9 (8 Reviews)
Apartment
  • Parking
  • View
  • Ocean View

Upcountry Maui Varoom and Airbnb Places to Stay Under $200

Over 5+ Upcountry Maui Varoom and Airbnb Places to Stay Under $200
Maui Sunrise Haleakala Getaway, 5 minutes to Haleakala created entrance From US $146
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Plantation Home Banana Hut Haiku From US $172
         

6.6 (6 Reviews)
House
  • Parking
  • View
  • Ocean View
Upcountry Oasis From US $185
         

New
House
  • Parking
  • TV
  • Balcony/Terrace
Nomad Jeep top tent camper 1 From US $107
         

New
Other
  • Air Conditioner
  • View
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Upcountry Maui

Over 30+ Instantly Bookable Vacation Homes in or Near Upcountry Maui
Mahina Cottage, Mahina Cottage From US $607
         

10.0 (13 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Cozy Upcountry Log Cabin From US $421
         

10.0 (3 Reviews)
Cabin
  • Parking
  • View
  • Ocean View
Ho’okipa Hideaway - North Shore, Walk to Cafe From US $310
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Hula Hale - Walk to Cafe - At start of the Road to Hana From US $250
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Great Location, Clean, Beachy 1BR Cottage From US $303
         

About Upcountry Maui Vacation Rentals

With more than 85 Upcountry Maui vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, 7oceanvacation and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Upcountry Maui.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With 7oceanvacation Upcountry Maui, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Upcountry Maui. Places to stay near Upcountry Maui are 663.71 ft² on average, with prices averaging $555 a night.

7oceanvacation makes it easy and safe to find and compare vacation rentals in Upcountry Maui with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Upcountry Maui

Type Count
Vacation Homes 37
Cottages 16
Holiday Apartments 9
B&B 9
Villas 5
Cabin Rentals 3
Hotels with Suites 1
Others 1
Resorts 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Upcountry Maui

Pro Tip: 7oceanvacation makes it easy to compare the best listings on 7oceanvacation homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between 7oceanvacation homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Upcountry Maui.

Weather in Upcountry Maui

View the weather forecast for Upcountry Maui before booking your Upcountry Maui Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F