Maui Kai Rentals - Vacation Rentals in Upcountry Maui
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Luxury Places to Stay in Upcountry Maui
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Top-Rated Vacation Rentals with a Pool in Upcountry Maui
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Pet-Friendly Vacation Rentals in Upcountry Maui
Large Vacation Homes & Villas in Upcountry Maui
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Upcountry Maui Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Upcountry Maui
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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, Mauikairentals 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 Mauikairentals 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 570.69 ft² on average, with prices averaging US $503 a night.
Mauikairentals 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 | 38 |
| Cottages | 12 |
| B&B | 10 |
| Holiday Apartments | 8 |
| Villas | 6 |
| Cabin Rentals | 3 |
| Resorts | 3 |
| Others | 2 |
| Hotels | 1 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Upcountry Maui
★ Pro Tip: Mauikairentals makes it easy to compare the best listings on Mauikairentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mauikairentals 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.
Top Attractions Around Upcountry Maui, HI
Mauikairentals offers a large selection of top attractions around Upcountry Maui. Research things to do on your vacation before you visit Upcountry Maui.
Other Places to Stay Near Upcountry Maui, HI
Upcountry Maui Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Upcountry Maui?
There are a lot of options in Upcountry Maui. If you plan on staying in the Upcountry Maui area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upcountry Maui:
- Private lush 2 Acre Mountain Home Maui w/many amenities
- Attached Cottage - Bed & Breakfast RP 220061010000 Permit No.BBMP2015/0001
- Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
- Haleakala Cottage - private hot tub, pool access
- Heaven on Earth in Upcountry Maui
- Rustic yet modern Upcountry retreat with breathtaking views!
- Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
- Bed and Breakfast on the Slopes of Haleakala
- PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!
- Exceptional Upcountry Villa with breathtaking views
How many vacation rentals have private pools in Upcountry Maui?
There are 1 vacation rentals with private pools near Upcountry Maui. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Upcountry Maui are best for families?
If you are looking for a family-friendly vacation home in Upcountry Maui, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Upcountry Maui:
How many vacation rentals are available in Upcountry Maui?
Currently, the total number of properties listed in 2026 is over 85 in the Upcountry Maui area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Upcountry Maui.
