Best price vacation rentals in Upcountry, Maui, HI, USA • 59 Listings
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Upcountry, Maui, HI, USA Vacation Rentals | 

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United States Hawaii Haiku-Pauwela vacation rental compare prices direct by owner 32540655
Verified Host
5.0 (31)
Romantic feel w/private bath & kitchen King bed
Up to 4 guests
EstimatedVerified Host$195
Airbnb$195
Average Nightly Rate
United States Hawaii Haiku-Pauwela vacation rental compare prices direct by owner 2617921
Verified Host
4.7 (587)
Hawaiian Plantation House Room
Up to 2 guests
EstimatedVerified Host$155
Airbnb$155
Average Nightly Rate
United States Hawaii Haiku vacation rental compare prices direct by owner 2591120
Verified Host
4.7 (557)
Hawaiian Plantation Room w/Private Entrance
Up to 2 guests
EstimatedVerified Host$155
Airbnb$155
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 12882
5.0 (52)
North Shore Lookout Maui - DUKE'S COTTAGE - B&B
Up to 2 guests
Vrbo$375
Airbnb$425
Average Nightly Rate
United States Hawaii Kula vacation rental compare prices direct by owner 96806
5.0 (100)
Enjoy Keokea on the slopes of Haleakala
Up to 2 guests
Vrbo$325
Airbnb$383
Average Nightly Rate
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United States Hawaii Kula vacation rental compare prices direct by owner 11592775
5.0 (142)
Hike on Scenic Trails at a Luxury Home on 7 Acres
Up to 4 guests
Vrbo$1,191
Airbnb$1,200
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 2775860
5.0 (279)
Luxury Upcountry retreat with breathtaking views!
Up to 2 guests
Vrbo$442
Airbnb$485
Average Nightly Rate

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United States Hawaii Kula vacation rental compare prices direct by owner 32296935
5.0 (269)
Malu Manu
Up to 2 guests
Vrbo$298
Airbnb$340
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 10655796
5.0 (139)
Private Luxurious Cottage
Up to 2 guests
Vrbo$444
Airbnb$467
Average Nightly Rate

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United States Hawaii Makawao vacation rental compare prices direct by owner 11467775
5.0 (129)
Luxury Upcountry Villa with breathtaking views!
Up to 6 guests
Airbnb$150
Vrbo$799
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 54843
5.0 (50)
North Shore Lookout Maui - HOKU SUITE - Maui b&b
Up to 2 guests
Airbnb$375
Vrbo$375
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 58094
4.9 (202)
Charming, Unique Log House Retreat
Up to 10 guests
Airbnb$975
Vrbo$1,002
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 230486
4.9 (31)
Up Country spacious Newly remodeled kitchen close to beach, airport, UpCountry
Up to 6 guests
Vrbo$383
Airbnb
Average Nightly Rate
United States Hawaii Kula vacation rental compare prices direct by owner 24306
4.8 (146)
Ha'le Kiana
Up to 2 guests
Vrbo$292
Booking.com$360
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 23893
5.0 (220)
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Up to 10 guests
Vrbo$644
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 23903
5.0 (2)
Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Up to 2 guests
Vrbo$375
Average Nightly Rate
United States Hawaii Kula vacation rental compare prices direct by owner 24384
5.0 (217)
Attached Cottage - Bed & Breakfast RP 220061010000 Permit No.BBMP2015/0001
Up to 2 guests
Vrbo$175
Average Nightly Rate
United States Hawaii Kula vacation rental compare prices direct by owner 24413
5.0 (95)
Heaven on Earth in Upcountry Maui
Up to 4 guests
Vrbo$352
Average Nightly Rate
United States Hawaii Kula vacation rental compare prices direct by owner 27370
5.0 (164)
Mar- May special rates. Eco friendly modern home, gorgeous Ocean & Mt views
Up to 6 guests
Vrbo$586
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 33394
5.0 (62)
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Up to 16 guests
Vrbo$1,654
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 50896
5.0 (47)
North Shore Lookout Maui - PANIOLO SUITE -Maui B&B
Up to 4 guests
Airbnb$400
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 52982
5.0 (74)
North Shore Lookout Maui - PELE SUITE - Maui B&B
Up to 3 guests
Airbnb$375
Average Nightly Rate
United States Hawaii Kula vacation rental compare prices direct by owner 70798
5.0 (250)
Kula Jacaranda Studio on the Slopes of Haleakala
Up to 2 guests
Airbnb$257
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 89571
5.0 (22)
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
Up to 2 guests
Vrbo$319
Average Nightly Rate
United States Hawaii Makawao vacation rental compare prices direct by owner 106024
5.0 (37)
Historic Upcountry Ranch Home
Up to 6 guests
Vrbo$542
Average Nightly Rate
  1. United States
  2. Hawaii
  3. Maui
  4. Upcountry Vacation Rental Price Comparison

More price comparison of vacation rental locations

  1. Central Maui
  2. East Maui
  3. North Shore
  4. South Maui
  5. West Maui

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