Search Cottages in Upcountry Maui

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Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Makawao
10.0 out of 10, Exceptional, (88)
"Enjoyed the property. More rustic than I am used to. "
United States
Thomas S.
The price is HK$2,720
HK$5,161 total
includes taxes & fees
3 Dec - 4 Dec
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Hana
9.6 out of 10, Exceptional, (190)
"Super lovely place, I wish we were staying longer! Has everything you need. "
United States
Nicole
The price is HK$1,252
HK$3,148 total
includes taxes & fees
24 Nov - 25 Nov
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Hana
10.0 out of 10, Exceptional, (89)
"The place was beautiful and the gardens are absolutely breathtaking!!! It was so peaceful and perfect for my husband and I after a VERY long day making the drive to Hana and hiking the Pipiwai Trail to see the Waimoku Falls!!! Only wish we could have stayed here longer on our trip!"
United States
Dena V.
The price is HK$2,409
HK$4,214 total
includes taxes & fees
15 Dec - 16 Dec
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Secluded cottage on Tropical flower farm

Hana
9.4 out of 10, Exceptional, (276)
"The cottage was great. Check-in was stress-free and Ms. Rebecca was always responsive. "
United States
La Tecia P.
The price is HK$2,292
HK$4,314 total
includes taxes & fees
17 Nov - 18 Nov
Secluded cottage on Tropical flower farm

Cozy cottage nestled on our 5 acre Organic fruit farm

HANA
10.0 out of 10, Exceptional, (8)
"This property is absolutely gorgeous and the place had everything we could want for our one night stay. The fresh fruit was such a lovely touch. Wish we had stayed longer!"
United States
Kate S.
Cozy cottage nestled on our 5 acre Organic fruit farm

AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.

Hana
10.0 out of 10, Exceptional, (19)
"Clean, quiet, beautiful view, lots of lizards."
United States
Craig C.
The price is HK$3,147
HK$5,698 total
includes taxes & fees
18 Nov - 19 Nov
AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.

Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

Central Kihei
10.0 out of 10, Exceptional, (72)
"We absolutely loved our stay at this amazing cottage! A lot of really good eating locations within walking distance as well as the beach! We enjoyed using the beach equipment provided and the rental was so well equipped with everything you need! So happy we found this little gem!"
United States
Erika G.
The price is HK$2,331
HK$4,449 total
includes taxes & fees
21 Nov - 22 Nov
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

Beach Bungalow w/ Cruiser Bikes & Pickleball!

Lahaina
9.2 out of 10, Wonderful, (10)
"We have a large group family of 8 adult and 1 child 11 year old. This place is beautiful and very clean, close to the beach. But it's definitely not for 9 people, I don't consider these two place in the house is for sleeping. The couch is definitely not comfortable for 2 adult and the up stair is very hot event with small air fan. The ladder is dangerous to claim up and down the stair. This place is 5 star, but it only fit 5 people not for a large party of 9 or 10. I'm happy with the location...
United States
Quyen D.
The price is HK$2,274
HK$6,956 total
includes taxes & fees
18 Nov - 19 Nov
Beach Bungalow w/ Cruiser Bikes & Pickleball!
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.
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Frequently asked questions

How much do cottages in Upcountry Maui cost?
You'll pay between and per night for cottages in Upcountry Maui. No matter your budget, a terrific stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Upcountry Maui?
Upcountry Maui has cottages on offer. Click on your travel dates, enter your destination and start planning your perfect trip today.
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Booking a cottage in Upcountry Maui is as simple as deciding on your travel dates and choosing an ideal place for a holiday in nature. From chic retreats to affordable stays and cottages that include perks like a pool, Expedia has something for all tastes and styles. As for the best offers around? We've got you covered!
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