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Featured Cottages in Upcountry Maui

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (194)
"Could not have been better. Cottage is a little jewel. Carrie, the host,is an amazing, kind and helpful person, Highly recommend staying at the cottage."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (263)
"Such a beautiful local! Thank you for hosting us. We truly fell in love with Hana and hope to be back."
The price is AU$866
includes taxes & fees
21 Aug - 22 Aug
Secluded cottage on Tropical flower farm

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

10.0 out of 10, Exceptional, (77)
"After eight trips to Hawaii, this is the first place where I really felt I was in paradise. "
The price is AU$846
includes taxes & fees
11 Aug - 12 Aug
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

10.0 out of 10, Exceptional, (241)
"Very nice accommodations in Hana, Maui. Perfect location and great kitchen! Very prompt response to a new lighting switch request in bathroom. Would stay here again."
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

10.0 out of 10, Exceptional, (152)
"Just the right amount of everything. Comfortable tasteful decor with the benefit of the beach just steps away. Beautiful location and easy access to hiking, snorkeling and outdoor exploration. Enjoyed every second of our week there. "
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (146)
"We had a wonderful stay at Elaine's cottage. The location and property were perfect for us. Thanks for a fantastic week. "
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

9.2 out of 10, Wonderful, (34)
"Very comfortable and a great location. We enjoyed our stay."
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

Rustic yet modern Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (85)
"This was our second time staying at David's place. We returned because it is a perfect little getaway for us, close to home but feels like such a treat. The accommodation is clean and comfortable and there are so many homey and cozy touches. Whether you are kama'aina or visitors from afar- you will really enjoy this place."
Rustic yet modern Upcountry retreat with breathtaking views!

Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

10.0 out of 10, Exceptional, (198)
"Relaxing getaway with great views. Great Host"
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

9.4 out of 10, Exceptional, (26)
"Clean, convenient, comfortable! We stayed for a few night while visiting the islands. Highly recommend and may stay here again when visiting local family!"
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

9.8 out of 10, Exceptional, (84)
"Truly magical. A unique vacation home in the midst of amazing tropical foliage and songbirds. If you're looking for delightful location away from the resort areas of the island yet close to amazing small towns and beaches, this place is for you. Highly recommend."
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (167)
"Beautiful property "
Evergreen Cottage @ Maui Adventure Villa

Hawaiian Dream Temple

4.0 star property
Hawaiian Dream Temple

Beach Bungalow w/ Cruiser Bikes & Pickleball!

9.2 out of 10, Wonderful, (10)
"We often had the pool to ourselves, occasionally sharing it with at most one other family. The location is convenient and it was easy to get to many different beaches. One thing to be aware of: the loft ceiling is quite low and the space there is tight. The extra twin rollout bed is at the floor level. "
The price is AU$1,363
includes taxes & fees
16 Aug - 17 Aug
Beach Bungalow w/ Cruiser Bikes & Pickleball!

Great location between Hana Town and Hamoa Beach, private, family-friendly

9.8 out of 10, Exceptional, (230)
"Clean property at a convenient location and reasonable priced. There are many food options nearby and key Hana locations are easily accessible."
Great location between Hana Town and Hamoa Beach, private, family-friendly

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

9.6 out of 10, Exceptional, (187)
"This was a great location and great cottage. Loved our 4 nights here. "
The price is AU$769
includes taxes & fees
5 Aug - 6 Aug
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

9.6 out of 10, Exceptional, (60)
"Great little cottage Simple and convenient for my needs Would definitely stay here again!"
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01

9.8 out of 10, Exceptional, (190)
"We spent two nights at the property. We’re so glad we had extra time in Hana. We really enjoyed the covered porch with the nice breeze. The kitchen had everything we needed, and we appreciated the extra touches like having a jar of local coffee and the coffee presses. I was pleasantly surprised by the water pressure and the wonderful hot water from the solar system! And the outside shower was fantastic! If we’re ever lucky enough to come back to Hana, we would definitely stay here again. "
Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01

Hana Harvest Cottage

9.4 out of 10, Exceptional, (64)
"The Hana harvest cottage is a great place to stay. The cottage was very comfortable, and nicely kept. The location was absolutely beautiful, surrounded by trees and a river. Would highly recommend for travelers looking to unplug and enjoy the Hana area."
Hana Harvest Cottage
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?
Expect to pay between AU$769 and AU$1,363 per night for cottages in Upcountry Maui. No matter your budget, an epic stay is a click away on Expedia. This price was 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 16 cottages to choose from. Enter your destination and dates and lock in your dream getaway today.