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Featured Cottages in Upcountry Maui and around

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

10.0 out of 10, Exceptional, (83)
"After eight trips to Hawaii, this is the first place where I really felt I was in paradise. "
The price is €469
includes taxes & fees
13 Oct - 14 Oct
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Secluded cottage on Tropical flower farm

9.4 out of 10, Exceptional, (269)
"The cottage was great. Check-in was stress-free and Ms. Rebecca was always responsive. "
The price is €484
includes taxes & fees
24 Sept - 25 Sept
Secluded cottage on Tropical flower farm

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

9.6 out of 10, Exceptional, (188)
"We had an amazing stay in Hana at the cottage. It’s clean and well equipped. Beautiful view from the kitchen and bedroom. Has a nice private outdoor space. "
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

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

9.8 out of 10, Exceptional, (84)
"A beautiful property. Exactly what we were looking for. "
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

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

10.0 out of 10, Exceptional, (19)
"Awesome place for a couple nights in Hāna. "
AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (195)
"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

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

9.6 out of 10, Exceptional, (62)
"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

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (148)
"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

Rustic yet modern Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (85)
"This was the perfect upcountry spot, with the most beautiful views of Maui - from the balcony, from the hot tub, from the bed! 10/10 will definitely stay here again"
Rustic yet modern Upcountry retreat with breathtaking views!

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (171)
"This property is on a working banana plantation. It is in a beautiful rural area not far from the north coast of Maui. The cabin was perfect for two people with a private bath and kitchen and a beautiful Lanai, screened in porch. It did not have air conditioning but lots of air flow and evening rains. Staying there in the summer was rather hot, but it cooled down at night. John was an excellent host, available for questions but mostly out of sight. I would recommend this place to friends. "
Evergreen Cottage @ Maui Adventure Villa

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

9.8 out of 10, Exceptional, (232)
"Good location & great experience"
The price is €441
includes taxes & fees
16 Oct - 17 Oct
Great location between Hana Town and Hamoa Beach, private, family-friendly

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

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

9.4 out of 10, Exceptional, (26)
"This cottage is a great options for a short or long stay on Maui. It is well appointed, clean, easy access and we had good communication with the management."
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Great Location, Clean, Beachy 1BR Cottage

9.8 out of 10, Exceptional, (63)
"This cute, clean little place is right in the heart of Haiku. You can walk to the store and a wonderful sushi restaurant! Communication with the host was great too."
Great Location, Clean, Beachy 1BR Cottage

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. "
Beach Bungalow w/ Cruiser Bikes & Pickleball!

Hawaiian Dream Temple

4.0 star property
2.0 out of 10, (1)
Hawaiian Dream Temple

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

10.0 out of 10, Exceptional, (243)
"We loved staying at Hale Ulu Lulu. Sweet and comfortable cottage had everything we needed. Location was perfect. So close to Hamoa Beach and we loved seeing the ocean and hearing the surf. Wonderful spot!"
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Wailea Ike by Avantstay Walk to the Beach Balcony w/ Views

3.0 star property
Wailea Ike by Avantstay Walk to the Beach Balcony w/ Views

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

10.0 out of 10, Exceptional, (156)
"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!

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

10.0 out of 10, Exceptional, (194)
"Just returned from 10 days at Hanks cottage in Haiku.The place is so well appointed. Comfy king bed, nice furnishings, all you need in a kitchen and nice bathroom.A deck that wraps around the house, with a view over the trees out to the ocean. The place is surround with trees, hedges and flowering shrubs. Total privacy! Great retreat after a busy day. Hank was a great host!"
HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
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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Top Upcountry Maui Hotel Reviews

Find out more about Upcountry Maui

Find out more about Upcountry Maui

Upcountry Maui Cottages information

Number of reviews
2,080
Accommodation
19 Cottages
Lowest Price
€441
Highest Price
€484

Frequently asked questions

How much do cottages in Upcountry Maui cost?
You'll pay between €441 and €484 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 19 cottages on offer. Click on your travel dates, enter your destination and start planning your perfect trip today.
Why book your cottage in Upcountry Maui with Expedia?
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!