Search Cottages in Upcountry Maui

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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 27 Cottages in Upcountry Maui with updated reviews, rates, and availability.

Secluded cottage on Tropical flower farm
Outdoor dining

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (256)
"We stayed 2 nights. Beautiful stay if you want to be off the grid. "
The price is AED 1,084
AED 2,050 total
includes taxes & fees
7 Jun - 8 Jun
Secluded cottage on Tropical flower farm
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Sun loungers, beach towels

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

10.0 out of 10, Exceptional, (72)
"Just can’t say enough good about this place. Absolutely incredible location and everything else was perfect as well!"
The price is AED 1,139
AED 2,003 total
includes taxes & fees
2 Jun - 3 Jun
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Evergreen Cottage @ Maui Adventure Villa
Property grounds

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (164)
"Beautiful property "
Evergreen Cottage @ Maui Adventure Villa
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Pool

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

10.0 out of 10, Exceptional, (239)
"We had a great time staying in Hana and would love to stay here again."
The price is AED 1,286
AED 2,196 total
includes taxes & fees
4 Jun - 5 Jun
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
Pool

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (191)
"We had a relaxing quiet stay. Close to the beach walk and lots of restaurants and shopping."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Outdoor dining

Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

10.0 out of 10, Exceptional, (182)
"We had the best time on this trip! This place is a must stay! The accessibility to everything we had planned and wanted to do was amazing, anything you need is a few min away. I absolutely loved the privacy this place has to offer, and the guys respect your space while you are a guest in their backyard. The pool was so nice and the yard is beautiful. Everything was so clean and tidy, with lots of extras we may need for our stay. We will most definitely be coming back to stay here again!!!"
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
Miscellaneous

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

10.0 out of 10, Exceptional, (198)
"Perfect place for scenery and breeze. Pool almost in your backyard. Grounds are immaculate! "
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
Luxury Upcountry retreat with breathtaking views!
Outdoor pool

Luxury Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (84)
"We loved staying at this great home up on the mountain. David Met us when we arrived and showed us around the property. It is a gorgeous place with amazing views, a must stay. "
Luxury Upcountry retreat with breathtaking views!
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Pool

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

10.0 out of 10, Exceptional, (85)
"Enjoyed the property. More rustic than I am used to. "
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Beach

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

9.6 out of 10, Exceptional, (184)
"We loved this cottage with a great porch and lovely breezes coming off the ocean. The bed was super comfortable and the location was perfect for our visit to the National Park. "
The price is AED 973
AED 2,123 total
includes taxes & fees
16 Jun - 17 Jun
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Great location between Hana Town and Hamoa Beach, private, family-friendly
Beach nearby, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (226)
"Clean property at a convenient location and reasonable priced. There are many food options nearby and key Hana locations are easily accessible."
The price is AED 992
AED 1,905 total
includes taxes & fees
9 Jun - 10 Jun
Great location between Hana Town and Hamoa Beach, private, family-friendly
3BR Loft Beach Bungalow w/ Bikes & Pickleball gear
Fridge, microwave, oven, stovetop

3BR Loft Beach Bungalow w/ Bikes & Pickleball gear

9.2 out of 10, Wonderful, (10)
"The property is very clean and we loved having the lanai available with the bbq. Definitely comes in handy with a big family who doesnt want to go out every night. We'd absolutely stay here again."
The price is AED 1,818
AED 4,265 total
includes taxes & fees
16 Jun - 17 Jun
3BR Loft Beach Bungalow w/ Bikes & Pickleball gear
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (24)
"Had a great stay visiting friends on Maui. The cottage is very clean, kitchen has all you need, and it is located within walking distance to several restaurants and cafes. Also location is great if you want to venture to both, the South of Maui, incl Hana as well as to the West/North (Napili etc)Communication with host was easy and prompt."
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

10.0 out of 10, Exceptional, (190)
"Enjoyed the privacy and beautiful decor. "
HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Outdoor pool, a heated pool

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (144)
"Love staying at this beautiful cottage and being so close to the beach and great restaurants and shopping. Truly the best way to experience this side of the island of Maui. Elaine is a wonderful host and very helpful. The pool is my favorite experience here can't wait to return."
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Hawaiian Dream Temple
Outdoor pool

Hawaiian Dream Temple

4.0 star property
Hawaiian Dream Temple
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
Outdoor pool

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

10.0 out of 10, Exceptional, (83)
"The most beautiful and peaceful tropical getaway! We will be coming back for sure!"
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Sun loungers, beach towels

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

9.6 out of 10, Exceptional, (60)
"This unit is very well equipped with everything you need. The space is comfortable and spacious for two. Has a nice private patio area. It is easy to get to from the airport by car, has grocery options within a few miles, and is within walking distance of the beach and several restaurants. The owner is very responsive to needs. We'd be happy to stay her again if in Maui."
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs
Beach

Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs

2.0 star property
10.0 out of 10, Exceptional, (2)
"This cottage is better than the photos and description! Our group of 8 loved this property so much and the host was great! We found the best beaches and adventures so close, with our favorite beach being a 5 minute walk away. Groceries and coffee shops are only a few minutes away as well! Thank you Van for having us!"
Newly Remodelled 4-bedroom cottage in Amazing Kaanapili with ACs
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Fridge, microwave, oven, stovetop

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

9.2 out of 10, Wonderful, (36)
"I was traveling for work and the house was convenient for my meetings and very spacious to work in and rest in. I found my stay lovely. "
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
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 AED 973 and AED 1,818 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 27 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 vacation 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!