Compare Upcountry Maui Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Upcountry Maui

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

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

Hana HI
$443 nightly
The price is $518 total per night
$518 total
Feb 24 - Feb 25
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

Hana HI
At this cottage, guests have access to a garden.
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Hana HI
$511 nightly
The price is $598 total per night
$598 total
Feb 12 - Feb 13
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.

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

Hana HI
At this cottage, guests have access to laundry facilities, local meal delivery service, and barbecue grills.
Great location between Hana Town and Hamoa Beach, private, family-friendly

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

Hana HI
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Evergreen Cottage @ Maui Adventure Villa

Evergreen Cottage @ Maui Adventure Villa

Haiku-Pauwela HI
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

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

Hana HI
$483 nightly
The price is $565 total per night
$565 total
Feb 22 - Feb 23
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

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

Kihei HI
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Beach Bungalow w/ Cruiser Bikes & Pickleball!

Beach Bungalow w/ Cruiser Bikes & Pickleball!

Lahaina HI
$793 nightly
The price is $928 total per night
$928 total
Feb 17 - Feb 18
Total with taxes and fees
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Don't see what you're looking for?
See all available properties in Upcountry Maui
View all properties
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.

Hotel Options in Upcountry Maui

    Gods Peace Of Maui

    Gods Peace Of Maui

    1290 Haliimaile Rd Makawao HI
    $191 nightly
    The price is $227 total per night from Feb 20 to Feb 21
    $227 total
    Feb 20 - Feb 21
    Total with taxes and fees
    8.6/10 Excellent! (68 reviews)
    The Westin Maui Resort & Spa, Ka'anapali

    The Westin Maui Resort & Spa, Ka'anapali

    2365 Kaanapali Pkwy Lahaina HI
    $517 nightly
    The price is $613 total per night from Mar 1 to Mar 2
    $613 total
    Mar 1 - Mar 2
    Total with taxes and fees
    9/10 Wonderful! (1,021 reviews)
    Royal Lahaina Resort & Bungalows

    Royal Lahaina Resort & Bungalows

    2780 Kekaa Dr Lahaina HI
    $337 nightly
    The price is $400 total per night from Mar 3 to Mar 4
    $400 total
    Mar 3 - Mar 4
    Total with taxes and fees
    8.4/10 Very Good! (1,666 reviews)

Cottages

Book a cottage in Upcountry Maui
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Upcountry Maui. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Upcountry Maui better.

Cottage apartments in Upcountry Maui range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Upcountry Maui
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Upcountry Maui and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Upcountry Maui cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Upcountry Maui. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Upcountry Maui Cottages essential information

Accommodation
27 Cottages
Lowest Price
$227
Highest Price
$928
Popular accommodation
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath, Secluded cottage on Tropical flower farm, MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA, AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town., Great location between Hana Town and Hamoa Beach, private, family-friendly , Evergreen Cottage @ Maui Adventure Villa, Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui, Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach, Beach Bungalow w/ Cruiser Bikes & Pickleball!

More to Explore