Hot Upcountry Maui Cottage Rates

May 2025

MondayTuesdayWednesdayThursdayFridaySaturdaySunday

June 2025

MondayTuesdayWednesdayThursdayFridaySaturdaySunday

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Upcountry Maui

Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

Hana
When you stay at this cottage in Hana, you'll be near the beach, within a 5-minute drive of Hana Lava Tubes and Kaʻeleku Caverns.
Secluded cottage on Tropical flower farm
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Hana
The price is AU$941 per night from 4 Jun to 5 Jun
AU$941
includes taxes & fees
4 June - 5 June
Located in Hana, this cottage is in a rural location, within a 5-minute drive of Hamoa Beach and Koki Beach Park.
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
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
Located in Hana, this cottage is in a rural location, within a 15-minute walk of Hana Coast Gallery and Hana Cultural Center.
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Save an average of 15% on thousands of hotels when you're signed in
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

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

Hana
The price is AU$854 per night from 3 Jun to 4 Jun
AU$854
includes taxes & fees
3 June - 4 June
With a stay at this cottage in Hana, you'll be by the sea, within a 15-minute drive of Haleakala National Park and Hamoa Beach.
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Great location between Hana Town and Hamoa Beach, private, family-friendly

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

Hana
When you stay at this cottage in Hana, you'll be by the sea, within a 5-minute drive of Hana Coast Gallery and Hana Cultural Center.
Great location between Hana Town and Hamoa Beach, private, family-friendly
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

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

Wailuku
With a stay at this cottage, you'll be centrally located in Wailuku, just a 4-minute walk from Iao Theater and 9 minutes by foot from Kaʻahumanu Church.
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Kihei
With a stay at this cottage in Kihei (Wailea), you'll be within a 15-minute drive of Wailea Beach and Ulua Beach Park.
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

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

Kihei
With a stay at this cottage in Kihei, you'll be by the sea, within a 15-minute drive of Wailea Beach and Cove Park.
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

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

Haiku-Pauwela
Located in Haiku, this cottage is in a rural location, within a 15-minute drive of Haleakala Bike Company and Haiku Park.
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
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.

Upcountry Maui Budget-Friendly Cottage Accommodation

Upcountry Maui Cottages essential information

Accommodation
29 Cottages
Lowest Price
AU$335
Highest Price
AU$1,728
Popular accommodation
Secluded cottage on Tropical flower farm, MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA, Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath, Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui, Great location between Hana Town and Hamoa Beach, private, family-friendly , Cute Plantation Cottage; Walk into Wailuku Town; Central Location!, Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted, Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach, HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

Top trending hotels in Upcountry Maui

Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd, Makawao, HI
The price is AU$335 per night from 29 May to 30 May
AU$335
includes taxes & fees
29 May - 30 May
With a stay at Gods Peace Of Maui in Makawao, you'll be within a 15-minute walk of Hali imaile Farmer's Market and Maui Gold Pineapple Farm.
Gods Peace Of Maui
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is AU$508 per night from 4 Jun to 5 Jun
AU$508
includes taxes & fees
4 June - 5 June
Located in Kihei, Maui Coast Hotel is in a shopping district, a 3-minute walk from Kamaole Beach Park and 6 minutes by foot from Cove Park.
Maui Coast Hotel
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$1,021 per night from 23 May to 24 May
AU$1,021
includes taxes & fees
23 May - 24 May
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and 5 minutes by foot from Whalers ...
The Westin Maui Resort & Spa, Ka'anapali
Save an average of 15% on thousands of hotels when you're signed in
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is AU$1,728 per night from 27 May to 28 May
AU$1,728
includes taxes & fees
27 May - 28 May
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
Grand Wailea Maui, A Waldorf Astoria Resort
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.