Hot Upcountry Maui Cottage Rates

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Featured Cottages in Upcountry Maui

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

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

Hana
The price is AU$834 per night from 26 Oct to 27 Oct
AU$834
26 Oct - 27 Oct
includes taxes & fees
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.
Opens in a new windowTropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

Hana
The price is AU$852 per night from 28 Sept to 29 Sept
AU$852
28 Sept - 29 Sept
includes taxes & fees
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.
Opens in a new windowSecluded cottage on Tropical flower farm
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.
Opens in a new windowBeautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
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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.
Opens in a new windowHAWAIIAN 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.

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

Hana
With a stay at this vacation home in Hana, you'll be on the beach, just a 3-minute walk from Hana Cultural Center and 5 minutes by foot from Hana Bay Beach ...
Opens in a new window AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Kihei
With a stay at this cottage, you'll be centrally located in Kihei, within a 10-minute drive of Wailea Beach and Ulua Beach Park.
Opens in a new windowHawaiian Cottage and Personal Paradise /BBKM 2013/0004
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.
Opens in a new windowPrivate Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach
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.
Opens in a new windowPrivate 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Rustic yet modern Upcountry retreat with breathtaking views!

Rustic yet modern Upcountry retreat with breathtaking views!

Makawao
Located in Makawao, this cottage is in the mountains, within a 10-minute drive of Maui Spa Retreat and Hui Noʻeau Visual Arts Center.
Opens in a new windowRustic yet modern Upcountry retreat with breathtaking views!
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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

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Upcountry Maui will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Upcountry Maui definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Upcountry Maui, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Upcountry Maui Cottages essential information

Accommodation
29 Cottages
Lowest Price
AU$298
Highest Price
AU$852
Popular accommodation
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui, Secluded cottage on Tropical flower farm, 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, AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town., Hawaiian Cottage and Personal Paradise /BBKM 2013/0004, Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach, Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted, Rustic yet modern Upcountry retreat with breathtaking views!

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$298 per night from 29 Sept to 30 Sept
AU$298
29 Sept - 30 Sept
includes taxes & fees
With a stay at Gods Peace Of Maui in Makawao, you'll be within a 15-minute walk of Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm.
Opens in a new windowGods Peace Of Maui
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$516 per night from 29 Sept to 30 Sept
AU$516
29 Sept - 30 Sept
includes taxes & fees
When you stay at Aston Kaanapali Shores in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Opens in a new windowAston Kaanapali Shores
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$541 per night from 2 Oct to 3 Oct
AU$541
2 Oct - 3 Oct
includes taxes & fees
When you stay at Aston Maui Kaanapali Villas in Kaanapali, you'll be on the beach, a 5-minute drive from Whalers Village and 5 minutes from Kaanapali Beach.
Opens in a new windowAston Maui Kaanapali Villas
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Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$490 per night from 28 Sept to 29 Sept
AU$490
28 Sept - 29 Sept
includes taxes & fees
With a stay at Royal Lahaina Resort & Bungalows in Kaanapali, you'll be on the beach, within a 15-minute walk of Kaanapali Beach and Black Rock.
Opens in a new windowRoyal Lahaina Resort & Bungalows
Don't see what you're looking for?
See all available properties in Upcountry Maui
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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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^Subject to availability and chosen travel dates.