Hot Upcountry Maui Cottage Rates

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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
With a stay at this cottage in Hana (Hana Town Center), you'll be a 4-minute walk from Hana Coast Gallery and 7 minutes by foot from Hana Cultural Center.
Opens in a new windowBeautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

Haiku-Pauwela HI
Located in Haiku, this cottage is in a rural location, a 4-minute drive from Haleakala Bike Company and 8 minutes from Haiku Park.
Opens in a new windowHOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku
Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

Hana HI
Located in Hana (Kaʻeleku), this cottage is within a 5-minute drive of Hana Lava Tubes and Kaʻeleku Caverns.
Opens in a new windowSecluded cottage on Tropical flower farm
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MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Hana HI
Located in Hana, this cottage is in a rural location, within a 5-minute drive of Hamoa Beach and Koki Beach Park.
Opens in a new windowMINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
 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
With a stay at this cottage in Hana (Hana Town Center), you'll be a 3-minute walk from Hana Cultural Center and 5 minutes by foot from Hana Bay Beach Park.
Opens in a new window 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

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

Hana HI
With a stay at this cottage in Hana (Hana Town Center), you'll be within a 5-minute drive of Hana Coast Gallery and Hana Cultural Center.
Opens in a new windowGreat location between Hana Town and Hamoa Beach, private, family-friendly
Evergreen Cottage @ Maui Adventure Villa

Evergreen Cottage @ Maui Adventure Villa

Haiku-Pauwela HI
Located in Haiku, this cottage is by the sea, within a 10-minute drive of Twin Falls and Haiku Park.
Opens in a new windowEvergreen Cottage @ Maui Adventure Villa
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

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

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

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

Kihei HI
With a stay at this cottage in Kihei (South Kihei), you'll be 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
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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
27 Cottages
Lowest Price
AU$327
Highest Price
AU$939
Popular accommodation
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath, HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku, 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

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$327 per night from 6 Jan to 7 Jan
AU$327
6 Jan - 7 Jan 2026
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
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$557 per night from 10 Jan to 11 Jan
AU$557
10 Jan - 11 Jan 2026
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
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is AU$939 per night from 4 Jan to 5 Jan
AU$939
4 Jan - 5 Jan 2026
includes taxes & fees
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 ...
Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
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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$502 per night from 22 Jan to 23 Jan
AU$502
22 Jan - 23 Jan 2026
includes taxes & fees
Located in Kihei (South Kihei), Maui Coast Hotel is a 3-minute walk from Kamaole Beach Park and 6 minutes by foot from Cove Park.
Opens in a new windowMaui Coast Hotel
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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.