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
The price is AU$747 per night from 25 Feb to 26 Feb
AU$747
25 Feb - 26 Feb
includes taxes & fees
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
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
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Hana HI
The price is AU$862 per night from 12 Feb to 13 Feb
AU$862
12 Feb - 13 Feb
includes taxes & fees
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
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 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
The price is AU$814 per night from 22 Feb to 23 Feb
AU$814
22 Feb - 23 Feb
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
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
Beach Bungalow w/ Cruiser Bikes & Pickleball!

Beach Bungalow w/ Cruiser Bikes & Pickleball!

Lahaina HI
With a stay at this cottage in Kaanapali, you'll be a 4-minute drive from Whalers Village and 7 minutes from Kaanapali Beach.
Opens in a new windowBeach Bungalow w/ Cruiser Bikes & Pickleball!
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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$313
Highest Price
AU$1,399
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!

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$313 per night from 9 Feb to 10 Feb
AU$313
9 Feb - 10 Feb
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
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$875 per night from 1 Mar to 2 Mar
AU$875
1 Mar - 2 Mar
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 Whalers Village.
Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
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$556 per night from 1 Mar to 2 Mar
AU$556
1 Mar - 2 Mar
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
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$1,399 per night from 22 Feb to 23 Feb
AU$1,399
22 Feb - 23 Feb
includes taxes & fees
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.
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
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.

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