Hot Upcountry Maui Cottage Rates

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

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

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.
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Makawao
Located in Haiku, this cottage is in a rural location, within a 10-minute drive of Hui Noʻeau Visual Arts Center and Maui Spa Retreat.
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Evergreen Cottage @ Maui Adventure Villa

Evergreen Cottage @ Maui Adventure Villa

Haiku-Pauwela
Located in Haiku, this cottage is by the sea, within a 10-minute drive of Twin Falls and Haiku Park.
Evergreen Cottage @ Maui Adventure Villa
Save an average of 15% on thousands of hotels when you're signed in
Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

Hana
The price is AU$965 per night from 7 Mar to 8 Mar
AU$965
includes taxes & fees
7 Mar - 8 Mar
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
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
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

Kihei
With a stay at this cottage in Kihei, you'll be on the beach, within a 10-minute drive of Kamaole Beach Park and Waipuilani Park.
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

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

Hana
The price is AU$893 per night from 8 Mar to 9 Mar
AU$893
includes taxes & fees
8 Mar - 9 Mar
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
Luxury  Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

Kihei
With a stay at this cottage in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Kamaole Beach Park.
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

Lahaina
When you stay at this cottage in Kaanapali, you'll be next to a golf course, within a 5-minute drive of Kaanapali Beach and Whalers Village.
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
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

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
23 Cottages
Lowest Price
AU$518
Highest Price
AU$1,119
Popular accommodation
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!, Ocean View Cabin located on Organic Coffee Farm with Hiking Trails, Evergreen Cottage @ Maui Adventure Villa, Secluded cottage on Tropical flower farm, Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath, Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!, Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui, Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004, Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

Top trending hotels in Upcountry 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$518 per night from 4 Mar to 5 Mar
AU$518
includes taxes & fees
4 Mar - 5 Mar
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
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$824 per night from 9 Mar to 10 Mar
AU$824
includes taxes & fees
9 Mar - 10 Mar
With a stay at OUTRIGGER Kaanapali Beach Resort in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Black Rock.
OUTRIGGER Kaanapali Beach Resort
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$1,119 per night from 8 Mar to 9 Mar
AU$1,119
includes taxes & fees
8 Mar - 9 Mar
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
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$995 per night from 13 Mar to 14 Mar
AU$995
includes taxes & fees
13 Mar - 14 Mar
With a stay at Hyatt Regency Maui Resort & Spa in Kaanapali, you'll be on the beach, a 3-minute walk from Kaanapali Beach and a 3-minute drive from Whalers ...
Hyatt Regency Maui Resort & Spa
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.