Hot Upcountry Maui Cottage Rates

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Featured Cottages in Upcountry 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 Ulua Beach Park.
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
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
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
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Great location between Hana Town and Hamoa Beach, private, family-friendly

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

Hana
The price is AU$761 per night from 12 Oct to 13 Oct
AU$761
per night
12 Oct - 13 Oct
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
ALOHA DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub

ALOHA DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub

Haiku-Pauwela
Located in Haiku, this cottage is in a rural location, a 4-minute drive from Haleakala Bike Company and 8 minutes from Haiku Park.
ALOHA DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub
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
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!
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Hana
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
The price is AU$749 per night from 4 Oct to 5 Oct
AU$749
per night
4 Oct - 5 Oct
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
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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
22 Cottages
Lowest Price
AU$398
Highest Price
AU$1,161
Popular accommodation
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004, Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted, Secluded cottage on Tropical flower farm, Great location between Hana Town and Hamoa Beach, private, family-friendly , ALOHA DISCOUNT Private, Romantic Cottage, Panoramic Ocean View, Hot Tub, Evergreen Cottage @ Maui Adventure Villa, Cute Plantation Cottage; Walk into Wailuku Town; Central Location!, MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA, Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

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$398 per night from 13 Oct to 14 Oct
AU$398
per night
13 Oct - 14 Oct
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
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$486 per night from 23 Oct to 24 Oct
AU$486
per night
23 Oct - 24 Oct
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.
Aston Kaanapali Shores
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$1,161 per night from 10 Oct to 11 Oct
AU$1,161
per night
10 Oct - 11 Oct
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
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Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr, Lahaina, HI
The price is AU$819 per night from 16 Oct to 17 Oct
AU$819
per night
16 Oct - 17 Oct
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
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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.