A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Upcountry Maui cottages

Exterior

1. Adorable 1930's Gingerbread House....Permitted!

Adorable 1930's Gingerbread House....Permitted!
Makawao
9.8 out of 10, Exceptional, (13 reviews)
"a beautiful property and a nice cottage! We completely enjoyed our time here."
United States
Kathy W.
The price is NZ$920
includes taxes & fees
4 Sept - 5 Sept
Adorable 1930's Gingerbread House....Permitted!
House (3 Bedrooms) | Front of property

2. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
The price is NZ$1,862
includes taxes & fees
31 Aug - 1 Sept
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
Interior

3. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
10.0 out of 10, Exceptional, (524 reviews)
"Absolutely wonderful place in paradise. Hosts were amazing. Brough us fresh eggs and fruit. Amazing view and love the kitty too!"
United States
Diann
The price is NZ$650
includes taxes & fees
27 Aug - 28 Aug
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Outdoor dining

4. 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 Town Center
9.6 out of 10, Exceptional, (201 reviews)
"Comfortable, clean, well equipped cottage in the heart of Hana. Great place, highly recommend! "
United States
Michelle S.
The price is NZ$958
includes taxes & fees
11 Sept - 12 Sept
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Exterior

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

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (102 reviews)
"Beautiful grounds, great location close to secluded beach."
United States
Mark S.
The price is NZ$892
includes taxes & fees
2 Sept - 3 Sept
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Terrace/patio

6. Beach Bungalow w/ Cruiser Bikes & Pickleball!

Beach Bungalow w/ Cruiser Bikes & Pickleball!
Lahaina
9.6 out of 10, Exceptional, (21 reviews)
"Kitchen was stocked with everything we needed a cook a few meals during our stay. "
United States
laurie s.
The price is NZ$1,582
includes taxes & fees
22 Aug - 23 Aug
Beach Bungalow w/ Cruiser Bikes & Pickleball!
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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Upcountry Maui Cottages information

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Frequently asked questions

How much do cottages in Upcountry Maui cost?
You'll pay between and per night for cottages in Upcountry Maui. No matter your budget, a terrific stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Upcountry Maui?
Upcountry Maui has cottages on offer. Click on your travel dates, enter your destination and start planning your perfect trip today.

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