A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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 £424
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 £817
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 £299
includes taxes & fees
26 Aug - 27 Aug
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Exterior

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

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (101 reviews)
"Beautiful grounds, great location close to secluded beach."
United States
Mark S.
The price is £411
includes taxes & fees
1 Sept - 2 Sept
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Outdoor dining

5. Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops

Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Central Kihei
10.0 out of 10, Exceptional, (77 reviews)
"Fantastic property that was a perfect escape and great location for exploring Maui. Would definitely stay again. "
United States
Matt B.
The price is £424
includes taxes & fees
11 Aug - 12 Aug
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
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 £698
includes taxes & fees
8 Aug - 9 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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Top Upcountry Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Excellent experience, will return back again."
Gevorg 6-night trip
Posted 8 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

Find out more about Upcountry Maui

Upcountry Maui Cottages information

Number of reviews
Accommodation
24 Cottages
Lowest Price
£817
Highest Price
£817

Frequently asked questions

How much do cottages in Upcountry Maui cost?
You'll pay between £817 and £817 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 24 cottages on offer. Click on your travel dates, enter your destination and start planning your perfect trip today.
Why book your cottage in Upcountry Maui with Expedia?
Booking a cottage in Upcountry Maui is as simple as deciding on your travel dates and choosing an ideal place for a holiday in nature. From chic retreats to affordable stays and cottages that include perks like a pool, Expedia has something for all tastes and styles. As for the best offers around? We've got you covered!
How can I find cheap cottages in Upcountry Maui?
A wonderful way to track down cheap cottages in Upcountry Maui is with Expedia's user-friendly filter tool. Refine your search results by star rating, amenities and budget to access unbeatable rates in a couple of clicks.

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