A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Upcountry Maui cottages

A view from a balcony with a wooden railing, overlooking a lush garden and the ocean.

1. 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, (531 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 €354
includes taxes & fees
26 Sept - 27 Sept
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
A house surrounded by dense tropical vegetation.

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

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (103 reviews)
"Beautiful grounds, great location close to secluded beach."
United States
Mark S.
The price is €481
includes taxes & fees
30 Sept - 1 Oct
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
A covered patio with a table and chairs, a door, and a view of greenery outside.

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

Great location between Hana Town and Hamoa Beach, private, family-friendly
Hana Town Center
9.8 out of 10, Exceptional, (242 reviews)
"Great comfortable stay in a beautiful location. We loved the proximity to Hamoa beach. Michelle was very responsive."
United States
Sasha M.
The price is €456
includes taxes & fees
11 Oct - 12 Oct
Great location between Hana Town and Hamoa Beach, private, family-friendly
A wooden deck with a table and chairs, surrounded by lush greenery.

4. Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm
Kaʻeleku
9.4 out of 10, Exceptional, (313 reviews)
"We had a great 2 night stay here! The cottage is so peaceful and secluded, it was very cool to stay in the jungle. Was well stocked with everything we needed! "
United States
Kristina B.
The price is €494
includes taxes & fees
28 Sept - 29 Sept
Secluded cottage on Tropical flower farm
A covered outdoor seating area with a wooden bench, cushioned chairs, and a zebra-patterned rug.

5. Beach Bungalow w/ Cruiser Bikes & Pickleball!

Beach Bungalow w/ Cruiser Bikes & Pickleball!
Kannapali Beach Area
9.6 out of 10, Exceptional, (25 reviews)
"Kitchen was stocked with everything we needed a cook a few meals during our stay. "
United States
laurie s.
The price is €799
includes taxes & fees
29 Sept - 30 Sept
Beach Bungalow w/ Cruiser Bikes & Pickleball!
A wooden deck with hanging white wicker chairs overlooking a beach.

6. 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 Town Center
10.0 out of 10, Exceptional, (37 reviews)
"Amazing location, very responsive host!"
United States
Matt A.
AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.
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

Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good
"Overall, this is a good property and we loved the location. Our main complaints were that the bed was too soft for our preference, the hot tub was lukewarm rather than hot, and there was a somewhat musty smell in the unit. Otherwise, we enjoyed our stay."
Krista 4-night trip
Posted 1 hour ago
Aston Kaanapali Shores

Find out more about Upcountry Maui

Upcountry Maui Cottages information

Number of reviews
617
Accommodation
32 Cottages
Lowest Price
€354
Highest Price
€799

Frequently asked questions

How much do cottages in Upcountry Maui cost?
You'll pay between €354 and €799 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 32 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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