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Compare 32 Cottages in Upcountry Maui with updated reviews, rates, and availability.

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (250)
"We felt like we were isolated in a tropical jungle. Cottage had everything we needed and was a perfect spot for a couple nights while we toured Hana. Would love to stay here again!"
Secluded cottage on Tropical flower farm

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

10.0 out of 10, Exceptional, (233)
"Very nice accommodations in Hana, Maui. Perfect location and great kitchen! Very prompt response to a new lighting switch request in bathroom. Would stay here again."
The price is AED 1,286
AED 2,196 total
includes taxes & fees
11 Apr - 12 Apr
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

9.6 out of 10, Exceptional, (180)
"We loved our 4 night stay! The cottage had everything we needed. Washer/Dryer and beach supplies made it so easy! Fully equipped kitchen. Great AC in bedroom with super comfortable king size bed. Breeze was awesome throughout the rest of the cottage with very private lanai. The location made it so easy to get around and see all the sites without fighting the traffic. We would definitely stay here again!! "
The price is AED 973
AED 2,112 total
includes taxes & fees
21 Apr - 22 Apr
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

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

10.0 out of 10, Exceptional, (68)
"Most of our 3 week vacation has been so fun and busy, but the time at this bungalow was relaxing and refreshing. Attention to detail was so evident. Thank you. "
The price is AED 1,194
AED 2,076 total
includes taxes & fees
6 Apr - 7 Apr
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

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

9.8 out of 10, Exceptional, (223)
"A very quiet and comfortable cottage with all the fixings of home."
The price is AED 1,175
AED 2,149 total
includes taxes & fees
13 Apr - 14 Apr
Great location between Hana Town and Hamoa Beach, private, family-friendly

Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

9.6 out of 10, Exceptional, (19)
"We enjoyed staying in the “A” suite as it had excellent cross flow ventilation and was actually reasonably large. The high (10 or 11 foot) ceilings make it feel open too. The suite was renovated so that everything is clean and functional. We never saw a bug in the place. The furniture is good quality and beach chairs/ umbrella were appreciated. There’s more traffic noise than expected but it’s not terrible. It’s an old house in the old part of the city. If you’re okay with that, this is a good...
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (141)
"We had a wonderful stay at Elaine's cottage. The location and property were perfect for us. Thanks for a fantastic week. "
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

9.6 out of 10, Exceptional, (56)
"We had an awesome place to stay. Close to the beach, and the write up was accurate. The only negative item for us was the oven door was not able to open all the way but we would not have used it anyway. The owners were awesome. Terry & Julie"
The price is AED 643
AED 1,799 total
includes taxes & fees
29 Mar - 30 Mar
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

9.8 out of 10, Exceptional, (80)
"Thank you for sharing your beautiful little paradise with us. The kids had a blast! We loved Haiku. The grocery store there had everything we needed. Colleens was a nice place to go for a big breakfast! Baby beach (near baldwin beach) was one of my favorite spots to visit. "
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

Hawaiian Dream Temple

4.0 star property
Hawaiian Dream Temple

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

10.0 out of 10, Exceptional, (145)
"Relaxing and fun with great sunsets."
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!

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

10.0 out of 10, Exceptional, (180)
"Great location-convenient to beaches, restaurants but also very private! Villa set in beautifully landscaped yard. Lovely pool for daytime use and when lit up at night."
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

Beach Bungalow with Cruiser Bikes & Pickleball!

9.0 out of 10, Wonderful, (8)
"The property is very clean and we loved having the lanai available with the bbq. Definitely comes in handy with a big family who doesnt want to go out every night. We'd absolutely stay here again."
The price is AED 1,333
AED 3,585 total
includes taxes & fees
6 Apr - 7 Apr
Beach Bungalow with Cruiser Bikes & Pickleball!

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

10.0 out of 10, Exceptional, (196)
"That's what we felt like the entire two weeks, a winner. All kitchen appliances, W&D, ceiling fans etc were in tip-top shape. Kingsize bed in larger bedroom was comfortable. We have rented in ICC before and like the setting very much. The west view of sunsets the front room is a great way to close out a day on Maui and this cottage has the best view we have had at ICC. Host was very responsive and easy to work with. Hope for a repeat as soon as possible. "
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!

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

9.2 out of 10, Wonderful, (33)
"The neighborhood was a nice change from some of the more touristy areas of the island."
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!

Luxury Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (81)
"This was the perfect upcountry spot, with the most beautiful views of Maui - from the balcony, from the hot tub, from the bed! 10/10 will definitely stay here again"
Luxury Upcountry retreat with breathtaking views!

Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01

9.8 out of 10, Exceptional, (184)
"The property was exactly as described. Beautiful large fruit tree garden property within walking distance to Waianapanapa State Park's black sand beach. Home was very clean and well-stocked. The owner's housekeeper left fresh fruit for us on the day we checked in. Owner was very responsive to questions before our arrival."
Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01

Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

9.8 out of 10, Exceptional, (11)
"This was a great place to stay. We loved coming home to it. The owners were very nice. The little grey cat was so welcoming and we appreciated his company. Our only "complaint" would be the beds. They are a tad uncomfortable. But we all survived unscathed. Thanks Jon and Jody"
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!

Evergreen Cottage @ Maui Adventure Villa

9.8 out of 10, Exceptional, (159)
"I had a wonderful time and couldn’t be more happy with my decision to stay here. John is a wonderful HOST and is a grounded soul that I really admire! Love the area of this property on Maui. It’s quiet and peaceful for the amazing TRUE Maui experience. I highly recommend "
Evergreen Cottage @ Maui Adventure Villa

MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage

10.0 out of 10, Exceptional, (186)
"We could not be happier with our stay, and although there is much to do and see in Maui, we found ourselves looking forward to making it back to this serene cottage. Appointed with everything we needed and a spectacular lanai to catch some rays, cool off in the outdoor shower, and enjoy a grilled meal to the song of birds, was a dream! Hank was a great host and very helpful and responsive. The property was well located, and the rest of the island was easy to get to. Would highly recommend a...
MARCH CANCELLATION SPECIAL 349/NT 7nt min. Private, Romantic Cottage
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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Other property types in Upcountry Maui

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2371)
"Very quiet culdesac right on the beach. Kaanapali beach is one of the best - walk for miles on perfect sand, and good snorkeling. Most low-rise buildings are set back quite a ways so you can't see the beach. Very helpful front desk staff and lobby has been fully renovated. Hotel was probably built in the 70s judging some popcorn ceilings. Rooms are probably a mixed bag depending what you get. Ours had an updated kitchen with real stone counters, but the bathroom had old tile shower with...
The price is AED 827
AED 1,301 total
includes taxes & fees
30 Mar - 31 Mar
Aston Maui Kaanapali Villas

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3502)
"This property was an excellent fit for family. We loved being able to cook and do laundry for a family with kids. We traveled with group and the spacious rooms made it possible to spend time together. The rooms were clean but the furnishings were dated. We had some minor maintenance issues but they were resolved quickly. Staff was friendly and the grounds were lovely."
The price is AED 843
AED 1,103 total
includes taxes & fees
13 Apr - 14 Apr
Aston Kaanapali Shores

Sands of Kahana 354

4.0 star property
Sands of Kahana 354
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.

Frequently asked questions

How much do cottages in Upcountry Maui cost?
You’ll pay between AED 657 and AED 1,333 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 vacation 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.