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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, (254)
"Tradewinds cottage was perfect for our little family. The surroundings are stunning and the condo the perfect place to come back to after a long day of exploring gorgeous Hana. We miss it already and would love to return again. Thank you for such a lovely and private Hana home for our family to enjoy!"
The price is AED 1,084
AED 2,039 total
includes taxes & fees
3 May - 4 May
Secluded cottage on Tropical flower farm

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

10.0 out of 10, Exceptional, (238)
"This charming cottage in Hana takes one back in time to another era where life was a little less complicated. It's a good example of how a seemingly simple little home that is nicely cared for can be all one needs.The home and grounds exemplify Feng shui, in perfect alignment with neighbouring pastures and the nearby ocean. One looks forward to returning after a full day of exploring and just being.The home does have some critters like a couple geckos and the odd spider that somehow sneak in...
The price is AED 1,286
AED 2,184 total
includes taxes & fees
30 Apr - 1 May
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, (182)
"This was a great location and great cottage. Loved our 4 nights here. "
The price is AED 973
AED 2,112 total
includes taxes & fees
2 May - 3 May
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, (72)
"The place was beautiful and the gardens are absolutely breathtaking!!! It was so peaceful and perfect for my husband and I after a VERY long day making the drive to Hana and hiking the Pipiwai Trail to see the Waimoku Falls!!! Only wish we could have stayed here longer on our trip!"
The price is AED 1,139
AED 2,000 total
includes taxes & fees
25 May - 26 May
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."
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, (22)
"It was a very centralized location albeit on a busy road. It was close to the airport and shopping and not too far from the beach. We enjoyed doing The Road to Hana, a Luau in Lahaina and Baldwin Beach. "
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, (142)
"Waking up with the birds singing with coffee on the deck in a quiet neighborhood…applause.Elaine is a wonderful host and very accommodating. We will recommend this property to all of our friends and family. We will likely stay here again on our next trip!Mahalo"
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, (58)
"Close to a beach and nightlife, we had a great time! Being close to day time activities like surfing and night life was great for a young couple like us. The outdoor area was calm and comfortable. Bathroom was a little tight to navigate ."
The price is AED 533
AED 1,642 total
includes taxes & fees
26 Apr - 27 Apr
Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach

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

10.0 out of 10, Exceptional, (82)
"Truly magical. A unique vacation home in the midst of amazing tropical foliage and songbirds. If you're looking for delightful location away from the resort areas of the island yet close to amazing small towns and beaches, this place is for you. Highly recommend."
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, (148)
"We enjoyed our week at the cottage. It was so nice to have our own private space. It was quiet and comfy with all the amenities you could possibly need. The view of the water from the patio was awesome and it was an easy little trail to get to the beach for a walk on the sand. We got to see a turtle resting our first day! The cottage was clean and well stocked with linens, towels, beach necessities and all our kitchen needs. We had easy access to all of Kihei and Wailea, a lot of things...
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, (181)
"Amazing place and great host, highly recommended."
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!

9.2 out of 10, Wonderful, (10)
"We often had the pool to ourselves, occasionally sharing it with at most one other family. The location is convenient and it was easy to get to many different beaches. One thing to be aware of: the loft ceiling is quite low and the space there is tight. The extra twin rollout bed is at the floor level. "
The price is AED 1,010
AED 3,204 total
includes taxes & fees
30 Apr - 1 May
3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!

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

10.0 out of 10, Exceptional, (197)
"Perfect place for scenery and breeze. Pool almost in your backyard. Grounds are immaculate! "
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, (35)
"This is exactly as listed, a spacious, tall ceiling town house with charming yard, a roofed porch, spacious kitchen, fast internet and well stocked. We very much appreciated to be in a local neighborhood rather than the tourist mile :-) Mahalo for sharing your house with us!"
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, (161)
"The property was perfect for our family with an 8 and 10 year old. The kids slept on the lanai and were very comfortable. It really felt like you were out in nature. John was welcoming and the fresh bananas were great. We split our trip up with one week here and one week on the south shore and we’re very happy we did. "
Evergreen Cottage @ Maui Adventure Villa

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

10.0 out of 10, Exceptional, (188)
"All what we wanted quiet, private, clean. Hank and Carol Ann provided fresh fruit and a juicer for the oranges too. A wonderful time here."
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, (2384)
"The Villa we were in was very spacious, clean and very comfortable. I would consider it high-end - furnishings and beds as well as towels and kitchen and dining equipments were all available. And drawers full of books! It’s a good reason to return to this property. The kids love the beach and the warm pools. Food snd beverage choices also exceptional."
The price is AED 765
AED 1,227 total
includes taxes & fees
22 May - 23 May
Aston Maui Kaanapali Villas

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3547)
"This property is perfect for families - they do need to upgrade the suites with more accommodating flooring than carpet that’s been there for many years. Pools are fabulous - the bigger pool could be a little warmer given the breezes you get there. We loved the pool by the beach more for that reason - perfect temperature. People were kind, it was great to walk around and down to other hotels. Walked back and forth to Duke’s easily! "
The price is AED 905
AED 1,176 total
includes taxes & fees
28 Apr - 29 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.