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Compare 17 Cottages in Kaupo with updated reviews, rates, and availability.

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Cozy Hana Bay View Cottage with covered lanai, new vinyl decking and siding.

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

9.6 out of 10, Exceptional, (167)
"We thoroughly enjoyed the privacy of this location while being centrally located in Hāna. The privacy shading on the deck allowed us to enjoy the wonderful view and sounds of the ocean. The cottage is cute and well furnished. The outdoor shower was great after a day of hiking and swimming. "
The price is AED 973
AED 1,880 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Secluded cottage on Tropical flower farm
Outdoor dining

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (238)
"great property- felt like the rain forest! quiet clean and location was perfect to explore Hana. would definitely stay again."
The price is AED 1,084
AED 2,050 total
includes taxes & fees
3 Dec - 4 Dec
Secluded cottage on Tropical flower farm
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hamoa Bay Bungalow

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

10.0 out of 10, Exceptional, (64)
"We had an amazing time in Hana! The cabin"
The price is AED 1,139
AED 1,992 total
includes taxes & fees
30 Nov - 1 Dec
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Great location between Hana Town and Hamoa Beach, private, family-friendly
View from screened-in patio

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

9.8 out of 10, Exceptional, (214)
"We’ve stayed in three other vacation rentals in Hanne and this is our favorite. Quiet, great location and comfortable. We’ll definitely stay here the next time we visit Hana."
The price is AED 1,131
AED 2,089 total
includes taxes & fees
20 Dec - 21 Dec
Great location between Hana Town and Hamoa Beach, private, family-friendly
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Cottage and pool area with surrounding tropical foliage

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

10.0 out of 10, Exceptional, (135)
"Love staying at this beautiful cottage and being so close to the beach and great restaurants and shopping. Truly the best way to experience this side of the island of Maui. Elaine is a wonderful host and very helpful. The pool is my favorite experience here can't wait to return."
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Heaven on Earth in Upcountry Maui
DCP_1439

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (93)
"Star Lookout is located in upland Maui - the cottage has spectacular views of both east and west maui and amazing views of the night sky - so wonderful we deliberately got up in the middle of the night to see it "
Heaven on Earth in Upcountry Maui
Cozy cottage nestled on our 5 acre Organic fruit farm
Food and drink

Cozy cottage nestled on our 5 acre Organic fruit farm

10.0 out of 10, Exceptional, (2)
"Absolutely great stay here! We stayed one night to break up our “Road to Hana” trip but we could have easily stay a couple more nights. Don’t hesitate to book here. Ola and Monyca are great hosts and the cottage is really nicely done. This cottage is 5 minutes from town and just a couple minutes from Hana Farms where they have outdoor seating with some really good wood fired pizza. When we come back to Hana, we will 100% be back here."
Cozy cottage nestled on our 5 acre Organic fruit farm
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

9.4 out of 10, Exceptional, (30)
"Very comfortable and a great location. We enjoyed our stay."
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Plantation Style Cottage

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

10.0 out of 10, Exceptional, (230)
"It was perfect! We loved Hāna, the bungalow, the people, the location. Truly magical! The property managers were fantastic, helped with navigating the area. It’s so perfect you don’t want it to get spoiled. Hana is special, and the bungalow was perfect! "
The price is AED 1,286
AED 2,188 total
includes taxes & fees
24 Dec - 25 Dec
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Luxury Upcountry retreat with breathtaking views!

Luxury Upcountry retreat with breathtaking views!

10.0 out of 10, Exceptional, (74)
"Stayed here a few years ago, and we loved our return stay. Very peaceful in a beautiful setting with incredible views, this is a unique and fantastic way to experience Maui. Great, clear and concise communications with David. We look forward to returning…mahalo!"
Luxury Upcountry retreat with breathtaking views!
Beautiful Hana, Near Waianapanapa State Park. STR 216/0003 TA186-656-9728-01
Luana Cottage

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

9.8 out of 10, Exceptional, (183)
"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
Adorable 1930's Gingerbread House....Permitted!
The "stream side" of the Gingerbread House. There is now an outdoor fire chimney

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

9.8 out of 10, Exceptional, (11)
"My wife and I stayed in the Gingerbread House for a week in June. Eve welcomed us and helped us get oriented with the area, even suggesting places to visit and restaurants to check out. She was very quick to respond to questions. The location of the Gingerbread House itself is generally located in the middle of Maui away from the resorts, where we were able to enjoy a more authentic Hawaiian experience. The grounds are beautiful, and the house had everything we needed for a lovely stay. Very...
The price is AED 1,084
AED 2,279 total
includes taxes & fees
30 Nov - 1 Dec
Adorable 1930's Gingerbread House....Permitted!
Hana Harvest Cottage
Property grounds

Hana Harvest Cottage

9.4 out of 10, Exceptional, (63)
"The Hana harvest cottage is a great place to stay. The cottage was very comfortable, and nicely kept. The location was absolutely beautiful, surrounded by trees and a river. Would highly recommend for travelers looking to unplug and enjoy the Hana area."
Hana Harvest Cottage
Bamboo Bliss: Ocean Views & Waterfalls Await!
Experience tranquility at the Thai Hale, Maui Eco Retreat, book today

Bamboo Bliss: Ocean Views & Waterfalls Await!

Bamboo Bliss: Ocean Views & Waterfalls Await!
Honeymoon Bliss: Bamboo Temple with Ocean Views at Maui Eco Retreat
Experience Serenity: The Stunning Bamboo Temple features oceanviews and greenery

Honeymoon Bliss: Bamboo Temple with Ocean Views at Maui Eco Retreat

Honeymoon Bliss: Bamboo Temple with Ocean Views at Maui Eco Retreat
Cozy Cottage in Beautiful Wailea
Front

Cozy Cottage in Beautiful Wailea

Cozy Cottage in Beautiful Wailea
Quiet 1-bd cottage retreat with sleeping loft & work space
Property grounds

Quiet 1-bd cottage retreat with sleeping loft & work space

Quiet 1-bd cottage retreat with sleeping loft & work space
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 Kaupo

Fisher's Hana Bay Hale, Across from Hana Bay
Interior

Fisher's Hana Bay Hale, Across from Hana Bay

9.6 out of 10, Exceptional, (335)
"Great location and stay. It met our needs as a family of four that spent most the day out seeing the local sights. The kids shared the double bed without a problem."
The price is AED 716
AED 1,465 total
includes taxes & fees
1 Dec - 2 Dec
Fisher's Hana Bay Hale, Across from Hana Bay
STHA-2017/0002 Across from Hana Bay

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (328)
"Great stay. Porch sleeping… excellent. My grand daughter really enjoyed the cat! Named him Coconut "
STHA-2017/0002 Across from Hana Bay
Wailea Ekolu - CoralTree Residence Collection
Exterior

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (245)
"We loved this property! It was more then what we were expected, so comfortable and quiet and super clean and very spacious, we will stay here again."
Wailea Ekolu - CoralTree Residence Collection
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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