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

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, (133)
"There was an ungodly amount of rules at this property. So much so that we left the last two nights and booked a resort instead. There were a good amount on the listing, but I just figured the owners must have been taken advantage of in the past, so they are super firm upfront. The first thing they ask you to do, which most places also ask, is that you read the rule book. But holy moly, the rules are out of control. One example: "NO MARCO POLO. ITS ANNOYING." No slime, no play doh, no loud noises...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Secluded cottage on Tropical flower farm
Outdoor dining
Secluded cottage on Tropical flower farm
9.6 out of 10, Exceptional, (233)
"This house was perfect for our 2 night stay in Hana. I loved how private and secluded the house was yet still 5 minutes from Hana. Everything was perfect, 10/10 would highly recommend."
Secluded cottage on Tropical flower farm
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, (212)
"nothing fancy, but clean, private and a great location."
The price is SAR 1,017
SAR 1,951 total
includes taxes & fees
12 Oct - 13 Oct
Great location between Hana Town and Hamoa Beach, private, family-friendly
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, (165)
"This home was the perfect place to stay in Hana. It was in great location and clean. The air conditioning in the bedroom worked great to cool down the entire space. It had great amenities and was quiet. Also had a great view of the ocean."
The price is SAR 994
SAR 1,920 total
includes taxes & fees
24 Sep - 25 Sep
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
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, (228)
"This property and plantation is exquisite. From booking to arrival, all communication was clear and Precise. A Warm arrival with the feeling of home, it was truly utopia here in Hana. Mahalo."
The price is SAR 1,313
SAR 2,236 total
includes taxes & fees
28 Sep - 29 Sep
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Cozy cottage nestled on our 5 acre Organic fruit farm
Food and drink
Cozy cottage nestled on our 5 acre Organic fruit farm
The price is SAR 1,220
SAR 1,912 total
includes taxes & fees
28 Sep - 29 Sep
Cozy cottage nestled on our 5 acre Organic fruit 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"
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Luxury Upcountry retreat with breathtaking views!
Luxury Upcountry retreat with breathtaking views!
10.0 out of 10, Exceptional, (72)
"Wonderful Property as described. David was the consummate host."
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
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
Heaven on Earth in Upcountry Maui
DCP_1439
Heaven on Earth in Upcountry Maui
10.0 out of 10, Exceptional, (92)
"Nice place with good location. However, my son missed his morning coffee since there was none. In the bathroom, there was only a bar soap. For the price paid, would expect some standard amenities. We would have liked if Ray’s Cat gave us some space and privacy to enjoy the patio for our prayer and breakfast."
Heaven on Earth in Upcountry Maui
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 SAR 1,032
SAR 2,232 total
includes taxes & fees
5 Oct - 6 Oct
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
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See all available properties in Kaupo
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

STHA-2017/0002 Across from Hana Bay
STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, (315)
"Absolutely loved the property...it was everything I expected."
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, (242)
"Most excellent!!!"
Wailea Ekolu - CoralTree Residence Collection
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, (133)
"There was an ungodly amount of rules at this property. So much so that we left the last two nights and booked a resort instead. There were a good amount on the listing, but I just figured the owners must have been taken advantage of in the past, so they are super firm upfront. The first thing they ask you to do, which most places also ask, is that you read the rule book. But holy moly, the rules are out of control. One example: "NO MARCO POLO. ITS ANNOYING." No slime, no play doh, no loud noises...
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
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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