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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 18 Cottages in Kaupo with updated reviews, rates, and availability.

Secluded cottage on Tropical flower farm
Outdoor dining

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (252)
"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!"
Secluded cottage on Tropical flower farm
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Pool

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

10.0 out of 10, Exceptional, (236)
"What a great place! We loved staying here after the busy tourist area on the other sidE of the island. A joy to wake up here. Adorable. Clean. Comfy. Nothing to change. Stay here!Note that food in town can run out at The food trucks by early evening and there’s only one restaurant. Limited grocery so next we will shop before arriving.food yea"
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
Beach

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

9.6 out of 10, Exceptional, (181)
"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 2,100 total
includes taxes & fees
14 Apr - 15 Apr
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Sun loungers, beach towels

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

10.0 out of 10, Exceptional, (69)
"Very cool place to stay, unless you don’t like geckos & spiders! Loved the quiet & privacy. Enjoyed the outdoor shower!!!!"
The price is AED 1,194
AED 2,049 total
includes taxes & fees
18 Apr - 19 Apr
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Great location between Hana Town and Hamoa Beach, private, family-friendly
Beach nearby, sun loungers, beach towels

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 992
AED 1,905 total
includes taxes & fees
13 Apr - 14 Apr
Great location between Hana Town and Hamoa Beach, private, family-friendly
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Outdoor pool, a heated pool

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
Bamboo Bliss: Ocean Views & Waterfalls Await!
2 bedrooms, free WiFi, bed sheets

Bamboo Bliss: Ocean Views & Waterfalls Await!

Bamboo Bliss: Ocean Views & Waterfalls Await!
Luxury Upcountry retreat with breathtaking views!
Outdoor pool

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
Beach towels

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
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
Pool

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (190)
"Could not have been better. Cottage is a little jewel. Carrie, the host,is an amazing, kind and helpful person, Highly recommend staying at the cottage."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004
Cozy cottage nestled on our 5 acre Organic fruit farm
Exterior

Cozy cottage nestled on our 5 acre Organic fruit farm

10.0 out of 10, Exceptional, (6)
"Such a special place. Beautifully designed modern cottage with ocean views on a lush private property. Includes a huge basket of exotic fruits and avocados, fresh flowers, and great coffee options. Experience real Hawaii. Not a resort. Near Hana, a lava tube, an historic garden, and black sand beach. Happy to help support this young family."
Cozy cottage nestled on our 5 acre Organic fruit farm
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Outdoor dining

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

9.4 out of 10, Exceptional, (31)
"Second year we have stayed here. Very quiet on dead end street in Maui Meadows. Beautiful view. Really no issues at all. Will stay here again next year when we return to Maui!"
Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
Hana Harvest Cottage
Fridge, microwave, oven, stovetop

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
Heaven on Earth in Upcountry Maui
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Heaven on Earth in Upcountry Maui

10.0 out of 10, Exceptional, (95)
"We had an amazing stay in upcountry Maui. The cottage was super clean, well-stocked and exactly as described. We loved the location, a very peaceful, rural countryside vibe. Loved the cats, we could see deer, sheep and of course chickens! If you want a quiet peaceful stay away from the crowds I would highly recommend."
Heaven on Earth in Upcountry Maui
Adorable 1930's Gingerbread House....Permitted!
Sun loungers, beach towels

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 2,267 total
includes taxes & fees
7 Apr - 8 Apr
Adorable 1930's Gingerbread House....Permitted!
Cozy Cottage in Beautiful Wailea
Living area

Cozy Cottage in Beautiful Wailea

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

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

Honeymoon Bliss: Bamboo Temple with Ocean Views at Maui Eco Retreat
Charming 2-bedroom cottage in Kula with AC, WiFi. Relax and unwind
Sun loungers, beach towels

Charming 2-bedroom cottage in Kula with AC, WiFi. Relax and unwind

Charming 2-bedroom cottage in Kula with AC, WiFi. Relax and unwind
Quiet 1-bd cottage retreat with sleeping loft & work space
Outdoor dining

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

Oceanview Condo in Hana-Let the ocean lull you to sleep
Outdoor dining

Oceanview Condo in Hana-Let the ocean lull you to sleep

9.2 out of 10, Wonderful, (85)
"The room was clean, cozy and had an incredible view of the black sand beach. Location was close to the National Park, State Park and countless trails. I highly recommend it!"
The price is AED 735
AED 1,458 total
includes taxes & fees
9 Apr - 10 Apr
Oceanview Condo in Hana-Let the ocean lull you to sleep
Fisher's Hana Bay Hale, Across from Hana Bay
Beach towels

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (365)
"Great location and the place had everything we needed for our family. Could use some updates and fixes, but a good price for Hana. We appreciated the beach gear and the kids didn't want to leave."
The price is AED 716
AED 1,465 total
includes taxes & fees
2 May - 3 May
Fisher's Hana Bay Hale, Across from Hana Bay
Wailea Ekolu - CoralTree Residence Collection
2 outdoor pools

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (251)
"loved it"
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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