Photo by Tim & Nat ✈

Search Cottages in Kaupo

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Compare 18 Cottages in Kaupo 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 SAR 1,107
SAR 2,082 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 SAR 1,313
SAR 2,231 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 SAR 994
SAR 2,153 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 SAR 1,163
SAR 2,042 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

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!

Bamboo Bliss: Ocean Views & Waterfalls Await!

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

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

10.0 out of 10, Exceptional, (191)
"Everything about the cottage is perfect, you won't even want to leave. The backyard is your private oasis and is perfect for kids. Everything was clean, well cared for, and a great host."
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

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

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

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

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!

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 2,231 total
includes taxes & fees
23 May - 24 May
Adorable 1930's Gingerbread House....Permitted!

Cozy Cottage in Beautiful Wailea

Cozy Cottage in Beautiful Wailea

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

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

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.
Don't see what you're looking for?
See all available properties in Kaupo
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Kaupo

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (368)
"Great spot, loved the speed of this side of the island. A bit expensive just given the low supply of bnbs here in East Maui! That said, this was a lovely stop after the road to Hana adventure all day and just as advertised. Would highly recommend!"
The price is SAR 653
SAR 1,336 total
includes taxes & fees
12 May - 13 May
STHA-2017/0002 Across from Hana Bay

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (252)
"Overall great experience."
Wailea Ekolu - CoralTree Residence Collection

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

9.2 out of 10, Wonderful, (87)
"The condo was exactly as described. The view was awesome. Black rock beach was nice to walk on. A/c and a tv would be nice additions. "
The price is SAR 897
SAR 1,673 total
includes taxes & fees
27 Apr - 28 Apr
Oceanview Condo in Hana-Let the ocean lull you to sleep
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.