House in Keaau, HI
4 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Experience the charm of old Hawai‘i in this historic 2BR/2BA cottage (now with AC in both bedrooms!) on the former Ola’a sugar plantation estate. Surrounded by the island jungle and timeless beauty, this serene escape blends heritage charm with modern comfort.
Inside, you’ll find original floors, moldings, trims, and weighted wood sash windows that reflect the craftsmanship of a bygone era.
Enjoy shared pool access, sip coffee on the lanai, or simply relax to the sounds of nature.
We are surrounded by about ten acres of luscious botanical gardens, meadows, orchards, and jungle, preserving its unique plantation ambiance.
It allows you to connect with the charm of a past simpler life, as it used to be a century ago on the Island.
Our estate is rich in island history that dates back beyond the plantation era to ancient Hawaiian legends and fairytales. The land was originally owned by King William Charles Lunalilo. The land was then purchased by the Shipman Family and the main residence was built in 1898 as the home to the Ola'a Sugar Planation Manager.
It was sold by the Shipman Family in the 1980's after the collapse of the Hawai'i sugar industry and has been privately owned since that time. The estate has been featured in books, films, commercials and television shows.
Inside, you’ll find original floors, moldings, trims, and weighted wood sash windows that reflect the craftsmanship of a bygone era.
Enjoy shared pool access, sip coffee on the lanai, or simply relax to the sounds of nature.
We are surrounded by about ten acres of luscious botanical gardens, meadows, orchards, and jungle, preserving its unique plantation ambiance.
It allows you to connect with the charm of a past simpler life, as it used to be a century ago on the Island.
Our estate is rich in island history that dates back beyond the plantation era to ancient Hawaiian legends and fairytales. The land was originally owned by King William Charles Lunalilo. The land was then purchased by the Shipman Family and the main residence was built in 1898 as the home to the Ola'a Sugar Planation Manager.
It was sold by the Shipman Family in the 1980's after the collapse of the Hawai'i sugar industry and has been privately owned since that time. The estate has been featured in books, films, commercials and television shows.
Amenities
Non-smoking
No pets allowed
Map of Keaau, HI
Ratings and reviews
10 / 10Outstanding·Jun 2026
We had a wonderful stay at this beautiful cottage. The home is full of charm and character, and the grounds are absolutely lovely and well maintained. The location was excellent—convenient yet peaceful. Everything about our stay felt relaxing and comfortable. We would happily stay here again and highly recommend it to anyone looking for a unique and relaxing getaway.
10 / 10Outstanding·Jun 2026
Best find of our trip. Lisa was super helpful and the cottage was just amazing. We will definitely be back and recommend this as the best place to stay in Hilo
10 / 10Outstanding·May 2026
Beautiful property, cottage was amazing. Great place to start from and explore the island.
6 / 10Average·Feb 2025
Except for the unexpected pig hunt in front of us, it was not bad.
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Top rated by guests
9.7Outstanding
(147 Ratings)
"We had a wonderful stay at this beautiful cottage. The home is full of charm and character, and the grounds are absolutely lovely and well maintained. The location was excellent—convenient yet peacefu..."
Jacquelyn B.Don't miss out! Price and availability may change
