Advice Needed: Selling a One-of-a-Kind Estate in Kailua Kona, Hawaii

[Jason Eisert]

I’m reaching out to this group because I’m in a bit of a tough spot and could use some help. I own and manage an incredible property called the Kailua Kona Estate (you can find more details at www.kailuakonaestate.com). This home has been described by building department officials as the largest residential home on the Big Island, featuring an impressive 100-foot pool.

I purchased the property in 2021 when it was in a severely dilapidated state. The previous owners invested over $12M into building it between 2009-2012 but then left it vacant for years, allowing it to naturally age. Since acquiring it, I’ve fully renovated the property and transformed it into a successful short-term rental on 5 acres of land. Additionally, I own an adjacent parcel with 5 acres of coffee and have obtained permits to operate an agricultural tourism business there, with entitlements to build two more dwellings.

The estate is situated within a gated community, and while it’s a remarkable property with a lot of unique features, I’ve encountered some pushback from the neighbors, which has made me reconsider my position here. Despite my success with the property (we’re in the top 1% of homes on Airbnb), I’ve come to realize that it might be time to move on and sell.

In January 2022, after some initial renovations, the house was appraised at $9M, with the land likely valued at $1.2M. Since then, I’ve invested over $500,000 more into the property, so I believe the current value should be around $11-12M. However, given its design and commercial-like feel—originally built as a retreat center with a strong Japanese influence—I’m uncertain about the best market to target for a sale.

I’m hoping that someone in this group might have connections or advice on how to approach selling a property like this. I’m particularly interested in exploring international markets, given the unique characteristics of the home. As a realtor myself, I’m open to any referrals or suggestions on who might be interested in such a distinctive property. 

Thank you for any insights or help you can provide!