Real Estate with Roots | Homes, Land & Lifestyle in Hawai‘i 🌴
Discover the Island,One Area at a Time
From lush upland farms to oceanfront homes, each region of Hawai‘i Island offers its own unique rhythm, beauty, and lifestyle. Whether you’re drawn to the quiet of South Kona, the convenience of North Kona, the openness of Ka‘ū, or the cool air of Waimea, there’s a place here for you to call home.
Real Estate Expert
Specializing in Land, Lifestyle, and Legacy Properties across Hawai‘i
Maile Woodhall
I'm Maile Woodhall — a Hawai‘i-based real estate professional with nearly two decades of experience in sustainability, land use, and purpose-driven development. Born and raised on an award-winning organic specialty crop farm in Kona, I bring a deep-rooted understanding of Hawai‘i’s land, people, and potential to every client I serve.
Whether you're dreaming of an ocean-view home, an ag parcel to farm, or a sustainable lifestyle rooted in island values, I offer more than real estate expertise — I bring guidance shaped by years of experience across all eight Hawaiian islands. My background in organic certification, long-term land planning, and launching successful wellness brands allows me to support clients looking for more than just a property — but a place to truly belong.
I Specialize In:
✔️ Estate Homes & Lifestyle Properties
✔️ Ag & Off-Grid Land Parcels
✔️ Sustainable & Purpose-Driven
✔️ Land Use Strategy & Compliance
✔️ Long-Term Stewardship Goals
Client Love
Specializing in Land, Lifestyle, and Legacy Properties across Hawai‘i
"Maile’s insight into Hawai‘i Island’s land, community, and lifestyle is unlike anything I’ve experienced. Her guidance helped us feel confident exploring areas we’d never considered before — and totally changed our perspective on what’s possible here.”
E. Tanaka | Big Island Resident
“I wasn’t sure where to even start with finding land that matched my vision. Maile helped me think through long-term goals, zoning considerations, and what it really means to live sustainably in Hawai‘i. I felt heard, empowered, and inspired.”
Jess R. | Future Homesteader
“Working with Maile felt more like collaborating with a mentor than just a consultant. Her background in organic farming and deep connection to the land gave me the confidence to move forward with clarity.”
T. Kawai | Community Member
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