Luxury Redefined
From oceanfront estates to resort‑side villas, our handpicked homes blend refined comfort with thoughtful hospitality.
About Host & Home
Only the Best
Unreasonable Hospitality in Everything
Excellence starts with people. We employ the best talent on Hilton Head Island to care for our curated vacation homes, deliver high-end customer service, and proactively manage every detail. Drawing from hands-on experience in the 5‑star hotel, real estate, and vacation rental industries, we elevate best practices to create an unparalleled stay infused with genuine Southern hospitality.
We also harness top back‑of‑house experts on a fractional basis across North America. This innovative model enhances our marketing, revenue management, distribution, and owner relations, ensuring every aspect of our business performs at its peak. Our commitment to “unreasonable hospitality” is more than a promise—it’s how we operate every day.
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Learn about our management program or contact us to request an estimate.
Meet Our Exceptional Team
Steven Wood
President & OwnerMatt Diamond
OwnerGlenn Schrader
Director of OperationsSarah Franzen
Director of RevenueJeff Szusterman
Chief Financial OfficerAngie Olberding
Chief of StaffTyler Reprogle
Assistant Director of OperationsRyan Norton
Homeowner Relations / Business DevelopmentEve Anderson
Revenue ManagerDrew Carnes
VP of Guest ExperienceJack Lee
Guest Experience ManagerKaren Akeson
Reservations SpecialistKacey Harris
Reservations SpecialistKaitlyn Holbrook
Marketing CoordinatorMorgan McCullough
Content ProducerMarlen Messer
Owner Relations ManagerDaniel Jackson
Owner Relations ManagerTim Levi
Senior Maintenance TechnicianKenny Lambe
Maintenance TechBilly Green
Pool Operations SpecialistWiley O’Brien
Property Manager
What We Do
Elevating Your Hilton Head Experience
We are more than a vacation rental company—we are purveyors of unforgettable experiences on Hilton Head Island. Our commitment to excellence and service sets us apart.
Personalized Service
Our local team, deeply rooted in the island’s culture, anticipates needs and attends to every detail of your stay.
Beyond Expectations
Private pools, stunning views, and elevated amenities come standard—along with the extra touches that make memories.
Find your rental or get in touch to start planning.