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BOUTIQUE VACATION RENTAL MANAGEMENT · HILTON HEAD ISLAND

Built for the way Hilton Head should feel.

We’re a local team with high standards for the homes we manage and the stays we host. This is what we believe about a good Hilton Head trip — and how we run our business around it.
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Features & Amenities

A different way to stay on Hilton Head.

Why we started. Hilton Head deserves better than templated rental listings and rotating property managers. The island has its own rhythm — quiet mornings on the bike paths, late tides at Coligny, suppers behind the marina — and the rentals here should match the place. So we built a small, local company to manage homes the way we’d want ours managed if we lived off-island.

How we work. We’re selective about the homes we onboard and the guests we host. We answer the phone. We walk the properties. We invest in our cleaning team because the difference between a four-star stay and a five-star stay usually starts with how the home was prepared. The same handful of people you talk to before your trip are the ones running it.

Where we sit. We’re not a national portfolio. We’re not Airbnb. We’re not Ritz. We’re a boutique team on Hilton Head, working with a curated set of owners who care how their home shows up — building stays the kind of guests come back for. That is what we do, and the only thing we do.

“Host & Home is not just where you stay in Hilton Head. It is how you stay in Hilton Head.”

Our Positioning
In One Line

The people who answer the phone.

A team that lives on the island, and brings that to every stay we host.

Steven Wood

President & Owner

Matt Diamond

Owner

Glenn Schrader

Director of Operations

Marlen Messer

Assistant Director of Operations

Jeff Szusterman

Chief Financial Officer

Angie Olberding

Chief of Staff

Ryan Norton

Homeowner Relations/Business Development

Mitch McElman

Homeowner Services

Josh Bauer

Director of Growth and Revenue Marketing

Ian Newall

Revenue Manager

Jack Lee

Guest Experience Manager

Kacey Harris

Assistant Guest Experience Manager

Megan Manganiello

Guest Experience Specialist

Christian Davis

Guest Experience Specialist

Kaitlyn Holbrook

Digital Marketing Manager

Grant Shipley

Marketing Coordinator

Morgan McCullough

Content & Community Marketing Manager

Daniel Jackson

Owner Relations Manager

Michael Strickland

Owner Relations Manager

Kenny Lambe

Director of Outdoor Experience

Tim Levi

Senior Maintenance Technician

Sky Orchard

Maintenance Technician

Wiley O’Brien

Property Manager

Noah Lawson

Property Manager

Tyler Reprogle

Property Manager

Brad Berthelsen

Property Manager
FREE — NO OBLIGATION

See what your home could earn on Hilton Head.

Tell us a few things about your home. Within 48 hours, you’ll get a custom revenue estimate from our local team — built on real recent bookings in your community, not a generic calculator.

Easy from booking to beach.

Direct booking, clear pre-arrival communication, contact-less check-in, beach passes ready in the home. You don’t think about logistics — you think about the trip.

A team that knows the island.

Restaurant recommendations come from our team, not a printed brochure. We’ll tell you which beach is quieter at 9 AM, which bike path goes to Coligny, and who to call if it rains all day.

A higher standard of readiness.

In-house housekeeping, post-stay inspections, the small details considered. Fresh coffee in the cabinet, the right number of towels, no dated décor.

Stays worth returning to.

The reason 80% of our reviews mention a name from our team. The reason 1 in 3 guests rebooks within 12 months. The reason a Hilton Head stay with us feels different.

Effortless — family with kids

“The lockbox code, the beach pass, even a note about which bike path is shortest to Coligny — everything we needed was already waiting. We just unpacked and went.”
Sarah & David

Local — couple

“The team’s restaurant list saved our anniversary dinner. We never would’ve found that spot behind the marina on our own, and it ended up the best meal of the week.”
Anna & James

Elevated — group of friends

“Five of us came in for the Heritage tournament. The home was already set — fresh coffee in the cabinet, the right number of towels, parking for everyone. It felt cared for from the start.”
The Wilkins crew, group of five

Memorable — repeat-stay family

“We’ve stayed with Host & Home three times now. It just feels different — the call back when we needed something, the way the place is left for us. We’re already booked for next October.”
Maya, family of five

    From the people who
    came back.

    Verified guest reviews — pulled from real bookings, not selected by us.

    READY WHEN YOU ARE

    Find your Hilton Head stay.

    Browse homes for upcoming dates — or run a quick search to see what’s available.