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Case Study · Hilton Head Island, South Carolina

Host and Home Adds 10 Doors a Month After Consolidating 5 Vendors to 1 Platform

Steven, Founder, Host and Home

+10

New doors added every month

Net new properties onboarded to the portfolio each month — a pace most independent vacation rental managers never reach.

5 → 1

Fragmented vendors replaced

Phone, PMS CRM, owner marketing, owner data, and email all collapsed into a single SendSquared platform now used by every department.

Higher repeat reservations, review scores, and reviews collected

"Higher repeat reservations, higher review scores across the board, and more review collection." — Steven, Founder

Quick Facts

Industry:
Luxury Vacation Rental Management
Market:
Hilton Head Island, South Carolina
Portfolio:
Fast-growing portfolio across Sea Pines, Palmetto Dunes, Shipyard, Forest Beach, Broad Creek, and Spanish Wells
Vendors replaced:
Traditional phone system · PMS-bundled CRM (used for reservations only) · Standalone owner marketing tool · Standalone owner data scraping tool · Standalone email marketing platform

Steven is the founder of Host and Home, Hilton Head Island's fastest-growing vacation rental management company. In this conversation, he walks through how SendSquared replaced five fragmented systems (phone, PMS CRM, owner marketing, owner data scraping, email) with one unified platform now used by every department in his company. He covers the partnership, the product velocity, and the operational outcomes: higher repeat reservations, higher review scores, and roughly ten new doors added every month.

SendSquared is the second most important thing in our company outside of our PMS. All of our departments use it. Everyone in the company uses SendSquared.
— Steven, Founder

About the Company

Who is Host & Home?

Host & Home is a luxury vacation rental management company based on Hilton Head Island, South Carolina. It's also one of the fastest-growing operators in the region. In Steven's own words on the video above, they are adding roughly 10 new doors a month, a pace most independent property managers never reach.

The portfolio is upscale and unmistakably coastal: 5-to-7-bedroom homes with private pools, oceanfront views, and golf-course settings across Hilton Head's most-recognized communities, including Sea Pines, Palmetto Dunes, Shipyard, Forest Beach, Broad Creek, and Spanish Wells. The brand promise is local: "Where Coastal Elegance Meets Unpretentious Southern Charm," backed by 100% in-market experts.

Host & Home doesn't run the business as a single-discipline rental shop. As Steven describes it in the video, they operate as a vertically-integrated hospitality company spanning construction, marketing, owner relations, guest concierge, and 24/7 support. The operation also includes a dedicated homeowner portal, event and wedding coordination, pet-friendly options, and monthly stay arrangements. That breadth is exactly why a unified platform like SendSquared replaced what used to be five fragmented vendors.

Learn more at hosthhi.com.

For me, it translates into higher repeat reservations, higher review scores across the board, and more review collection. We're adding on average 10 doors a month at this point.
— Steven, Founder

The Transition

Before vs After SendSquared

Before

Traditional cloud phone system disconnected from the CRM — calls landed without context, follow-up was manual, and the reservations team worked in a separate tool from marketing.

After

Inbound calls answered with full PMS and guest context. Sales, support, owner relations, and marketing teams all work in the same threaded inbox.

Before

Owner marketing ran out of a separate product. Owner data was scraped through a different tool. Email campaigns went out from yet another platform.

After

Owner acquisition, owner relations, prospect data, and email + SMS + mail campaigns all operate from one workspace — with the same data feeding every channel.

Before

No unified view of guest engagement. Repeat reservations and review collection happened ad-hoc, with no central workflow tying them to reservation data.

After

Automated post-stay workflows drive repeat reservations and reviews. Higher review scores and review-collection rates across the board.

Before

Workflow changes meant filing tickets with multiple vendors and waiting months for new features — or stitching together brittle workarounds.

After

Weekly product review with the SendSquared founders. Requested features typically ship in two to three weeks.

Why It Works

The partnership behind the platform

Host and Home doesn't just license software — they co-build it. Steven holds a weekly standing meeting with the SendSquared founding team to surface workflow gaps, and the requested capabilities typically ship within two to three weeks. That cadence is what makes one unified platform replace five disconnected vendors: when the platform evolves with the operator, fragmentation stops being the default.

Full Transcript

Word-for-word from the conversation

3:40

We use it as a marketing platform. We use it as a guest experience platform. We use it as a sales platform. We use it as a print marketing platform. We use it for our owner communication. We use it for our email system. I mean, it literally is — it is the second most important thing in our company outside of our PMS. All of our departments use it. Everyone in the company uses SendSquared. The engagement is what keeps us so well connected.

The product itself is a really good product. If they didn't do anything else to it at all, at this point, we would be fine. There wouldn't be any issue with the product. But the fact that we have a weekly standing meeting with these guys and they are willing to say, "What is it that you need?" And then within two to three weeks typically, it's shipped to us and we have the product — and then we help refine it with them. It's just, it really is an incredible partnership.

A good word is fragmentation. We had a lot of systems that did a lot of things, but they were all fragmented. So we used a traditional phone system for a phone system. We used a PMS CRM for our reservations team. We had a totally different product for our owner marketing. We had a totally different product for how we scraped owner data.

Most people think that what we do from the outside looking in is we throw properties on Airbnb and that's the end of it. They don't realize that we are a construction company, a marketing company, a hospitality company, and anything and everything in between.

After we saw what SendSquared had packaged all together and made in one unified ecosystem, it just made sense. Nicolas and Roy are phenomenal. If we ask for something to be built, they'll build it. It's actually pretty impressive how fast they can ship a product after the request has been made.

Nicolas is a kindred spirit. He's scrappy, he's gritty. I love the fact that if there is a better way to do something or there is a better process, then he is willing to get in there and work with the clients to figure out what the best solution is.

We have a weekly standing meeting with these guys and they are willing to say, "What is it that you need?" Within two to three weeks typically, it is shipped to us. It really is an incredible partnership.
— Steven, Founder

Nicolas's company has been able to unify all of that. Now we take the workflow and we say, "How is the best way for SendSquared to automate this thing to give our employees their time back?" Which has just been a game changer for us.

We always say that we can automate as much as we can automate, but there still has to be a human element to hospitality. The automations still feel very personal and we can pull from that data to make sure that we're giving the guests an amazing experience.

So the things that I care about are very different from the things that are an immediate care from the guest experience. For me, it translates into higher repeat reservations, higher review scores across the board, and more review collection.

We prospect using SendSquared, using the scrape data that comes in from any location that it may come from. We then make sure that we've got email, text, and mail or campaigns that go out. SendSquared handles all of that for us. We're adding on average 10 doors a month at this point.

Nic and I have a similar story just in very different spaces. Nic built a really cool product for somebody else, and so did I. The cool thing is to watch the thing that you thought 10x way faster than you expected it was going to. He's a great resource just to bounce things off of. It's a really nice symbiotic relationship between the groups.

The guys are great. The relationship that we've got with them is great. It's worth every dollar. I would recommend it to anybody.

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