Hilton Head Island Vacation Rental Property Management by Grand Welcome

Looking for a locally owned, full-service, short term property management company in Hilton Head Island to list, host, and manage your vacation property on Airbnb and Vrbo and all the top booking sites? We do it all!
  • We list, host & manage your Hilton Head Island vacation rental property
  • We are a locally owned & operated property management company
  • We take care of everything for you, from bookings to guest services

Your Hilton Head Island Property Management Team

Grand Welcome Hilton Head Island

Easy Three Step Process

👋 meet with me
Step 1
15-Minute Chat
Talk about your property and your goals
Step 2
Create a Management Plan
We'll create a custom management plan
Step 3
List & Earn Revenue
We'll list, manage and maintain everything

Full-Service Hilton Head Island Airbnb Property Management

5-star rating on Google

We are an Airbnb Superhost!

In order to qualify for Airbnb Superhost, we have to maintain a guest response rate of 90% or higher,  a cancellation rate of 1% or lower, and a guest satisfaction rating of 4.8 stars or higher.
1

We Rent Your Property

We list your Hilton Head Island vacation rental on Airbnb, VRBO and all the major booking platforms with vibrant, eye-catching photography and dynamic pricing so you can get top dollar.
Photography to make your listing pop
Dynamic pricing to help you earn more
Marketing your property on social media
2

We Manage & Maintain It

We are a full-service property management company in Hilton Head Island that handles everything from check-in and check-out, to guest services, housekeeping, property maintenance, permits and taxes.
Cleaning, restocking and maintenance
We spot check after every cleaning
We handle permits, taxes, & inspections
3

We Wow Your Guests

We take care of reservations and customer support, with quick answers to their questions to ensure your guests have an amazing stay at your property in Hilton Head Island, South Carolina.
Check-in and check-out management
24/7 guest services and support
We help you earn 5-star reviews

A Local Hilton Head Island Property Management Team You Can Trust

"We are a veteran owned, full-service, boutique-style vacation rental management company, focused on serving our local Hilton Head Island community with one-on-one, personalized property management tailored to you and your goals."
🤝 Our Mission

Taylor Porter

OwneR & Operator

About Me

Hi, I’m Taylor Porter, a proud U.S. Army veteran with roots around the world. Throughout my military journey I had the privilege of serving first as a Black Hawk helicopter pilot, and later, as a Civil Affairs Officer within the esteemed Special Operations community.

After my service, I decided to turn my passion for travel into a full-time job by starting my own vacation rental property management company right here in Hilton Head Island.

I now spend my days serving vacation property owners, helping them realize their goals, maximizing their earning potential, and providing their guests with a boutique-like experience.

I work with some amazing clients and would love the opportunity to meet and work with you!

What I Love About Hilton Head Island

Hilton Head feels like a retreat where I can slow down and reconnect with nature—whether it’s walking along the pristine beaches or kayaking through the serene Lowcountry waterways. It’s the kind of place where every sunset feels like a gift.

Gabriella Riska

DIRECTOR OF BUSINESS DEVELOPMENT

About ME

I'm Gabriella, the Senior Director of Business Development at Grand Welcome Hilton Head Island. I was born and raised in Southern NJ and earned my Hospitality degree from the College of Charleston in SC. I've developed a deep passion for this ever-evolving field with six years in the short-term rental industry and fifteen years in the hospitality industry. I find immense satisfaction in helping owners maximize their investments.

Erin Strain

General Manager

About ME

Hey there! I'm Erin, your General Manager at Grand Welcome of Hilton Head Island, where exceptional service is my passion! With a decade of experience in short term rentals I am passionate about creating unforgettable vacation experiences through expert property management! I bring a wealth of experience in ensuring that properties are well-maintained, and that guests have a seamless and enjoyable stay. I am dedicated to providing exceptional service, both to property owners and to guests. My approach is hands-on and detail-oriented, ensuring that your property is kept in top condition and that guests receive the highest level of care.

What I love about Hilton Head Island

Hilton Head Island is my happy place for many reasons;  This 12-mile Island is known for its relaxed, laid-back vibe with a unique Southern Hospitality culture. While not on property you can catch me at the beach with my family eating fresh seafood and watching the sunsets. Nothing beats living in the Lowcountry.

Madison Byron

DIRECTOR OF Operations

About ME

I'm Madison, Director of Operations at Grand Welcome Hilton Head Island.

I'm a Charleston, SC, native and a proud graduate of the University of South Carolina, where I earned my business degree. My professional journey includes three years in the short-term rental industry and a stint in real estate sales.

I initially joined Grand Welcome as a General Manager and that experience that has been invaluable in helping me better support my team and to ensure guests receive unparalleled service. I'm passionate about what I do and would love the opportunity to work with you.

Samantha Maher

Guest Service MANAGER

About ME

Hey there! I'm Samantha Maher, your Guest Service Manager here at Grand Welcome Hilton Head Island. I was born and raised in Connecticut, where I also earned my Management degree from Sacred Heart University.

With a decade of customer service experience under my belt, including six years dedicated to building and managing successful teams, I'm all about making every guest feel like they're stepping into their dream home when they stay with us. Nothing makes me happier than seeing those five-star reviews roll in, knowing I've helped create unforgettable experiences!

I'm passionate about the short-term rental industry and thrive on helping property owners make the most of their investments. With my commitment to excellence and knack for building genuine connections, I'm here to ensure every stay with Grand Welcome Hilton Head Island is nothing short of fantastic.

Cat Marx

Accounting MANAGER

About ME

Hello, I’m Cat Marx, the Accounting Manager at Grand Welcome Hilton Head Island.

Before joining Grand Welcome Hilton Head Island, I spent a decade as a teacher. My growing interest in accounting led me to transition from education to finance, a move that culminated in my current role, where I apply my diverse skills and experiences to manage and oversee the company's accounts payable operations.

I look forward to partnering with you and helping you achieve your financial goals with your short-term rental.

What I Love About Hilton Head Island

In my spare time, I love to explore the trails of Pinckney Island National Wildlife Refuge, enjoying the wildlife and the outdoors.

Joanne Oh

Marketing MANAGER

About ME

Hi, I’m Joanne, Marketing Manager for Grand Welcome Hilton Head Island . Before this, I spent 8 years in the Army, where I developed a strong foundation in leadership, strategy, and adaptability. Now, I’m channeling that experience into something I’m truly passionate about—helping businesses grow and thrive. I love how marketing allows me to connect with people, tell meaningful stories, and create experiences that matter.Hospitality is such a dynamic and rewarding space, and I’m excited to bring fresh ideas, collaboration, and a hands-on approach to our team as we deliver exceptional results.

What I love about Hilton Head Island

Hilton Head Island is the perfect mix of relaxation and adventure. I love the miles of pristine beaches and how easy it is to explore by bike.

Steven Brown

Owner

About ME

Hi there, I'm Steven Brown, a U.S. Army Veteran and owner of Grand Welcome Hilton Head Island.

I served my country with honor, and now, I'm excited to serve the vibrant community of Hilton Head Island. I've always been passionate about promoting the welcoming spirit of Hilton Head Island, and through my business, I aim to make every guest feel right at home.

I believe in the power of community and collaboration, and I'm always eager to connect with like-minded individuals and businesses.

If you're interested in learning more about Grand Welcome Hilton Head Island or simply want to connect with me, I'd love to hear from you!

Alex Buchanan

Owner

About ME

Hello there, I'm Alex, the proud owner of Grand Welcome Hilton Head Island. I was born and raised in Easton, PA, and later graduated from Penn State University.

My passion for aviation led me to serve as an Aviation Officer and Helicopter Pilot for nine years. This experience instilled a sense of discipline and commitment that I now apply to my business.

Eventually, my journey brought me to Hilton Head Island to open Grand Welcome Hilton Head Island. My wife Kerry, stepdaughter Lana, son Olympiu, and our two dogs make our home a lively and loving place.

Now, I'm dedicated to providing a grand welcome to all visitors of Hilton Head Island through my short-term vacation rental business. I look forward to welcoming you to our vibrant city!

What I Love About Hilton Head ISLAND

You'll often find me golfing at one of the many great golf courses Hilton Head Island has to offer and watching the RBC Heritage each year. I love playing chess on the beach with a good cup of coffee and grabbing some great seafood at Hudson's Seafood House.

Complimentary Vacation Rental Income Estimate 🏖

Enter your address to see how much your Hilton Head Island vacation rental property can earn with a complimentary income estimate.

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23 Galleon Ln
Hilton Head Island, SC
$78,000-$83,000
Projected Annual Revenue

Our Short Term Rental Management Services for Hilton Head Island

We List Your Hilton Head Island Property on Airbnb and all the top travel sites

Listing & Marketing

Reservations

Customer Support

Cleaning & Maintenance

Inspections & Taxes

5-star rating on Google

Glowing Reviews by Our Hilton Head Island Property Owners

We treat you like family, always going the extra mile to maximize your rental revenue, providing your guests with personalized service and maintaining your property as if it's our own.

Taylor and the Grand Welcome Hilton Head Island team were exceptional in understanding my needs. They provided personalized property management and vacation rental marketing services that exceed expectations. Highly recommended for anyone in the Hilton Head Island area. Veteran owned business!

S

Steven Brown

Hilton Head Island, SC

Taylor and the Grand Welcome Hilton Head Island team truly understood what I needed as a homeowner. They gave quality recommendations to make my home more competitive, marketed my property effectively, and kept me updated on bookings and earnings. I’m glad I switched to work with Taylor and Grand Welcome. Highly recommend!

A

Aaron Carpenter

Hilton Head Island, SC

Exceptional work ethic and knowledge in the vacation rental space. From revenue projections to full service management, Taylor and the Grand Welcome Hilton Head Island team are incredibly hardworking and knowledgeable. I look forward to continuing working with them in the future! Trust that you’ll be in great hands.

S

Steve Lovelace

Hilton Head Island, SC

Taylor truly cares about her clients and always goes above and beyond, making the experience seamless and easy. We have the utmost trust that she will take care of our vacation rental property.  I'd highly recommend her to anyone who owns a vacation rental property in Hilton Head!

J

Julie Guzman

Hilton Head Island, SC

The team at Grand Welcome Hilton Head Island, owned by Taylor, made a concerted effort to fully grasp my specific requirements and desires as a property owner. They offered tailored suggestions and assistance at each stage of the process. Their ability to promptly and effectively promote my property to prospective tenants was impressive, and they maintained regular communication regarding reservation activities and rental earnings. I highly recommend their services, great veteran-owned business!

A

AK Buchanan

Hilton Head Island, SC

Frequently Asked Questions

How much do short term property management companies charge in Hilton Head Island?

The typical fee for short term rental property management on Hilton Head Island can range from 15-30% depending on who you go with and whether they offer partial or full-service management. As an example, some larger national companies only offer partial management at a reduced rate, which requires more effort on your part coordinating with cleaning crews, restocking supplies, changing linens, maintenance, etc.
💪 As a full service management company, we use the mentality of low-effort, high-reward for our owners.

Are short term vacation rentals allowed in Hilton Head Island, South Carolina?

Yes, however, there are a number of rules and guidelines to be aware of. You'll need to obtain an annual Town of Hilton Head Island business license, an annual Town of Hilton Head Island short term rental permit, and an approved property site plan. You'll also need to collect and remit accommodations taxes, and have to remain in compliance with various owner essentials as well as parking, trash, noise, and safety regulations.
✍️ As your property management company, we’ll work with you to ensure all necessary steps are taken and your property remains in compliance.

Do I need to collect and remit taxes for short term rentals in Hilton Head Island?

Yes, you will be required to collect 11% in Accommodation Taxes from your guests - 8% will go to the state of South Carolina and 3% to the Town of Hilton Head Island.
🏡 As a state licensed property management company, we will collect and remit the accommodations taxes on your behalf.