Hilton Head Island Property Management

Stress free, full service vacation rental management for homes, villas, and condos.

We handle marketing, guest care, cleaning, maintenance, and tax reporting so you enjoy reliable income without the hassle.

Get Your Free Income Estimate

Your Trusted Local Rental Management Team

HH Island Rentals is a family-owned, locally operated vacation rental management company on Hilton Head Island. We treat every home as if it were our own, offering full-service management that maximizes your rental income and delivers a seamless five-star guest experience. From marketing and guest communication to maintenance and cleaning, we handle every detail so you don’t have to.

What Our Property Owners Say

After several conversations with other organizations, we chose Rob Guthrie and HH Island Real Estate both to be our realtor and property manager. As newbies, Rob and the team took a lot of time and guided us successfully into this new investment area. We have been very pleased with the service and the overall decision. We wholeheartedly recommend them to anyone who asks. Thanks Rob!

Chuck & Jackie, ,

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Rob of HH Island Rentals is a man of action who produces. We decided to use Rob and new business for a rental on Hilton Head. Before the ink was dry he was featuring our long term rental on the web and through his realty connections.

John & Maggie, ,

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As an out of state property owners on HHI for more than 14 years, we had other property management companies that were subpar until we found HHI Island Rentals. HHI Island Rentals has been our current property management company for the 5 last years and our property remains as impressive and impeccable today as it did 5 years ago.

Shari, ,

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HH Island Rentals has innovative marketing techniques with a great owner portal. We like the fact that they are a smaller "hands on" family-owned business! We highly recommend HH Island Rentals for your management needs!

Barry & Kelly, ,

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We couldn't be happier with the service provided by HH Island Rentals. They have consistently gone above and beyond to ensure our property is well-maintained and rented to reliable tenants. I feel confident knowing our investment is in such capable hands, and I highly recommend them to anyone looking for a trustworthy and dedicated rental management team.

Ken & Joni, ,

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We’ve been with HHI Rentals for three years now and it’s been all white glove service all the time. Rob and his team are responsive and always there with ideas and suggestions. HHI has removed a lot of the stress in managing our condo and really let us reap the value without the hassle. Would recommend to all property owners, new and longtime. Thanks for the partnership!

Jordan & Jeannine, ,

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Hilton Head Vacation Rental Management Made Easy

Professional Team

Flat Commissions

A/V & Technology Support

Marketing Reach

24/7 Maintenance Services

Increased Financial Results

Live Booking

Fully Licensed

Guest Support

Vacation Rental Cleaning Services in Hilton Head

As a family-owned Hilton Head property management company, we work with trusted local cleaning professionals who take pride in keeping your vacation rental spotless and guest-ready after every stay. Cleanliness is one of the most important factors in earning five-star reviews and repeat bookings. With HH Island Rentals, you can choose from flexible cleaning packages — after each booking, monthly deep cleans, or seasonal refreshes — all tailored to keep your Hilton Head property in pristine condition.

Property Maintenance on

Hilton Head

Maintaining your property year-round is one of the most important parts of vacation rental management. We handle everything from landscaping and small repairs to major renovations and preventative maintenance. With HH Island Rentals, you’ll protect your investment and avoid costly issues down the road.

Our maintenance services include:

Routine property inspections
HVAC, plumbing, and electrical repairs
Roofing and structural upkeep
Landscaping and exterior maintenance
Remodeling and renovation coordination

Our trusted network of Hilton Head contractors ensures every job is handled promptly and professionally.

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Rental Income, Payments &

Sales Tax Management

Let us take the guesswork out of your finances. Our accounting and reporting systems make it easy to track your property’s income, expenses, and occupancy performance. We also handle sales tax filings and remittance for Hilton Head vacation rentals, ensuring you remain fully compliant with local and state regulations.

Our financial management services include:

Transparent monthly income reports
Secure payment processing
Automatic tax collection and filing
Detailed year-end summaries for easy tax preparation

You focus on the rewards — we’ll handle the paperwork.

Professional Rental Listings & Booking Management

We make getting noticed easy. Your Hilton Head property will be listed across the top vacation rental platforms with professionally written descriptions, dynamic pricing, and eye-catching photos. Our team manages calendar sync, guest communication, and reviews to keep your property performing at its best.

Whether you own a villa, condo, or private home, HH Island Rentals ensures your listing reaches qualified travelers looking for a Hilton Head vacation experience like yours.

Let Us Analyze Your Rental Property and Show You The Potential!

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