Hilton Head Island is home to 295 active real estate agents and 214 active real estate offices. There are 2 agents who are known for their trustworthiness, and 12 agents known for being pricing experts.
Over the past 12 months there have been 1,903 active and sold properties, with 82 reviews in total. This is a 1% increase compared to the previous 12 months.
Our search for the right place on Hilton Head was casual, with plenty of starts and stops. We had a budget to stick to and specific goals, and she stayed patient with us throughout the process. Even when our search stalled, she hung in there and kept supporting us. When we thought we’d found the right place and needed to act quickly, she was on vacation. She made sure a member of her team was there to help us, so we could keep moving. Then the inspection raised some concerns, and we spotted another property that was an even better fit. She quickly shifted gears and handled the rest of the process flawlessly. We’re now in a place we’re so happy to call ours, and we’re grateful she stayed with us through everything it took to get here. Along the way, she became a friend. We would absolutely recommend her to anyone looking for a place on Hilton Head, especially if finding the right one takes a little time.
I can not express how grateful we are to Jenny for getting us the most amazing deal on a property we absolutely love! She jumped through hoops to make it happen, working literally 24/7. On top of all of it we had a record closing in ~12 days. If it wasn't for Jenny's dedication and pro-activeness we would likely have ended up with a property that did not meet our needs and price point. She is a superhero to us!
Debbie‘s experience with wording in the contract was instrumental in protecting our rights. We appreciated that and that’s why we’ve used her so many times for our transactions.
Melissa communicates well, makes great suggestions, adapts and listens, and negotiates well. If I sell (or buy) in the future, I would happily work with her again.
Working with Pete Popovich on the purchase of our first investment property on Hilton Head Island was a STELLAR experience. Pete is an exceptional Hilton Head Island real estate agent who brings a level of experience, professionalism, and local market knowledge that is genuinely HARD TO FIND. His understanding of Hilton Head, its various communities, investment properties, and the nuances of the local real estate market was invaluable as we evaluated opportunities and navigated the purchasing process. What really sets Pete apart, though, is his COMMITMENT TO HIS CLIENTS. He was incredibly responsive, thoughtful in his recommendations, and consistently went ABOVE AND BEYOND, both before and well after the sale. He also connected us with some fantastic local vendors and resources, which made getting our vacation rental property established on the island that much easier. Having worked with many professionals over the years, I place a great deal of value on experience, sound judgment, and people who genuinely take ownership of what they do. Pete checks every one of those boxes! We couldn't be happier with our experience and would recommend Pete WITHOUT HESITATION to anyone looking for an experienced real estate agent to buy a home, purchase an investment property, or explore real estate opportunities on Hilton Head Island or anywhere throughout South Carolina's beautiful Lowcountry.
Pete is a proactive communicator and responded to our inquiries in a timely and personable manner. His extensive experience and insight into the Hilton Head Island market was an asset in our search for the perfect place for our family. This experience was best exemplified when it came to negotiating after the inspection.
I cannot say enough wonderful things about Glenn and Jane - an exceptional husband-and-wife real estate team! Their professionalism, knowledge, dedication, and commitment to their clients are truly off the charts. From beginning to end, they went above and beyond to make my home-buying experience as smooth and enjoyable as possible. They were always available to answer questions, offer guidance, and assist with every detail, no matter how big or small. Their expertise, responsiveness, and genuine willingness to go the extra mile made me feel confident and well taken care of throughout the entire process of buying a place without seeing it in person. What truly sets them apart is their personal attention, integrity, and sincere commitment to their clients. They don't just help you purchase a home; they treat you like family, make your priorities their own and make it an enjoyable experience. I would highly recommend them to anyone looking to buy or sell a home. Simply the best!
Jenny is not just a realtor, but a real estate expert in knowing her business. Very professional and good at advising on price points
Scoured the market to find what I was looking for and introduced me to other potential options I was not aware of. They went the extra mile.
Having spent over 20 years in real estate in a different market, I approach every transaction with a critical, experienced eye—and Jenny Filkens consistently exceeds my expectations. My husband and I have bought and sold in Hilton Head for roughly 10 years, and across every deal, Jenny has proven herself to be an exceptional professional. Her attention to detail is remarkable, and her willingness to go above and beyond sets her apart. Because I understand this industry from the inside, I feel I have a unique perspective on her abilities, and I am continually impressed by her dedication and drive. What truly distinguishes Jenny is her commitment well beyond the closing table. She remains genuinely responsive and thoughtful long after a sale—on one occasion, she even stepped in to help resolve a broken AC. She knows the market inside and out, consistently identifies the best opportunities for us, and her insider knowledge has proven both invaluable and financially rewarding time and again. Simply put, you will not find a more dedicated or competent Realtor in South Carolina. My husband and I recommend Jenny Filkens without hesitation and look forward to working with her for years to come.
73% of sellers reported being happy with their sale price in the last 12 months.
Median sale prices for houses is up 4% YoY making it a great time to consult local agents about selling.
12 agents have earned the Price Expert badge - reflecting their ability to achieve a price that meets or exceeds their clients expectations.
Price and performance data by property type for Hilton Head Island.
The median sale price for single-family properties in Hilton Head Island is $1.2m, up 2% over the last 12 months. The number of single-family properties sold has decreased by 3% over the last 12 months.
Hilton Head Island stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.
This is based on voluntary sentiment collected from 29 reviews in Hilton Head Island over the last 12 months.
Over the 12 months Charter One Realty have sold 695 properties, which accounts for 20% of the property sales in Hilton Head Island. This is followed by Keller Williams Realty with 344 property sales (10%) and Dunes Real Estate at 236 property sales (7%).

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