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South CarolinaHilton Head-Island

Find and Compare the Best Real Estate Agents in Hilton Head Island, SC

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Hilton Head Island, SC, is a remarkable destination that offers an unparalleled quality of life and a thriving community atmosphere. With its stunning beaches and the iconic Harbour Town Lighthouse, residents have access to natural beauty and rich cultural experiences year-round. The island's warm climate and abundant recreational opportunities, including golf, boating, and dining, make it an attractive option for those looking to settle down or invest in a vacation property.

The real estate market in Hilton Head Island is competitive and diverse, featuring everything from oceanfront condos to luxurious estates. Working with a top licensed real estate agent is crucial to navigating this dynamic landscape effectively. A skilled agent can provide valuable insights, negotiate favorable terms, and help you find the perfect property that meets your needs. RealEstateAgents.com exclusively collaborates with leading agents, ensuring you receive expert guidance throughout your buying journey.

Featured Agents in Hilton Head-Island, SC

Keller Williams

Beth Drake

34 reviews

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18years of experience

72sales in the last 12 months

875transactions all-time

Hilton Head Real Estate Partners

Jo Anne & Tony Rizza

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35years of experience

30sales in the last 12 months

PRIME AGENT

Coast Professionals Brokered By Exp

Tisha Chafer

1 review

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23years of experience

26sales in the last 12 months

Compare 15 top-performing real estate agents in Hilton Head-Island, SC

Brokers Real Estate, Inc.

Sherry Larkby Team

9 reviews

Open 9:00 AM - 6:00 PM

41 years of experience

90 sales in last 12 months

Serves Hilton Head-Island

About

Sherry and Shel Larkby started Brokers Real Estate in 1993, but have been active in real estate sales since 1978. They started out with used furniture, a 200 square foot office, and no employees but never veered from their mission. As a result Brokers Real Estate is now one of the top producing companies in the Lowcountry. Owner, Broker In Charge, CRS, GRI, Realtor

Achievements

Sells Homes Fast 2025

Licensed real estate agent

Sherry Larkby Team's Video

Remax Island Realty

Jackson Massey

Open 24 hours

Usually responds in 5 minutes

7 years of experience

18 sales in last 12 months

47 transactions all-time

Serves Hilton Head-Island

About

Jackson Massey is a full-time real estate agent serving Hilton Head Island, Bluffton, and Beaufort, South Carolina. Since 2019, he has helped buyers and sellers successfully navigate a wide range of transactions, with a strong focus on second homes, vacation properties, and investment real estate. Working with many out-of-state clients, Jackson understands how to simplify the process and keep everything moving efficiently from start to finish. He provides clear communication, strong market insight, and a straightforward approach that allows clients to make confident decisions. Whether purchasing a primary residence, second home, or investment property, clients can expect responsiveness, attention to detail, and a high level of service throughout the entire transaction. Jackson also maintains a strong network of trusted agents nationwide, ensuring clients are well taken care of no matter where their move takes them.

Achievements

Top Luxury Listing Agent 2025

Top Luxury Buyer's Agent 2025

Top Company Agent 2025

The Hardest Working Agent in the Lowcountry

Bachelor's Degree, University of South Carolina Beaufort
Business Administration, 2015 - 2019

Jackson Massey's Video

Dunes Real Estate

Kathy Schroder

40 years of experience

Serves Hilton Head-Island

About

Approach to business: I've been a counselor most of my life and that indeed is my approach to helping clients achieve their dreams. You are my focus, your dreams are important and helping you find your way to those dreams is my goal. If you are arriving as a new resident, seeking a part time or vacation residence or you've created a new dream I am glad to help you succeed. History: I found Hilton Head and the Lowcountry as a graduate student of tourism (yes there is a degree in that field). As a native of Washington, DC I was amazed by the lush semi-tropical environment and the people who had come here to make a town. I quickly decided that I did not need to live in the city the rest of my life and have enjoyed living here ever since. It is always my mission to help people find the enjoyment and satisfaction of living in the area that I have known for so many years.

Achievements

C2Ex, Certified Residential Specialist, Certified Negotiation Expert, Realtor Service Award 2012-Present

Bachelor's Degree, Bradley University, George Washington University
Psychology, Tourism

GRI, CRS, REALTOR®

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Farm/Ranch

Long time local resident with experience helping buyers and sellers navigate the process of reaching a successful transaction.

Exp Realty

David Cross

Open 9:00 AM - 4:00 PM

Usually responds in 1 hr

7 years of experience

18 sales in last 12 months

125 transactions all-time

Serves Hilton Head-Island

About

Led by David and Dale Cross, our team combines a passion for the Lowcountry lifestyle with extensive industry experience to provide exceptional service to both buyers and sellers. David R. Cross serves as our Realtor and Team Lead. His personable and warm approach helps clients navigate the real estate process with ease. David is dedicated to assisting others in experiencing the rich life the area offers. Dale L. Cross, our Realtor and Director of Operations, brings over 20 years of experience in data analytics and process management. Her expertise ensures efficient systems and a seamless customer experience. At The David Dale Team, we pride ourselves on being Real Estate Lifestyle Experts. Our comprehensive understanding of the local market and commitment to client satisfaction set us apart. Whether you're searching for your dream home or looking to sell, we're here to guide you every step of the way.

Achievements

Top Buyer's Agent 2025

Top Negotiator 2025

Sells Homes Fast 2025

Top 3% Of Local Agents

Associate's Degree, Brown Mackie
Accounting, 1992 - 1994

David Cross's Video

Era Evergreen Real Estate

Kc Smith

8 reviews

9 years of experience

Serves Hilton Head-Island

About

KC Smith is one of the Low Countrys most trusted REALTORS, recipient of numerous awards and achievements, proven and distinguished leader serving on professional and community boards. KC works with individuals, investors, and developers throughout the Hilton Head Island area. Originally from the Washington D.C. Metro, KC served in the United States Army and Federal Law Enforcement Tactical Operations prior to entering Real Estate. He brings his high level and driven work ethic and dedication with him bringing an unparalleled level of loyalty and service to his clients. Apart from Real Estate, KC keeps the pulse within the community by working and collaborating with vertical and horizontal industries alike, serving as President of the Bluffton Merchant Society, raising money for local charities by organizing and hosting his Annual Summer Concert for Heroes. Outside of work, KC can almost be found playing tennis, golfing, fishing, boating, hiking, or exploring the outdoors.

Achievements

REALTOR Service Awards, Company Top Achiever, Ninja Real Estate, Highest Client Satisfaction

Bachelor's Degree, University of Maryland

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Distressed Properties

Comprehensive Services at all levels from the 1st Time Home Buyers to seasoned Investors

Offers programs customized for help Military and First Responders

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

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