TOP 30 Charleston homes in Hilton Head Island, South Carolina

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Located at 21 Executive Park Road on Hilton Head Island, South Carolina, Hilton Head Condos and Vacation Rentals by Vacasa offers a wide range of beachfront condos, beach house rentals, and vacation homes for families and couples looking for a relaxing getaway. With stunning ocean views, direct beach access, and amenities like outdoor pools and hot tubs, our rentals provide the perfect setting for a memorable vacation. Our team of professional housekeepers ensures that each rental is clean, well-maintained, and stocked with all the necessary amenities for a comfortable stay. With 112 pet-friendly homes and 790 rentals with internet access, we cater to all types of travelers.

Overwatch Home Services, LLC is a comprehensive property management company located at 2431 Rushland Landing Road, Johns Island, South Carolina, United States. Serving Hilton Head Island and the Charleston Area, we specialize in offering complete management services for absentee homeowners and vacation rental properties on Kiawah Island. Our services include attentive absentee home watch services and vacation rental management, ensuring that your property is well taken care of even when you're not around. We prioritize accountability and provide detailed reports after each visit to keep you informed about the status and condition of your home. Our team has extensive experience in property maintenance and construction, guaranteeing that your property is in trusted hands.

Overwatch Home Services, LLC is a premier property management company located in Charleston, SC, serving Hilton Head Island and the surrounding areas. Specializing in absentee home watch and vacation rental management, our team ensures that your property is well-maintained and taken care of, even when you're not there. At Overwatch Home Services, we provide detailed reports after each visit to keep you informed about the status and condition of your property. Our experienced team handles maintenance coordination and other necessary services on your behalf, giving you peace of mind knowing that your property is in good hands.

Knowles Island Plantation is a picturesque community located on a small island at the confluence of the Broad River and the West Branch Creek in Ridgeland, South Carolina. With 93 spacious home sites averaging over 1 acre each, residents enjoy a quiet and serene environment surrounded by abundant wildlife and natural habitat. Accessible via a short causeway just 3 miles off route 462, Knowles Island offers a secluded yet convenient location. Residents of Knowles Island Plantation have access to a variety of amenities, including nature trails, biking paths, fishing opportunities, and a private community dock for boating. The community is surrounded by waterways and marsh, providing a peaceful and scenic setting for outdoor activities.

Welcome to South Carolina Vacation Rentals by Vacasa South Carolina, LLC! Located at 21 Executive Park Road in Hilton Head Island, South Carolina, our real estate and travel agency offers a wide range of vacation rental options for visitors to the Palmetto State. South Carolina is known for its beautiful beaches, historic cities, and Southern hospitality. Our team of professional housekeepers ensure that our vacation rentals are clean, well-maintained, and fully stocked with amenities for your comfort.

Haig Point Water Taxi is a transportation service located in Hilton Head Island, South Carolina, United States. The water taxi provides access to Daufuskie Island, the southernmost sea island in the Carolinas. Daufuskie Island is a 5,000-acre island surrounded by the Atlantic, Calibogue Sound, and the Cooper River, offering a serene and untouched natural environment. Daufuskie Island is a place suspended in time, with a rich history dating back thousands of years. The island is home to Gullah houses that have remained unchanged since the end of the Civil War, as well as historic landmarks such as the First Union Baptist Church and the Bloody Point lighthouse. The island's past is preserved by organizations like the Daufuskie Island Historical Foundation, ensuring that its history is not forgotten.

Huntington Villas at Palmetto Dunes by Vacasa is a real estate and travel agency located at 80 Ocean Lane in Hilton Head Island, South Carolina, United States. If you're looking for a family-friendly destination, Hilton Head Island was voted the Best Island in the Continental U.S. for two years in a row and is one of the top 10 family beaches in the world. With stunning ocean views, comfortable beach house rentals, and condos with amenities like direct beach access, outdoor pools, and hot tubs, Hilton Head Island is the perfect destination for a family vacation or romantic getaway. The institution offers 112 pet-friendly homes, 790 vacation rentals with internet access, and professional housekeeping services to ensure a stress-free stay. Hilton Head Island is conveniently located between Savannah, Georgia, and Charleston, South Carolina, making it easily accessible by car or through the Savannah/Hilton Head International Airport.

The Spa On Port Royal Sound is a hidden gem located in a secluded area of Hilton Head Island, South Carolina. Nestled between Fish Haul Park and Mitchellville Park, this community offers a variety of condos and villas for both permanent residents and vacation rentals. With amenities such as indoor and outdoor pools, tennis courts, a fitness room, and a beautiful beach on the Port Royal Sound, residents can enjoy a tropical paradise right at home. The Spa also connects directly to Hilton Head’s bike trails, allowing for easy exploration of the island. Nearby, there are public parks, golf courses, restaurants, shopping, and other vacation activities to enjoy. Plus, with Savannah and Charleston just a short drive away, there are plenty of opportunities for day trips. Come experience the beauty and relaxation of The Spa On Port Royal Sound!

Swimming Pool #1 is located at 239 Beach City Road in Hilton Head Island, South Carolina, United States. This institution is part of The Spa On Port Royal Sound, a hidden gem nestled between Fish Haul Park and Mitchellville Park. The community offers 268 condos, including one and two bedroom villas, with many residents calling it home. The indoor pool complex features a heated pool, hot tub, fitness room, and spacious changing rooms. Outdoor amenities include two pools, tennis courts, basketball court, picnic areas, and a children's playground. The highlight of The Spa is its all-natural beach on the Port Royal Sound, offering stunning views of the Atlantic Ocean and wildlife. The beautifully landscaped gardens and lagoons create a tropical paradise atmosphere. The Spa is conveniently located near Hilton Head's bike trails, public parks, golf courses, restaurants, shopping, and other vacation activities. Nearby cities like Savannah, GA and Charleston, SC are also easily accessible. Experience the No. 1 Island in the US and No. 4 Friendliest Island in the world at Swimming Pool #1.

Habersham Park is a beautiful institution located at 2 Habersham Park in Beaufort, South Carolina, United States. Situated on the water just minutes away from historic Beaufort, and within an hour's drive of Hilton Head Island, Charleston, and Savannah, Habersham Park offers a serene and picturesque setting for visitors to enjoy. Designed by Duany Plater-Zyberk & Co., Habersham Park continues to engage national design talent in implementing its vision. The park features carefully designed streets, beautiful outdoor spaces, woodland and waterfront parks, nature trails, Main Street Marketplace, boating, fishing, swimming, and more. The design of Habersham Park reflects the relaxing pace of life in the Lowcountry, with a focus on creating safe and pleasant streetscapes for residents and visitors to enjoy.

Gutter Boyz SC is a top-rated seamless gutter installation company located in Seabrook Island, South Carolina. Specializing in custom 5 inch, 6 inch, or half round gutters, as well as copper gutters, shutters, drain systems, and gutter cleaning, Gutter Boyz is the go-to contractor in the Lowcountry. With a focus on high quality materials and expert installation techniques, Gutter Boyz ensures that your gutters will stand the test of time and protect your home for years to come. Owner Mitch and his professional crew are dedicated to providing exceptional customer service and top-notch workmanship. Whether you need new gutters installed, existing gutters cleaned, or maintenance services, Gutter Boyz has you covered. Join their worry-free Gutter Cleaning Club for regular upkeep and peace of mind.

ResortQuest is a real estate and travel agency located at 21 Executive Park Road in Hilton Head Island, South Carolina, United States. Voted the Best Island in the Continental U.S. for two years in a row, Hilton Head Island is a top destination for family vacations and romantic getaways. With over 790 vacation rentals offering internet access and 112 pet-friendly homes, including dog-friendly options, ResortQuest ensures a comfortable and convenient stay for all guests. The professional housekeeping team takes care of cleaning and restocking amenities in all homes, so guests can relax and enjoy their stay. Whether looking for a beachfront condo with ocean views or a spacious beach cottage with a hot tub, ResortQuest offers a variety of vacation rental options to suit every traveler's needs. Explore the area's golf courses, restaurants, and local attractions, such as the Coastal Discovery Museum and Farmer's Market at Bluffton. With easy access to Savannah, Georgia, and Charleston, South Carolina, Hilton Head Island offers endless opportunities for adventure and relaxation. Book a stay at ResortQuest and experience the beauty and charm of Hilton Head Island on your next East Coast vacation.

4RentOnFripp.com, LLC is a real estate and travel agency located at 64 Davis Love Drive on Fripp Island, South Carolina. Our upscale vacation home is designed for couples and families looking to enjoy a beautiful and well-maintained rental property on Fripp Island. The home includes an elevator, ADA bathroom with shower, and a party deck for relaxation and entertainment. Additionally, two Club Car 6-seater golf carts are included with all rentals for easy transportation around the island. The vacation home was custom-built to accommodate elderly or wheelchair-bound guests, with comfortable furnishings and a fully stocked gourmet kitchen. Fripp Island is a private 3,000-acre community located near historic Beaufort, Savannah, Charleston, Hilton Head, and Edisto Beach. It offers cool sea breezes, moonlit beaches, two highly-rated golf courses, a tennis complex, and a full-service marina with access to stunning marshes.