TOP 30 Luxury vacation rentals by the sea in Hilton Head Island, South Carolina

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Five Star Properties Hilton Head is a distinguished real estate and travel agency located at 42 New Orleans Road, Hilton Head Island, South Carolina, United States. We offer the finest vacation rentals on Hilton Head Island, providing a personalized and memorable experience for every guest. Our selection includes ocean view rentals, golf course front properties, houses with private pools, and luxury condos in sought-after vacation communities such as Palmetto Dunes, Sea Pines, and Forest Beach. Our family-friendly accommodations boast resort-like amenities and are perfect for weddings, reunions, and group occasions. We even offer pet-friendly rentals because we believe pets are family too. Contact our local vacation planners at 800-746-0242 to start planning your Five Star getaway today. Hilton Head Island is ranked #1 among Best Southern Beach Towns by Southern Living, offering a plethora of activities, beautiful beaches, and dining options. With its world-class golf, serene nature, and delicious food scene, Hilton Head is a beloved destination for travelers. Experience the best of Hilton Head with Five Star Properties.

Sea Pines Vacation Homes by the JKS Abbott Group is a premier real estate and travel agency located at 17 Deer Run Lane in the beautiful Hilton Head Island, South Carolina. Specializing in luxury vacation rentals in the prestigious Sea Pines Resort, our team of experienced professionals is dedicated to providing top-notch service and helping guests find the perfect home away from home. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, we have a wide selection of properties to choose from. Let us help you make your dream vacation a reality at Sea Pines Vacation Homes.

Beach Properties of Hilton Head is a premier real estate and travel agency located at 64 Arrow Road on Hilton Head Island in South Carolina, United States. Specializing in luxurious beachfront properties, our experienced team of agents are dedicated to helping clients find their dream vacation rental or forever home on this beautiful island paradise. Whether you're looking for a relaxing getaway or a permanent residence by the sea, Beach Properties of Hilton Head is here to make your coastal living dreams a reality. Contact us today to start your journey to the perfect beachfront property.

Castle by the Sea is a charming lodging establishment located at 16 Heron Street in the picturesque Hilton Head Island, South Carolina. This enchanting castle-like building offers guests a unique and unforgettable stay by the sea. With stunning views of the ocean, cozy accommodations, and top-notch amenities, Castle by the Sea is the perfect destination for a relaxing getaway. Experience the beauty and tranquility of Hilton Head Island at this one-of-a-kind institution.

The Sea Cloisters on Hilton Head is a premier real estate and travel agency located at 50 Starfish Drive in Hilton Head Island, South Carolina. Our expert team specializes in helping clients find their dream beachfront properties on the stunning shores of Hilton Head. Whether you're looking to buy, sell, or rent a vacation home, our experienced agents are dedicated to providing top-notch service and guidance every step of the way. With a focus on luxury accommodations and unparalleled customer satisfaction, The Sea Cloisters on Hilton Head is your go-to destination for all your real estate and travel needs in this beautiful coastal community.

Sea Turtle Vacation Rentals and Property Management is a premier lodging, real estate, and travel agency located at 21 Mathews Drive, Hilton Head Island, South Carolina, United States. If you are seeking vacation rentals in Hilton Head, look no further. Our beach houses for rent come with no extra fees, providing a seamless booking experience directly from the owner. Experience true relaxation in our thoughtfully designed vacation homes, featuring premium furnishings, spacious layouts, and amenities to make you feel at home. We prioritize your comfort to ensure your vacation is both comfortable and memorable. As our guest, you become part of our community, with exclusive discounts at select local businesses to enjoy the best of Hilton Head while supporting the local community.

Island Getaway Rentals-Hilton Head Island is a premier real estate and travel agency located at 28 New Orleans Road in the beautiful Hilton Head Island, South Carolina. We specialize in providing luxurious vacation rentals for visitors looking to escape to this stunning island paradise. Our team of experienced agents are dedicated to helping you find the perfect rental property to make your island getaway unforgettable. Whether you're seeking a beachfront villa, a cozy cottage, or a spacious family home, we have a wide selection of properties to choose from. Contact us today to start planning your dream vacation on Hilton Head Island with Island Getaway Rentals.

Luxury Rentals of Hilton Head is a premier real estate and travel agency located at 62C New Orleans Road on the beautiful Hilton Head Island in South Carolina, United States. Specializing in luxury vacation rentals, our team of experienced professionals is dedicated to providing top-notch service and helping clients find the perfect accommodations for their dream getaway. From stunning beachfront properties to elegant villas and cozy cottages, we offer a wide range of options to suit every taste and budget. Whether you're looking for a romantic retreat, a family-friendly vacation, or a relaxing escape with friends, Luxury Rentals of Hilton Head has the perfect rental for you. Contact us today to start planning your unforgettable Hilton Head Island vacation!

Island Time Hilton Head is a premier real estate and travel agency located at 1 Chamber of Commerce Drive in Hilton Head Island, South Carolina. Specializing in luxury vacation rentals, property sales, and personalized travel experiences, Island Time Hilton Head offers unparalleled service and expertise in the beautiful coastal region of Hilton Head Island. Whether you're looking to buy or rent a stunning beachfront property, or plan the perfect getaway to this idyllic destination, Island Time Hilton Head is your go-to agency for all your real estate and travel needs. Experience the ultimate in relaxation and luxury with Island Time Hilton Head.

Welcome to Villamare Vacation Rentals located at 1 Ocean Lane in Hilton Head Island, South Carolina, United States. As a real estate and travel agency, we are the proud owners of two luxury villas at Villamare. Our goal is to provide you with a world-class experience during your stay, just like the finest hotels and resorts we have enjoyed around the globe. What sets us apart is our personalized service - you will interact directly with us, the owners, ensuring a seamless and enjoyable experience. The Villamare beaches are renowned as the best on the island, perfect for leisurely walks, bike rides, or simply relaxing by the sea.

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.

Experience the ultimate beach getaway at our Oceanfront 4 bedroom Beach Home Rental with Pool. Located at 11 East Wind, Hilton Head Island, South Carolina, this stunning property offers luxurious accommodations with breathtaking ocean views. Perfect for families or groups looking for a relaxing vacation by the sea, our rental includes spacious bedrooms, a fully equipped kitchen, and a private pool for endless hours of fun in the sun. Whether you're looking to unwind on the beach, take a dip in the pool, or explore the local attractions, our rental is the perfect choice for your next vacation. Contact our real estate agency or travel agency to book your stay today!

Hilton Head Oceanfront Rental is a premier real estate and travel agency located at 11 Armada Street in the beautiful Hilton Head Island, South Carolina. Specializing in oceanfront properties, our agency offers a wide selection of luxurious vacation rentals for visitors seeking a memorable beach getaway. With top-notch customer service and a deep knowledge of the local area, Hilton Head Oceanfront Rental is the perfect choice for those looking to experience the best of what Hilton Head Island has to offer. Book your dream vacation with us today!

Hilton Head Ocean View Vacation Rental is a premier real estate and travel agency located at 663 William Hilton Parkway in Hilton Head Island, South Carolina, United States. Our agency specializes in providing luxurious vacation rentals with breathtaking ocean views, allowing guests to experience the beauty of Hilton Head Island in style and comfort. With a wide range of properties to choose from, our experienced team is dedicated to helping you find the perfect accommodation for your dream vacation. Book with us today and create unforgettable memories on the stunning shores of Hilton Head Island.

to your beach vacation, and as a vacation rental company, we enjoy exceeding those standards every time. If you’d like to speak with one of our vacation planners regarding your upcoming vacation, please give us a call at 843-686-5155."

Hilton Head Island Villas is a premier travel agency located at 663 William Hilton Parkway in Hilton Head Island, South Carolina, United States. We offer a wide selection of luxurious villas and vacation rentals for visitors looking to experience the beauty and relaxation of this stunning island destination. Our experienced staff is dedicated to providing exceptional customer service and helping guests create unforgettable memories during their stay. Whether you're looking for a beachfront villa, a golf course retreat, or a family-friendly rental, Hilton Head Island Villas has the perfect accommodation for your next getaway. Book your dream vacation with us today and start planning your ultimate island escape.

SeaBreeze Vacation Rentals is a premier travel agency located at 70 Arrow Road in Hilton Head Island, South Carolina. We specialize in providing luxurious vacation rental properties for visitors looking to experience the beauty and relaxation of this stunning coastal destination. Our friendly and knowledgeable staff are dedicated to helping guests find the perfect accommodations to suit their needs and create unforgettable memories. Whether you're seeking a beachfront villa, a cozy cottage, or a spacious family home, SeaBreeze Vacation Rentals has the perfect property for you. Book your dream vacation with us today and let us help you make the most of your time in Hilton Head Island.

Swallowtail at Sea Pines is a luxurious lodging institution located at 70 Lighthouse Road in Hilton Head Island, South Carolina, United States. This beautiful property offers a range of activities such as kayaking, paddle boarding, parasailing, jet skiing, and boat rentals at the nearby Harbour Town Pier. Guests can also enjoy crabbing, dolphin watching, or simply basking in the sun. The Sea Pines Beach Club is just a short distance away, accessible by car, bike, or trolley. For a different beach experience, Coligny Beach is just a three-mile drive and offers beach volleyball and more. The South Beach Marina, home to the iconic Salty Dog Café and other restaurants and shops, is also nearby.

Ocean Winds Villas offered by ResortQuest is a luxurious lodging option located on Ocean Winds Drive in Seabrook Island, South Carolina, United States. This institution offers a range of vacation rentals for visitors looking to experience the natural beauty and laid-back lifestyle of Seabrook Island. With options that cater to dog owners, internet enthusiasts, and those seeking a clean and comfortable stay, Ocean Winds Villas ensures a relaxing and enjoyable vacation experience. Situated just a short distance from downtown Charleston and Hilton Head Beach, Seabrook Island is a picturesque coastal town known for its pristine beaches, marshlands, and live oak forests. Guests can enjoy activities such as golfing on Audubon-certified courses, observing unique dolphin behaviors, and spotting loggerhead sea turtles and other wildlife. Boating, fishing, crabbing, horseback riding, and tennis are just a few of the recreational options available to visitors.

Located on Racquet Club Drive in Seabrook Island, South Carolina, the Racquet Club Villas offered by ResortQuest provide a luxurious lodging experience in this beautiful beachside community. Whether you're interested in golfing, turtle-spotting, or simply relaxing on the pristine beaches, Seabrook Island has something for everyone. With over 100 pet-friendly rentals and high-speed internet access available in many properties, guests can enjoy a comfortable stay with all the amenities they need. The professional housekeeping team ensures that each rental is clean and well-maintained, allowing guests to simply relax and enjoy their vacation. Just a short drive from downtown Charleston and Hilton Head Beach, Seabrook Island offers a tranquil escape surrounded by beaches, marshlands, and live oak forests. Witness special dolphin behavior known as "strand feeding" or tee off at the island's Audubon-certified golf courses. Nature enthusiasts will appreciate the opportunity to see loggerhead sea turtles, deer, and a variety of bird species in their natural habitats.

Beachside Tennis Villas is a luxurious waterfront resort located at 247 South Sea Pines Drive in Hilton Head Island, South Carolina. Nestled along the pristine beaches of the Atlantic Ocean, this stunning property offers guests a tranquil and relaxing retreat with breathtaking ocean views. The villas feature spacious accommodations with modern amenities, private balconies, and access to a range of on-site facilities including a swimming pool, tennis courts, and a fitness center. Whether you're looking for a romantic getaway, a family vacation, or a weekend escape with friends, Beachside Tennis Villas provides the perfect setting for a memorable stay on the beautiful coast of South Carolina.

Coastal Chic at Inland Harbour is a premier real estate and travel agency located in the picturesque Hilton Head Island, South Carolina. Situated at 57 Plantation Drive, this institution specializes in offering luxurious coastal properties with a touch of chic elegance. Whether you are looking to buy or rent a stunning beachfront villa, or seeking expert guidance on planning your dream vacation by the sea, Coastal Chic at Inland Harbour is your go-to destination. Their team of experienced professionals are dedicated to providing top-notch service and helping you find the perfect coastal oasis for your next adventure. Visit them today and experience the ultimate in coastal living and travel luxury.

Seascape Villas is a charming lodging institution located at 42 South Forest Beach Drive on the beautiful Hilton Head Island in South Carolina, United States. This tranquil retreat offers guests a serene and picturesque setting, with easy access to the island's stunning beaches and vibrant local attractions. The villas are tastefully decorated and fully equipped with modern amenities, providing a comfortable and relaxing stay for visitors. Whether you're looking for a romantic getaway or a fun-filled family vacation, Seascape Villas is the perfect choice for your next escape to Hilton Head Island.

BAM Properties, LLC is a real estate and travel agency located at 2 Oakland Place, Bluffton, South Carolina, United States. Specializing in luxury vacation rentals, the institution offers five five-star oceanfront properties in Hilton Head Island and a penthouse condo in Costa Rica. Owned by Melissa and Brian, the properties are meticulously maintained and fully equipped for a hassle-free vacation experience. The Hilton Head properties are conveniently located near Coligny Plaza and Sea Pines, providing easy access to the beach, golf courses, tennis courts, and nearby attractions. The Costa Rica penthouse condo in Playa Flamingo offers stunning ocean views and is close to major eco-tourism destinations. Whether you're looking for a relaxing beach getaway or an adventurous vacation, BAM Properties, LLC ensures a memorable stay with exceptional accommodations.