TOP 30 Luxury island living experiences 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.

Hilton Head Long Term Rentals is a reputable real estate agency located at 1000 Main Street in Hilton Head Island, South Carolina. Our agency specializes in providing long-term rental properties for those looking to make Hilton Head their home. With a wide range of rental options available, from cozy condos to spacious family homes, we are dedicated to helping our clients find the perfect place to settle down on this beautiful island. Our experienced team is committed to providing top-notch service and guidance throughout the rental process, ensuring a smooth and stress-free experience for both landlords and tenants. Contact us today to find your ideal long-term rental property in Hilton Head Island.

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.

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.

Hilton Head Vacations, Inc. is a premier real estate and travel agency located in Hilton Head Island, South Carolina. Our expert team specializes in providing top-notch vacation rental properties for visitors looking to experience the beauty and luxury of Hilton Head Island. Whether you're seeking a beachfront villa, a cozy cottage, or a spacious family home, we have the perfect accommodations to suit your needs. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Visit us at 42 New Orleans Road to start planning your dream getaway today.

Shorewood - Hilton Head Ocean Villas is a premier real estate and travel agency located at 21 South Forest Beach Drive in Hilton Head Island, South Carolina, United States. Our agency specializes in luxurious oceanfront villas, offering stunning views and top-notch amenities for a truly unforgettable vacation experience. Whether you are looking to purchase a vacation home or rent a property for your next getaway, our knowledgeable team is dedicated to helping you find the perfect accommodation to suit your needs. Contact us today to start planning your dream vacation on the beautiful shores of Hilton Head Island.

Luxury Home Concierge Services is a prestigious institution located at 45 Queens Folly Road in Hilton Head Island, South Carolina, United States. Specializing in both real estate and travel services, our team of professionals is dedicated to providing top-notch concierge services for clients seeking the ultimate luxury experience. Whether you are looking to buy or rent a luxurious home, or plan an extravagant vacation, our experts are here to cater to your every need. Experience the epitome of luxury living with Luxury Home Concierge Services.

Hilton Grand Vacations Club Ocean Oak Resort Hilton Head is a luxurious lodging option located at 41 South Forest Beach Drive in Hilton Head Island, South Carolina, United States. Nestled along the picturesque coastline, this resort offers guests a relaxing and upscale vacation experience. With spacious accommodations, top-notch amenities, and stunning ocean views, guests can unwind and indulge in the beauty of Hilton Head Island. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Hilton Grand Vacations Club Ocean Oak Resort Hilton Head has everything you need for a memorable stay.

Hilton Head Vacation Getaway is a premier real estate and travel agency located at 8 Heath Drive on the beautiful Hilton Head Island in South Carolina, United States. Our experienced team is dedicated to helping you find the perfect vacation rental or property for your stay on this stunning island paradise. Whether you are looking for a relaxing beachfront condo, a luxurious villa, or a family-friendly home, we have a wide selection of options to suit your needs. Let us help you plan your dream vacation on Hilton Head Island today!

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.

Island Country Club Sunrise is a real estate and travel agency located at 7 Wims View Court in Okatie, South Carolina, United States. Escape the hassle of service fees and find your perfect vacation rental with us. Our properties range from a 7th floor, corner, oceanfront condo with free beach lounges and western views to a secluded cabin with endless Blue Ridge Mountains views. Whether you're looking for a relaxing beach getaway or a mountain retreat, we have something for everyone. Our beautifully renovated and newly furnished vacation villas offer spacious accommodations and all the amenities you need for a comfortable stay. Located between two of the best beaches in the area, our properties are perfect for those looking to explore the North Georgia mountains or relax by the beach. We also offer private and renovated marsh view retreats close to Mayo Clinic and beaches.

The Hilton Head Island Visitor & Convention Bureau is a travel agency located at 1 Chamber of Commerce Drive in Hilton Head Island, South Carolina, United States. This institution serves as a gateway to the wonderland of white-sand beaches, tidal creeks, towering live oaks, and winding pathways that make up Hilton Head Island. Visitors can expect classic small-town charm mixed with refined coastal elegance, where traditions are celebrated, and laughter and lifelong memories are made. The bureau offers insider tips for a golf trip on Hilton Head Island, as well as family-friendly activities to enjoy. Visitors can browse accommodations and book their home away from home on the island. The Westin Resort & Spa offers oceanfront luxury with wellness-inspired amenities, while Omni provides the true essence of Hilton Head Island through local knowledge and cuisine.

Hilton Head Seaside Chic Rentals is a premier real estate and travel agency located at 19 Corine Lane on Hilton Head Island, South Carolina. Our agency specializes in offering luxurious and stylish vacation rentals along the beautiful seaside of Hilton Head Island. Whether you are looking for a beachfront villa, a cozy cottage or a spacious condominium, we have a wide selection of properties to choose from. Our team of experienced agents are dedicated to providing exceptional service and helping you find the perfect rental for your next getaway. Experience the ultimate in seaside living with Hilton Head Seaside Chic Rentals.

Cheetah Premier Gentlemen's Club of Hilton Head is a sophisticated and upscale bar and night club located at 1 Dunnagans Alley in Hilton Head Island, South Carolina. Our establishment offers a luxurious and exclusive atmosphere for discerning gentlemen to relax and enjoy themselves. With a wide selection of premium drinks, live entertainment, and beautiful dancers, Cheetah Premier Gentlemen's Club is the perfect destination for a night out on the town. Come experience the ultimate in nightlife sophistication at our premier establishment.

Greens By Resortquest Hilton Head is a lodging institution located at 30 Shipyard Drive, Hilton Head Island, South Carolina, United States. Situated in the wonderland of white-sand beaches, tidal creeks, and towering live oaks, this institution offers a blend of classic small-town charm and refined coastal elegance. Guests can enjoy family-friendly activities, oceanfront luxury, and Southern hospitality at this resort. With spacious accommodations and stunning views, guests can experience the true essence of Hilton Head Island. From award-winning golf courses to luxury homes and villas, this institution offers a range of amenities and services for a memorable vacation experience. Enjoy the charm and warmth of one of the area's top resorts at Greens By Resortquest Hilton Head.

Hilton Head Condo is a luxurious lodging option located at 3 Wimbledon Court in beautiful Hilton Head Island, South Carolina, United States. This institution offers comfortable and spacious accommodations for guests looking to relax and unwind in style. With top-notch amenities and a convenient location near the island's attractions, Hilton Head Condo is the perfect choice for a memorable getaway. Whether you're planning a family vacation or a romantic retreat, this condo is sure to exceed your expectations. Book your stay at Hilton Head Condo and experience the best of island living.

Experience ultimate luxury and relaxation at our stunning Oceanfront Estate Vacation Rental located at 18 Grey Widgeon Road, Hilton Head Island, South Carolina. This exquisite property offers breathtaking views of the ocean, spacious living areas, top-of-the-line amenities, and a private beach access. Perfect for a family getaway or a romantic retreat, this estate is the epitome of upscale coastal living. Indulge in the beauty of the surroundings and create unforgettable memories at this exclusive vacation rental.

The Sea Pines Resort is a luxurious and picturesque destination located at 32 Greenwood Drive in Hilton Head Island, South Carolina, United States. This institution offers a variety of lodging options including elegant villas, spacious homes, and cozy cottages. As a real estate agency, The Sea Pines Resort also provides opportunities for guests to purchase their own piece of paradise in this beautiful coastal community. Additionally, the resort's travel agency services can help guests plan unforgettable vacations filled with relaxation, adventure, and exploration. Whether you're looking for a peaceful retreat or an exciting getaway, The Sea Pines Resort has everything you need for a memorable experience.

Host2Coast is a premier real estate and travel agency located at 1 Corpus Christi Place in Hilton Head Island, South Carolina. Specializing in helping clients find the perfect vacation rental or investment property along the stunning coastlines of the United States, Host2Coast offers personalized service and expert guidance to ensure a smooth and enjoyable experience. Whether you are looking for a beachfront villa, a cozy cottage, or a luxury condo, Host2Coast has the resources and expertise to make your real estate dreams a reality. Contact us today to start your journey to owning a piece of paradise on the coast.

Marriott's Heritage Club is a luxurious lodging institution located at 12 Lighthouse Lane in the beautiful Hilton Head Island, South Carolina, United States. This resort offers spacious and elegant accommodations for guests looking to relax and unwind in a stunning beachfront setting. With top-notch amenities, including a pool, fitness center, and on-site dining options, Marriott's Heritage Club provides a perfect retreat for travelers seeking a blend of comfort and sophistication. Enjoy the charm of Hilton Head Island while indulging in the world-class hospitality of Marriott at this exquisite destination.

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.

Ocean Palms Villas is a luxurious lodging option located at 14 Wimbledon Court in Hilton Head Island, South Carolina. This exquisite property offers stunning villas that are perfect for those looking for a relaxing beach getaway. As a real estate agency, Ocean Palms Villas also provides opportunities for those interested in purchasing their own piece of paradise in this beautiful coastal community. With its prime location and top-notch amenities, Ocean Palms Villas is the ideal choice for a memorable stay in Hilton Head Island.

Harbour Town Club Villas is a luxurious real estate and travel agency located at 13 Lighthouse Lane in Hilton Head Island, South Carolina. Our exclusive villas offer stunning views of the harbor and are just steps away from world-class dining, shopping, and entertainment options. Whether you are looking to invest in a vacation property or plan a getaway to this picturesque island, our knowledgeable staff is here to assist you every step of the way. Experience the ultimate in luxury living at Harbour Town Club Villas.

Ocean Dunes Villas is a premier real estate and travel agency located at 3 Lemoyne Avenue in Hilton Head Island, South Carolina, United States. Our luxurious villas offer breathtaking views of the ocean and provide the perfect backdrop for a relaxing vacation. Whether you are looking to buy or rent a property, our experienced agents are here to assist you every step of the way. Experience the beauty of Hilton Head Island with Ocean Dunes Villas.

Racquet Club Villas by Vacasa is a luxurious real estate and travel agency located at 108 Lighthouse Road in Hilton Head Island, South Carolina. Nestled in the heart of the prestigious Palmetto Dunes Resort, this institution offers stunning vacation rental properties with access to world-class amenities such as golf courses, tennis courts, and pristine beaches. Whether you are looking for a relaxing getaway or an adventurous escape, Racquet Club Villas by Vacasa has the perfect accommodation for your needs. Experience the ultimate in comfort and convenience with their personalized service and attention to detail. Plan your dream vacation with Racquet Club Villas by Vacasa and create unforgettable memories on Hilton Head Island.

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.

Located on Daufuskie Island in South Carolina, the Strachan Mansion offers a unique and intimate lodging experience for those looking to escape the hustle and bustle of everyday life. Situated on an island without bridges, the mansion provides a peaceful and stress-free environment where residents can truly immerse themselves in island living. Residents of Haig Point, where the mansion is located, enjoy a sense of community unlike any other. With no cars or crowds to contend with, neighbors become like family, creating a tight-knit and welcoming atmosphere. Accessible only by a short ferry ride from Hilton Head's Harbour Town, Haig Point offers a secluded and secure island community for those seeking a tranquil lifestyle.

Port Villas is a luxurious waterfront community located on Port Villa Drive in Hilton Head Island, South Carolina, United States. Nestled along the picturesque shoreline, Port Villas offers stunning views of the water and easy access to boating and water activities. The well-appointed villas feature modern amenities and spacious living areas, perfect for relaxing and entertaining. Residents can enjoy a variety of on-site amenities, including a swimming pool, fitness center, and private dock. With its prime location and upscale accommodations, Port Villas is the ideal destination for those seeking a tranquil and upscale coastal living experience.

Coastal C&B, LLC is a premier real estate and travel agency located at 22 Stoney Creek Road, Hilton Head Island, South Carolina, United States. Specializing in beachfront properties and vacation rentals, Coastal C&B, LLC offers unparalleled service and expertise in the coastal real estate market. Whether you are looking to buy a vacation home or plan the perfect getaway, our team of experienced agents is dedicated to helping you find the perfect property to suit your needs. Contact us today to start your coastal living experience with Coastal C&B, LLC.