TOP 30 Best Vacation villa rentals in Hilton Head Island, South Carolina

Casa Al Mare is a real estate and travel agency located at 404 West Cooper Avenue in Folly Beach, South Carolina, United States. They offer a wide range of vacation rentals with no service fees, including oceanfront properties, secluded cabins, renovated villas, and marsh view retreats. The agency also advertises vacation rental properties worldwide through their platform, Houfy, which features over 60,000 listings with no booking or service fees. Guests can easily search for and book vacation homes directly through Houfy hosts. Whether you're looking for a dreamy Hilton Head Island retreat, a luxurious French-inspired villa, or a cozy cabin in the Blue Ridge Mountains, Casa Al Mare has the perfect rental for your next getaway. Own a vacation rental? List it with Casa Al Mare on Houfy and enjoy the freedom to manage your bookings and grow your business with confidence.

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.

14B Fiddlers Cove BBC LandVentures LLC is a premier real estate and travel agency located at 45 Folly Field Road in Hilton Head Island, South Carolina. Specializing in vacation rentals, property management, and real estate sales, our team of experienced professionals is dedicated to helping clients find their perfect vacation getaway or dream home. Whether you're looking to book a relaxing beach vacation or purchase a stunning waterfront property, 14B Fiddlers Cove BBC LandVentures LLC is here to make your real estate and travel dreams a reality. Contact us today to start planning your next adventure!

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.

Colonnade Club 169 is a charming lodging establishment located at 100 Colonnade Drive on Hilton Head Island in South Carolina, United States. This cozy retreat offers comfortable accommodations and a relaxing atmosphere for guests looking to unwind and enjoy a peaceful getaway. With its convenient location near the beach and other attractions, Colonnade Club 169 is the perfect choice for travelers seeking a memorable stay on Hilton Head Island. Whether you're looking for a weekend escape or a longer vacation, this institution provides a welcoming environment for all guests.

Villamare On HHI is a prestigious real estate and travel agency located at 1 Ocean Lane in Hilton Head Island, South Carolina. Specializing in luxury vacation rentals and properties for sale, Villamare On HHI offers unparalleled service and expertise in the Hilton Head Island real estate market. Whether you are looking for a dream vacation rental or interested in purchasing a piece of paradise, Villamare On HHI is dedicated to helping you find the perfect property to suit your needs. With a prime location on the stunning Hilton Head Island, Villamare On HHI is your gateway to the ultimate coastal living experience.

SoboVacations.com is a premier real estate agency located at 59 Port Tack in Hilton Head Island, South Carolina, United States. Specializing in vacation rentals and property management, we offer a wide range of luxurious accommodations for your perfect getaway. Our experienced team is dedicated to helping you find the ideal vacation rental that suits your needs and preferences. Whether you are looking for a beachfront villa, a cozy cottage, or a spacious family home, SoboVacations.com has the perfect property for you. Contact us today to start planning your dream vacation in Hilton Head Island.

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.

Baynard Park Sea Pines Resort is a serene and picturesque park located at 28 Baynard Park Road in Hilton Head Island, South Carolina, United States. This beautiful resort offers a tranquil escape from the hustle and bustle of everyday life, with lush greenery, winding paths, and stunning views of the surrounding area. Visitors can enjoy a leisurely stroll through the park, relax by the water, or participate in various outdoor activities. Whether you are looking for a peaceful retreat or a fun day out with family and friends, Baynard Park Sea Pines Resort is the perfect destination for nature lovers and outdoor enthusiasts alike.

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.

Captain's Cove at Palmetto Dunes is a charming and inviting institution located at 20 Ocean Lane in Hilton Head Island, South Carolina. This waterfront retreat offers a tranquil escape with stunning views of the ocean and easy access to the beach. Guests can enjoy luxurious accommodations, top-notch amenities, and exceptional service during their stay. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby shops and restaurants, Captain's Cove at Palmetto Dunes is the perfect destination for a memorable getaway.

Sea Pines Real Estate, located at 32 Greenwood Drive in Hilton Head Island, South Carolina, is a premier real estate agency specializing in home, villa, home site, and commercial property transactions. With over 65 years of experience, Sea Pines Real Estate is the leader in the Hilton Head Island and Bluffton real estate market. The agency prides itself on providing unparalleled knowledge and expertise, ensuring that clients receive the highest level of service and satisfaction. With a team of top-producing agents and prime office locations, Sea Pines Real Estate offers the support and resources necessary to sell properties at the best price and in the shortest amount of time.

Port Royal Plantation Pool is a luxurious and inviting swimming facility located in Hilton Head Island, South Carolina. Surrounded by lush greenery and palm trees, this pool offers a tranquil and relaxing atmosphere for residents and guests to enjoy. Whether you want to swim laps, soak up the sun on a lounge chair, or simply unwind by the water's edge, Port Royal Plantation Pool is the perfect place to escape and rejuvenate. With crystal clear waters and impeccable landscaping, this pool is truly a hidden gem on the island. Come and experience the beauty and serenity of Port Royal Plantation Pool for yourself.

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.

Unique Destinations, Inc. is a premier real estate and travel agency located at 9 Governors Road, Hilton Head Island, South Carolina. Specializing in providing unique and luxurious vacation experiences, our team of experts is dedicated to helping clients find the perfect destination for their next getaway. Whether you're looking for a beachfront villa, a cozy mountain cabin, or a chic city apartment, we have a wide range of properties to choose from. With unparalleled customer service and attention to detail, Unique Destinations, Inc. is your go-to destination for all your real estate and travel needs. Visit us today and let us help you create unforgettable memories.

Located in the beautiful Hilton Head Island, South Carolina, United States, 23 Moorings is a premier lodging option for those seeking a relaxing beach getaway. This 2 bedroom, 3 bathroom villa is just 650 feet from the beach access, making it the perfect choice for beach lovers. The villa is also conveniently located near the pool, providing easy access to both beach and pool activities. Guests who choose to stay at 23 Moorings can enjoy a 5% discount on their rental as repeat guests. With no hidden fees, guests can rest assured that they are getting a transparent pricing structure. The villa has been recently remodeled, featuring new paint and flooring, as well as modern amenities such as smart TVs and a fully equipped kitchen.

Kelsey Cottages is a premier real estate and travel agency located at 3 North Forest Beach Drive on Hilton Head Island in South Carolina, United States. Our agency specializes in providing luxurious vacation rental properties in the picturesque setting of Hilton Head Island. Whether you are looking for a cozy beachfront cottage or a spacious villa with ocean views, our team of experienced agents is dedicated to helping you find the perfect accommodation for your next getaway. With personalized service and attention to detail, Kelsey Cottages is your go-to destination for a memorable and relaxing vacation experience on Hilton Head Island.

BeachHouse.com offers a luxurious oceanfront home with a private pool located at 16 Painted Bunting Road in Hilton Head Island, South Carolina, United States. This stunning property is perfect for a relaxing beach vacation with family and friends. The real estate and travel agency specializes in beach house vacation rentals, providing guests with a comfortable and unforgettable stay. With a prime location near the beach, guests can enjoy breathtaking views of the ocean and easy access to the sand and surf. Whether you're looking for a weekend getaway or an extended vacation, BeachHouse.com has everything you need for a memorable stay on Hilton Head Island. Please note that all information provided is reliable but should be independently verified for accuracy.

LiveRez is a premier travel agency located at 64 Arrow Road in Hilton Head Island, South Carolina. Specializing in vacation rentals, LiveRez offers a wide range of properties for travelers to choose from, ensuring a perfect getaway for every client. With a team of experienced professionals and a commitment to exceptional customer service, LiveRez is dedicated to providing top-notch accommodations and unforgettable travel experiences. Whether you're looking for a beachfront villa, a cozy cabin in the mountains, or a luxurious city apartment, LiveRez has you covered. Book your next vacation with LiveRez and embark on the trip of a lifetime.

Golden Timeshares, located at 51 South Forest Beach Drive in Hilton Head Island, South Carolina, is a premier travel agency dedicated to helping you and your family create lasting memories. We believe that vacations should be unforgettable experiences that you can cherish for a lifetime. At Golden Timeshares, we specialize in finding the best available timeshare options at the most competitive prices, all with stunning views to enhance your vacation experience. Whether you're looking to relax on the beaches of Laguna Beach at Marriott Newport Coast, enjoy world-class golfing at Marriott's Grand Ocean Club on Hilton Head Island, or bask in the beauty of Maui at Marriott's Maui Ocean Club, we have the perfect vacation spot for you.

Unique Destinations, Inc. is a premier real estate and travel agency located in the beautiful Hilton Head Island, South Carolina. Our team of experienced professionals is dedicated to helping clients find their dream vacation destination or perfect property. Whether you are looking for a luxury beachfront villa or a cozy mountain cabin, we have a wide range of unique destinations to choose from. Visit us at 33 Office Park Road and let us help you make your travel dreams a reality.

The Crab Shack HHI is a unique institution located at 239 Beach City Road in Hilton Head Island, South Carolina. As a real estate and travel agency, they specialize in helping clients find their dream vacation home or rental property on this beautiful island. With a team of experienced agents and a wide selection of properties to choose from, The Crab Shack HHI is dedicated to providing exceptional service and making the buying or renting process as smooth and enjoyable as possible. Whether you're looking for a cozy beachfront cottage or a luxurious villa, they have something for every taste and budget. Visit The Crab Shack HHI today and let them help you find the perfect place to call home on Hilton Head Island.

Stultz Properties is a beautiful and quiet institution located at 663 William Hilton Parkway in Hilton Head Island, South Carolina, United States. The institution offers various villas with stunning views overlooking the marsh and beach in the distance. Villa 1108 features a screened-in balcony, perfect for relaxing after a day in the sun. Villa 3102 is conveniently located near the indoor pool, hot tub, and atrium, with a screened-in outdoor porch for relaxation. Villa 3117 is spacious and offers easy access to the atrium and indoor pool, with a patio overlooking the pool and hot tub. Villa 4209 is a relaxing beach villa near the tennis courts and outdoor pool, with a patio facing the tennis courts for a relaxing view. By booking and staying at Stultz Properties, guests agree to follow the property rules and guidelines. The institution is centrally located on the southeast side of Hilton Head Island, making it a perfect destination for a weekend getaway or longer stay.

Sea Pines Spice Bush is a hidden gem located at 124 North Sea Pines Drive in Hilton Head Island, South Carolina. Nestled in a garden just steps away from one of the most beautiful beaches in the world, this vacation home offers a unique and relaxing experience. The founders of Spice Bush envisioned a place where guests can enjoy their time surrounded by ocean views, golf courses, a heated pool, and tennis courts, all while breathing in the balmy sub-tropical air. The spacious villas at Spice Bush feature two bedrooms, an open living room and dining room with high vaulted ceilings, and a fold-out sofa for extra guests. Guests can also enjoy the picnic and grill area with a cozy gas firepit. With easy access to attractions like the Harbour Town Lighthouse, Sea Pines Beach Club, and South Beach Marina, there is no shortage of things to see and do nearby.

Caretakers is a professional institution located at 10 Office Way, Hilton Head Island, South Carolina, United States. Established in 1988, Caretakers offers a range of services to ensure that your home is well-maintained and looked after in your absence. Services include home and villa inspections, cleaning, grounds maintenance, landscaping, repairs, maintenance, refurbishing, and renovations. With Caretakers, you can have peace of mind knowing that your property is being taken care of by a team of experienced professionals. They offer personalized services for absentee homeowners and can customize their services to meet your specific requirements, such as grocery shopping, furniture removal, receiving packages, and more.

Harbour Town by ResortQuest is a charming lodging institution located at 20 Executive Park Road in Hilton Head Island, South Carolina, United States. Situated in the heart of the beautiful Harbour Town area, this resort offers guests a tranquil and picturesque setting for their stay. With comfortable accommodations, top-notch amenities, and friendly staff, Harbour Town by ResortQuest is the perfect destination for a relaxing getaway. Whether you're looking to explore the nearby beaches, play a round of golf, or simply unwind by the pool, this institution has everything you need for a memorable vacation experience.

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.

SuiteLife @ 1208 Villamare is a luxurious real estate and travel agency located at 1 Ocean Lane in Hilton Head Island, South Carolina. Offering stylish one bedroom one bathroom villas just steps away from the Atlantic Ocean, as well as premiere two bedroom two bathroom Oceanview villas in the award-winning Palmetto Dunes Resort. Whether you're looking for a romantic getaway or a family vacation, SuiteLife @ 1208 Villamare has the perfect accommodations for you.

Condo On The Water is a real estate and travel agency located at 17 Harbourside Lane in Hilton Head Island, South Carolina. This recently listed Shelter Cove Villa has been mostly kept to themselves for the past few years, and is now back on the market. The completely renovated unit offers stunning harbor views from its balcony and is perfectly situated in the Mediterranean-style village of Shelter Cove. With more than a dozen restaurants and boutiques lining the marina, guests can enjoy a variety of dining options and activities just steps away from their villa. From fine dining to family-friendly waterfront cafes, there is something for everyone at Shelter Cove. The villa itself has been beautifully renovated with a beach-themed decor, featuring a newly renovated kitchen, updated bathrooms, and comfortable bedrooms with harbor or pool views. Guests can enjoy the building's private pool, access to Palmetto Dunes amenities, and free use of beach bikes during their stay. With so much to do within walking distance, guests can enjoy a fun and relaxing vacation without ever needing to drive. Whether you're looking to relax on the balcony and watch the sunset, explore the marina, or take advantage of the various activities and dining options nearby, Condo On The Water offers the best of both worlds for a memorable vacation experience.