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

HHI Tide 21 is a family-friendly vacation rental located at 40 Folly Field Road in Hilton Head Island, South Carolina, United States. The owners purchased the property in January 2020 after years of enjoying family vacations on the island with their own children. They have created a welcoming and comfortable space for families to enjoy a beach vacation together. The spacious villa features an open floor plan, coastal decor, and all the amenities needed for a relaxing stay. Children will love the bunk beds, board games, and DVD movies provided, while parents will appreciate the fully equipped kitchen and private balcony. Beach gear, including chairs, umbrellas, and toys, are also provided for guests' convenience.

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.

Overwatch Home Services, LLC is a premier real estate and travel agency located on Hilton Head Island, South Carolina. Specializing in Absentee Home Watch and Vacation Rental Management, our team at Overwatch Home Services is dedicated to providing top-notch services to homeowners and vacationers alike. Our experienced staff ensures that your property is well-maintained and secure while you are away, offering peace of mind to absentee homeowners. For vacationers, we offer a wide range of rental properties to choose from, all managed with the highest level of professionalism and care. Visit us at 14 Spanish Moss Road and let Overwatch Home Services take care of all your real estate and vacation rental needs on beautiful Hilton Head Island.

Brandon Greenplate of Hilton Head Properties Realty is a reputable real estate agency located in the heart of Hilton Head Island, South Carolina. With a prime location at 12 New Orleans Road, this agency specializes in helping clients buy, sell, and rent properties in the area. Known for their exceptional customer service and in-depth knowledge of the local market, Brandon Greenplate and his team are dedicated to providing personalized and professional real estate services to their clients. Whether you are looking for a vacation home, investment property, or your dream house, you can trust Brandon Greenplate of Hilton Head Properties Realty to help you navigate the real estate market with ease.

RE/MAX Island Realty is a premier real estate agency located at 24 New Orleans Road in Hilton Head Island, South Carolina, United States. With a team of experienced and knowledgeable agents, we specialize in helping clients buy, sell, and rent properties on this beautiful island paradise. Whether you're looking for a vacation home, investment property, or permanent residence, our team is dedicated to providing top-notch service and finding the perfect property to meet your needs. Trust RE/MAX Island Realty to help you navigate the real estate market on Hilton Head Island with ease and confidence.

Luxury Homes of Hilton Head is a full-service real estate agency located at 62A New Orleans Road in Hilton Head Island, South Carolina. Specializing in resort and luxury properties, we offer comprehensive services for all your homeownership needs. Our team goes above and beyond to provide exceptional service and expertise to meet our clients' expectations. Whether you're a first-time buyer or a seasoned investor, we are here to guide you through the process of owning a home on Hilton Head Island. We pride ourselves on offering the most up-to-date information about real estate on Hilton Head Island and Bluffton, including details about Homeowner's Associations, Condo Management Regimes, and Property Regulations.

Beachside Getaway - Vacation Rentals is a premier real estate and travel agency located at 1 Corpus Christi Place, Hilton Head Island, South Carolina. Our institution offers a wide range of luxurious vacation rentals situated along the beautiful beaches of Hilton Head Island. Whether you are looking for a cozy beachfront condo or a spacious oceanfront villa, we have the perfect accommodation for your next getaway. Our dedicated team is committed to providing exceptional service and ensuring that your vacation is a memorable and relaxing experience. Book with Beachside Getaway - Vacation Rentals for the ultimate beachside escape in Hilton Head Island.

Hilton Head Properties Realty & Rentals is a premier real estate and travel agency located at 12B New Orleans Road in Hilton Head Island, South Carolina. Specializing in vacation rentals, property sales, and property management services, our experienced team is dedicated to helping clients find their perfect home or vacation rental on this beautiful island. With a wide range of properties to choose from and personalized service, Hilton Head Properties Realty & Rentals is your go-to agency for all your real estate and travel needs in Hilton Head Island. Contact us today to start your journey towards finding your dream property or vacation rental.

Relax Rentals is a premier real estate and travel agency located at 18 Executive Park Road, Hilton Head Island, South Carolina. Specializing in vacation rentals, our experienced team is dedicated to providing top-notch customer service and helping you find the perfect accommodations for your next getaway. Whether you are looking for a beachfront villa, a cozy cottage, or a luxurious estate, Relax Rentals has a wide selection of properties to choose from. Let us help you relax and enjoy your vacation to the fullest. Contact us today to start planning your dream vacation!

The Vacation Company is a premier real estate and travel agency located at 50 Palmetto Bay Road in Hilton Head Island, South Carolina. Specializing in vacation rentals, they offer a wide range of luxurious properties for visitors to enjoy a relaxing and unforgettable getaway. With a dedicated team of professionals, The Vacation Company strives to provide top-notch customer service and expert guidance to help clients find the perfect rental for their needs. Whether you're seeking a beachfront villa, a cozy cottage, or a spacious family home, The Vacation Company has something for everyone. Book your dream vacation today with The Vacation Company and make memories that will last a lifetime.

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.

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.

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!

Palmera Vacation Club is a premier lodging and travel agency located at 33 Office Park Road in Hilton Head Island, South Carolina, United States. Our institution offers luxurious accommodations and personalized travel services to ensure a memorable vacation experience for our guests. From spacious villas to exclusive amenities, Palmera Vacation Club is dedicated to providing top-notch hospitality and creating unforgettable vacation memories. Book your next getaway with us and discover the beauty of Hilton Head Island in style and comfort.

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.

Island Club Resort Sales is a lodging institution located at 85 Folly Field Road in Hilton Head Island, South Carolina, United States. We are passionate about vacations and creating unforgettable memories with your loved ones. As the #1 Independent Resort Management company with over 200 resort destinations across the U.S., Mexico, and the Caribbean, we ensure operational excellence and financial stability for your Association. Join us in Sales & Marketing, Resort Operations, Corporate functions, and more to kickstart your career at Capital Vacations. Discover the value of your Capital Vacations Club Membership and unlock the magic of your next vacation with our Reservation Window tool. We are dedicated to creating memories for all members, owners, and guests while ensuring accessibility compliance at our resorts. Explore new additions in Myrtle Beach and start planning your ultimate 2024 vacation with us. Remember, at Capital Vacations, we want you to 'travel, gather, smile, repeat... year after year'.

Destination Vacation Hilton Head Island is a premier real estate and travel agency located at 7 Executive Park Road in the beautiful 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 investment property on this stunning island paradise. Whether you're looking for a luxurious beachfront villa, a cozy cottage in the heart of town, or a spacious vacation home for the whole family, Destination Vacation Hilton Head Island has the expertise and resources to make your dream vacation a reality. Contact us today to start planning your next unforgettable trip to Hilton Head Island.

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.

VTrips of Hilton Head is a premier real estate and travel agency located at 578 William Hilton Parkway in Hilton Head Island, South Carolina. Specializing in vacation rentals, property management, and real estate sales, VTrips of Hilton Head offers a wide range of services to help visitors and residents alike make the most of their time on the beautiful island. With a team of experienced professionals dedicated to providing top-notch customer service, VTrips of Hilton Head is your go-to destination for all your vacation and real estate needs in Hilton Head Island.

Seawatch at Island Club is a charming lodging institution located at 85 Folly Field Road in Hilton Head Island, South Carolina, United States. Nestled in a picturesque coastal setting, this establishment offers guests a peaceful retreat with easy access to the island's beautiful beaches and attractions. The accommodations at Seawatch at Island Club are cozy and well-appointed, providing guests with a comfortable stay during their visit. Whether you're looking for a relaxing getaway or a fun-filled vacation, this institution is the perfect choice for your stay on Hilton Head Island.

Beach House Boutique Vacation Rentals is a luxurious real estate and travel agency located at 4 Hunter Road in Hilton Head Island, South Carolina. Our stunning beachfront properties offer the perfect getaway for those looking to relax and unwind in style. With a range of beautifully appointed vacation rentals to choose from, guests can enjoy a personalized and unforgettable experience. Whether you're looking for a romantic beachfront escape or a family-friendly retreat, Beach House Boutique Vacation Rentals has the perfect accommodation for you. Book your dream vacation today and experience the ultimate in luxury and relaxation on Hilton Head Island.

Coastal Vacation Rentals is a premier lodging, real estate, and travel agency located at 1038 William Hilton Parkway on Hilton Head Island in South Carolina, United States. Offering a wide range of vacation rental properties along the beautiful coast, Coastal Vacation Rentals provides top-notch accommodations for travelers looking to experience the beauty and relaxation of Hilton Head Island. Whether you are looking for a beachfront villa, a cozy cottage, or a luxurious estate, Coastal Vacation Rentals has the perfect property for your stay. With exceptional customer service and a commitment to making your vacation unforgettable, Coastal Vacation Rentals is your go-to destination for a memorable and relaxing getaway on the stunning coast of South Carolina.

Carolina Coast Vacations & Property Management is a premier real estate and travel agency located at 1012 William Hilton Parkway on Hilton Head Island in South Carolina, United States. Our dedicated team specializes in providing top-notch vacation rental properties and expert property management services. Whether you are looking for a beachfront villa, a cozy condo, or a luxurious estate, we have the perfect accommodations to suit your needs. Let us help you plan your dream vacation on the beautiful Carolina Coast 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.

Ocean Cove Club at Palmetto Dunes by Hilton Head Accommodations is a premier real estate and travel agency located at 10 Mooring Buoy in Hilton Head Island, South Carolina, United States. Offering luxurious accommodations in the beautiful Palmetto Dunes area, this institution provides top-notch service and amenities for those looking to experience the ultimate beachfront getaway. With stunning views of the ocean and access to a range of activities and attractions, Ocean Cove Club is the perfect destination for a relaxing and unforgettable vacation.

The Island Club of Hilton Head is a luxurious lodging institution located at 85 Folly Field Road on Hilton Head Island, South Carolina. With its prime location on the stunning island, guests can enjoy easy access to the beautiful beaches, golf courses, and other attractions that Hilton Head has to offer. The resort offers spacious accommodations, top-notch amenities, and exceptional service to ensure a memorable stay for all guests. Whether you're looking for a relaxing beach vacation or an exciting outdoor adventure, the Island Club of Hilton Head is the perfect destination for your next getaway.

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.

The Island Club is a luxurious lodging destination located on Island Club Road in Hilton Head Island, South Carolina. This exclusive institution offers a range of upscale accommodations, including spacious villas and condos, all surrounded by pristine beaches and lush tropical landscapes. Guests can enjoy access to a variety of amenities, such as swimming pools, tennis courts, fitness facilities, and private beach access. Whether you're looking for a relaxing getaway or an action-packed vacation, The Island Club provides the perfect retreat for travelers seeking a tranquil and upscale experience on Hilton Head Island.

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.

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.