TOP 30 Best Hilton head island cottages for rent in Hilton Head Island, South Carolina

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.

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.

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!

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.

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.

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.

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.

Vacation Time of Hilton Head is a premier real estate and travel agency located at 3 Lemoyne Avenue in Hilton Head Island, South Carolina, United States. Specializing in vacation rentals and property management, we offer a wide range of luxurious accommodations for visitors looking to experience the beauty and charm of Hilton Head Island. Our team of experienced professionals is dedicated to providing top-notch customer service and helping guests create unforgettable memories during their stay. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious vacation home, Vacation Time of Hilton Head has the perfect property for your next getaway. Book with us today and let us help you plan the ultimate vacation experience on this picturesque island paradise.

Vacation Homes of Hilton Head is a premier real estate and travel agency located at 3 Burkes Beach 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 Hilton Head Island. Our team of experienced agents are dedicated to helping guests find the perfect vacation home that meets their needs and exceeds their expectations. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, Vacation Homes of Hilton Head has a wide selection of properties to choose from. Let us help you plan your dream vacation on this stunning island paradise.

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 Rentals of Hilton Head is a premier real estate and travel agency located at 1 Corpus Christi Place in Hilton Head Island, South Carolina, United States. With a wide range of vacation rental properties available, we offer luxurious accommodations for visitors looking to experience the beauty and charm of Hilton Head Island. Our experienced team is dedicated to helping clients find the perfect rental property for their stay, ensuring a memorable and enjoyable vacation experience. Whether you are looking for a beachfront villa, a cozy cottage, or a spacious family home, Island Rentals of Hilton Head has the perfect property for you. Contact us today to start planning your dream vacation on Hilton Head Island.

Hilton Head Owner Vacation Rentals is a premier real estate and travel agency located at 113 Shipyard Drive in Hilton Head Island, South Carolina. Specializing in luxury vacation rentals, they offer a wide selection of properties for visitors looking to experience the beauty and charm of Hilton Head Island. With a focus on personalized service and attention to detail, Hilton Head Owner Vacation Rentals is dedicated to helping guests find the perfect accommodations for their stay on this picturesque island. Whether you're looking for a beachfront villa, a golf course condo, or a cozy cottage, their team of experienced professionals is ready to assist you in planning your dream vacation. Book your stay with Hilton Head Owner Vacation Rentals and create unforgettable memories in one of the most sought-after vacation destinations in the United States.

Hilton Head 360 is a premier real estate agency located at 2 C Anolyn Court in Bluffton, South Carolina. Specializing in properties in the Hilton Head Island area, our experienced agents provide personalized service to help clients buy, sell, or rent their dream homes. With a deep understanding of the local market and a commitment to excellence, Hilton Head 360 is your trusted partner in all your real estate needs. Contact us today to start your journey towards finding the perfect property in this beautiful coastal community.

#C250 - Hilton Head Island Beach And Tennis Resort is a premier real estate and travel agency located at 40 Folly Field Road in Hilton Head Island, South Carolina, United States. Situated in a stunning beachfront location, this resort offers luxurious accommodations, top-notch amenities, and world-class service. Whether you are looking to purchase a vacation home or book a relaxing getaway, Hilton Head Island Beach And Tennis Resort has everything you need for a memorable and enjoyable stay. Experience the beauty of Hilton Head Island and create unforgettable memories at this exceptional institution.

Island Impact Vacation Rental's Sandy Beach Retreat is a stunning property located at 3 Sandy Beach Trail in Hilton Head Island, South Carolina. This luxurious vacation rental is managed by a reputable real estate and travel agency, offering guests a perfect getaway on the beautiful sandy beaches of Hilton Head Island. With top-notch amenities, breathtaking ocean views, and a prime location, this retreat is the ideal destination for a relaxing and memorable vacation experience. Book your stay at Island Impact Vacation Rental's Sandy Beach Retreat for an unforgettable beachside escape.

Island Club Resort is a travel agency located at 85 Folly Field Road, Hilton Head Island, South Carolina, United States. Guests can download the Vacasa app or check their Trip Manager for a complete guide to their home's features and amenities. The institution offers dog-friendly homes and allows guests to cancel within 24 hours of booking for a full refund. For cancellations made 30 or more days before check-in, guests can receive a refund of any rental payments made, minus the booking fee and associated taxes. The institution also offers travel insurance for trip cancellation or interruption. Guests can book Vacasa homes if they are 21 or older, with some homes having higher age requirements. The institution does not start counting kids toward the occupancy until they are over the age of two. Guests can pay in installments for many reservations and can also finance through Affirm for U.S. stays with a total rent of at least $500. The institution does not have a loyalty or membership program but allows members of Marriott Bonvoy® or Wyndham Rewards to use their points to book vacation homes. Guests are encouraged to leave reviews after their stay to inform future guests and provide feedback to owners. Creating an account is optional but allows for faster booking and access to the mobile app for driving directions, lockbox codes, WiFi passwords, and more. Future Stay Credits are automatically linked to the email address used to book the original reservation and expire 15 months from the date of issue. Credits are non-transferable and cannot be combined with others. If a trip booked with a Future Stay Credit is canceled, standard cancellation policies apply, with any portion paid with credit refunded as credit.

Hilton Head Homes & Condos - Tony Stegall is a reputable real estate agency located at 24 New Orleans Road, Hilton Head Island, South Carolina. Specializing in Hilton Head condos, Tony Stegall has over 40 years of experience helping families find their perfect second home or investment rental property. As a top producing REMAX agent in the area, Tony ensures that every aspect of the transaction is handled with attention to detail by competent professionals. The website offers a wide range of condos for sale in Hilton Head, located in communities such as Palmetto Dunes, Shelter Cove, Sea Pines, Shipyard, Forest Beach, and Folly Field Beach. Tony Stegall, known for his expertise in the Hilton Head condo market, is dedicated to providing personalized service to his clients.

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.

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.

Located at 21 Executive Park Road in Hilton Head Island, South Carolina, Wyndham Vacation Rentals offers a variety of beachfront condos, beach house rentals, and spacious cottages for your family vacation or romantic getaway. With stunning ocean views, direct beach access, and amenities like outdoor pools and hot tubs, you'll feel right at home in our comfortable accommodations. Our Hilton Head Island rentals are pet-friendly, with 112 homes allowing dogs, so you can bring your furry friend along for the trip. With 790 vacation rentals offering internet access, you can stay connected throughout your stay. Our professional housekeeping team ensures that each home is clean, stocked with amenities, and ready for your arrival.

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 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.

Marsh Side on Hilton Head is a premier real estate agency located at 5 Gumtree Road in Hilton Head Island, South Carolina. Specializing in luxury waterfront properties, Marsh Side offers exquisite homes and condos with stunning views of the marshes and waterways that define the island. With a team of experienced agents dedicated to providing top-notch service and expertise, Marsh Side on Hilton Head is the go-to destination for those seeking their dream waterfront home in this beautiful coastal community.

Hilton Head Accommodations is a premier real estate and travel agency located at 20 Executive Park Road in Hilton Head Island, South Carolina. We specialize in providing a wide range of accommodation options for visitors to this beautiful island paradise. Whether you are looking for a luxurious beachfront villa, a cozy cottage in the heart of town, or a spacious vacation rental for the whole family, we have the perfect property for you. Our experienced team is dedicated to helping you find the ideal accommodation to make your stay on Hilton Head Island truly unforgettable. Contact us today to start planning your dream vacation!