Hilton Head Vacation Rentals

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One of the advantages of choosing a vacation rental on Hilton Head Island is the variety of accommodations available. Instead of a traditional hotel room, travelers can select a property based on location, number of bedrooms, amenities, beach access and the type of vacation they're planning. Families and larger groups may prefer a spacious vacation home with multiple bedrooms, a full kitchen and private outdoor areas. Couples and smaller families can choose from villas and condos located near beaches, golf courses, restaurants and attractions. Travelers looking for a classic beach vacation can search oceanfront and near-ocean properties, while guests who value privacy may prefer a home with a private pool. Hilton Head Rentals makes it easy to explore these options in one place and find accommodations throughout Hilton Head Island. 

Hilton Head Vacation Homes Hilton Head vacation home rentals are an excellent choice for families, groups and travelers who want additional space and privacy. Vacation homes can offer multiple bedrooms and bathrooms, full kitchens, living and dining areas, outdoor spaces and convenient access to the beach, golf, biking and other island activities. Depending on the property, additional features may include private pools, lagoon or golf views, pet-friendly accommodations and proximity to the ocean. Homes are available throughout many of Hilton Head Island's most popular vacation communities, allowing travelers to choose both the property and location that best match their trip. Explore Hilton Head home rentals to find a private vacation home for your next island getaway. 

Hilton Head Villas & Condo Rentals For travelers who want convenience and resort-style amenities, Hilton Head condo and villa rentals provide another popular option. Villas and condos are found throughout the island, including oceanfront communities, golf resorts and neighborhoods close to restaurants, shopping and entertainment. Depending on the complex, amenities may include community swimming pools, beach access, tennis or pickleball facilities, elevators, balconies and views of the ocean, golf courses, lagoons or landscaped grounds. Condo and villa rentals are especially popular with couples, smaller families and guests who want to stay close to Hilton Head's major attractions while enjoying the flexibility of a vacation rental. Browse Hilton Head condo rentals and villas to compare locations throughout the island. 

Hilton Head Oceanfront Rentals Wake up near the Atlantic Ocean with a Hilton Head oceanfront vacation rental. Hilton Head Island's Atlantic coastline is one of the primary reasons visitors return year after year. Staying oceanfront or beachfront can put the sand just steps from your rental and make beach days considerably easier. Oceanfront accommodations range from villas and condos to larger vacation homes. Many offer balconies or outdoor areas where guests can enjoy ocean views and Hilton Head's coastal setting. Popular areas for oceanfront rentals include Palmetto Dunes, Forest Beach, Sea Pines and Folly Field, along with other beachfront communities around Hilton Head Island. Explore Hilton Head oceanfront rentals for properties where the beach becomes part of your everyday vacation experience. 

Hilton Head Rentals with Private Pools For families and groups, a Hilton Head vacation rental with a private pool can add another dimension to a beach vacation. Spend the morning at the ocean, return to your rental for lunch and enjoy the afternoon beside your own pool. Private pools are particularly appealing to families traveling with children, multi-generational groups and guests who simply want more privacy and flexibility. Pool homes can be found in several Hilton Head communities, with options ranging from relaxed beach houses to larger properties designed for groups. Search Hilton Head private pool rentals to find vacation homes offering your own place to swim and relax. 

Pet Friendly Hilton Head Vacation Rentals Your Hilton Head vacation doesn't necessarily have to leave your four-legged family member behind. Our pet-friendly Hilton Head vacation rentals make it easier to find accommodations that welcome dogs while still providing convenient access to the island's beaches, pathways, parks and outdoor spaces. Pet policies, restrictions and fees vary by property, so travelers should review the individual rental details before booking. Browse Hilton Head pet-friendly rentals to find accommodations suitable for you and your pet. 

Sea Pines Vacation Rentals Located on the southern end of Hilton Head Island, Sea Pines is one of the island's best-known vacation destinations. Sea Pines combines beaches, golf, biking, boating, dining and natural Lowcountry scenery within a large resort community. Guests can explore Harbour Town, South Beach Marina, the Sea Pines Forest Preserve and some of Hilton Head Island's most recognizable recreational destinations. Accommodations range from villas and golf-oriented properties to private homes, pool homes and oceanfront rentals. Explore Sea Pines vacation rentals if you want to stay close to Harbour Town, beaches, golf and many of Hilton Head's signature experiences. 

Palmetto Dunes Vacation Rentals Palmetto Dunes offers a central Hilton Head Island location with easy access to the Atlantic Ocean, golf, tennis, pickleball, biking and water activities. The community is particularly well known for its beachfront setting, golf courses and extensive selection of vacation villas and condos. Travelers can choose from oceanfront properties, golf-view accommodations, larger villas and vacation rentals throughout the resort. Its central location also provides convenient access to Shelter Cove Harbour & Marina and Shelter Cove Towne Centre. Browse Palmetto Dunes vacation rentals for a resort-centered Hilton Head getaway. 

Forest Beach Vacation Rentals Travelers looking for a beach-oriented location with exceptional access to shopping, dining and entertainment should consider Forest Beach vacation rentals. Forest Beach includes North Forest Beach and South Forest Beach, with Coligny serving as one of the area's major destinations. Depending on where you stay, visitors may be able to walk or bike between their vacation rental, the beach, restaurants, shops and entertainment. The area offers everything from oceanfront villas and condos to larger vacation homes with private pools. Explore Forest Beach vacation rentals if beach access and proximity to Coligny are priorities for your trip. 

Shipyard Vacation Rentals Shipyard provides a centrally located Hilton Head Island setting known for golf, natural scenery and convenient access to the beach and surrounding areas. Vacation rentals include villas, condos and other accommodations located around the community's golf courses, lagoons and landscaped Lowcountry setting. Shipyard's location makes it convenient for travelers who want access to both the south end of the island and destinations farther north. Browse Shipyard vacation rentals for a relaxing Hilton Head stay close to golf, beaches and island activities. 

Folly Field Vacation Rentals On the northern portion of Hilton Head Island's Atlantic coastline, Folly Field offers a relaxed beach atmosphere with convenient access to the ocean. The area includes vacation villas, condos and beachfront communities that are popular with families, couples and travelers who want to make the beach the center of their trip. Explore Folly Field vacation rentals for another excellent way to experience Hilton Head Island's coastline. 

What Is the Best Area to Stay on Hilton Head Island? The best place to stay on Hilton Head depends on what you want from your vacation. Choose Sea Pines for Harbour Town, golf, biking, nature and a complete resort experience. Consider Palmetto Dunes for beaches, golf, tennis, pickleball and a central island location. Forest Beach is an excellent choice for travelers who value the beach, Coligny and walkability. Shipyard provides a central setting with golf and easy access around the island, while Folly Field appeals to travelers looking for a relaxed beach-oriented vacation. Rather than choosing a rental based solely on price or number of bedrooms, consider what you plan to do during your trip. Staying close to your favorite beach, golf course, restaurant district or attraction can mean less time driving and more time enjoying Hilton Head Island. 

Things to Do During Your Hilton Head Vacation A Hilton Head vacation can be as active or relaxing as you want. Spend your days swimming and walking along the beach, biking the island's leisure pathways, playing golf or tennis, kayaking through tidal waterways, taking a dolphin cruise, fishing or exploring Hilton Head's natural environment. Visitors can explore Harbour Town, Shelter Cove, Coligny, South Beach Marina and other popular destinations while enjoying local restaurants, shopping and entertainment throughout the island. Our Hilton Head Island Things to Do guide can help you discover beaches, golf courses, restaurants, family activities, water sports, shopping and attractions near your vacation rental. 

Why Book a Hilton Head Vacation Rental? Vacation rentals give travelers the opportunity to experience Hilton Head Island with more space, flexibility and choice. Instead of selecting only a hotel and room type, you can choose the community, property style, number of bedrooms, proximity to the beach and amenities that matter most to your group. A vacation rental can also provide features that are particularly valuable for longer stays and family vacations, including kitchens, living areas, multiple bedrooms and convenient access to the places you intend to visit. Most importantly, the right rental can become part of the vacation itself—whether that means waking up near the ocean, biking to the beach, relaxing beside a private pool or spending an evening with family in your own vacation home.

Frequently Asked Questions About Hilton Head Vacation Rentals When should I book a Hilton Head vacation rental? For high-demand periods such as summer, spring break and major holidays, booking earlier generally provides a wider selection of available properties. Travelers seeking specific features such as oceanfront locations, private pools or larger homes should also consider reserving well in advance. Are there oceanfront vacation rentals on Hilton Head Island? Yes. Hilton Head Island offers oceanfront and beachfront vacation rentals in several areas, including Palmetto Dunes, Forest Beach, Sea Pines and Folly Field. Options range from condos and villas to private vacation homes. Can I rent a Hilton Head vacation home with a private pool? Yes. Private-pool vacation homes are available throughout several Hilton Head Island communities. Availability varies by property and travel dates.

Are there pet-friendly vacation rentals on Hilton Head? Yes. Hilton Head Rentals features pet-friendly vacation rental options. Individual properties may have different pet policies, restrictions and fees, so check the property's details before booking. Should I stay in Sea Pines or Palmetto Dunes? Both are popular Hilton Head destinations, but they offer different experiences. Sea Pines is known for Harbour Town, South Beach Marina, golf, biking and its expansive resort environment. Palmetto Dunes is centrally located and known for beaches, golf, tennis, pickleball and convenient access to Shelter Cove. The better choice depends on the activities and location your group prefers. 

Are vacation rentals available near Coligny Beach? Yes. Forest Beach offers numerous vacation homes, villas and condos near Coligny Beach Park and Coligny Plaza. North Forest Beach and South Forest Beach are particularly convenient for travelers who want to stay near the beach, restaurants, shopping and entertainment. 

What types of Hilton Head vacation rentals are available? Travelers can choose from private homes, villas, condos, oceanfront rentals, properties with private pools, pet-friendly accommodations, golf-oriented rentals and properties located throughout Hilton Head Island's major vacation communities.

Find Your Hilton Head Vacation Rental Hilton Head Island combines beautiful beaches, championship golf, outdoor recreation, exceptional dining and the relaxed atmosphere of the South Carolina Lowcountry. The right place to stay makes it even better. Search our Hilton Head vacation rentals by dates, location, property type and amenities to find the home, villa or condo that fits your vacation. Whether you want to wake up near the Atlantic Ocean, stay close to Harbour Town, walk to Coligny, play golf in Palmetto Dunes or spend the week relaxing beside a private pool, start your Hilton Head Island vacation right here.


Properties Available 244 properties available
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 205 enjoy panoramic views of the Atlantic Ocean and its white sandy beaches. Upgrades include freshly renovated kitchen plus all stainless renovated kitchen, some new furniture, painting throughout, new beds, flat screen televisions & blu-ray player. Shore
Hot HOT 10
Shorewood 205
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 (89)
* 3 bedrooms + a Bonus small bedroom w/Private Bath(all new pillows and bedding) * 3 bathrooms * Sleeps 10 (2 Kings with luxury foam Marriott Mattresses, 3 twins, 1 sleeper & 1 rollaway) * 5 Flat Screen TV\'s (1 in each bedroom and in den) * DVD Players in Master Bedroom * Wifi & Cable TV throughout * Private Pool with fenced deck and pool
Hot HOT 288
Old Military Road #8
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.5 (34)
New Flooring and Freshly Painted in January 2022. Stay beachside and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 124 enjoy a landscape view and won\'t cross a street to reach the Atlantic Ocean and its white sandy beaches. This condo has been upgraded and the charming decor will make yo
1st Floor 1st Floor
1st Floor
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028050
Ocean One 124
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.6 (48)
Springwood 62 is an upstairs townhouse with a king in the master bedroom (top level) , king bed in BR2 (lower level) , and 2 doubles in BR3 (top level). Full kitchen with all the comforts of home. Full size washer and dryer, amenities included wireless internet, flat screen TV\'s. This property is 3 blocks from the Atlantic Ocean and within 1 bloc
Complex Pool Complex Pool
Complex Pool
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028036
Springwood 62
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.5 (36)
Freshly updated in February 2025, the home now features: Fully renovated bathrooms in all three bedrooms Stylish new luxury vinyl plank flooring throughout Fresh paint in every room Brand-new refrigerator Step into the inviting living area and out onto the extra-large private deck—ideal for outdoor dining, afternoon refreshments, or simply soakin
2nd Floor 2nd Floor
2nd Floor
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #29389
Shorewood 234
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (56)
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 402 enjoy a landscape view and won\'t have to cross a street to reach the Atlantic Ocean and the beach. King beds in the master bedroom and bedroom 2, twin beds in bedroom 3, twin beds in bedroom 4, and three full-sized bat
4th Floor 4th Floor
4th Floor
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #030135
Ocean One 402
Villa
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.6 (70)
Recently updated!!! Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 115 is a ground floor apartment with no steps to navigate. These properties are within 1 to 2 blocks of the Atlantic Ocean beach and Van Der Meer Tennis Center. A special membership with Van der Meer provides Court
Hot HOT 37
Courtside 115
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (57)
Surf Court 76 is a first floor condo sleeps up to 6. King in master bedroom, two twins in bedroom 2, living room sofabed. This unit is a ground floor apartment with no steps to navigate. This property is 1.5 blocks from the beach and 1 block from Van der Meer Tennis Center. Vacationers seeking a good value don\'t mind the short walk to and from th
Hot HOT 35
Surf Court 76
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.4 (39)
5 HIGH RIGGER This highly rated recently updated 2nd Row Ocean Home is just steps from the beach and features 4 bedrooms & 4 1/2 baths. This home includes two renovated Master Suites, its own Private Pool & Spa with new deck, adjacent Beach Walk and grilling area. Free expanded Wi-Fi to support online work/school. Updates include New Flooring |
Hot HOT 19
Highrigger 5
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.6 (26)
Ocean One 120 remodeled the kitchen, with new cabinets, granite counters, and Black Stainless top of the line appliances. New Living room Sofa/Love Seat & Chair. King bed in the master bedroom, a queen and double in bedroom 2, and a living room sleeper sofa. Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfro
1st Floor 1st Floor
1st Floor
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #029507
Ocean One 120
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.4 (56)
Ocean One 504 | Newly Renovated 5th Floor Oceanside Condo | Steps to the Beach Experience the best of Hilton Head Island at Ocean One 504, a beautifully renovated fifth-floor villa in the heart of South Forest Beach. Completely refreshed and under new ownership in July 2026, this boutique-inspired retreat combines modern coastal design, upscale fu
Penthouse Oceanfront Penthouse Oceanfront
Penthouse Oceanfront
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #077886
Ocean One 504
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (70)
This second floor oceanfront villa has recent updates. This 3 bedroom, 3 bath condo has a complete kitchen with a living room/dining room combination. The primary bedroom has a king size bed with an oceanfront balcony along with a tile walk in shower in the bathroom. The second bedroom has 2 full size beds and bedroom three has 2 queen beds - Each
2nd Floor Oceanfront 2nd Floor Oceanfront
2nd Floor Oceanfront
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #035956
Ocean One 221
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (2)

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