Hilton Head Vacation Rentals

Home | Vacation Rentals

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
This 3 bedroom oceanfront condo sleeps 8 people comfortably with a king bed in the master bedroom, queen bed in bedroom 2 and two doubles in bedroom 3. Each bedroom has a full-sized private bath. With decks off the living room and master bedroom, guests staying in Ocean One 211 enjoy panoramic views of the Atlantic Ocean and its white sandy beache
2nd Floor Oceanfront 2nd Floor Oceanfront
2nd Floor Oceanfront
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #031415
Ocean One 211
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.2 (69)
539 SHOREWOOD This recently updated villa offers beautiful views of the Atlantic Ocean. Walk easily to Coligny Plaza with more than 60 shops & restaurants, or spend each day at the Beach! Free Wi-Fi. The Pool is Heated March, April, October & November. FIFTH FLOOR SINGLE LEVEL POOL AND OCEAN VIEW VILLA ~ Living Room | Ocean View Living | F
Hot HOT 12
Shorewood 539
Forest Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (54)
With decks off the living room and two bedrooms, guests staying in Ocean One 413 enjoy panoramic views of the Atlantic Ocean and the beach. After hours in the surf, vacationers rinse under the outdoor shower located on the complex\'s private beach walkway and then dip into the oceanfront swimming pool. Ocean One has added a brand new grilling area
4th Floor Oceanfront 4th Floor Oceanfront
4th Floor Oceanfront
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #
Ocean One 413
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 (75)
Windward Village 123 is located just inside the beautiful gated community of Shipyard. This 2 bedroom 2 1/2 bath townhouse has two master suites, making it ideal for couples. The Master bedroom has a King bed and the Guest bedroom has a Queen Bed. Each bedroom has a private full bath with a shower/tub combo. There is a half bath upstairs, with
Hot HOT 43
Windward Village 123
Townhouse
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.3 (11)
Courtside 94 has been remodeled with all the modern amenities. New bathrooms, flooring and all new furniture. The kitchen is well equipped with everything you should need on your beach vacation. Courtside 94 has flat screen tv\'s and wireless internet. The condo is an open end unit with lots of light and perfectly located near the lagoon just s
1st Floor No Steps 1st Floor No Steps
1st Floor No Steps
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #030138
Courtside 94
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (45)
This 3rd floor oceanfront condo sleeps 8-10 people comfortably with a king bed in the master bedroom, two queens in bedroom 2, and two doubles in bedroom 3. With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic views of the Atlantic Ocean and its white sandy beaches. After hours in the surf, vacationers
3rd Floor Oceanfront 3rd Floor Oceanfront
3rd Floor Oceanfront
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028075
Ocean One 321
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.5 (49)
Enjoy ocean breezes your entire stay at Breakers 114. This is an incredible oceanfront first floor (above parking) completely remodeled condo. All appliances, cabinetry, flooring and furniture are brand new spring 2020. This unit is a dream for a couples getaway. Direct access to the pool, beach and Coligny plaza make this a great spot for all of H
1st Floor Oceanfront 1st Floor Oceanfront
1st Floor Oceanfront
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #
Breakers 114
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.4 (31)
New for 2023 - Freshly painted throughout, New Living room furniture along with a 65 inch smart TV, New lighting, New king bed set and bedding. Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, where you can find shopping, dining, or maybe just some ice cream. Shorewood 437 has two full size baths, th
Hot HOT 44
Shorewood 437
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (56)
Springwood 97 has just completed a remodel of the kitchen in April of 2022. The bathrooms are fresh and contemporary after being renovated in November of 2017! Springwood 97 is a first-floor flat with no steps to navigate. King in master bedroom, two queens in bedroom 2, 1 Queen and 1 Twin in bedroom 3 plus a sofa bed in the living room. This pr
1st Floor 1st Floor
1st Floor
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028015
Springwood 97
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 4.6 (51)
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 231 enjoy a glimpse of the Atlantic Ocean as well as the courtyard & Shorewood pool area. After hours in the surf, vacationers return from the ocean via Shorewood\'s beach walkway and then dip into the freshwater swimming pool or a seasonally heated spa. Po
2nd Floor 2nd Floor
2nd Floor
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #024631
Shorewood 231
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (31)
Surf Court is an ocean-oriented complex, 1 block to the beach. Surf Court 53 is a 2 story townhouse, one flight above street level. The famous Van Der Meer tennis center is located 1.5 blocks from Surf Court. The beautiful landscaped courtyard feature a large swimming pool. Surf Court 53 is perfect for 2 couples or a family. There is a King in t
Hot HOT 11
Surf Court 53
Townhouse
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 (31)
NEW FOR SPRING 2025. This nicely updated condominium has stone countertops, hardwood flooring throughout and has a bright and airy decor. Recently renovated bathrooms. It has a convenient 2nd floor entry and exit to the patio and pool deck and is a short 1.5 blocks to the beach (5 to 7 Minute Walk). Each bedroom has a King size bed. Primary Bathro
Complex Pool Complex Pool
Complex Pool
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #029446
Courtside 81
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (32)

Tell us what you're looking for and someone will contact you with available options.

I agree