Hilton Head Vacation Rentals

Browse Hilton Head vacation rentals offering the space, comfort and convenience you need for an unforgettable island getaway. Host2Coast features locally managed vacation homes, villas and condos for family beach trips, romantic escapes, golf vacations and group getaways.

Choose from rentals near the beach, community amenities, shopping, dining, golf courses and Hilton Head Island’s extensive bike paths. Options include oceanfront rentals, dog-friendly properties, private-pool homes and spacious accommodations for larger groups.


Why Book Your Hilton Head Vacation Rental with Host2Coast?

  • Locally managed properties with personalized guest service
  • Vacation homes, villas and condos for different group sizes and budgets
  • Prime locations near Hilton Head Island beaches, restaurants, shops, golf courses and bike paths
  • Direct access to the Host2Coast team before and during your stay
  • Convenient direct booking without relying on a third-party marketplace


Browse Hilton Head Rentals by Location and Amenities

Find vacation rentals in popular Hilton Head communities, including Sea Pines, Palmetto Dunes, Shipyard, North Forest Beach and South Forest Beach.

You can also browse oceanfront rentals, dog-friendly rentals and vacation rentals with private pools.

Use the search filters on this page to compare available Hilton Head rentals and find the right location, property type and amenities for your stay.

Hilton Head Island vacation rental managed by Host2Coast

Properties Available 264 properties available
Step into a world where the rhythmic Atlantic tides meet the quiet luxury of South Forest Beach. This sun-drenched villa invites you to slow down the pace and breathe in the refreshing coastal air. Every corner of the home is bathed in natural light that highlights the soft sage walls and warm wood floors. You will find yourself immediately at ease
Hot HOT 271
212 Forest Beach Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Welcome to 3 Willow Oak Road, a beautifully renovated coastal retreat tucked within the prestigious Sea Pines community on Hilton Head Island, South Carolina. Surrounded by sweeping golf course views and the natural beauty of the Lowcountry, this stunning ground-level home offers the perfect blend of luxury, comfort, and island charm. From the mome
3 Willow Oak Road
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 8 guests
NEW LISTING! ​Escape to the serene beauty of Hilton Head Island with a stay at 403 Golfmaster, a newly renovated 1,500 sq ft condo nestled within the tranquil Shipyard Plantation. This exquisite retreat offers a harmonious blend of modern comfort and natural splendor, making it the ideal destination for your next vacation! Imagine waking up to the
Hot HOT 76
403 Golfmaster
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (14)
Wake up to gorgeous water views of Braddock Cove from this ground floor, end-unit villa that provides the perfect escape for the family!This villa is just steps to the beach, Calibogue Sound, South Beach Marina Village, and the renowned Salty Dog Cafe, this 2-bedroom 2 bath villa comfortably accommodates a family or group of five. Enjoy a stroll to
Hot HOT 87
1801 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (45)
Live your best Sea Pines life when you choose Pedal and Paddle as your South Beach retreat! Waterfront with its own dock, 1603 Port Villa is a stunning 2-bedroom home on Braddock Cove just a short stroll from the Salty Dog Marina and HHI’s top-rated pickleball courts! Look no further - this beautiful coastal escape is now available for rent for the
Hot HOT 79
1603 Port Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (27)
Important Community Notice – Active Construction at Admirals RowPlease be advised that Admirals Row Buildings A and B will begin an 18 month active sprinkler system repair project on February 2.The work will take place inside the villas, progressing one floor at a time, and will begin in Admirals Row – Building B, 4th floor.The community is working
Hot HOT 69
335 Hilton Head Beach and Tennis
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Imagine a place where the air smells of salt and the Spanish moss drapes elegantly over a sun-drenched courtyard. Your arrival at this South Forest Beach villa is met by a warm carriage lamp and a private, verdant entry that immediately whispers of relaxation. You can feel the stress of travel melt away as you step onto the smooth, cool tile floors
97 Courtside Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Imagine waking up to gentle ocean breezes, sweeping golf course views just outside your window, and the promise of sugar-white sand only a five-minute stroll from your front door. Greens 106 is the kind of coastal hideaway that turns ordinary vacations into the stories your family will retell for years. This thoughtfully appointed Hilton Head condo
106 The Greens
Hilton Head Island
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (22)
Welcome to your relaxing island retreat at 565 Queen’s Grant, a charming two-bedroom villa located inside Palmetto Dunes Oceanfront Resort on Hilton Head Island. This single-level getaway offers peaceful landscape views and an unbeatable location within one of the island’s most celebrated resort communities. Just an easy 18-minute walk brings you t
Hot HOT 71
565 Queen's Grant
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
Discover your dream vacation getaway at 1761 St. Andrews Common, nestled in the prestigious Palmetto Dunes community on Hilton Head Island. This exclusive villa offers the perfect blend of comfort, tranquility, and luxury, making it your ideal home away from home.Step inside this beautifully designed 2-bedroom, 2-bathroom second-floor flat, where n
Hot HOT 89
1761 St. Andrew's Common
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (17)
Welcome to your perfect coastal escape - a beautifully maintained first-floor villa just a short stroll from the pristine beaches of Hilton Head Island. Located within the gated, 24-hour security community of Fiddler’s Cove Beach and Racquet Club, this retreat offers peace of mind along with unbeatable beach proximity. Wake up to tropical landscapi
Hot HOT 96
23A Fiddlers Cove
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (14)
Coastal elegance, exquisite furnishings and high-end finishes throughout make this stunning luxury villa perfect for your week-end getaway or extended stay! Also, strong Wi-Fi makes this the perfect location to stay awhile, work/school remotely, and then head to the beach or enjoy other island adventures.Personally hand-crafted by Robert Graves, Sr
Hot HOT 115
102 SeaCrest
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (80)

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More Ways to Find Your Hilton Head Rental

Host2coast manages a wide selection of Hilton Head condo rentals and Hilton Head Island house rentals. Choose from comfortable condos, spacious villas and private vacation homes in some of the island’s most popular communities.

Our collection includes rentals in Sea Pines, Palmetto Dunes, Shipyard, North Forest Beach and South Forest Beach.

Browse Popular Hilton Head Rental Searches

Hilton Head Vacation Rental FAQs

What types of Hilton Head vacation rentals are available?

Host2coast offers vacation homes, villas and condos for couples, families and larger groups. Available properties range from convenient one- and two-bedroom condos to spacious homes with multiple bedrooms, outdoor living areas and private pools.

Which area of Hilton Head Island is best for my stay?

The best location depends on the kind of vacation you are planning. Sea Pines is known for Harbour Town, golf and resort amenities. Palmetto Dunes offers beaches, golf and lagoon activities. North Forest Beach and South Forest Beach provide convenient access to the beach and the Coligny area, while Shipyard offers a quieter resort setting with golf and beach access.

Can I rent an oceanfront property on Hilton Head Island?

Yes. Browse our Hilton Head oceanfront rentals to find available condos, villas and homes with convenient beach access. Location, views and amenities vary by property, so review each listing for complete details.

Are dog-friendly Hilton Head rentals available?

Yes. Host2coast offers a selection of dog-friendly Hilton Head vacation rentals. Pet policies, size restrictions and fees may vary, so check the individual property details before booking.

Do you offer Hilton Head rentals with private pools?

Yes. Our Hilton Head rentals with private pools include homes for families and groups seeking additional privacy and space. Pool availability, heating options and related fees vary by property.

What amenities are included with a vacation rental?

Amenities vary by property, but many rentals include equipped kitchens, Wi-Fi, laundry facilities, outdoor spaces and access to nearby beaches or community amenities. Use the search filters and review the individual property listing to confirm everything included with your rental.

When is the best time to visit Hilton Head Island?

Summer is popular for family beach vacations, while spring and fall offer comfortable weather for biking, golf and outdoor activities. Winter is typically quieter and can be a good choice for travelers looking for a more relaxed island stay.

Why should I book directly with host2coast?

Booking directly connects you with a local team that knows the properties and Hilton Head Island. Host2coast can help answer questions about locations, property features and availability before your trip and provide local support throughout your stay.

How can I get help choosing a rental?

Visit our general FAQ page for additional booking information or contact host2coast for personalized assistance finding the right vacation rental.