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 271 properties available
Step into a refreshing escape where coastal charm meets easygoing elegance in the heart of Hilton Head overlooking a golf course green! This inviting Shipyard condo welcomes you with an atmosphere that instantly slows the pace and invites you to breathe deeply! Picture yourself starting each morning with a peaceful stroll along a shaded path that l
202 The Greens
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (7)
Picture this: the street is literally called Sandy Beach Trail, and it lives up to every syllable of its name. This dog-friendly cottage on Hilton Head Island sits just 100 sandy yards from the Atlantic, close enough that you can hear the surf when the windows are open and the breeze rolls in off the dunes. Cross the street and you are standing at
Hot HOT 100
17 Beachside
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (26)
When you think of Hilton Head Island, you think of white, sandy beaches, beautiful ocean views, the pleasant sound of waves lapping against the seashore...so relaxing! You should also think about this 3 bedroom, 3 bath villa in the prime location of South Forest Beach. Beautifully renovated with your enjoyment and comfort in mind, 7 Hilton Head B
Hot HOT 58
7 Hilton Head Beach Villa
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (94)
Ascend the grand staircase of this stately third row from the ocean, where mature oaks draped in silver Spanish moss frame a sanctuary of coastal refinement. Just a 1 minute stroll from the rhythmic pull of the Atlantic, this residence serves as a private bastion of luxury for those who appreciate the finer nuances of island living. Every architect
6 Kingfisher Street
House
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half Bathrooms 1 half baths
Guests 16 guests
When you think of Hilton Head Island, you think of white, sandy beaches, beautiful ocean views, the pleasant sound of waves lapping against the seashore...so relaxing!You should also think about this 2 bedroom, 2 bath villa in the prime location of South Forest Beach. Beautifully renovated with your enjoyment and comfort in mind, 10 Ocean Club is t
Hot HOT 73
10 Ocean Club
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (97)
This exquisite villa boasts 4 bedrooms and 4 bathrooms and is situated in the center of South Beach. A secluded private beach is just a quick 50-step stroll away. Additionally, guests have access to a shared pool that is conveniently located right near the front entrance. 1456 Sound Villas is situated between Calibogue Sound and the Braddock Cove i
Hot HOT 56
1456 Sound Villa
Villa
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (49)
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
Hot HOT 86
3 Willow Oak Road
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (11)
Prepare for the ultimate Hilton Head vacation at Hilton Head Beach Villa 8! This lovely split-level three-story condo has a spacious floorplan and is located in the oceanfront complex of Hilton Head Beach Villa right in the heart of South Forest Beach and near Coligny Beach and Plaza! With three bedrooms, three full bathrooms and many upgrades such
Hot HOT 71
8 Hilton Head Beach Villa
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (51)
Welcome to 186 Beachwalk, a thoughtfully renovated retreat where modern luxury meets relaxed coastal charm. This inviting 1-bedroom, 2-bathroom villa offers a perfect escape nestled within the peaceful surroundings of Shipyard Resort on Hilton Head Island!Unwind in the primary bedroom that features a sumptuous king bed, a cozy sitting area, and a d
186 Beachwalk
Villa
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (17)
Plan a great island getaway for 2 in this lovely vacation home away from home just steps from the beach and a short walk to South Beach Marina for all of your shopping, dining, and outdoor activities!We know you are going to love the ease of access with this first-floor walk-up. Enjoy the private patio for a relaxing meal, keeping your bikes and be
Hot HOT 57
1749 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (13)
What more can we say about this very special villa that our guests haven't already said for us?"Perfectly located, well-appointed and the best terrace in Bluff Villas! My 25-year-old son and I met in HH for a much-needed break and were lucky enough to stay at 1651. The villa was fantastic -- great wifi and perfect spaces for doing a bit of work whe
Hot HOT 59
1651 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (65)
Stepping through the front door of this elevated second floor villa immediately reveals a cheerful coastal sanctuary where sky blue walls and swaying palms set a relaxed vacation tone. Your eyes will be drawn past the sunlit living area to the sparkling outdoor pool centered in the courtyard, promising endless afternoon splashes for the children. T
Hot HOT 103
1206 Hilton Head Resort
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests

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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.