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 265 properties available
Step into the ease of island living at 57 Hilton Head Cabanas, a fully updated coastal retreat perfectly positioned in the heart of Hilton Head Island’s beloved South Forest Beach community. Just a short two minute walk to the beach and an easy five minute stroll to Coligny Plaza and Celebration Park, this villa places the island’s most vibrant din
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57 Hilton Head Cabanas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (56)
View Property
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
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1761 St. Andrew's Common
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (19)
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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
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17 Beachside
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (27)
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Are you craving a getaway that offers the perfect blend of relaxation, adventure, and comfort? This charming villa is just what you've been looking for! Whether you're dreaming of sun-soaked days on the beach or quiet evenings on your private balcony, this property has it all. Imagine starting your day with a refreshing dip in the community pool o
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155 Colonnade
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
View Property
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
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97 Courtside Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (57)
View Property
"Perfect!!" "Will for sure stay again!" "This property is way better than the photos! The location was perfect. We were a walk away from Salty Dog Cafe and the beach cove to watch the sunset. We rented bikes and rode them to beach marker 15 to enjoy a beautiful day at the beach. The cleanliness of the property was amazing. I was amazed how great th
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1709 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 (103)
View Property
Escape to paradise at St. Andrews Common, one of Hilton Head Island’s most beloved villa communities nestled within the heart of the world-renowned Palmetto Dunes Oceanfront Resort. The moment you step inside this spacious, sunlit, and pet-friendly villa, the soothing rhythm of coastal life takes over. Every detail has been thoughtfully updated, fr
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1959 St. Andrew's Common
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
View Property
Imagine waking up on Hilton Head Island to the soft sounds of waves and the scent of salt in the air. This spacious four-bedroom Sea Pines retreat invites you to step into the island rhythm - where every morning feels like a gentle invitation to slow down and savor the day. Just a five-minute walk from the beach, this two-story getaway offers the p
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42 N Sea Pines Drive
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (7)
View Property
"I can’t recommend this lovely oasis highly enough. We loved that it’s on a cul-de-sac, not on the main road or a busy street - so it feels secluded and safe for kids. The only neighbors we heard were the local birds! We all enjoyed the screened in porch and the yard. The beds were supremely comfortable. We loved taking advantage of the nearby biki
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4 Pine Court
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (57)
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Discover unparalleled Lowcountry charm at 3 Rum Row in Hilton Head’s prestigious Palmetto Dunes Oceanfront Resort. This timeless retreat is a blend of elegance, sophistication, and modern comfort – ready to be your perfect island escape.Step into a beautifully remodeled home with a brand-new kitchen, designed to deliver a crisp and clean aesthetic.
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3 Rum Row
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (11)
View Property
Imagine stepping into a serene island retreat where lush green palms and tropical foliage surround you at every turn! This two story condo at Hilton Head Beach Club Villas welcomes you with a sense of calm that begins the moment you enter your own private and fully enclosed courtyard. This quiet oasis offers a rare level of seclusion that feels wor
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2 Hilton Head Beach Club
Villa
Bedrooms 2 bedrooms
Bathrooms 1 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (3)
View Property
Imagine waking up every day to breathtaking views of serene lagoons, lush marshlands, and the vast ocean stretching out before you. This stunning 2-bedroom, 2-bathroom villa offers you the chance to experience true coastal living like never before. Step outside and indulge in a lifestyle that blends relaxation with activity. Picture yourself soaki
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1204 Hilton Head Resort
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (7)
View Property

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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.

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