Hilton Head Island Resorts & Vacation Communities

Find Your Perfect Island Retreat

Experience the best of Hilton Head Island by staying in its most renowned resort communities. Whether you are looking for a direct oceanfront villa, a quiet nature retreat on the Sound, or a golf-centric getaway in Shipyard, our collection of vacation rentals places you right in the heart of the island’s top amenities.

Choose a community below to browse our specific inventory in Forest Beach, Sea Pines, Palmetto Dunes, and beyond. Each resort area offers a unique island lifestyle, from the bustling energy of Coligny Plaza to the private, gated tranquility of Port Royal Sound.


Properties Available 78 properties available
Welcome to 7113 Harbourside I ~ Shelter Cove Harbour & Marina!1 Bedroom Villa in Shelter Cove Harbour & Marina with community poolSteps to shops, restaurants & entertainmentMake this home your vacation escape to experience the best of both worlds—all the serenity and comforts of an upscale home with the exciting recreational amenities of a world-cl
Harbourside Villa Steps to Shops Dining Marina
Villa -
$72 - $159 / per night
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (25)
Welcome to Your 2nd Row Ocean Retreat – A Hilton Head Island Paradise! Just steps from Hilton Head Island’s most beautiful beaches, this spacious 4-bedroom, 3-bathroom home offers the perfect combination of coastal charm, modern amenities, and unbeatable convenience. With its private pool, expansive outdoor spaces, and proximity to Coligny Plaza an
2nd Row Beach House Pet Friendly
House - Pet Friendly
$309 - $1,019 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.3 (35)
Welcome to 132 Evian ~ Your Shipyard Oasis!Spacious 3-Bedroom Villa with Community Pool, Tennis, and Golf Course ViewsEscape to this charming 3-bedroom, 3.5-bath villa located in the prestigious Evian neighborhood of the Shipyard Community. With its ideal location, luxurious amenities, and access to some of Hilton Head’s best beaches, this villa is
132 Evian Villa Pool Tennis Pickleball Beach
Villa -
$123 - $533 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.6 (22)
Luxury Coastal Retreat | 3BR, 3BA | Minutes to Beach & TennisWelcome to Golfmaster E2- a beautifully renovated three-bedroom, three bathroom condo offering the perfect blend of luxury and comfort. Nestled in the gated Shipyard community of Hilton Head, this serene getaway has a tranquil view overlooking the golf course fairway and is nestled just m
E2 Golfmaster Relaxing Golf Escape with Beach Access
Villa -
$93 - $300 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (3)
Welcome to 260 Seaside Villa ~ Your Oceanfront Island Escape!Breathtaking Ocean Views and Steps to the Beach!Discover the perfect getaway at this cozy 1-bedroom villa located in the heart of Hilton Head Island’s oceanfront community. With serene ocean views, direct beach access, and modern amenities, this villa is an ideal retreat for families, cou
Hot HOT 11
Seaside Villa with Ocean Views Balcony Bliss
Villa -
$54 - $232 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 (16)
Welcome to 2114 Spa on Port Royal SoundGorgeous 2-Bedroom Villa with Poolside ViewsEscape to this stunning, first-floor condo that offers upscale finishes, modern amenities, and a serene location just steps from the pool and a short walk to the beach. Perfect for a relaxing getaway, this villa combines style, comfort, and convenience in Hilton Head
First Floor Villa Tranquil Getaway by the Sound
Villa -
$54 - $232 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (31)
Welcome to 972 Inverness Village ~ Palmetto Dunes ResortGolf Villa with Fairway Views, Resort Amenities & Easy Beach AccessDiscover the perfect retreat in the heart of the prestigious Palmetto Dunes Resort! This beautifully appointed 2-bedroom, 2-bathroom villa is ideal for families, golf enthusiasts, or those seeking a relaxing Hilton Head Island
Hot HOT 58
972 Inverness Villa Golf Views Pool Tennis
Villa -
$72 - $310 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (42)
Welcome to 6 Sea Hawk Lane – Your Hilton Head Island Beach Escape! Located in the private Sea Hawk Lane community, just steps from the beach, this charming 3-bedroom, 3-bathroom home is the perfect retreat for families or groups looking to enjoy Hilton Head’s beauty and tranquility. With private beach access, ample amenities, and a prime location n
Steps to the Sand Private Direct Beach Access Home
House - Pet Friendly
$210 - $420 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.5 (34)
Welcome to your island escape at Spa at Port Royal Sound – a private, newly renovated 2-bedroom, 2-bath villa designed for ultimate relaxation. Enjoy a stroll to the beach any time you like – just steps away from the sandy shoreline and the tranquil waters of Mitchelville Beach. Inside, you’ll find soothing coastal décor and an open-concept living
Beach Bliss Villa with Scenic Ocean Views
Villa -
$60 - $261 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (2)
Welcome to 1304 Spa on Port Royal Sound!Gorgeous Oceanfront Villa with Views of the Port Royal Sound Oceanfront 1BR, 1 bath villa is ready for your romantic getaway or island escape! This beautiful beachside villa offers sunrise views of Port Royal Sound & the Atlantic Ocean. This 3rd-floor gem has some of the best views in the complex. Fully equip
Unspoiled Beachfront Villa Sunrises from Balcony
Villa -
$65 - $281 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (37)
Welcome to 302 Tanglewood Villa: Your Hilton Head Island Haven!Discover the ultimate retreat in the heart of Hilton Head Island at our spacious 2-bedroom, single-story villa. Perfect for families or friends, this cozy escape offers all the comforts of home with thoughtful upgrades and amenities to make your stay unforgettable.Villa Highlights:Moder
302 Tanglewood Villa
Villa -
$74 - $320 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (12)
Welcome to 30 Kingston Cove in Shipyard!Your Hilton Head Island Getaway AwaitsDiscover the ultimate vacation retreat at this beautifully appointed 3-bedroom, 2-bath home in the prestigious Shipyard Community. With 1,400 square feet of comfortable living space, serene lagoon views, and an inviting screened-in porch, this single-story home is ideal f
Serene Lagoon Retreat Screened Porch Deck
House -
$111 - $358 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 (11)

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Guide to Hilton Head's Top Neighborhoods

Forest Beach: The Heart of the Island Known as Hilton Head’s "downtown," Forest Beach offers the perfect blend of beach access and entertainment. Our vacation rentals here, including the popular Seaside Villas, put you within walking distance of Coligny Plaza’s shopping and dining. This is the ideal destination for travelers who want to be in the middle of the action with direct access to the Atlantic Ocean.

The Spa on Port Royal Sound: For those seeking a quieter escape, The Spa on Port Royal Sound offers a secluded, park-like setting. Located away from the crowds, these villas feature access to private pools, a pier, and the calm waters of the Sound—perfect for nature lovers and families looking to relax.

Shipyard & Palmetto Dunes: Home to world-class golf courses and tennis centers, Shipyard and Palmetto Dunes are premier gated communities. Our properties here offer scenic views of fairways and lagoons, along with easy access to the beach. These areas are perfect for active groups looking to combine beach days with biking, golf, and tennis.

Sea Pines Resort: The most iconic destination on the island, Sea Pines is home to the famous Harbour Town Lighthouse. Staying in our Sea Pines properties gives you access to miles of leisure trails, equestrian centers, and the pristine South Beach area.