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 76 properties available
Welcome to Your Perfect Sea Pines Getaway – A Hilton Head Island Retreat! Nestled in the heart of The Sea Pines Resort, this spacious 3-bedroom villa offers stunning fairway and lagoon views, beach access just across the street, and all the comforts of home. Whether you’re planning a family-friendly vacation or a golfer’s retreat, this villa is the
Hot HOT 15
Fairway One Villa Golf Lagoon Views Walk to Beach Club
Villa -
$168 - $700 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (14)
Welcome to 3301 Windsor Court – Palmetto Dunes Resort!Indulge in a slice of tropical paradise at this stunning oceanfront condo located in the exclusive Windsor Court South within Palmetto Dunes Resort. This 3rd-floor 2-bedroom villa boasts breathtaking ocean views, luxurious amenities, and a prime location, making it the perfect retreat for famili
Hot HOT 15
Ocean Views Immaculate Windsor Court Villa
Villa -
$310 - $634 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (38)
Welcome to 802 Harbourmaster ~ ShipyardSpacious 2-Bedroom Villa Overlooking the Golf Course with Community PoolDiscover the perfect getaway in this beautifully appointed 2-bedroom, 2.5-bathroom townhouse villa, located in the prestigious Shipyard Community. With serene golf course and lagoon views, access to a community pool, and proximity to Hilto
802 Harbourmaster Villa Pool Golf View Bike to Beach
Villa -
$60 - $184 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (24)
Welcome to 13 Continental Club ~ Your Coligny Beach Getaway!Spacious 3-Bedroom Villa Across from the Beach!Relax and unwind in this updated, open-concept villa just steps from the pool and directly across the street from some of Hilton Head’s most beautiful beaches. With its prime location, ample amenities, and stylish comforts, this 3-bedroom, 3-b
Hot HOT 12
Across from the Beach 3BR Villa in Prime Coligny
Villa -
$138 - $423 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (33)
Welcome to 7 Troon – Palmetto Dunes ResortBeautiful Pet-Friendly 3-Bedroom Home with Easy Beach Access!Discover the perfect blend of tranquility and convenience at this charming 3-bedroom private home in the exclusive Palmetto Dunes Resort. With its open floor plan, modern amenities, and proximity to Hilton Head’s pristine beaches and world-class a
Hot HOT 19
Pet Friendly Palmetto Dunes House Walk to Beach Golf
House - Pet Friendly
$165 - $517 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.7 (12)
Welcome to 1660 St. Andrews Common in Palmetto Dunes ResortSerene Getaway with World-Class Amenities & Pet-Friendly. Easy access to Shelter Cove Harbour & Marina and the beaches of Palmetto Dunes.Experience the perfect blend of tranquility and excitement in this beautifully updated 2-bedroom villa in Palmetto Dunes Resort. Situated near championshi
Minutes to Beach Golf Pet Friendly Villa
Villa Pet Friendly
$81 - $248 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Welcome to 35 Hilton Head Beach Club – Your Island Oasis Awaits!Escape to the perfect retreat on Hilton Head Island at this charming 2-bedroom villa, ideally located just steps from the pool, the park, and Coligny Plaza. With its private courtyards, fresh updates, and close proximity to the beach, this villa is your ideal home base for an unforgett
Stylish Beach Retreat Walk to the Sand from Beach Club Villa
Villa -
$69 - $211 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (30)
Welcome to 3316 Spa on Port Royal Sound!Beautiful 2-Bedroom Villa with Top-Floor Balcony & Resort-Style AmenitiesDiscover the perfect getaway in this remodeled 2-bedroom, 2-bathroom villa located in the serene Spa at Port Royal Sound. With access to indoor and outdoor pools, a fitness center, sauna, tennis courts, and direct beach access, this vill
Hot HOT 19
Port Royal Sound 2BR Villa Balcony Pools Beach Access
Villa -
$57 - $174 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.4 (27)
Perfect Location! Stunning Second Floor 2-Bedroom Beachwalk Villa in Shipyard CommunityWelcome to your dream vacation retreat! This spacious and airy 2-bedroom, 2-bath villa is nestled in the prestigious Shipyard Community, offering the closest villa complex to the beach in Shipyard. Experience the best of Hilton Head Island from this prime locatio
Hot HOT 14
137 Beachwalk Villa Steps To The Beach
Villa -
$75 - $230 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.3 (14)
Welcome to 20 Willow Oak Road!Luxury Golf Course Retreat with Private Pool & Spa in Sea Pines ResortDiscover the perfect blend of tranquility and recreation in this newly remodeled 4-bedroom, 3-bath home, nestled in the heart of Sea Pines Resort. Boasting 2,396 sq. ft. of upscale living space, a brand-new private pool and hot tub, and breathtaking
Hot HOT 27
Spacious Pet Friendly Home Sea Pines Golf Views
House - Pet Friendly
$324 - $1,100 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.7 (27)
Welcome to 5 Bald Eagle – Sea Pines ResortGorgeous 4th-Row Ocean Home with Private Pool, Steps from the Beach! Escape to paradise at this newly remodeled 5-bedroom, 5-bathroom home, perfectly located just steps from Hilton Head Island’s most beautiful beaches. Nestled in the exclusive Sea Pines Resort, this spacious and luxurious retreat is designe
Hot HOT 13
Direct Beach Path Pool Near The Salty Dog Cafe
House -
$396 - $1,240 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.4 (29)
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
Hot HOT 13
302 Tanglewood Villa
Villa -
$96 - $294 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (10)

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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.