Weekend Trip to Hilton Head Island

Plan the Perfect Weekend Getaway to Hilton Head Island 

A weekend escape to Hilton Head Island is the perfect way to recharge, relax, and enjoy a taste of Lowcountry charm. With 12 miles of pristine shoreline, endless outdoor adventures, and incredible dining and shopping, a quick getaway here feels just as fulfilling as a longer vacation. Whether you’re craving beachside relaxation, wildlife encounters, or indulgent culinary experiences, Hilton Head delivers an unforgettable weekend escape.


Beach Bliss: Where to Spend Your Weekend by the Shore 

With easy beach access and convenient parking, Hilton Head’s stunning coastline is perfect for a weekend retreat. 

  • Coligny Beach Park – Ideal for families, with amenities like a splash pad, swings, and beach rentals. 
  • Folly Field Beach – A scenic spot with soft sand and rolling waves, perfect for a quiet retreat. 
  • Burkes Beach – A great choice for biking on the sand or catching a breathtaking sunrise. 
  • Mitchellville Beach – A tranquil setting for romantic walks and peaceful ocean views. 

From building sandcastles to spotting sea turtle nests or simply soaking up the sun, Hilton Head’s beaches offer something for everyone—even on a short trip!


Make the Most of Your Weekend on the Water 

No visit to Hilton Head is complete without experiencing the island’s marine life. A dolphin-watching cruise is one of the best ways to enjoy the Lowcountry from a different perspective. These 90-minute guided tours take you through the island’s scenic waterways, where you’ll spot bottlenose dolphins, coastal birds, and even historic lighthouses. Most cruises depart from Harbour Town Yacht Basin, a great spot to grab a bite or stroll the marina after your adventure. 

Other fun water activities include: 

  • Kayaking through the salt marshes 
  • Stand-up paddleboarding along the coastline 
  • Sunset sailing for a romantic evening on the water


Dine, Shop & Explore Hilton Head’s Best Spots 

With only a weekend to spare, maximize your time by exploring Hilton Head’s top restaurants, boutiques, and attractions. 

  • Shop & Stroll: Browse Shelter Cove Towne Centre, Harbour Town, and Coligny Plaza for unique local shops, art galleries, and souvenirs. 
  • Dine Like a Local: Hilton Head is a foodie’s paradise, from fresh seafood to Lowcountry classics. Treat yourself to waterfront dining with a spectacular view. 
  • Explore Nature: If you love the outdoors, check out the Sea Pines Forest Preserve or Pinckney Island National Wildlife Refuge for incredible wildlife spotting.


Your Weekend Home Away from Home A quick getaway doesn’t mean sacrificing comfort! Hilton Head Properties offers spacious vacation rentals perfect for weekend travelers. Whether you need a cozy beachside condo or a luxury home with ocean views, our rentals provide:  

  • Fully equipped kitchens for home-cooked meals  
  • Wi-Fi & high-speed internet for staying connected  
  • Comfortable bedrooms with premium linens  
  • Private patios, balconies, or beachfront access  
  • Luxury amenities like pools and spas 

Looking for something extra special? Ask about our rentals with direct beach access, golf course views, or resort-style amenities!


Start planning your perfect Hilton Head weekend getaway today! Browse our selection of vacation rentals and let us help you create an unforgettable experience.


Properties Available 117 properties available
2 BEDS, 2 BATHSOceanfront villa perfect for a beach getawaySpacious living area with natural lightingAccess to complex pool and hot tubClose to miles of bike paths and golf coursesXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Escape to luxury at Hampton Place, Palmetto Dunes' newest oceanfront gem. Nestled in one of North America'
Villa - Hampton Place 6303, Palmetto Dunes
Palmetto Dunes Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeVilla w/ tasteful coastal decorSpacious living and dining areasPerfect for a relaxing and peaceful getawayShort walk to a beautiful beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your own piece of paradise at Sea Cloisters! This th
Villa - Sea Cloisters 101, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Located in Family Friendly Palmetto Dunes ResortCozy villa perfect for a relaxing getawaySpacious beds with plush bedsFully equipped kitchen with expansive var seatingClose proximity to the beach, shops, tennis, and golfXplorie - 2 Adult Bikes (Valid for stays between 3-21 nights)Indulge in the ultimate low country retreat at Queens Grant 649, a fu
Villa - Queens Grant 649, Palmetto Dunes
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExtensive villa with ocean viewsSundecks and lush semi-tropical landscapingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience. The vil
Villa - Sea Cloisters 203, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 Bedrooms, 2.5 BathIdyllic villa in Shipyard PlantationSpacious living room with cozy furnishingsEasy access to beaches, shopping, and golfing experiencesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to 35 The Cottages, an idyllic vacation townhome is located in a beach community with beach club and surrounded
Villa - The Cottages 35, Shipyard
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
1 BED, 1.5 BATHStunning villa perfect for a beach getawaySpacious open living space with comfortable furnishingsSpacious balcony with breathtaking ocean viewsWalking distance to the beachXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Welcome to the luxurious one bedroom Barrington Villa, located on the third floor with stunning oceanfront
Villa - Barrington Court 309, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths , 1 Half
Guests 4 guests
3 BED, 2.5 BATHSCozy villa ideal for family getawaysOpen floor plan with plenty of room for the whole familyShort stroll away from the pristine beachOnsite pool for refreshing dips and poolside relaxationXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this wonderful 3-bedroom, 2.5-bathroom villa in Hilton Head Islan
Villa - Stones Throw 26, Folly Field
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSpacious living areas providing a peaceful and relaxing environmentBreathtaking ocean views from bedroomsEnjoy the private deck with soothing sounds of the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to your tastefully d
Villa - Sea Cloisters 412, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFirst floor unit w/ breathtaking ocean viewsSpacious living room with entertainment optionsOpen kitchen and dining area with bar seatingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Unit 102 is the epitome of beachfront luxury. As you step inside
Villa - Sea Cloisters 102, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3BDS, 2BTHSPet friendly, secluded family homeNewly renovated interior with comfortable furnishingsPeaceful and serene lagoon views from deckClose access to complex pool and beachXplorie - 2 Adults (Valid for 3 - 21 night stays)Welcome to your newly remodeled oasis at 57 Night Heron, nestled just inside the exclusive Sea Pines gated community. This
Home - 57 Night Heron, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeStylishly furnished villaSpacious interior exudes elegance and sophisticationExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Villa 309, a recently renovated and updated vacation home in Hilton Head Is
Villa - Sea Cloisters 309, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 Bedrooms / 2 BathsPet friendly villa ideal for golfers, sun-seekers, and nature loversInviting atmosphere with a focus on comfort and qualityAccess to Palmetto Dunes amenities (golf courses, beaches, bike paths)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to 227 Turnberry, a charming vacation condo in Hilton Head
Villa - Turnberry 227, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests

Tell us what you're looking for and someone will contact you with available options.

I agree