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
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changePanoramic ocean views from the living room, primary bedroom, and balconyOffers ample space for family getawaysConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters 509, a magnifi
Villa - Sea Cloisters 509, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
2 BEDS, 2.5 BATHSElegant second floor villa off Forest BeachSpacious bedroom with comfortable beddingStunning views of community groundsSteps from the ocean and bike pathsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this beautiful Beachside Getaway, located in the perfect spot to enjoy all that Hilton Head Island has
Villa - Courtside 69, Forest Beach
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
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
3 BEDS / 2 BATHSCozy, secluded family home in Sea PinesDog friendly (Non-Refundable Pet Fee Required)Close proximity to the beachConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Welcome to your own private oasis in Sea Pines, Hilton Head Island. This charming 3-bedroom vacation ho
Home - 52 Night Heron, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeLocated in the picturesque Folly Field areaSpacious and inviting interiorPrivate deck with ocean viewsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area,
Villa - Sea Cloisters 312, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
3 BEDS, 4 BATHSLuxurious and convenient vacation experienceSpacious bedrooms with comfortable beddingPrivate deck with lagoon viewsClose to beaches, golf courses, tennis center, marina, shopping, and dining.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sweet Perfection, a beautifully furnished villa located in the hear
Villa - Hickory Cove 7, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 11 guests
2 BEDS, 2.5 BATHSCozy coastal villa with maritime forest viewsPrivate suite with a king bed and private bathScreened-in porch for outdoor livingConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to Wendover Dunes, the newest ocean-side complex in Palmetto Dunes
Villa - Wendover Dunes 8128, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
2 BD, 2BTHOceanfront luxury villaRelaxing coastal ambianceBreathtaking views from private balconyXplorie - 2 Adult Bikes (Valid for 3-21 night stays)Discover the ultimate in beachfront elegance with this stunning 2-bedroom villa in Hampton Place, Palmetto Dunes on Hilton Head Island. Designed with a coastal chic aesthetic, this villa seamlessly ble
Villa - Hampton Place 5102, Palmetto Dunes
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to change1st floor villa with convenient beach and pool accessMaster suite with king-size bed and ocean viewsHigh-speed wireless internetXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nightsWelcome to our lovely 1st floor villa in the exclusive gated complex of Sea Cl
Villa - Sea Cloisters 112, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
7 BDS / 6.5 BTHSSpacious home perfect for a family getawayLarge private pool with diving boardSpacious game room Concishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Looking for a vacation home that offers something for everyone in the family? Look no further than 25 Starboard
Home - 25 Starboard Tack, Palmetto Dunes
Homes
Bedrooms 7 bedrooms
Bathrooms 6 baths , 1 Half
Guests 18 guests
3 BEDS, 2.5 BATHSSpacious pet friendly unit in Palmetto DunesUpdated kitchen and cottage-style furnishingsPrivate deck perfect for relaxationShort walk to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to the beautiful Hilton Head Island and experience the perfect vacation in this spacious and charming 3-bedroom vi
Villa - Queens Grant 602, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 9 guests
1 BEDS, 1 BATHFirst floor villa located on Forest beachPrivate balcony with breathtaking ocean viewsPerfect for a beach getawayWalking distance to shops, restaurants, and Coligny beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful one-bedroom, one-bathroom condo located in the North Forest Beach area of Hi
Villa - Breakers 135, North Forest Beach
Condos/Villas
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests

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