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 / 2.5 BATHSDog friendly villa perfect for a serene retreatFully equipped kitchen with modern appliancesOceanfront complex pool and hot tubSteps from the beach and bike pathsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our beautifully remodeled villa, the perfect vacation home for families, golf groups, co
Villa - Barrington Park 602, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 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
3 BEDS, 2 BATHSSecond floor villa that overlooks Celebration ParkComfortable living area, perfect for spending time with family and friendsWalking distance to shops, dining, and beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our amazing vacation home located in the heart of Forest Beach, directly overlooking the st
Villa - Forest Beach Villa 201, Forest Beach
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 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
2 BEDS, 2 BATHSCozy villa with a private balcony overlooking a pondOpen living space with comfortable furnishingsSteps from the beach and bike path in Palmetto DunesConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your beautiful vacation home in Palmetto Dunes o
Villa - Barrington Park 706, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
6BR / 6.5BASpacious family home in prime locationLarge rooms with comfortable accommodationsPrivate pool perfect to relax and unwindClose proximity to the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)This stunning new 2020 beach home is perfect for families looking for a memorable vacation. With six spacious bedrooms and to
Home - 5 Eastwind, Palmetto Dunes
Palmetto Dunes
Bedrooms 6 bedrooms
Bathrooms 6 baths , 1 Half
Guests 16 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
2 BEDS, 2 BATHSStunning villa in prime location, Palmetto DunesSpacious rooms with comfortable furnishingsPrivate deck overlooking Fazio Golf CourseComplex pool and spacious sundeckXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your newly remodeled vacation home in Hilton Head Island's Palmetto Dunes community. This
Villa - Inverness 921, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2.5 BATHSPet friendly villa perfect for a getawayOpen living space to dining areaFully equipped kitchen ideal for family cookingNestled in the serene and picturesque Shipyard PlantationXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Tennismaster Villas, a stunning vacation home located in the serene Shipyard Plan
Villa - Tennismaster 703, Shipyard
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
2 BEDS, 2 BATHSSpacious, tastefully decorated two-story villaTwo suites with king beds for luxurious sleeping arrangementsShort 5-minute bike ride to the beach from the Disney ResortXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our beautiful vacation home in Hilton Head Island! This spacious two-story villa offer
Villa - Turnberry 285, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSecond-floor location with breathtaking beach and ocean viewsSpacious living room with flat-screen TV, VCR, and DVD playerExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our stunning oceanfront villa, loca
Villa - Sea Cloisters 202, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4 BEDS, 4 BATHSVilla offering a relaxing space to unwindBright, open floor plan featuring vaulted ceilingsLoft area providing additional sleeping spaceOffers easy access to the beach and resort amenities.Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our two-story, fully furnished Huntington villa located in the fa
Villa - Huntington 7633, Palmetto Dunes
Condos/Villas
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests

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