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 123 properties available
Oceanfront Beach Oasis in Sea Pines5 Bedrooms | 4 Bathrooms | Sleeps 14 | Ocean Views | Backyard OasisWelcome to 33 Ruddy Turnstone, an exceptional oceanfront vacation home located in the prestigious Sea Pines resort of Hilton Head Island. This stunning 5-bedroom, 4 full bath, and 2 half bath beach house offers the perfect blend of modern eleg
Home - 33 Ruddy Turnstone, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Stylishly Furnished Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to Villa 309, a recently renovated and updated vacation home in Hilton Head Island that exceeds expectations. This third-floor villa has undergone a complete transformation and now showcases quality craftsmanship throughout, fro
Villa - Sea Cloisters 309, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Cozy Queens Grant Golf Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6Indulge in the ultimate low country retreat at Queens Grant 649, a fully renovated 2-bedroom, 2-bath villa offering modern comfort and classic charm. With its spacious 1500 square feet and a queen sleeper sofa, this home comfortably accommodates up to 6 guests.The
Villa - Queens Grant 649, Palmetto Dunes
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Dog Friendly Huntington Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | Lagoon ViewsThis lovely Huntington villa has the "feel of a home". Nature lover? Enjoy the tranquil views of the 11 mile lagoon and the wildlife on the lagoon.Beach lover-you're only a 3-5 minute walk across the quiet street to the beach! Spacious ope
Villa - Huntington 7654, Palmetto Dunes
Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 5 | Ocean ViewsWelcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area, this oceanfront villa offers the perfect setting for your next beach getaway. Villa 312 Sea Cloisters is designed to accommodate five guests, making it
Villa - Sea Cloisters 312, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Tasteful Bluff Villa Loft in Sea Pines1Bedroom | 1Bathroom | Sleeps 4 | Walking Distance to BeachEscape to Sea Pines and enjoy island living at its finest in this tasteful1-bedroom, 1-bath Bluff Villa. Nestled just across from South Beach Marina and the iconic Salty Dog Cafe, this villa offers the perfect blend of comfort, location, and style.
Villa - Bluff Villa 1671, Sea Pines
Villas
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Oceanfront Barrington Court Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 5 | Complex Pool & Hot TubExperience the ultimate beach vacation in this stunning 2-bedroom, 2-bathroom vacation home located in Palmetto Dunes, one of Hilton Head's most popular resorts. This privately owned property, 316 Barrington Court, boasts brea
Villa - Barrington Court 316, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Stunning Golfmaster Condo in Shipyard3 Bedrooms | 3 Bathrooms | Sleeps 8 | Community PoolWelcome to 102 Golfmaster, your dream vacation home nestled in the beautiful Shipyard community on Hilton Head Island. This stunning property offers a perfect blend of luxury, comfort, and convenience, making it the ideal destination for your next getaway. &nbs
Villa - Golfmaster 102, Shipyard
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Golf Inverness Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6Welcome to our newly remodeled Palmetto Dunes vacation home, a 2 bedroom, 2 bathroom villa that overlooks the beautiful fairway of the famous George Fazio Golf Course and lagoon. Step out onto the deck and take in the stunning views while relaxing on the comfortable patio furn
Villa - Inverness 985, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Charming Pet-Friendly First-Floor Resort Villa at St. Andrews Common1 BED, 1.5 BATHSWelcome to this charming vacation home on Hilton Head Island! This first-floor villa offers a comfortable and versatile space for your stay.The fully equipped kitchen boasts full-sized appliances and has everything you need to prepare delicious meals during your vac
Villa - St Andrews Common 1858, Palmetto Dunes
Villas Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Pet Friendly Tennismaster Villa Perfect For a Getaway2 Bedrooms | 2 Bathrooms | 1 Half Bathroom | Sleeps 6Discover the perfect blend of coastal elegance, resort-style amenities, and low-country charm. Located in the highly sought-after Shipyard Plantation on Hilton Head Island, this newly upgraded, two-story Tennismaster Villa offers everything you
Villa - Tennismaster 703, Shipyard
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
Luxury Oceanfront Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | Luxury GetawayWelcome to our brand new vacation rental villa, which has been completely remodeled in 2020-2021! Our owners spared no expense in ensuring that every inch of this villa is of the highest quality and standard, making it the perfect luxury retreat for your ne
Villa - Hampton Place 6108, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests

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

I agree