Hilton Head Island Weekend Itinerary

09 Jun 2026Updated last time

Hilton Head Island Weekend Getaway Itinerary

Escape to the picturesque Hilton Head Island for a memorable weekend getaway filled with sun, sand, and scenic beauty. Start your adventure at Coligny Beach Park, where you can relax on pristine sandy shores and enjoy the lively atmosphere with plenty of free amenities. Move on to Harbour Town Lighthouse, an iconic landmark that offers breathtaking views of the island and a charming museum to dive into the local maritime history.

For an evening of dining, shopping, and waterfront activities, Shelter Cove Marina is the perfect spot, with its vibrant night scene and beautiful vistas. Nature lovers should not miss the Pinckney Island National Wildlife Refuge, a haven for diverse wildlife, stunning landscapes, and excellent hiking and birdwatching opportunities. Lastly, immerse yourself in the natural beauty of the Sea Pines Forest Preserve, which promises great hiking trails and the chance to spot local wildlife in their natural habitat. This itinerary guarantees a well-rounded experience of relaxation, exploration, and adventure on Hilton Head Island.


Recommended Activities

  • 1

    Coligny Beach Park

    Known for its pristine sandy beach, free amenities, and a lively atmosphere, making it perfect for a relaxing day by the ocean.
  • 2

    Sea Pines Forest Preserve

    Great for hiking and spotting local wildlife
  • 3

    Harbour Town Lighthouse

    This iconic lighthouse offers stunning views of the island, a charming museum, and a chance to learn about the area's maritime history.
  • 4

    Shelter Cove Marina

    A great spot for dining, shopping, and water activities, along with beautiful waterfront views and a vibrant night scene.
  • 5

    Pinckney Island National Wildlife Refuge

    Ideal for nature enthusiasts, it offers diverse wildlife, beautiful landscapes, and plenty of trails for hiking and birdwatching.

Restaurants

  • Picture for The Jazz Corner

    The Jazz Corner

    The Village at Wexford, 1000 William Hilton Pkwy C-1, Hilton Head Island, SC 29928, United States
    Experience exceptional live jazz music while enjoying gourmet cuisine in a cozy, intimate setting.
    4.9
    $$$$
  • Picture for Poseidon Coastal Cuisine & Rooftop Bar

    Poseidon Coastal Cuisine & Rooftop Bar

    38 Shelter Cove Ln Ste 120, Hilton Head Island, SC 29928, United States
    Located at The Sea Pines Beach Club, this restaurant offers stunning oceanfront views and fresh, local seafood.
  • Picture for Lucky Rooster Kitchen + Bar

    Lucky Rooster Kitchen + Bar

    841 William Hilton Pkwy Unit A, Hilton Head Island, SC 29928, United States
    An American bistro with a Southern touch, known for its innovative dishes and eclectic atmosphere.
    3.9
    $$$$
  • Picture for A Lowcountry Backyard Restaurant

    A Lowcountry Backyard Restaurant

    32 Palmetto Bay Rd Suite 4A, Hilton Head Island, SC 29928, USA
    Offers traditional Lowcountry recipes in a charming, homey backyard setting.
    4.5
    $$$$
  • Picture for Skull Creek Boathouse

    Skull Creek Boathouse

    397 Squire Pope Rd, Hilton Head Island, SC 29926, United States
    Perfect for waterfront dining with a diverse menu featuring seafood and sushi, all with spectacular marina views.
    4.45
    $$$$

Hotels

  • The Inn & Club at Harbour Town, Hilton Head

    7 Lighthouse Ln, Hilton Head Island, SC 29928, United States

    Luxurious accommodations with top-notch service and proximity to the Harbour Town Lighthouse.
  • The Beach House, A Holiday Inn Resort

    1 S Forest Beach Dr, Hilton Head Island, SC 29928, United States

    Chic and vibrant, it's located right on Coligny Beach, offering beautiful ocean views and live music at the Tiki Hut.
  • Palmetto Dunes Oceanfront Resort

    4 Queens Folly Rd, Hilton Head Island, SC 29928, United States

    A sprawling resort with a variety of lodging options and amenities, including three championship golf courses and a serene beachfront.
  • Sonesta Resort Hilton Head Island

    130 Shipyard Dr, Hilton Head Island, SC 29928, United States

    Nestled within lush tropical gardens, this hotel boasts a lagoon-style pool and easy access to the island's serene beaches.
  • Old Town Bluffton Inn

    1321 May River Rd, Bluffton, SC 29910, United States

    Located in nearby Bluffton, this boutique inn offers unique, elegant rooms and a charming, small-town atmosphere.

Local Events & Happenings

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    The event will take place at District Live in Savannah.
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    The event will take place at District Live in Savannah.
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    We invite you to an enchanting concert, singing the most magical music in all of the land. Prepare for a show stopping performance as we pay tribute to the iconic, heartwarming and nostalgic songs from animations including; Frozen, Wicked, K-Pop Demo...
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    Everyone needs a ticket.
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Travel Gems from Reddit

  • Recommendations for where to stay on the island.

    /r/hiltonhead

    Hilton Head Island, South Carolina! This is our own subreddit for news, events, or just a place to post content by/for fellow islanders. Members Online ears0420. ADMIN MOD Re...

  • Vacation Help

    /r/hiltonhead

    Going on vacation on Hilton head island. Looking for recommendations for hotel (resort-style) and activities, areas to go, food places, drink places

  • First time visitor looking for recommendations

    /r/hiltonhead

    First time visitor looking for recommendations Hi, we are 4 adults and 1 toddler (2.5 years) coming for a 4 day visit this week, staying near Coligny Beach park. We have a few...

  • Hilton Head Vacation Advice

    /r/hiltonhead

    Splurge on what is important to you. Look for deals. Groupon has lots of deals on things in Hilton head, particularly dolphin tours. We got a good deal on a Groupon to go to t...

  • Looking for recommendations on hotels stays in HHI. Torn ...

    /r/hiltonhead

    All 3 hotels are beachfront - although at Hilton head that means behind the dunes (we do not allow building all the way up to the dunes) so 3-5 minute walk. There are chairs o...