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AI-Magellan
01 Feb 2025Updated last time
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Hilton Head Island Weekend Itinerary

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

  • Trip Point Pin1

    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.
    Coligny Beach Park
    Coligny Beach Park
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    Coligny Beach Park
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    Coligny Beach Park
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  • Trip Point Pin2

    Sea Pines Forest Preserve

    Great for hiking and spotting local wildlife
    Sea Pines Forest Preserve
    Sea Pines Forest Preserve
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    Sea Pines Forest Preserve
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    Sea Pines Forest Preserve
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    Sea Pines Forest Preserve
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    Sea Pines Forest Preserve
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    Sea Pines Forest Preserve
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  • Trip Point Pin3

    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.
    Harbour Town Lighthouse
    Harbour Town Lighthouse
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    Harbour Town Lighthouse
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    Harbour Town Lighthouse
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  • Trip Point Pin4

    Shelter Cove Marina

    A great spot for dining, shopping, and water activities, along with beautiful waterfront views and a vibrant night scene.
    Shelter Cove Marina
    Shelter Cove Marina
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    Shelter Cove Marina
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    Shelter Cove Marina
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    Shelter Cove Marina
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  • Trip Point Pin5

    Pinckney Island National Wildlife Refuge

    Ideal for nature enthusiasts, it offers diverse wildlife, beautiful landscapes, and plenty of trails for hiking and birdwatching.
    Pinckney Island National Wildlife Refuge
    Pinckney Island National Wildlife Refuge
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    Pinckney Island National Wildlife Refuge
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    Pinckney Island National Wildlife Refuge
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    Pinckney Island National Wildlife Refuge
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Restaurants

  • Restaurant Icon

    The Jazz Corner

    4.9
    $$$$

    The Jazz Corner

    Experience exceptional live jazz music while enjoying gourmet cuisine in a cozy, intimate setting.
    4.9
    $$$$
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    Poseidon Coastal Cuisine & Rooftop Bar

    Poseidon Coastal Cuisine & Rooftop Bar

    Located at The Sea Pines Beach Club, this restaurant offers stunning oceanfront views and fresh, local seafood.
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    Lucky Rooster Kitchen + Bar

    3.9
    $$$$

    Lucky Rooster Kitchen + Bar

    An American bistro with a Southern touch, known for its innovative dishes and eclectic atmosphere.
    3.9
    $$$$
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    A Lowcountry Backyard Restaurant

    8.8
    $$$$

    A Lowcountry Backyard Restaurant

    Offers traditional Lowcountry recipes in a charming, homey backyard setting.
    8.8
    $$$$
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    Skull Creek Boathouse

    8.9
    $$$$

    Skull Creek Boathouse

    Perfect for waterfront dining with a diverse menu featuring seafood and sushi, all with spectacular marina views.
    8.9
    $$$$
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Hotels

  • Hotel Icon

    The Inn & Club at Harbour Town, Hilton Head

    4.7

    The Inn & Club at Harbour Town, Hilton Head

    Luxurious accommodations with top-notch service and proximity to the Harbour Town Lighthouse.
    4.7
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    The Beach House, A Holiday Inn Resort

    The Beach House, A Holiday Inn Resort

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

    4.6

    Palmetto Dunes Oceanfront Resort

    A sprawling resort with a variety of lodging options and amenities, including three championship golf courses and a serene beachfront.
    4.6
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    Sonesta Resort Hilton Head Island

    4.3

    Sonesta Resort Hilton Head Island

    Nestled within lush tropical gardens, this hotel boasts a lagoon-style pool and easy access to the island's serene beaches.
    4.3
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    Old Town Bluffton Inn

    Old Town Bluffton Inn

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

  • Event Icon

    The Dirty Dozen Brass Band

    The Dirty Dozen Brass Band

    The event will take place at District Live in Savannah.
    Map IconDistrict Live in Savannah (19.81 mi)
    Calendar Icon19 Sep 2025
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  • Event Icon

    The Po' Ramblin' Boys

    The Po' Ramblin' Boys

    The event will take place at District Live in Savannah.
    Map IconDistrict Live in Savannah (19.81 mi)
    Calendar Icon12 Oct 2025
    Website IconVisit Website
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  • Event Icon

    Joanne Shaw Taylor

    Joanne Shaw Taylor

    The event will take place at District Live in Savannah.
    Map IconDistrict Live in Savannah (19.81 mi)
    Calendar Icon26 Oct 2025
    Website IconVisit Website
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  • Event Icon

    Savannah Ghost Pirates vs. Norfolk Admirals

    Savannah Ghost Pirates vs. Norfolk Admirals

    The event will take place at Enmarket Arena in Savannah.
    Map IconEnmarket Arena in Savannah (20.02 mi)
    Calendar Icon17 Oct 2025
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  • Event Icon

    Savannah Ghost Pirates vs. Greenville Swamp Rabbits

    Savannah Ghost Pirates vs. Greenville Swamp Rabbits

    The event will take place at Enmarket Arena in Savannah.
    Map IconEnmarket Arena in Savannah (20.02 mi)
    Calendar Icon18 Oct 2025
    Website IconVisit Website
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  • Event Icon

    Savannah Ghost Pirates vs. South Carolina Stingrays

    Savannah Ghost Pirates vs. South Carolina Stingrays

    The event will take place at Enmarket Arena in Savannah.
    Map IconEnmarket Arena in Savannah (20.02 mi)
    Calendar Icon23 Oct 2025
    Website IconVisit Website
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    Savannah Ghost Pirates vs. Jacksonville Icemen

    Savannah Ghost Pirates vs. Jacksonville Icemen

    The event will take place at Enmarket Arena in Savannah.
    Map IconEnmarket Arena in Savannah (20.02 mi)
    Calendar Icon25 Oct 2025
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Travel Gems from Reddit

  • Reddit Icon

    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...

    Recommendations for where to stay on the island.

    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...

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

    Vacation Help

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

    /r/hiltonhead
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    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...

    First time visitor looking for recommendations

    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...

    /r/hiltonhead
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  • Reddit Icon

    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...

    Hilton Head Vacation Advice

    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...

    /r/hiltonhead
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    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...

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

    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...

    /r/hiltonhead
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Music for Your Journey

  • Music Icon

    Weezer - Island In The Sun

    Weezer - Island In The Sun

    A feel-good track perfect for beach vibes.
    Listen on Spotify
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  • Music Icon

    Katrina & The Waves - Walking On Sunshine

    Katrina & The Waves - Walking On Sunshine

    An upbeat and uplifting song to keep you in high spirits.
    Listen on Spotify
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  • Music Icon

    Vance Joy - Riptide

    Vance Joy - Riptide

    A catchy indie pop tune ideal for a road trip.
    Listen on Spotify
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  • Music Icon

    Rusted Root - Send Me on My Way

    Rusted Root - Send Me on My Way

    A joyful and whimsical song that's great for adventure.
    Listen on Spotify
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  • Music Icon

    Bob Marley & The Wailers - Three Little Birds

    Bob Marley & The Wailers - Three Little Birds

    A calming reggae classic to help you relax.
    Listen on Spotify
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  • Music Icon

    Dirty Heads - Vacation

    Dirty Heads - Vacation

    An energetic song to get you excited for your trip.
    Listen on Spotify
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  • Music Icon

    The Beatles - Here Comes The Sun - Remastered 2009

    The Beatles - Here Comes The Sun - Remastered 2009

    A timeless tune to enjoy the sunshine.
    Listen on Spotify
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  • Music Icon

    The Beach Boys - Surfin' USA - Live

    The Beach Boys - Surfin' USA - Live

    An iconic beach song that complements a seaside setting.
    Listen on Spotify
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  • Music Icon

    Bryan Adams - Summer Of '69

    Bryan Adams - Summer Of '69

    A nostalgic rock anthem for summer memories.
    Listen on Spotify
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  • Music Icon

    Pharrell Williams - Happy - From "Despicable Me 2"

    Pharrell Williams - Happy - From "Despicable Me 2"

    A cheerful song to keep your mood light and joyful.
    Listen on Spotify
    Picture for Pharrell Williams - Happy - From "Despicable Me 2"