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01 Feb 2025Updated last time
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Kiawah Island 2 Days Itinerary

Kiawah Island 2-Day Getaway Itinerary Overview

Embark on an unforgettable 2-day getaway to Kiawah Island, where you can immerse yourself in the natural beauty and diverse activities this tranquil destination has to offer. Start your trip with a visit to Beachwalker Park, a pristine beachfront park that offers stunning sandy shores and clear waters, perfect for swimming, sunbathing, or enjoying a waterfront picnic with family or friends.

For golf lovers, your trip won't be complete without exploring the world-class golf courses on the island. Begin with Cougar Point Golf Course, a beautifully designed course that challenges players with its lush landscapes and breathtaking views. Continue your golf adventure at Osprey Point Golf Course, known for its stunning scenery and meticulously maintained greens, providing a welcoming challenge for golfers of all skill levels.

Nature enthusiasts will find delight in Night Heron Park, where an array of activities await. From scenic nature trails to playgrounds and opportunities for wildlife viewing, this park is the perfect spot for both relaxation and adventure. Finally, cap off your trip at the renowned Kiawah Island Ocean Course, celebrated for its coastal beauty and challenging links-style layout. As one of the top golf courses in the world, it offers an unparalleled experience for any golf aficionado.

Each of these carefully selected locations promises to deliver a unique and memorable experience, making your short trip to Kiawah Island a delightful and rejuvenating escape. Enjoy the serene landscapes, world-class golfing, and rich natural beauty as you explore this charming island.


Recommended Activities

  • Trip Point Pin1

    Beachwalker Park

    Beachwalker Park offers a serene beachfront experience with pristine sandy shores, clear waters, and family-friendly amenities. It's perfect for swimming, sunbathing, and picnicking.
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  • Trip Point Pin2

    Cougar Point Golf Course

    Cougar Point Golf Course provides a challenging and beautifully designed golfing experience with lush landscapes and breathtaking views. It's a must-visit spot for golf enthusiasts.
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  • Trip Point Pin3

    Osprey Point Golf Course

    Osprey Point Golf Course is renowned for its stunning scenery, meticulously maintained greens, and a layout that offers variety and challenge for golfers of all skill levels.
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  • Trip Point Pin4

    Night Heron Park

    Night Heron Park is perfect for families and nature enthusiasts, offering a variety of outdoor activities, including nature trails, playgrounds, and wildlife viewing in a tranquil setting.
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  • Trip Point Pin5

    Kiawah Island Ocean Course

    Kiawah Island Ocean Course is famous for its stunning coastal views and challenging links-style layout, making it one of the top golf courses in the world and a must-visit for any golf lover.
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Restaurants

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    The Ocean Room

    4.7

    The Ocean Room

    An upscale dining experience with stunning ocean views and a menu featuring exquisite seafood and steak dishes.
    4.7
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    Tomasso at Turtle Point

    4.1

    Tomasso at Turtle Point

    A unique Italian restaurant offering authentic dishes and located within a beautiful golf course setting.
    4.1
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    The Atlantic Room

    8.8
    $$$$

    The Atlantic Room

    Known for its expansive ocean views and a seafood-focused menu that features fresh, local catches.
    8.8
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    Jasmine Porch

    4.7
    $$$$

    Jasmine Porch

    Offers Lowcountry cuisine with a creative twist, all in a rustic setting with picturesque views.
    4.7
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    Cherrywood BBQ & Ale House

    3.5
    $$$$

    Cherrywood BBQ & Ale House

    A unique spot specializing in Southern BBQ paired with a great selection of local ales, all set within a charming clubhouse.
    3.5
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Hotels

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    The Sanctuary Hotel

    4.7

    The Sanctuary Hotel

    A luxurious oceanfront hotel with elegant rooms, top-notch amenities, and exceptional service, perfect for a relaxing escape.
    4.7
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    Andell Inn

    4.7

    Andell Inn

    A boutique hotel offering a cozy atmosphere, contemporary design, and convenient access to shopping and dining in Freshfields Village.
    4.7
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    Villas at Kiawah Island Golf Resort

    4.4

    Villas at Kiawah Island Golf Resort

    Provides a range of accommodation options from villas to private homes, ideal for families or groups looking for a home-away-from-home experience.
    4.4
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    Timbers Kiawah

    4.9

    Timbers Kiawah

    Offers luxurious fractional ownership residences with stunning ocean views, exclusive amenities, and personalized services.
    4.9
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    Charleston Kiawah Island/Andell Inn by Marriott

    4.5

    Charleston Kiawah Island/Andell Inn by Marriott

    Combines modern comfort with Southern charm, featuring spacious suites, a lakeside pool, and easy access to the island's activities.
    4.5
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Local Events & Happenings

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    Old Mervs (21+)

    Old Mervs (21+)

    The event will take place at Charleston Pour House in Charleston.
    Map IconCharleston Pour House in Charleston (11.15 mi)
    Calendar Icon17 Aug 2025
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    Giacomo Turra (UNDER 21 WITH PARENT OR LEGAL GUARDIAN)

    Giacomo Turra (UNDER 21 WITH PARENT OR LEGAL GUARDIAN)

    The event will take place at Charleston Pour House in Charleston.
    Map IconCharleston Pour House in Charleston (11.15 mi)
    Calendar Icon16 Sep 2025
    Picture for Giacomo Turra (UNDER 21 WITH PARENT OR LEGAL GUARDIAN)
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    Chaparelle (21+)

    Chaparelle (21+)

    The event will take place at Charleston Pour House in Charleston.
    Map IconCharleston Pour House in Charleston (11.15 mi)
    Calendar Icon2 Nov 2025
    Picture for Chaparelle (21+)
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    Lyle Lovett and his Acoustic Group

    Lyle Lovett and his Acoustic Group

    The event will take place at Gaillard Center in Charleston.
    Map IconGaillard Center in Charleston (15.01 mi)
    Calendar Icon24 Sep 2025
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    An Evening with Reese Witherspoon & Harlan Coben

    An Evening with Reese Witherspoon & Harlan Coben

    The event will take place at Gaillard Center in Charleston.
    Map IconGaillard Center in Charleston (15.01 mi)
    Calendar Icon21 Oct 2025
    Picture for An Evening with Reese Witherspoon & Harlan Coben
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    Anderson East

    Anderson East

    The event will take place at The Riviera Theater in Charleston.
    Map IconThe Riviera Theater in Charleston (15.18 mi)
    Calendar Icon1 Sep 2025
    Picture for Anderson East
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    Cosmic Supreme Tour featuring John Mark McMillan + Citizens

    Cosmic Supreme Tour featuring John Mark McMillan + Citizens

    The event will take place at The Riviera Theater in Charleston.
    Map IconThe Riviera Theater in Charleston (15.18 mi)
    Calendar Icon12 Sep 2025
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