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Results: 987 Rentals

  • 1264 Harbour Town Club at The Sea Pines Resort
    From $485 per night (USD)

    VRBO

    1264 Harbour Town Club at The Sea Pines Resort

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    You truly can have it all in this wonderfully spacious tri-level vacation villa just steps away from Harbour Town Golf C ...

    From $485 per night (USD)

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  • 924 Cutter Court at The Sea Pines Resort
    From $404 per night (USD)

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    924 Cutter Court at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Enjoy breathtaking golf views and an irresistible location in this three-bedroom, fourth-floor villa defined by open and ...

    From $404 per night (USD)

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    Details
  • 916 Cutter Court at The Sea Pines Resort
    From $264 per night (USD)

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    916 Cutter Court at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Light, open and airy, this second-floor villa in the highly desirable Cutter Court complex provides a resort experience ...

    From $264 per night (USD)

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  • 2230 Heritage Villas at The Sea Pines Resort
    From $346 per night (USD)

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    2230 Heritage Villas at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy stunning golf views in this PET FRIENDLY unit. This exquisitely updated end unit embodies the tranquility and beau ...

    From $346 per night (USD)

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    Details
  • 1025 Caravel Court at The Sea Pines Resort
    From $275 per night (USD)

    VRBO

    1025 Caravel Court at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Wonderfully updated to reflect coastal sophistication, and enjoying a location in the heart of Harbour Town, this one-be ...

    From $275 per night (USD)

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  • 725 Schooner Court at The Sea Pines Resort
    From $353 per night (USD)

    VRBO

    725 Schooner Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This two-bedroom villa found in the heart of world-famous Harbour Town is a merging of gorgeous professional interior d ...

    From $353 per night (USD)

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    Details
  • 2226 Heritage Villas at The Sea Pines Resort
    From $407 per night (USD)

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    2226 Heritage Villas at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Delightfully updated in soothing coastal blues and situated just a short bike ride away from Harbour Town, this delightf ...

    From $407 per night (USD)

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    Details
  • 1829 Beachside Tennis at The Sea Pines Resort
    From $428 per night (USD)

    VRBO

    1829 Beachside Tennis at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Exquisite Calibogue Sound views and a tremendous sense of space help to define this breathtaking second-story vacation v ...

    From $428 per night (USD)

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    Details
  • 1116 Harbour South Club Villa at The Sea Pines Resort
    From $541 per night (USD)

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    1116 Harbour South Club Villa at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Through the bricked gated courtyard, and beyond the carved wooden door, is a vacation paradise waiting for you. This mul ...

    From $541 per night (USD)

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    Details
  • 928 Cutter Court at The Sea Pines Resort
    From $327 per night (USD)

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    928 Cutter Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    From its fourth-floor vantage point, this exquisitely appointed Cutter Court villa commands a majestic view of the all-n ...

    From $327 per night (USD)

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    Details
  • 1034 Caravel Court at The Sea Pines Resort
    From $342 per night (USD)

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    1034 Caravel Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Certainly, in the spotlight in this lovely third floor villa of Caravel Court, is the dramatic view of Harbour Town, wit ...

    From $342 per night (USD)

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    Details
  • 920 Cutter Court at The Sea Pines Resort
    From $266 per night (USD)

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    920 Cutter Court at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    On the third floor of Cutter Court, this one-bedroom villa is charming with a comfortable interior that invites vacation ...

    From $266 per night (USD)

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    Details
  • 1021 Caravel Court at The Sea Pines Resort
    From $277 per night (USD)

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    1021 Caravel Court at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The timeless beauty of Harbour Town Yacht Basin, with its iconic candy-striped lighthouse, could be you morning view in ...

    From $277 per night (USD)

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  • 1033 Caravel Court at The Sea Pines Resort
    From $408 per night (USD)

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    1033 Caravel Court at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    An astoundingly beautiful view of Harbour Town’s yacht basin, the red and white banded lighthouse and the waters of Cali ...

    From $408 per night (USD)

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    Details
  • 958 Cutter Court at The Sea Pines Resort
    From $501 per night (USD)

    VRBO

    958 Cutter Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wonderfully updated to put a modern spin on coastal chic, this two-story villa in the heart of Harbour Town has everythi ...

    From $501 per night (USD)

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    Details
  • 942 Cutter Court at The Sea Pines Resort
    From $434 per night (USD)

    VRBO

    942 Cutter Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Truly inspired renovations have graced this two bedroom second floor vacation villa with beach-cottage charm, but more i ...

    From $434 per night (USD)

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    Details
  • 949 Cutter Court at The Sea Pines Resort
    From $353 per night (USD)

    VRBO

    949 Cutter Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Situated on the third floor of the harbourfront Cutter Court, is this unique two-bedroom vacation villa. With hardwood ...

    From $353 per night (USD)

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    Details
  • 929 Cutter Court  at The Sea Pines Resort
    From $332 per night (USD)

    VRBO

    929 Cutter Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    There is a distinct sense of spaciousness in this lovely fourth floor Cutter Court villa, accessible by elevator. Stone ...

    From $332 per night (USD)

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    Details
  • 1017 Caravel Court at The Sea Pines Resort
    From $440 per night (USD)

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    1017 Caravel Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience contemporary luxury in this stunning two-story vacation retreat with breathtaking views of the iconic Harbour ...

    From $440 per night (USD)

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  • 1020 Caravel Court at The Sea Pines Resort
    From $436 per night (USD)

    VRBO

    1020 Caravel Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    With stunning harbor views from the moment you enter, this villa puts you in the heart of the Harbour Town experience. ...

    From $436 per night (USD)

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    Details
  • 926 Cutter Court at The Sea Pines Resort
    From $404 per night (USD)

    VRBO

    926 Cutter Court at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Nestled among the treetops, this wonderfully updated two-story villa puts you at the heart of the shopping, dining, golf ...

    From $404 per night (USD)

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    Details
  • 910 Cutter Court at The Sea Pines Resort
    From $404 per night (USD)

    VRBO

    910 Cutter Court at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Offering an elevated experience in the heart of Harbour Town, this three-bedroom villa enjoys wonderful updates that hav ...

    From $404 per night (USD)

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    Details
  • 940 Cutter Court at The Sea Pines Resort
    From $270 per night (USD)

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    940 Cutter Court at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This spectacular completely redecorated one-bedroom harbourfront villa is situated conveniently on the first floor of Cu ...

    From $270 per night (USD)

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    Details
  • 946 Cutter Court at The Sea Pines Resort
    From $332 per night (USD)

    VRBO

    946 Cutter Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This third floor, end unit of Cutter Court is utterly charming from start to finish. With a space-enhancing mirrored wal ...

    From $332 per night (USD)

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    Details
  • 955 Cutter Court at The Sea Pines Resort
    From $273 per night (USD)

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    955 Cutter Court at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A whimsical nautical theme throughout this air two-story Cutter Court villa finds its ultimate expression just beyond th ...

    From $273 per night (USD)

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    Details
  • 958 Cutter Court at The Sea Pines Resort
    From $404 per night (USD)

    VRBO

    958 Cutter Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Experience the epitome of luxury and comfort in this meticulously renovated end-unit villa nestled in the heart of Harbo ...

    From $404 per night (USD)

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    Details
  • 939 Cutter Court  at The Sea Pines Resort
    From $350 per night (USD)

    VRBO

    939 Cutter Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Conveniently located on the ground floor of a complex just steps away from Harbour Town Marina, this two-bedroom vacatio ...

    From $350 per night (USD)

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    Details
  • 947 Cutter Court at The Sea Pines Resort
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    Expedia

    947 Cutter Court at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Unparalleled views of the famed Harbour Town Lighthouse just beyond your balcony and a fresh set up upgrades throughout ...

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  • 1797 Bluff Villas at The Sea Pines Resort
    From $267 per night (USD)

    VRBO

    1797 Bluff Villas at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Spectacular updates have infused this ground-floor vacation getaway with exquisite modern flair, adding to an atmosphere ...

    From $267 per night (USD)

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  • 248 Stoney Creek Villa at The Sea Pines Resort
    From $266 per night (USD)

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    248 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Offering three stories of wonderfully updated Lowcountry sophistication, this three-bedroom villa puts you in the heart ...

    From $266 per night (USD)

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  • 241 Stoney Creek Villa at The Sea Pines Resort
    From $416 per night (USD)

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    241 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautifully upgraded 3 bedroom, 3 bath villa located within walking distance to Harbour Town. Sequestered behind your ow ...

    From $416 per night (USD)

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    Details
  • 1739 Bluff Villas at The Sea Pines Resort
    From $279 per night (USD)

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    1739 Bluff Villas at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    You will feel a world away in this peaceful vacation retreat at the island’s southernmost point in scenic South Beach. ...

    From $279 per night (USD)

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  • 173 Twin Oaks at The Sea Pines Resort
    From $412 per night (USD)

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    173 Twin Oaks at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Set at the edge of the 10th hole at world-famous Harbour Town Golf Links, this beautifully updated villa provides an ins ...

    From $412 per night (USD)

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    Details
  • 1828 Beachside Tennis at The Sea Pines Resort
    From $368 per night (USD)

    VRBO

    1828 Beachside Tennis at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy breath-taking, elevated views of South Beach’s white sands and Calibogue Sound’s sparkling waters at this vacation ...

    From $368 per night (USD)

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    Details
  • 245 Stoney Creek Villa at The Sea Pines Resort
    From $327 per night (USD)

    VRBO

    245 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located just a short bike ride away from the shopping, dining and excitement of Harbour Town, and infused with a fresh s ...

    From $327 per night (USD)

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    Details
  • 1849 Beachside Tennis at The Sea Pines Resort
    From $407 per night (USD)

    VRBO

    1849 Beachside Tennis at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Revel in the exquisite Calibogue Sound views and lavishly updated Coastal Chic ambience of this two-bedroom vacation get ...

    From $407 per night (USD)

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    Details
  • 1805 Bluff Villas at The Sea Pines Resort
    From $279 per night (USD)

    VRBO

    1805 Bluff Villas at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    With views of Braddock Cove seen immediately upon entering this stunning villa, you will be enchanted with this vacation ...

    From $279 per night (USD)

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  • 250 Stoney Creek Villa at The Sea Pines Resort
    From $269 per night (USD)

    VRBO

    250 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Location, location, location: Nestled in the private community of Stoney Creek, this wonderful two-story villa is in the ...

    From $269 per night (USD)

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  • 265 Stoney Creek Villa at The Sea Pines Resort
    From $468 per night (USD)

    VRBO

    265 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Set amid the wonderful villas of Stoney Creek, just steps away from the shopping dining and world-class excitement of Ha ...

    From $468 per night (USD)

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  • 264 Stoney Creek Villa at The Sea Pines Resort
    From $404 per night (USD)

    VRBO

    264 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Just a short walk away from the shopping, dining and excitement of Harbour Town, and enjoying a design that fully captur ...

    From $404 per night (USD)

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    Details
  • 238 Stoney Creek Villa at The Sea Pines Resort
    From $327 per night (USD)

    VRBO

    238 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Through a gated courtyard, this open and charming villa features a living room with a sleeper sofa plus TV and DVD playe ...

    From $327 per night (USD)

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    Details
  • 196 Twin Oaks at The Sea Pines Resort
    From $409 per night (USD)

    VRBO

    196 Twin Oaks at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Updated to layer modern elegance on a gorgeous open floorplan, this corner villa exults in contemporary beauty and spaci ...

    From $409 per night (USD)

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  • 1738 Bluff Villas at The Sea Pines Resort
    From $394 per night (USD)

    VRBO

    1738 Bluff Villas at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Embrace the majestic water views and subtle sea breezes that make Sea Pines’ south end such a treasure in this heavenly ...

    From $394 per night (USD)

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    Details
  • 1824 Beachside Tennis at The Sea Pines Resort
    From $295 per night (USD)

    VRBO

    1824 Beachside Tennis at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy intimate beachfront living and a sense of open airiness in this stunning ground-floor villa rife with exquisite up ...

    From $295 per night (USD)

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  • 259 Stoney Creek Villa at The Sea Pines Resort
    From $267 per night (USD)

    VRBO

    259 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fresh and clean! Newly renovated! Ideal location for the twosome looking to relax and spend time away enjoying the ameni ...

    From $267 per night (USD)

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    Details
  • 242 Stoney Creek Villa at The Sea Pines Resort
    From $404 per night (USD)

    VRBO

    242 Stoney Creek Villa at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Stepping through the lush private courtyard of this lavish end unit villa, you get your first hint of the exquisite comf ...

    From $404 per night (USD)

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    Details
  • 41 Deer Run Lane at The Sea Pines Resort
    From $613 per night (USD)

    VRBO

    41 Deer Run Lane at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This home offers beautiful lagoon and pool views from every room of the house. The quiet picturesque location showcases ...

    From $613 per night (USD)

    VRBO

    Details
  • Remodeled Sea Pines Villa | Walk to Beach, Bikes
    From $256 per night (USD)

    Expedia

    Remodeled Sea Pines Villa | Walk to Beach, Bikes

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    -Walk to South Beach, Salty Dog -2 Adult Bikes (Valid for 3-21 night stays) -Newly Remodeled Step into your dream islan ...

    From $256 per night (USD)

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    Details
  • 2282 Heritage Villas at The Sea Pines Resort
    From $351 per night (USD)

    VRBO

    2282 Heritage Villas at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Set along the first fairway at Harbour Town Golf Links, this PET FRIENDLY villa presents the ultimate Sea Pines experien ...

    From $351 per night (USD)

    VRBO

    Details
  • HarbourTown Retreat - Pool, Golf View, Walk to HT!
    From $301 per night (USD)

    Expedia

    HarbourTown Retreat - Pool, Golf View, Walk to HT!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Summary: Spacious 3BR Heritage Villa in Sea Pines, located on HarbourTown’s 1st hole. Enjoy an updated villa with privat ...

    From $301 per night (USD)

    Expedia

    Details
  • New Listing Pet Friendly 4 BR 3 BA Vacation Home Private Pool Beach Gear & Bikes
    From $677 per night (USD)

    VRBO

    New Listing Pet Friendly 4 BR 3 BA Vacation Home Private Pool Beach Gear & Bikes

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Wonderful pet friendly 4 BR luxury vacation home with a private pool. Welcome to a very inviting open living room and ki ...

    From $677 per night (USD)

    VRBO

    Details
  • Oceanfront, All New! 3rd Floor, 2BR/2 BA, Updated, Open Plan & Super Stylish
    From $586 per night (USD)

    Expedia

    Oceanfront, All New! 3rd Floor, 2BR/2 BA, Updated, Open Plan & Super Stylish

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and Luxe property at 1832 Beachside Tennis Villas at So ...

    From $586 per night (USD)

    Expedia

    Details
  • 1080 Lighthouse I at The Sea Pines Resort
    From $528 per night (USD)

    VRBO

    1080 Lighthouse I at The Sea Pines Resort

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    In the heart of Harbour Town and on the first level of Lighthouse I, this incredible vacation residence offers breathtak ...

    From $528 per night (USD)

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    Details
  • Sunset Rentals | Cedar Waxwing 1
    From $1057 per night (USD)

    Expedia

    Sunset Rentals | Cedar Waxwing 1

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    14

    Welcome to 1 Cedar Waxwing, a quintessential, luxurious Hilton Head vacation home. This 5 bedroom, 5.5 bathroom, 4th row ...

    From $1057 per night (USD)

    Expedia

    Details
  • Sunset Rentals- 1687 Bluff Villas
    From $203 per night (USD)

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    Sunset Rentals- 1687 Bluff Villas

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Searching for the perfect couple's getaway spot? Look no further than 1687 Bluff Villas! This beautifully renovated stud ...

    From $203 per night (USD)

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    Details
  • Sunset Rentals | Lighthouse Tennis 2387
    From $266 per night (USD)

    Expedia

    Sunset Rentals | Lighthouse Tennis 2387

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    New to the vacation rental market for summer 2025, 2387 Lighthouse Tennis offers guests a relaxing vacation experience! ...

    From $266 per night (USD)

    Expedia

    Details
  • Condo Near Harbour Town w/ Pool & Tennis!
    From $200 per night (USD)

    VRBO

    Condo Near Harbour Town w/ Pool & Tennis!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Sea Pines on Hilton Head Island is a premier resort destination known for its stunning landscapes and upscale a ...

    From $200 per night (USD)

    VRBO

    Details
  • 2 Br Marriott Harbour Club
    From $869 per night (USD)

    Expedia

    2 Br Marriott Harbour Club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located in a prime area with stunning views of the harbor, this property offers a serene and exclusive atmosphere, perfe ...

    From $869 per night (USD)

    Expedia

    Details
  • 47 Heritage Road @ Sea Pines | Golf and Lagoon Views | Heated Pool | Near Harbour Town
    From $743 per night (USD)

    VRBO

    47 Heritage Road @ Sea Pines | Golf and Lagoon Views | Heated Pool | Near Harbour Town

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    HOST & HOME presents… 47 Heritage Road! Experience a golfer's paradise at this spacious Sea Pines retreat, located next ...

    From $743 per night (USD)

    VRBO

    Details
  • 1418 South Beach Villa @ Sea Pines | Oceanfront Bliss | Pool & Tennis
    From $706 per night (USD)

    Expedia

    1418 South Beach Villa @ Sea Pines | Oceanfront Bliss | Pool & Tennis

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    HOST & HOME presents… 1418 South Beach Villa. Set off on an unforgettable island retreat at this serene, oceanfront two- ...

    From $706 per night (USD)

    Expedia

    Details
  • Marriott Harbour Club 2BD
    From $275 per night (USD)

    VRBO

    Marriott Harbour Club 2BD

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Harbour Club's two-bedroom villas, featuring private balconies, are set on 2.5 acres (1 hectare) within Hilton Head’s pr ...

    From $275 per night (USD)

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  • 2 Br Marriott Harbour Club
    From $605 per night (USD)

    VRBO

    2 Br Marriott Harbour Club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    About this space Located in a prime area with stunning views of the harbor, this property offers a serene and exclusive ...

    From $605 per night (USD)

    VRBO

    Details
  • Waterview Suite - Walk to Harbourtown
    From $186 per night (USD)

    VRBO

    Waterview Suite - Walk to Harbourtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Summary: Welcome to your perfect getaway! This beautifully renovated 1-bedroom villa comfortably sleeps up to 6 guests, ...

    From $186 per night (USD)

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    Details
  • High-Demand Sea Pines Villa – Spacious, Updated, Perfect Location!
    From $393 per night (USD)

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    High-Demand Sea Pines Villa – Spacious, Updated, Perfect Location!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to 1764 Bluff Villas, a beautifully renovated coastal retreat nestled in the heart of the renowned Sea Pines Res ...

    From $393 per night (USD)

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  • Last Minute Deal!\n2-bedroom resort in enchanting Hilton Head Island
    From $248 per night (USD)

    VRBO

    Last Minute Deal!\n2-bedroom resort in enchanting Hilton Head Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Nestled in Hilton Head Island, this lovely resort offers a tranquil escape for guests. With 2 bedrooms including a king ...

    From $248 per night (USD)

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  • Harbourtown | Bikes | Grill | STC247
    From $251 per night (USD)

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    Harbourtown | Bikes | Grill | STC247

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    1 BD, 1 BTH Hidden Gem in Sea Pines neat Harbourtown Newly remodeled with new furniture Close proximity to the shops and ...

    From $251 per night (USD)

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  • Renovated 1BR Condo. Walk to Beach&Salty Dog, Sleeps 5. Bike, Golf, Pickleball!
    From $245 per night (USD)

    VRBO

    Renovated 1BR Condo. Walk to Beach&Salty Dog, Sleeps 5. Bike, Golf, Pickleball!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Stay steps from the beach in this newly renovated Hilton Head 1-bedroom condo. Walk to the famous Salty Dog Café, bike t ...

    From $245 per night (USD)

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  • Fully Renovated Sea Pines Home with Private Pool and a Spacious Backyard
    From $737 per night (USD)

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    Fully Renovated Sea Pines Home with Private Pool and a Spacious Backyard

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Sleeps 8 | 3 bedrooms | 2.5 bathrooms Private Pool | Great Outdoor Space | Newly Updated Bathrooms & Kitchen Less Than A ...

    From $737 per night (USD)

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    Details
  • 1841 Beachside Tennis - Oceanfront, 2025 Renovations
    From $491 per night (USD)

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    1841 Beachside Tennis - Oceanfront, 2025 Renovations

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beachside Tennis | Oceanfront Villa with Spectacular Views Newly Renovated for 2025 2 Bedrooms | 2 Bathrooms | Sleeps ...

    From $491 per night (USD)

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  • Sunset Rentals- 1678 St. Andrews
    From $262 per night (USD)

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    Sunset Rentals- 1678 St. Andrews

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    1678 Bluff Villas is new to the vacation rental market for spring 2025! This beautiful condo has been completely renovat ...

    From $262 per night (USD)

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  • Marriott Vacation Club Harbor 2-bed room villa in Sea Pines.
    From $476 per night (USD)

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    Marriott Vacation Club Harbor 2-bed room villa in Sea Pines.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Harbor Club is nestled in Sea Pines on Hilton Head Island. This delightful villa offers 2 bedrooms and 2 bathrooms. On ...

    From $476 per night (USD)

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  • WATERFRONT VILLA W/ DOCK, NEAR SALTY DOG, BEACH & PICKLEBALL COURTS
    From $286 per night (USD)

    Expedia

    WATERFRONT VILLA W/ DOCK, NEAR SALTY DOG, BEACH & PICKLEBALL COURTS

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Live your best Sea Pines life when you choose Pedal & Paddle as your South Beach retreat! Waterfront with its own dock, ...

    From $286 per night (USD)

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  • Cozy 2 Bedroom with Balcony in Heritage Club, VI
    From $393 per night (USD)

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    Cozy 2 Bedroom with Balcony in Heritage Club, VI

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Escape to this pleasant apartment in picturesque Hilton Head Island. This cozy retreat features 2 bedrooms with a king a ...

    From $393 per night (USD)

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  • Harbour Town Villa: Sleeps 6-Perfect for Families
    From $204 per night (USD)

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    Harbour Town Villa: Sleeps 6-Perfect for Families

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to your serene retreat in the heart of Sea Pines Resort. This minimalistic 2-bedroom, 2-bath villa offers a peac ...

    From $204 per night (USD)

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  • New Listing Updated Luxury 2 BR Racquet Club near Harbourtown Bikes Included
    From $228 per night (USD)

    VRBO

    New Listing Updated Luxury 2 BR Racquet Club near Harbourtown Bikes Included

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wonderful two bedroom two bath condo in Sea Pines Resort at Racquet Club villas. The condo has been updated with a new k ...

    From $228 per night (USD)

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  • 2402 Lighthouse Tennis at The Sea Pines Resort
    From $266 per night (USD)

    VRBO

    2402 Lighthouse Tennis at The Sea Pines Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    2402 Lighthouse Tennis is a beautifully remodeled one-bedroom, one-bathroom villa located within The Sea Pines Resort on ...

    From $266 per night (USD)

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  • 883 Ketch Court at The Sea Pines Resort
    From $332 per night (USD)

    VRBO

    883 Ketch Court at The Sea Pines Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Found on the third floor of Ketch Court II, this villa is a wonderful vacation locale in the heart of Harbour Town. A s ...

    From $332 per night (USD)

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    Details
  • Beautifully updated 3 Bed, 3 Bath Villa with Lagoon & Golf Views
    From $404 per night (USD)

    VRBO

    Beautifully updated 3 Bed, 3 Bath Villa with Lagoon & Golf Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Enjoying breathtaking views across a sparkling lagoon toward the ninth fairway at Harbour Town Golf Links, this three, b ...

    From $404 per night (USD)

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  • Lighthouse Tennis Villas  - Walking Distance to Harbor Town / Shops at Sea Pines
    From $223 per night (USD)

    VRBO

    Lighthouse Tennis Villas - Walking Distance to Harbor Town / Shops at Sea Pines

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Escape to this amazing 1-bedroom villa in Hilton Head. Relax in the cozy living room with brand new furnishings, a comfo ...

    From $223 per night (USD)

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  • Beautifully appointed large home in the heart of Harbour Town!
    From $1144 per night (USD)

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    Beautifully appointed large home in the heart of Harbour Town!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    14

    Welcome to Twin Pines Paradise! Located on the 11th green of the Sea Pines Resort's Heron Point Golf Course, this spaci ...

    From $1144 per night (USD)

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  • 31 S. Beach Lane at The Sea Pines Resort
    From $1530 per night (USD)

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    31 S. Beach Lane at The Sea Pines Resort

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    11

    Set amid the tranquility and oceanside beauty of South Beach, this 4th row ocean majestic private getaway offers the fin ...

    From $1530 per night (USD)

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  • Secluded Family Retreat w/ Private Pool, BBQ, Outdoor Living
    From $604 per night (USD)

    Expedia

    Secluded Family Retreat w/ Private Pool, BBQ, Outdoor Living

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    5B, BTH Welcome to The Hamilton A Sea Pines Legacy Home for Longer Island Escapes Peaceful lagoon views Xplorie - 2 Adul ...

    From $604 per night (USD)

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  • 1424 South Beach Villa ~ Steps to Beach in Sea Pines
    From $513 per night (USD)

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    1424 South Beach Villa ~ Steps to Beach in Sea Pines

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    1424 South Beach Villa | Two Minute Walk to Beach *4 Bedrooms | 3 Bathrooms *Sleeps 9 *2 Kings, 1 Double, 3 Twins *5 TV ...

    From $513 per night (USD)

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  • Marriott's Heritage Club 2 Bedroom Villa
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    Expedia

    Marriott's Heritage Club 2 Bedroom Villa

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Nestled within Hilton Head Island's Sea Pines Resort, Marriott's Heritage Club has a great tradition of treating guests ...

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  • Marriott's Harbour Club 2 Bedroom Villa
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    Marriott's Harbour Club 2 Bedroom Villa

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Stunning waterfront resort on Hilton Head's Sea Pines overlooking Calibogue Sound. Steps from championship golf, tennis, ...

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  • The Jewel of Harbour Town
    From $324 per night (USD)

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    The Jewel of Harbour Town

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    An amazing couples retreat!!! Come away to this delightful one-room studio tucked within the iconic Harbour Town enclave ...

    From $324 per night (USD)

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  • 2 Heritage Road @ Sea Pines | Private Pool | Steps to Harbour Town Golf Links
    From $795 per night (USD)

    VRBO

    2 Heritage Road @ Sea Pines | Private Pool | Steps to Harbour Town Golf Links

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    HOST & HOME presents…2 Heritage Road! A beautiful, single level home located steps from Harbour Town Golf Links, home of ...

    From $795 per night (USD)

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    Details