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Kiawah Island Rentals

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  • Gorgeous Natural Light, Vaulted Ceilings & Fairway Views.  Back Deck & Screened Porch.
    From $450 per night (USD)

    VRBO

    Gorgeous Natural Light, Vaulted Ceilings & Fairway Views. Back Deck & Screened Porch.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Brand New Listing! We'd love to host your next family beach or golf getaway! Fairway Five Clubhouse, a spacious & airy ...

    From $450 per night (USD)

    VRBO

    Details
  • 10 Minute Walk To Beach From This Renovated Villa With Custom, High End Finishes & Lagoon Views
    From $443 per night (USD)

    Expedia

    10 Minute Walk To Beach From This Renovated Villa With Custom, High End Finishes & Lagoon Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    We are over the moon excited to tell you all about this new-to-market Kiawah Island vacation rental home! This clean, a ...

    From $443 per night (USD)

    Expedia

    Details
  • Lagoon view, second floor villa w\/ screened in porch, short walk to the beach
    From $133 per night (USD)

    VRBO

    Lagoon view, second floor villa w\/ screened in porch, short walk to the beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Turtle Cove 5552 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    From $133 per night (USD)

    VRBO

    Details
  • 4765 Tennis Club: 3BR, Screened Porch, Near Beach, Beach Gear\/Bike Credit
    From $499 per night (USD)

    VRBO

    4765 Tennis Club: 3BR, Screened Porch, Near Beach, Beach Gear\/Bike Credit

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental offers 3 bedrooms, upgrades thr ...

    From $499 per night (USD)

    VRBO

    Details
  • 4566 Parkside: Renovated 2BR with Lagoon Views, $250 Beach Gear\/Bike Credit
    From $308 per night (USD)

    VRBO

    4566 Parkside: Renovated 2BR with Lagoon Views, $250 Beach Gear\/Bike Credit

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Take advantage of special beach gear and bike credit! This professionally designed Kiawah Island vacation rental offers ...

    From $308 per night (USD)

    VRBO

    Details
  • New to Rental market, stunning views, new pool!
    From $1520 per night (USD)

    Expedia

    New to Rental market, stunning views, new pool!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    14

    New pictures just added! Stunning new remodel and now has 6 bedrooms, the pool area with cabana is the highlight of thi ...

    From $1520 per night (USD)

    Expedia

    Details
  • 190 Ryder Cup: 5BR Vanderhorst Home, Bike to Beach, Beach Gear\/Bike Credit
    From $412 per night (USD)

    VRBO

    190 Ryder Cup: 5BR Vanderhorst Home, Bike to Beach, Beach Gear\/Bike Credit

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental, located in a quiet cul-de-sac ...

    From $412 per night (USD)

    VRBO

    Details
  • Lovely and spacious, renovated with a private pool
    From $1472 per night (USD)

    Expedia

    Lovely and spacious, renovated with a private pool

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    14

    This beautifully crafted Charleston beach home just underwent a renovation in Summer 2019 expanding it to 6 bedrooms and ...

    From $1472 per night (USD)

    Expedia

    Details
  • Family-friendly escapade w\/beach access, shared tennis court, free WiFi, & more!
    Click For Pricing

    Expedia

    Family-friendly escapade w\/beach access, shared tennis court, free WiFi, & more!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Seascape 3524 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    Click For Pricing

    Expedia

    Details
  • Oceanfront villa with spectacular views, balcony - tennis & golf nearby
    From $258 per night (USD)

    Expedia

    Oceanfront villa with spectacular views, balcony - tennis & golf nearby

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Windswept 4460 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $258 per night (USD)

    Expedia

    Details
  • Short Walk to the Beach- Lagoon + Golf View, 18th Green, Turtle Point
    From $481 per night (USD)

    VRBO

    Short Walk to the Beach- Lagoon + Golf View, 18th Green, Turtle Point

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Tyler Property Management RBL21-000411 Parking spaces- TWO Occupancy- FOUR Guests NO PETS No Pool Access This luxury 2 ...

    From $481 per night (USD)

    VRBO

    Details
  • Adorable cottage, perfect for beach\/golf getaway
    From $543 per night (USD)

    Expedia

    Adorable cottage, perfect for beach\/golf getaway

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    This beautifully updated home has 3 bedrooms all with private bathrooms, a deck and screened porch to enjoy the gorgeous ...

    From $543 per night (USD)

    Expedia

    Details
  • OCEANFRONT! Renovated Mariners Watch
    From $1170 per night (USD)

    VRBO

    OCEANFRONT! Renovated Mariners Watch

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Luxurious, dream beach getaway on stunning Kiawah Island! Oceanfront Mariners Watch 3 bedroom villa w/ direct beach acce ...

    From $1170 per night (USD)

    VRBO

    Details
  • Calming Coastal villa, minutes to beach
    From $336 per night (USD)

    Expedia

    Calming Coastal villa, minutes to beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This gorgeous, popular villa just keeps getting better and better! Whether you are coming to Kiawah to enjoy the beach, ...

    From $336 per night (USD)

    Expedia

    Details
  • Perfect Kiawah house! New construction, steps to beach w\/pool, gorgeous decor
    From $808 per night (USD)

    VRBO

    Perfect Kiawah house! New construction, steps to beach w\/pool, gorgeous decor

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Stunning Sea Lavender Court home (featured in Southern Living Magazine) offers the unique opportunity to rent new constr ...

    From $808 per night (USD)

    VRBO

    Details
  • Golf course home with deck, porch & lagoon view - 1 block to beach, 1 dog OK
    From $233 per night (USD)

    Expedia

    Golf course home with deck, porch & lagoon view - 1 block to beach, 1 dog OK

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Surfscoter 94 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $233 per night (USD)

    Expedia

    Details
  • 262 Governors: Private Pool, Great Golf Views, Beach Gear\/Bike Credit
    From $912 per night (USD)

    VRBO

    262 Governors: Private Pool, Great Golf Views, Beach Gear\/Bike Credit

    Bedrooms:
    6
    Bathrooms:
    4
    Sleeps:
    10

    Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental features 4 bedrooms, a private ...

    From $912 per night (USD)

    VRBO

    Details
  • 20 Surfsong: 4BR Home Across Street from Beach, Beach Gear\/Bike Credit
    From $857 per night (USD)

    VRBO

    20 Surfsong: 4BR Home Across Street from Beach, Beach Gear\/Bike Credit

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental offers four bedrooms, nearly 3, ...

    From $857 per night (USD)

    VRBO

    Details
  • Dog friendly Sparrow Pond Cottage
    From $525 per night (USD)

    VRBO

    Dog friendly Sparrow Pond Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    1041 Sparrow Pond cottage is a favorite vacation spot on Kiawah. Outfitted with all new furnishings throughout in Novemb ...

    From $525 per night (USD)

    VRBO

    Details
  • 4375 Windswept: 3BR Townhouse, Lagoon View, Across Street from Beach
    From $254 per night (USD)

    VRBO

    4375 Windswept: 3BR Townhouse, Lagoon View, Across Street from Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental features three bedrooms and bat ...

    From $254 per night (USD)

    VRBO

    Details
  • 4944 Turtle Point: 3BR, Golf\/Lagoon Views, Near Beach, Beach Gear\/Bike Credit
    From $278 per night (USD)

    VRBO

    4944 Turtle Point: 3BR, Golf\/Lagoon Views, Near Beach, Beach Gear\/Bike Credit

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental features three bedrooms and bat ...

    From $278 per night (USD)

    VRBO

    Details
  • 735 Virginia Rail: Pool w\/ Stunning Lagoon Views, $300 Beach Gear\/Bike Credit
    From $531 per night (USD)

    VRBO

    735 Virginia Rail: Pool w\/ Stunning Lagoon Views, $300 Beach Gear\/Bike Credit

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Take advantage of special beach gear and bike credit! This Kiawah Island vacation rental offers five bedrooms, a private ...

    From $531 per night (USD)

    VRBO

    Details
  • Gorgeous lagoon view, easy beach access, 2 masters
    From $505 per night (USD)

    VRBO

    Gorgeous lagoon view, easy beach access, 2 masters

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    This spacious three-bedroom, 3.5 bathroom contemporary home sleeps eight guests and is situated at the end of a quiet cu ...

    From $505 per night (USD)

    VRBO

    Details
  • New to rentals, great location!
    From $527 per night (USD)

    Expedia

    New to rentals, great location!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    New wood floors throughout the living areas and new carpeting in master! Nestled among beautiful Magnolias, Live Oaks ...

    From $527 per night (USD)

    Expedia

    Details
  • New Listing! Crown Jewel Luxury Home, private pool, golf view, 5 min to beach
    From $1263 per night (USD)

    VRBO

    New Listing! Crown Jewel Luxury Home, private pool, golf view, 5 min to beach

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Fully renovated in both 2020 and 2023 to include many customized and handmade European touches (too many pics to fit on ...

    From $1263 per night (USD)

    VRBO

    Details
  • Stunning remodeled cottage, central location!
    From $366 per night (USD)

    Expedia

    Stunning remodeled cottage, central location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This gorgeous 3 bedroom, 2 bathroom completely renovated, cottage is the ideal property for your next stay at Kiawah Isl ...

    From $366 per night (USD)

    Expedia

    Details
  • New reno, Boho-style \treehouse\ at the beach!
    From $225 per night (USD)

    VRBO

    New reno, Boho-style \"treehouse\" at the beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    3569 Shipwatch Road is a unique, bright Boho-style "treehouse" one-bedroom villa, located on the 2nd floor in the very p ...

    From $225 per night (USD)

    VRBO

    Details
  • 8 Greensward: Lovely 4BR Home with Sizzling Summer Rates, Golf & Lagoon Views
    From $653 per night (USD)

    VRBO

    8 Greensward: Lovely 4BR Home with Sizzling Summer Rates, Golf & Lagoon Views

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Take advantage of special beach gear and bike credit! This newly renovated Kiawah Island vacation rental offers four bed ...

    From $653 per night (USD)

    VRBO

    Details
  • Kiawah Seascape Villa fully renovated
    From $289 per night (USD)

    VRBO

    Kiawah Seascape Villa fully renovated

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our villa is located on the second (top) floor of the quiet, secluded Seascape Villas. Perfectly situated in Kiawah's W ...

    From $289 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 478 Oceanwoods Cottage Lagoon View
    From $496 per night (USD)

    Expedia

    Kiawah Exclusives: 478 Oceanwoods Cottage Lagoon View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Oceanwoods is a popular West Beach neighborhood just off Eugenia Ave, the iconic moss draped, oceanfront street on Kiawa ...

    From $496 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 1066 Sparrow Pond Cottage Woodland View
    From $433 per night (USD)

    VRBO

    Kiawah Exclusives: 1066 Sparrow Pond Cottage Woodland View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    1066 Sparrow Pond is a 3 bedroom, 2.5 bathroom beach cottage in West Beach Village Kiawah with recent updates including ...

    From $433 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 4741 Tennis Club Villa Wooded View
    From $262 per night (USD)

    Expedia

    Kiawah Exclusives: 4741 Tennis Club Villa Wooded View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy this well maintained first floor 2 bedroom, 2 bathroom Tennis Club Villa close to the beach, Night Heron Park, The ...

    From $262 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 305 Ocean Oaks
    From $652 per night (USD)

    VRBO

    Kiawah Exclusives: 305 Ocean Oaks

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    305 Ocean Oaks is a beautifully appointed 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home offering extreme ...

    From $652 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 5110 Windswept Oceanfront Villa
    From $469 per night (USD)

    Expedia

    Kiawah Exclusives: 5110 Windswept Oceanfront Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This 2nd floor, 2 bedroom, 2 bathroom oceanfront Windswept condo is the perfect retreat for your next Kiawah Island vaca ...

    From $469 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 4409 Windswept Oceanside Villa
    From $345 per night (USD)

    VRBO

    Kiawah Exclusives: 4409 Windswept Oceanside Villa

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    4409 Windswept Villas is a beautifully renovated 1 bedroom, 2 bathroom oceanfront Kiawah Island villa with a private dec ...

    From $345 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 43 Muirfield Ln
    From $801 per night (USD)

    Expedia

    Kiawah Exclusives: 43 Muirfield Ln

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    11

    Beautifully renovated in 2021, 43 Muirfield Ln is a 5 bedroom, 5 bathroom home in the popular Atlantic Beach neighborhoo ...

    From $801 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 4108 Night Heron Cottage Woodland View
    From $227 per night (USD)

    VRBO

    Kiawah Exclusives: 4108 Night Heron Cottage Woodland View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    4108 Night Heron is a newly renovated 3 bedroom, 2 bathroom Kiawah Island cottage bordering Night Heron Park and a short ...

    From $227 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 12 Falcon Point Road
    From $1042 per night (USD)

    Expedia

    Kiawah Exclusives: 12 Falcon Point Road

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Immerse yourself in the natural beauty of Kiawah Island from 12 Falcon Point Road, a 5 bedroom, 4.5 bathroom luxury Kiaw ...

    From $1042 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 4560 Parkside Villa Lagoon View
    From $464 per night (USD)

    VRBO

    Kiawah Exclusives: 4560 Parkside Villa Lagoon View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    4560 Parkside Villa is a newly updated and tastefully furnished 3 bedroom, 3 bathroom Kiawah Island villa located in the ...

    From $464 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 0 Ocean Course
    From $3258 per night (USD)

    Expedia

    Kiawah Exclusives: 0 Ocean Course

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Enjoy stunning low country views and a short 5-minute walk to the beach at this 5-bedroom, 4.5-bathroom vacation home in ...

    From $3258 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 4286 Mariners Watch Villa Lagoon View
    From $283 per night (USD)

    VRBO

    Kiawah Exclusives: 4286 Mariners Watch Villa Lagoon View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This recently renovated 1 bedroom, 1 bathroom first floor Mariners Watch villa is conveniently located near Night Heron ...

    From $283 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 1082 Sparrow Pond Cottage Lagoon View
    From $483 per night (USD)

    Expedia

    Kiawah Exclusives: 1082 Sparrow Pond Cottage Lagoon View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    1082 Sparrow Pond is a lovely 3 bedroom 3 bathroom Kiawah Island beach cottage with fabulous modern updates in a prime l ...

    From $483 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 4965 Turtle Point Villa Golf View
    From $206 per night (USD)

    VRBO

    Kiawah Exclusives: 4965 Turtle Point Villa Golf View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    4965 Turtle Point Villa is a 2 bedroom, 2 bathroom first floor villa with an expansive deck overlooking the lush fairway ...

    From $206 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 205 Glen Abbey
    From $725 per night (USD)

    Expedia

    Kiawah Exclusives: 205 Glen Abbey

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    14

    205 Glen Abbey is a newly renovated, expansive 6 bedroom, 4.5 bathroom vacation home in Vanderhorst Plantation with tran ...

    From $725 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 2476 Shipwatch Oceanfront Villa
    From $311 per night (USD)

    VRBO

    Kiawah Exclusives: 2476 Shipwatch Oceanfront Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    2476 Shipwatch is a 1 bedroom, 1 bathroom oceanfront villa in the popular West Beach neighborhood with inviting interior ...

    From $311 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 104 Surfscoter Lane
    From $533 per night (USD)

    Expedia

    Kiawah Exclusives: 104 Surfscoter Lane

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    104 Surfscoter Lane is a 4 bedroom, 3.5 bathroom two story vacation home in the popular West Beach Kiawah Island area. T ...

    From $533 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 5107 Windswept Oceanfront Villa
    From $500 per night (USD)

    VRBO

    Kiawah Exclusives: 5107 Windswept Oceanfront Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    5107 Windswept is an updated 1st floor, 2 bedroom, 2 bathroom oceanfront villa with tranquil views of both the adjacent ...

    From $500 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 5133 Windswept Oceanfront Villa
    From $715 per night (USD)

    Expedia

    Kiawah Exclusives: 5133 Windswept Oceanfront Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This fabulous 2 bedroom, 2 bathroom oceanfront Windswept Villa penthouse is perched on the 5th floor with designer inter ...

    From $715 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 13 Atlantic Beach Ct.
    From $695 per night (USD)

    VRBO

    Kiawah Exclusives: 13 Atlantic Beach Ct.

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    13 Atlantic Beach Court is a lovely 5 bedroom, 4 bathroom Kiawah Island vacation home in the popular Atlantic Beach neig ...

    From $695 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 350 Low Oak Woods
    From $624 per night (USD)

    Expedia

    Kiawah Exclusives: 350 Low Oak Woods

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    350 Low Oak Woods is a spacious 5 bedroom, 3.5 bathroom Kiawah Island vacation home in West Beach Village. This home boa ...

    From $624 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives : 4262 Mariners Watch Villa Lagoon View
    From $160 per night (USD)

    VRBO

    Kiawah Exclusives : 4262 Mariners Watch Villa Lagoon View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy this lovely 1 bedroom, 1 bathroom Kiawah villa rental located on the first floor of the Mariners Watch villa compl ...

    From $160 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 4994 Turtle Point Villa Golf View
    From $330 per night (USD)

    Expedia

    Kiawah Exclusives: 4994 Turtle Point Villa Golf View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    4994 Turtle Point is a 2 bedroom, 2 bathroom second floor villa located on the 17th hole of Turtle Point Golf Course. Th ...

    From $330 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 4365 Windswept Lakeside Villa
    From $350 per night (USD)

    VRBO

    Kiawah Exclusives: 4365 Windswept Lakeside Villa

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy fabulous lagoon vistas from this 2 bedroom, 2 bathroom townhouse style Windswept Villa, located directly across fr ...

    From $350 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 3536 Seascape Villa Woodland View
    From $212 per night (USD)

    Expedia

    Kiawah Exclusives: 3536 Seascape Villa Woodland View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Sip morning coffee from your screened porch while overlooking serene views of Kiawah's subtropical forest in this 1 bedr ...

    From $212 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 2473 Shipwatch Oceanfront Villa
    From $535 per night (USD)

    VRBO

    Kiawah Exclusives: 2473 Shipwatch Oceanfront Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Majestic ocean views from every room await you in this beautifully-renovated , 2 bedroom, 2 bathroom oceanfront Shipwatc ...

    From $535 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 4303 Windswept Oceanfront Villa
    From $569 per night (USD)

    Expedia

    Kiawah Exclusives: 4303 Windswept Oceanfront Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    4303 Windswept Villas is a 1 bedroom, 1 bathroom first floor oceanfront villa in East Beach Village, only steps to the m ...

    From $569 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 245 Glen Abbey
    From $829 per night (USD)

    VRBO

    Kiawah Exclusives: 245 Glen Abbey

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    245 Glen Abbey is a 4 bedroom, 4.5 bathroom Kiawah Island vacation home directly across from the leisure trail to the be ...

    From $829 per night (USD)

    VRBO

    Details
  • Kiawah Exclusives: 99 Surfscoter Lane
    From $297 per night (USD)

    Expedia

    Kiawah Exclusives: 99 Surfscoter Lane

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    99 Surfscoter Lane is a welcoming 3 bedroom, 2 bathroom private vacation home in the popular West Beach neighborhood, ju ...

    From $297 per night (USD)

    Expedia

    Details
  • Kiawah Exclusives: 23 Marsh Cottage Lane
    From $827 per night (USD)

    VRBO

    Kiawah Exclusives: 23 Marsh Cottage Lane

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    23 Marsh Cottage Lane is a luxury 3 bedroom, 3.5 bathroom private Kiawah Island vacation home located in Vanderhorst Pla ...

    From $827 per night (USD)

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  • Kiawah Exclusives: 17 Surfsong
    From $841 per night (USD)

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    Kiawah Exclusives: 17 Surfsong

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    17 Surfsong is a 5 bedroom, 3.5 bathroom luxury Kiawah Island pool home across the street from the beach in the Vanderho ...

    From $841 per night (USD)

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  • Kiawah Exclusives: 193 Ryder Cup
    From $811 per night (USD)

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    Kiawah Exclusives: 193 Ryder Cup

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Renovated in 2021, this private home offers exceptional indoor and outdoor living spaces with 4 bedrooms, 4 bathrooms. L ...

    From $811 per night (USD)

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  • Kiawah Exclusives: 1023 Sparrow Pond Cottage Wooded View
    From $433 per night (USD)

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    Kiawah Exclusives: 1023 Sparrow Pond Cottage Wooded View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This bright and beachy 3 bedroom, 2 bathroom Sparrow Pond Cottage accommodates up to 7 guests in comfort and style. A tr ...

    From $433 per night (USD)

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  • Kiawah Exclusives: 44 Trumpet Creeper Lane
    From $487 per night (USD)

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    Kiawah Exclusives: 44 Trumpet Creeper Lane

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    This sophisticated 4 bedroom, 4 bathroom Kiawah Island pool home is the perfect spot to savor any season on Kiawah Islan ...

    From $487 per night (USD)

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  • Kiawah Exclusives: 4467 Windswept Villa Woodland View
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    Kiawah Exclusives: 4467 Windswept Villa Woodland View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This fresh, newly updated 2nd floor Windswept villa is located in the popular East Beach area of Kiawah Island. This tra ...

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  • Kiawah Exclusives: 4466 Windswept Villa Woodland View
    From $336 per night (USD)

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    Kiawah Exclusives: 4466 Windswept Villa Woodland View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This 1 bedroom, 1 bathroom 2nd floor Kiawah villa is located in the Windswept Villa complex in popular East Beach, an ea ...

    From $336 per night (USD)

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  • Kiawah Exclusives: 4308 Windswept Oceanfront Villa
    From $625 per night (USD)

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    Kiawah Exclusives: 4308 Windswept Oceanfront Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to 4308 Windswept, a spacious second floor Kiawah Island oceanfront villa located in the popular East Beach Vill ...

    From $625 per night (USD)

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  • Kiawah Exclusives: 6 Governors Drive
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    Kiawah Exclusives: 6 Governors Drive

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Beautifully presented and tucked away, this 4 bedroom, 4.5 bath vacation home located in Vanderhorst plantation offers 2 ...

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  • Kiawah Exclusives: 4973 Turtle Point Villa Golf View
    From $364 per night (USD)

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    Kiawah Exclusives: 4973 Turtle Point Villa Golf View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This 2 bedroom, 2 bathroom Turtle Point Villa boasts a prime location on Kiawah Island overlooking the 17th fairway of t ...

    From $364 per night (USD)

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  • Kiawah Exclusives: 192 Ryder Cup
    From $811 per night (USD)

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    Kiawah Exclusives: 192 Ryder Cup

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    192 Ryder Cup is our newest Kiawah house rental in the sought after Vanderhorst community. This spacious 4 bedroom, 3 ba ...

    From $811 per night (USD)

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  • Kiawah Exclusives: 411 Ocean Oaks
    From $635 per night (USD)

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    Kiawah Exclusives: 411 Ocean Oaks

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    411 Ocean Oaks is a charming 5 bedroom, 4.5 bathroom Vanderhorst Plantation rental home located in the desirable back is ...

    From $635 per night (USD)

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  • Kiawah Exclusives: 4140 Night Heron Cottage Woodland View
    From $639 per night (USD)

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    Kiawah Exclusives: 4140 Night Heron Cottage Woodland View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This 3 bedroom, 3 bathroom luxury Kiawah Island rental is a one of a kind, completely remodeled beach cottage in the Nig ...

    From $639 per night (USD)

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  • Kiawah Exclusives: 97 Bass Creek Lane
    From $1900 per night (USD)

    Expedia

    Kiawah Exclusives: 97 Bass Creek Lane

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    97 Bass Creek Lane is a breathtaking, award-winning Kiawah Island beach home! Color Me Kiawah is an exceptional 5 bedroo ...

    From $1900 per night (USD)

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  • Kiawah Exclusives: 105 Inlet Cove Cottage Woodland View
    From $225 per night (USD)

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    Kiawah Exclusives: 105 Inlet Cove Cottage Woodland View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Just prior to the first guard gate is a quiet Kiawah neighborhood, literally off the beaten path. As you take a right pa ...

    From $225 per night (USD)

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  • Kiawah Exclusives: 5 Avocet
    From $767 per night (USD)

    Expedia

    Kiawah Exclusives: 5 Avocet

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to 5 Avocet! This 5 bedroom, 5 bathroom Vanderhorst Plantation home offers spacious accommodations, a private po ...

    From $767 per night (USD)

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  • Kiawah Exclusives: 3554 Seascape Oceanfront Villa
    From $605 per night (USD)

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    Kiawah Exclusives: 3554 Seascape Oceanfront Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    3554 Seascape is a spacious 3 bedroom, 3 bathroom, first floor end unit offering beautifully updated interiors, oceanfro ...

    From $605 per night (USD)

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  • Rare ocean and lagoon view!  Pool and beach access
    From $555 per night (USD)

    Expedia

    Rare ocean and lagoon view! Pool and beach access

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    1010 Thrasher Ct, lovingly known as The Surf Shack, is a charming cottage situated in one of the best locations on the I ...

    From $555 per night (USD)

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  • Kiawah Exclusives: 119 Surfscoter Lane
    From $532 per night (USD)

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    Kiawah Exclusives: 119 Surfscoter Lane

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    This charming 4 bedroom, 4 bathroom Kiawah Island vacation home is located in popular West Beach one block from the beac ...

    From $532 per night (USD)

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  • Kiawah Exclusives: 2375 Shipwatch Oceanside Villa
    From $267 per night (USD)

    Expedia

    Kiawah Exclusives: 2375 Shipwatch Oceanside Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2375 Shipwatch is a charming 2 bedroom, 2 bathroom oceanside villa on the third floor of Shipwatch Villas in Kiawah Isla ...

    From $267 per night (USD)

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  • Kiawah Exclusives: 1096 Sparrow Pond Cottage Lagoon View
    From $421 per night (USD)

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    Kiawah Exclusives: 1096 Sparrow Pond Cottage Lagoon View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    1096 Sparrow Pond is the closest cottage to the beach! Enjoy tranquil lagoon views and the sound of the ocean from this ...

    From $421 per night (USD)

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  • Kiawah Exclusives: 4470 Windswept Villa Woodland Suite
    From $336 per night (USD)

    Expedia

    Kiawah Exclusives: 4470 Windswept Villa Woodland Suite

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    4470 Windswept Villas is a wonderful, completely updated and beautifully maintained 1 bedroom, 1.5 bathroom Kiawah Islan ...

    From $336 per night (USD)

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  • Kiawah Exclusives: 4418 Windswept Ocean View Villa
    From $286 per night (USD)

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    Kiawah Exclusives: 4418 Windswept Ocean View Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    4418 Windswept is a 1 bedroom, 1 bathroom villa in Kiawah Island’s East Beach with gorgeous views of the ocean and dunes ...

    From $286 per night (USD)

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  • Kiawah Exclusives: 1104 Duneside Oceanfront Villa
    From $1471 per night (USD)

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    Kiawah Exclusives: 1104 Duneside Oceanfront Villa

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    1104 Duneside is a former 3BR unit newly renovated into an upscale 4 bedroom, 4.5 bathroom oceanfront villa boasting a p ...

    From $1471 per night (USD)

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  • Kiawah Exclusives: 4138 Night Heron Cottage Woodland View
    From $413 per night (USD)

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    Kiawah Exclusives: 4138 Night Heron Cottage Woodland View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This 3 bedroom, 2 bathroom Kiawah vacation rental is conveniently located on a private cul de sac in the popular Night H ...

    From $413 per night (USD)

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  • Kiawah Exclusives: 83 Inlet Cove River View
    From $377 per night (USD)

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    Kiawah Exclusives: 83 Inlet Cove River View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This one of a kind, 2 bedroom, 2 bathroom (plus den) cottage is tucked away in a private cul-du-sac boasting tranquil ri ...

    From $377 per night (USD)

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  • Kiawah Exclusives: 15 Ocean Green
    From $494 per night (USD)

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    Kiawah Exclusives: 15 Ocean Green

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    15 Ocean Green is a lovely 3 bedroom, 3 bathroom Kiawah Island vacation home overlooking the Turtle Point Golf Course in ...

    From $494 per night (USD)

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  • Kiawah Exclusives: 4158 Night Heron Cottage Woodland View
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    Expedia

    Kiawah Exclusives: 4158 Night Heron Cottage Woodland View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    4158 Night Heron is a 3 bedroom, 3 bathroom elevated cottage nestled below a canopy of live oaks in the popular Night He ...

    Click For Pricing

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  • Kiawah Exclusives: 4300 Windswept Oceanfront Villa
    From $639 per night (USD)

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    Kiawah Exclusives: 4300 Windswept Oceanfront Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    4300 Windswept Villas is new to Kiawah Exclusives and offers a truly opulent oceanfront experience on Kiawah Island. Thi ...

    From $639 per night (USD)

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  • Kiawah Exclusives: 595 Piping Plover
    From $1136 per night (USD)

    Expedia

    Kiawah Exclusives: 595 Piping Plover

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Nestled on a quiet cul de sac, in Vanderhorst Plantation, this immaculate 5 bedroom, 5 1/2 bathroom cedar shingle vacati ...

    From $1136 per night (USD)

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  • Kiawah Exclusives: 4468 Windswept Villa Woodland View
    From $279 per night (USD)

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    Kiawah Exclusives: 4468 Windswept Villa Woodland View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    4468 Windswept Villa is a 1 bedroom, 1 bathroom, 2nd floor woodland suite located in the popular East Beach area of Kiaw ...

    From $279 per night (USD)

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  • Kiawah Exclusives: 130 Turnberry Drive
    From $628 per night (USD)

    Expedia

    Kiawah Exclusives: 130 Turnberry Drive

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    130 Turnberry Drive is a spacious 3 bedroom, 3 bath Vanderhorst Plantation vacation home offering expansive views of the ...

    From $628 per night (USD)

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  • Kiawah Exclusives: 5121 Windswept Oceanfront Villa
    From $869 per night (USD)

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    Kiawah Exclusives: 5121 Windswept Oceanfront Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Truly breathtaking ocean views greet you upon entering 5121 Windswept Villas on Kiawah Island. This updated 3 bedroom, 3 ...

    From $869 per night (USD)

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  • Kiawah Exclusives: 1063 Sparrow Pond Cottage Woodland View
    From $248 per night (USD)

    Expedia

    Kiawah Exclusives: 1063 Sparrow Pond Cottage Woodland View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This stunning 3 bedroom, 3 bathroom Kiawah Island cottage is located in the West Beach area and has been newly remodeled ...

    From $248 per night (USD)

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  • Kiawah Exclusives: 81 Surfsong Rd
    From $1178 per night (USD)

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    Kiawah Exclusives: 81 Surfsong Rd

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    81 Surfsong Road is a 5 bedroom, 4.5 bathroom Kiawah Island vacation home with only a short walk down scenic Surfsong Rd ...

    From $1178 per night (USD)

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  • Kiawah Exclusives: 363 Red Bay
    From $573 per night (USD)

    Expedia

    Kiawah Exclusives: 363 Red Bay

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    **Please note: A house is being constructed in the lot adjacent to this home. Prices have been reduced to compensate for ...

    From $573 per night (USD)

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  • Kiawah Exclusives: 594 Piping Plover
    From $535 per night (USD)

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    Kiawah Exclusives: 594 Piping Plover

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    9

    594 Piping Plover is a custom 4 bedroom, 4.5 bathroom Vanderhorst Plantation vacation home overlooking the 12th fairway ...

    From $535 per night (USD)

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  • Kiawah Exclusives: 4942 Turtle Point Villa Lagoon View
    From $468 per night (USD)

    Expedia

    Kiawah Exclusives: 4942 Turtle Point Villa Lagoon View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This tastefully furnished and completely renovated second floor Turtle Point villa in the East Beach area offers an expa ...

    From $468 per night (USD)

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  • Kiawah Exclusives: 9 Greensward Road
    From $601 per night (USD)

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    Kiawah Exclusives: 9 Greensward Road

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    This cute and stylish 3 bedroom, 2.5 bathroom West Beach vacation home is nestled in the trees overlooking a tranquil la ...

    From $601 per night (USD)

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  • Kiawah Exclusives: 77 Forestay
    From $1082 per night (USD)

    Expedia

    Kiawah Exclusives: 77 Forestay

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Welcome to 77 Forestay, your home away from home on Kiawah Island in a prime wooded setting just across the street from ...

    From $1082 per night (USD)

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  • Kiawah Exclusives: 4438 Windswept Oceanside Villa
    From $358 per night (USD)

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    Kiawah Exclusives: 4438 Windswept Oceanside Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This comfortable 1 bedroom, 1 bathroom first floor villa is located in the oceanfront Windswept Villa complex in the pop ...

    From $358 per night (USD)

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  • Kiawah Exclusives: 328 Moon Tide Lane
    From $1775 per night (USD)

    Expedia

    Kiawah Exclusives: 328 Moon Tide Lane

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    328 Moon Tide Lane is a secluded, private retreat on 2.36-acres of Kiawah riverfront. This luxury 5 bedroom, 4.5 bathroo ...

    From $1775 per night (USD)

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    Details