Crooked Pond Homes with Single Family Residence Subtype

Welcome to Crooked Pond, an enchanting neighborhood nestled in the heart of Hilton Head Island, South Carolina. Known for its serene landscapes and idyllic coastal charm, Crooked Pond offers an exceptional living experience that seamlessly blends nature with modern conveniences. This picturesque community is part of Beaufort County, where the beauty of the Lowcountry is on full display.

Crooked Pond is particularly renowned for its single-family residences, which embody the essence of Southern living. These homes are thoughtfully designed to cater to a range of lifestyles, from cozy retreats perfect for families to spacious abodes ideal for entertaining guests. With a variety of architectural styles, each home in Crooked Pond showcases unique features, such as expansive outdoor spaces, lush gardens, and inviting porches that beckon you to enjoy the temperate climate.

Residents of Crooked Pond enjoy access to a wealth of amenities and recreational opportunities. The nearby beaches, world-class golf courses, and vibrant dining options make this area a haven for outdoor enthusiasts and food lovers alike. Additionally, the community's close-knit atmosphere fosters a sense of belonging, where neighbors become friends and lifelong memories are created.

Whether you’re seeking a permanent residence or a seasonal getaway, Crooked Pond offers the perfect blend of tranquility and excitement. Experience the best of Hilton Head Island living in this charming neighborhood, where every day feels like a vacation. Explore the possibilities that await you in Crooked Pond, and discover your dream home in this beautiful corner of South Carolina!

Newest Crooked Pond Homes with Single Family Residence Subtype

$629,000

3 Beds ⋅ 3 Baths ⋅ 1,634 SqFt. ⋅ HILTONHEAD-512789 MLS

Tucked away in the desirable Crooked Pond neighborhood of Hilton Head Plantation, this beautifully renovated 3-bedroom, 3-bath home offers an exceptional combination of style, comfort, and privacy. The interior has been completely refreshed with new paint, all-new LVP flooring, upgraded doors and trim, and new lighting fixtures throughout, along with a new roof installed in 2026.The beautifully redesigned kitchen features new Matrix cabinetry, Lamataj quartz countertops, an Ivy Hill Kingston White tile backsplash, new appliances, and a clean, updated look that opens naturally to the surrounding living spaces. The thoughtful floor plan offers both the primary suite and a guest bedroom on the main level. The primary bath has been completely updated with a new double vanity and spacious walk-in tile shower, while the guest bath features a new vanity and tub with custom tile surround. Upstairs, a generous third bedroom and full bath with a walk-in tile shower create a private and comfortable space for family or guests. A dedicated laundry room adds everyday convenience. One of the property's standout features is its exceptional privacy, with community-owned green space along one side and behind the home, creating a peaceful wooded setting. Residents of Crooked Pond enjoy access to the neighborhood pool and pickleball court, along with the broader amenities of Hilton Head Plantation, including the Spring Lake Recreation Area, additional pools, leisure trails, golf, tennis, pickleball, boating access, and more. Move-in ready and beautifully updated throughout, with the added benefit of a new 2026 roof, this home is an ideal full-time residence or second-home retreat in one of Hilton Head Island's most established and sought-after communities.

15 Stillwater Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,095,000

3 Beds ⋅ 5 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-511807 MLS

Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

Start Your Search

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.