Crooked Pond Homes with Playground Amenities

Welcome to Crooked Pond, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. Known for its serene landscapes and family-friendly atmosphere, this charming community offers a perfect blend of comfort and convenience. With its close proximity to the stunning beaches and lush golf courses that Hilton Head is famous for, Crooked Pond is an ideal location for those seeking a vibrant coastal lifestyle.

One of the standout features of Crooked Pond is its commitment to family-friendly amenities, particularly its playground facilities. Homes in this delightful neighborhood are designed with families in mind, featuring easy access to safe and well-maintained playgrounds where children can explore and play to their hearts' content. Imagine your little ones laughing and making memories just a stone's throw from your front door!

The homes in Crooked Pond showcase a variety of architectural styles, from charming single-family residences to spacious multi-story designs, all crafted to provide comfort and functionality. Many properties come with expansive yards, perfect for outdoor gatherings, gardening, or simply enjoying the beautiful South Carolina weather.

Living in Crooked Pond means embracing a lifestyle filled with outdoor activities, from biking along scenic trails to enjoying picnics in nearby parks. With a strong sense of community and a welcoming atmosphere, residents here enjoy a peaceful retreat while still being just minutes away from the vibrant social scene of Hilton Head Island.

If you’re looking for a place where family, fun, and relaxation come together, Crooked Pond is the perfect choice. Come discover your dream home in this idyllic neighborhood today!

Newest Crooked Pond Homes with Playground Amenities

$1,150,000

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.