Hilton Head/General Homes with Playground Amenities

Welcome to Hilton Head Island, South Carolina, a picturesque paradise nestled in Beaufort County. Renowned for its stunning beaches, lush landscapes, and vibrant community, Hilton Head Island offers a unique blend of relaxation and adventure. With a temperate climate year-round, this idyllic destination is perfect for outdoor enthusiasts and families alike.

One of the highlights of living in Hilton Head is the abundance of family-friendly amenities, particularly homes with playground facilities. Imagine stepping out of your backyard and into a world of fun and laughter, where your children can play freely in a safe environment. These homes are thoughtfully designed to cater to families, providing not just spacious interiors but also outdoor spaces that foster play and creativity.

Many of these residences are situated within communities that prioritize family living, featuring playgrounds, walking trails, and recreational areas. This creates a sense of camaraderie among neighbors, making it easy to forge lasting friendships and create cherished memories.

In addition to playground amenities, Hilton Head Island boasts an array of activities—from world-class golf courses and tennis clubs to water sports and nature trails. The island’s commitment to preserving its natural beauty is evident in its parks and wildlife preserves, offering endless opportunities for exploration and enjoyment.

Whether you’re looking for a permanent residence or a vacation getaway, homes in Hilton Head Island with playground amenities provide the perfect backdrop for a fulfilling family lifestyle. Embrace the charm of this coastal gem and discover the joy of living where play and relaxation go hand in hand.

Newest Hilton Head/General Homes with Playground Amenities

$234,000

HILTONHEAD-511772 MLS

Enjoy a beautifully landscaped RV lot that has plenty of space to relax and/or entertain. Easily accommodating up to a 42' coach and a tow vehicle this stamped concrete pad will provide you with ample room to spread out and relax at either of the two comfortable sitting areas. This lot includes the sofa with cushions, 2 end tables, coffee table, high-top table with 4 bar hight chairs, two cantilever umbrellas, irrigation, landscape lighting, and the large storage shed. This RV lot is just steps away from all the amazing amenities the resort has to offer, yet gives you the privacy you're looking for on your island getaway! Hilton Head Island Motorcoach Resort is located in the heart of Hilton Head Island and is a luxury RV resort designed for the conveniences and enjoyment of class A, C andSuper C Motorcoaches only. The resort consists of 50 acres of woodland and lush landscape setting accented with live oaks dripping withSpanish Moss, palms trees, ferns and flowering shrubs. The resorts amenities include tennis courts, pickle ball, shuffleboard, swimming pool,hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance,water & sewer. Hilton Head Island Motorcoach Resort is a short bike ride to Coligny Beach, restaurants and island shopping.

133 Arrow Road Unit 134, Hilton Head Island

Listing courtesy of View Properties.

$229,900

HILTONHEAD-511742 MLS

Rare perimeter lot opportunity with kitchen, priced for a quick sale. Backing up to the Wexford golf course is the most private area of the park, with a walking path to many of your neighbors behind the lot. This beautifully maintained property features a stamped concrete pad with new Industrial Polyaspartic Epoxy surface accommodating a 45' coach plus two vehicles. The outdoor living area is designed for entertaining, complete with an outdoor kitchen including a Saber grill and extra favorizing grids. The stainless sink has instant hot water as well as a garage. The lot also features an irrigation system and landscape lighting. The newer furnishings are a bonus and are also included. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, heated and cooled swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, dedicated Wi-Fi with personal modem, cable TV, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainment, this exceptional property offers the perfect combination of luxury, convenience, and investment potential.

133 Arrow Road Unit # 102, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$299,999

2 Beds ⋅ 3 Baths ⋅ 1,025 SqFt. ⋅ HILTONHEAD-511726 MLS

Welcome to this beautifully renovated 2-bedroom, 2.5-bath villa in Woodlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

96 Mathews Drive Unit 142, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$242,000

HILTONHEAD-511714 MLS

Welcome to beautiful RV Lot #63. This lot has a stamped concrete pad and can accommodate coaches up to 45' and still room for 2 vehicles. This lot comes complete with irrigation, landscape lighting, table with 4 chairs, fire table and 4 adirondack chairs. Conveniently located just steps away from the clubhouse, pool and entrance/exit in the resort that makes this the perfect oasis for your vacation in Paradise! Hilton Head Island Motorcoach Resort is a luxury resort consisting of 50 acres of woodland setting accented with live oaks dripping with Spanish Moss, Palms, Ferns and flowering shrubs and designed for the convenience and enjoyment of Motorcoaches only. Offering tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer. HHIMR is located in the heart of Hilton Head Island and is a short bike ride to Coligny Beach, restaurants and shopping.

133 Arrow Road Unit 63, Hilton Head Island

Listing courtesy of View Properties.

$244,900

1 Beds ⋅ 1 Baths ⋅ 600 SqFt. ⋅ HILTONHEAD-511617 MLS

Essentially new following a major studs-out renovation, this one-bedroom villa enjoys a grassy front lawn, majestic shade tree, and tranquil lagoon views from the sunny rear deck. Formerly a studio, the redesigned layout now offers a private bedroom retreat while retaining the lower studio-level HOA assessment. Updates include reinforced 12-inch-on-center floor joists, new subflooring and insulation, PEX plumbing, smooth volume ceilings, luxury plank flooring, lighting, doors, trim, and slider glass. The all-new kitchen features white quartz counters, expanded cabinetry, subway tile, and new appliances. The remodeled bath offers designer wave tile, a soaking tub, new fixtures, and updated lighting. Enjoy a wood-burning fireplace, abundant storage, a storm door with roll-down screen, and new rear gutter system. Exterior painted July 2026 new water heater relocated outside. Low POA fees, with all 2026 exterior and insurance assessments paid.

5 Gumtree Road Unit H-17, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,250,000

4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS

42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$299,900

3 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-511388 MLS

Perfectly situated for easy access to Hilton Head Island or Bluffton! This well maintained 3 bed, 3 bath stand alone condo offers spacious living with a large outdoor deck and onsite amenities! Approximately 1,250 square feet, this property presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. This light and bright home features an eat-in kitchen that opens up to the large living room, enjoy wood floors, stainless steel appliances, granite countertops and plantation shutters throughout! The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous closet space, as well as storage -perfect as a primary retreat or private guest suite. The Gatherings is an established neighborhood with a welcoming atmosphere and longtime residents. Close to shopping and restaurants, this home is a must see!

38 Wee Drive Unit 38, Hilton Head Island

Listing courtesy of Engel & Volkers.

$650,000

3 Beds ⋅ 3 Baths ⋅ 1,481 SqFt. ⋅ HILTONHEAD-511467 MLS

Opportunity awaits on Hilton Head's highly desirable South End! Priced to sell, this is currently the least expensive single-family home available on the South End, making it an exceptional value and the perfect opportunity to update and personalize to your own style. Situated on a large corner lot with peaceful lagoon views, this charming 3-bedroom, 2.5-bath home offers a wonderful floor plan with the primary suite conveniently located on the first floor. The primary bedroom features a walk-in closet and an en-suite bath with a double vanity, soaking tub, and separate walk-in shower. Upstairs, two guest bedrooms share a Jack-and-Jill bath, and a large walk-in attic provides abundant storage. The kitchen features granite countertops, counter-height bar seating, and a dining area. The home offers an abundance of windows that fill the living spaces with natural light, creating a warm and inviting atmosphere. Enjoy outdoor living from the welcoming covered front porch or the back deck overlooking the fenced backyard and tranquil lagoon views. An oversized garage provides plenty of room for vehicles, golf carts, and additional storage. The roof is approximately 9 years old, the HVAC approximately 7 years old, and the water heater approximately 7 years old. With cosmetic updates needed, this is a wonderful opportunity to bring your vision to life and create a home that reflects your personal style. Located in a gated community with outstanding amenities including a community pool, tennis and pickleball courts, basketball court, and playground. Just minutes from the beach, Cross Island Parkway, the Bristol Sports Arena, public boat landing, restaurants, shopping, and Hilton Head's extensive leisure trails, you'll enjoy the very best of Lowcountry living in one of Hilton Head's most desirable locations.

65 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$355,000

3 Beds ⋅ 2 Baths ⋅ 1,448 SqFt. ⋅ HILTONHEAD-508838 MLS

Island living at its finest! Welcome to this stunning 3BR/2BA condo in the highly sought-after, tree-lined community of Broad Creek Landing on Hilton Head Island. Step inside to a bright, open-concept space featuring beautiful wood flooring throughout the main living areas and kitchen, perfect for entertaining. All three bedrooms offer a cozy retreat with brand-new, plush carpeting. This lowcountry gem boasts unbeatable community amenities, including a resort-style pool, tennis courts, a playground, and scenic leisure trails. Location is everything-enjoy ultimate convenience being just minutes away from world-class dining, vibrant shopping, and gorgeous beaches. Ideal as a primary residence, vacation getaway, or investment property. (some photos may depict virtual staging)

35 Three Mast Lane Unit 35, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$300,000

HILTONHEAD-511317 MLS

Welcome to effortless island living! Lot 56 is located on desirable marina front of Hilton Head Harbor RV Resort, offering unmatched waterfront views within the community. Enjoy expansive outdoor living space with a new deck, perfect for coastal evenings and entertaining. The resort features two swimming pools, a hot tub, tennis courts, playground, and a stunning waterfront Point Pool overlooking the Intracoastal Waterway, where dolphins are often seen swimming by. Top it off with an onsite 5-star restaurant and you have everything you need for relaxed Lowcountry living.

43 Jenkins Unit 56, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$385,000

3 Beds ⋅ 2 Baths ⋅ 1,303 SqFt. ⋅ HILTONHEAD-511180 MLS

Discover one of the best values on Hilton Head Island! This beautifully updated 3-bedroom, 2-bath end-unit townhome in Marshside Unit C8 offers the perfect combination of privacy, convenience, and Lowcountry living. Nestled in this desirable community, with a community pool, tennis, picnic and playground area, this rare 3 bedroom home overlooks a tranquil lagoon and is adjacent to greenspace, creating a peaceful setting that's hard to find. Inside, you'll love the spacious open-concept floor plan featuring a vaulted great room with a cozy fireplace, wood-look laminate flooring, and a sliding glass door leading to the private patio where you can relax and enjoy the serene water views. The dining area flows seamlessly into the updated kitchen, complete with granite countertops, 2 pantries, ample counterspace, refreshed cabinetry, and newer stainless steel appliances-ideal for everyday living and entertaining. The thoughtfully designed layout includes two bedrooms with ensuite bathrooms, providing flexibility for guests, roommates, or a home office. Whether you're looking for a primary residence, second home, or investment property, this townhome offers exceptional value in a prime Hilton Head location. Convenience is unmatched! With fresh exterior paint, on-site property managers and beautiful landscaping you can enjoy the island benefits without the worry of maintenance. You're just minutes from Hilton Head Island beaches, Island Recreation Center, parks, public boat landings, the Sailing & Rowing Center, Cross Island Parkway, Main Street, shopping, restaurants, grocery stores, schools, the library, medical offices, the hospital, banks, Hilton Head Island Airport, and miles of scenic leisure bike paths. With its desirable end-unit location, peaceful lagoon views, numerous updates, and central island location close to everything Hilton Head has to offer, this home is a rare opportunity you won't want to miss.

5 Gumtree Road Unit C-8, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$284,000

3 Beds ⋅ 3 Baths ⋅ 1,254 SqFt. ⋅ HILTONHEAD-511188 MLS

Great Value You Don't Want to Miss! Finding a 3-bedroom, 3-bath home on Hilton Head Island at this price is becoming increasingly rare. Offering approximately 1,250 square feet, this free-standing condo in The Gatherings presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. Well-maintained and move-in-ready, featuring a bright, inviting living room and a cheerful eat-in kitchen that serves as the heart of the home. The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous walk-in closet-perfect as a primary retreat or private guest suite. Step outside to enjoy the private deck or take advantage of the community pool located directly across the street. The Gatherings is an established neighborhood with a welcoming atmosphere, longtime residents, and an exceptionally convenient location offering easy access to both Hilton Head Island and Bluffton. Select restaurants and shopping are within near distance, adding to the convenience of everyday island living.If you've been searching for an affordable Hilton Head address without sacrificing space, comfort, or convenience, this home deserves a place at the top of your list.

36 Wee Road Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

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