Hilton Head Island Real Estate

Welcome to Hilton Head Island, a stunning gem nestled in Beaufort County, South Carolina. Renowned for its breathtaking beaches, lush landscapes, and vibrant culture, this island paradise offers an idyllic escape for both residents and visitors alike. Spanning over 12 miles of pristine coastline, Hilton Head is famous for its soft, sandy shores and crystal-clear waters, making it a haven for sunbathers, water sports enthusiasts, and nature lovers.

Beyond its scenic beauty, Hilton Head Island boasts a rich history that dates back to the 18th century. The island’s charming architecture reflects its storied past, with quaint homes and lush gardens that create a picturesque backdrop for everyday life. The community is known for its warm hospitality and friendly atmosphere, making it easy to feel at home.

Outdoor enthusiasts will find plenty to love here, with over 60 miles of bike paths, world-class golf courses, and numerous parks and nature preserves. The island is also a sanctuary for wildlife, offering opportunities for birdwatching and dolphin spotting along its waterways. For those who appreciate the arts, Hilton Head hosts various festivals and events throughout the year, celebrating music, food, and local craftsmanship.

Dining options are abundant, ranging from casual beachside cafes to upscale restaurants featuring fresh seafood and Southern cuisine. Whether you’re looking for a permanent residence or a vacation getaway, Hilton Head Island is a captivating destination that promises a lifestyle of relaxation, adventure, and community. Come explore all that this enchanting island has to offer!

Newest Listings in Hilton Head Island

$7,399,500

5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511871 MLS

Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$325,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512112 MLS

Updated 2BR/2BA villa at The Spa on Port Royal Sound offering close proximity to one of Hilton Head Island's most distinctive natural beaches, an extensive amenity package, and the flexibility to serve as a second home, full-time residence, or short-term rental investment. Inside, the open living space is anchored by a renovated kitchen with a center island, stainless steel appliances, wine fridge, and glass tile backsplash. A wall-mounted fireplace creates a polished focal point in the living area, while modern finishes continue throughout the villa. Both bathrooms have been updated with tiled shower surrounds, contemporary fixtures, and LED mirrors, and the screened porch provides an additional place to relax after a day on the island. The Spa is a gated waterfront community on Port Royal Sound with two outdoor pools, a heated indoor pool and hot tub, fitness center, tennis courts, basketball court, grilling and picnic areas, playground, landscaped lagoons, and direct access to Hilton Head's bike trail system. The community's location beside Fish Haul Beach Park and Historic Mitchelville Freedom Park adds even more outdoor recreation and Lowcountry character. With great short-term rental potential, updated interior, beach access, and extensive amenities, Unit 3331 offers a compelling combination for both personal-use buyers and investors.

239 Beach City Road Unit 3331, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$850,000

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512111 MLS

Tucked away on a private cul-de-sac in Hilton Head Plantation, this bright and spacious3BR/3BA home offers single-level living, excellent bedroom separation and a gated courtyard entry. Enjoy views of the 10th hole of Oyster Reef Golf Club from your backyard stone patio, with no homes directly across the street, and walk to Oyster Reef Golf Club and Loggerhead Tavern. The light-filled living room features vaulted ceilings, while the updated eat-in kitchen offers top-of-the-line appliances, stone countertops, bamboo cabinetry, imported tile floors and greenhouse windows for a contemporary feel. A 2+ car garage, updated plumbing and roof less than 10 years old add to the appeal. Hilton Head Plantation amenities include four 18-hole golf courses, a chilled Lazy River and pool, tennis, pickleball, miles of leisure trails and the beautiful recently renourished Dolphin Head Beach. Priced to reflect the opportunity for updates and personalization, this home is ready for you to make it your own and enjoy all Hilton Head has to offer!

14 Oyster Reef Cove, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,800,000

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-512097 MLS

Welcome to a truly special island retreat in prestigious Port Royal on Hilton Head Island. This 4-bedroom, 3-full-bath, 2-half-bath West Indies-inspired home captures the essence of relaxed coastal luxury, with timeless architecture and an effortless sense of place. Just steps away from private beach access, it offers the perfect setting for barefoot mornings, sunset gatherings, and unforgettable days by the sea. A rare opportunity to experience the beauty, privacy, and laid-back elegance of Hilton Head Island at its finest.

6 Drayton Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

$545,000

2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-511941 MLS

Charming 2-bedroom, 1-bath villa in the desirable Queens Grant community of Palmetto Dunes. This well-maintained condo features a private rear courtyard and a strong history of short-term rental income, making it an excellent investment or vacation getaway. Enjoy world-class resort amenities, including three championship golf courses, tennis and pickleball, bike rentals, an 11-mile lagoon, beach access, and a variety of restaurants. A fantastic opportunity to own in one of Hilton Head Island's premier resort communities.

45 Queens Folly Road Unit 605, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$649,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511687 MLS

This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day long! Updated kitchen appliances and counters. Tile and wood floors throughout, no carpet! Primary suite on first floor with cathedral ceiling, fireplace and large walk-in closet. Ensuite second bedroom and loft/sitting room/office on second floor. Rarely offered in these patio homes is a 2-car garage! Perfect for year-round living in beautiful Moss Creek! Enjoy all MC has to offer; amenities include 2 championship golf courses. beautifully remodeled clubhouse, 4 pickleball courts, Racket Center with 7 Har Tur Courts, Equestrian Center, 5 Fishing/crabbing docks, marina, 2 nature preserves, Bocce Courts, Dog Park, firepits and miles of leisure trails. Don't miss this special opportunity!

20 Toppin Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$127,900

HILTONHEAD-512103 MLS

Welcome to effortless island living! Lot 154 is located in the popular Hilton Head Harbor RV Resort. Enjoy expansive outdoor living space perfect for coastal evenings and entertaining. The resort features 2 pools, a hot tub, tennis courts, playground, and a stunning waterfront Point Pool overlooking the intercoastal Waterway, where dolphins are often seen swimming by. Top it off with an excellent 5-star restaurant on site. The community is pet friendly and golf cart accessible. This lot has been renovated with pavers, firepit, seating, outdoor furniture, landscaping and lighting. Stay cool under the beautiful shade trees. You have everything you need for a relaxed Lowcountry living get away. It also provides rental income when you are not using it. The onsite property management company will take care of everything for you.

43 Jenkins Road Unit 154, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$315,000

2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512010 MLS

Located in the desirable Yacht Cove community, this beautifully updated villa offers peaceful lagoon views and a bright, open floor plan designed for comfortable island living. The updated kitchen features granite countertops, stainless steel appliances, and flows seamlessly into the dining and living areas, while second-floor laundry and thoughtful updates throughout make the home move-in ready. Residents enjoy access to a community pool and an exceptional mid-island location just minutes from Shelter Cove Harbour & Marina, offering waterfront dining, boutique shopping, kayaking, live entertainment, and summer fireworks. With Hilton Head Island's beaches, golf, tennis, and bike paths all just a short drive or ride away, this villa is an ideal primary residence or vacation retreat.

50 Yacht Cove Drive Unit 326, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$245,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512100 MLS

Welcome to this light and bright 2-bedroom, 2-bath villa in Hilton Head Resort Villas, one of Hilton Head Island's most sought-after direct beach access communities. Perfectly positioned in the heart of the island, this turn-key villa offers an ideal blend of lifestyle, convenience, and strong short-term rental potential. Enjoy direct beach access via a private boardwalk, making beach days effortless for owners and guests alike. Inside, the villa features an updated kitchen with stainless steel appliances, modern finishes, and updated lighting throughout, creating a fresh, coastal feel that's both inviting and functional. The open layout maximizes natural light, making this villa feel comfortable and welcoming from the moment you step inside. Hilton Head Resort Villas is renowned for its resort-style amenities, including indoor pools and a Jacuzzi, two outdoor pools with a poolside bar, tennis courts, a sauna, fitness center, game room, and 24-hour security gate. Whether you're relaxing poolside, heading to the beach, or enjoying the on-site amenities, everything you need is right at your doorstep. This villa also shines as an investment property, with recent gross rental income of approximately $40,000, making it an excellent option for buyers seeking a proven short-term rental on Hilton Head Island. Equally appealing as a second home, the location offers quick access to shopping, dining, golf courses, and all the island has to offer. Offered fully turn-key, this is a rare opportunity to own a Hilton Head Island beach villa that delivers on lifestyle, income, and long-term value.

663 William Hilton Parkway Unit 3417, Hilton Head Island

Listing courtesy of EXIT Hilton Head Realty.

$1,325,000

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511550 MLS

Set on more than 0.4 acres along a quiet private street in Hilton Head Plantation, this beautifully maintained 4-bedroom, 3.5-bath home offers a spacious floor plan, abundant natural light, and exceptional indoor-outdoor living. The welcoming foyer opens to generous living and dining areas, where large windows overlook the screened lanai and pool. The kitchen flows seamlessly into the family room and breakfast area, creating a comfortable gathering space for everyday living and entertaining. The spacious primary suite features a beautifully appointed bath with dual vanities, a walk-in shower, separate soaking tub, and a large walk-in closet. Two additional guest bedrooms provide privacy and comfort for family and visitors. A standout feature of the home is the expansive bonus room, complete with a wet bar, custom built-ins, and a full bath. Currently used as a bonus room, this flexible space serves as the home's fourth bedroom and is ideal for guests, a media room, or a private retreat. Step outside to the impressive screened lanai featuring a sparkling pool and generous covered seating area-the perfect place to relax, entertain, or enjoy Hilton Head's year-round outdoor lifestyle. The backyard offers a peaceful and private setting. Additional highlights include an oversized three-car garage, abundant storage, and a functional layout that is equally suited for a primary residence or second home. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

5 Royal James Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$950,000

2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512086 MLS

Premier investment in Sea Pines Resort's South Beach Marina Village and less than 1/4 mile to the beach. This 1-floor 2BR/2BA Lagoon Villa features brand new impact rated windows and doors. While this unit has never been rented other rentals in this regime rent VERY well. Highly desirable location near the beach, South Beach Marina, dining, and entertainment. Features include vaulted ceilings, a spacious living area, and a private lagoon-view patio. Sea Pines remains Hilton Head Island's most established short-term rental market, making this an exceptional opportunity for immediate income, appreciation potential, and personal enjoyment. (Virtual enhancement has been used in some photographs)

226 S Sea Pines Drive Unit 1588, Hilton Head Island

Listing courtesy of Charter One Realty.

$289,900

2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-512083 MLS

Marsh Side Villas...Affordable, Comfortable, Bright 2-bedroom, 1-bath Condo. New HVAC, New Washer & Dryer! Marsh Side offers Resort-style amenities with low-maintenance living:Large Saltwater pool, Kiddie splash pool, hot tub, 2 lighted tennis courts, playground, modern fitness facilities, BBQ area, and of course, PET FRIENDLY! End unit with extra parking. One level living expands a spacious living area with a cozy fireplace, Dining area, Kitchen with Refrigerator, dishwasher, oven, microwave and garbage disposal. Tranquil and Serene Lagoon view from back deck. Marsh Side Villas has a convenient location...close to schools, Jarvis Creek Park, Main Street for shopping and dining, easy access to mainland bridge, beaches of Hilton Head Island and just minutes from intracoastal waterway. Exterior Paint Special Assessment of $4,430.00 has been paid and building should be freshly painted soon. HOA benefits include on-site property management Monday,Wednesday & Friday 9a-5p and Tuesday & Thursday 1;30p-5p, nightly security patrols; HOA investment covers exterior insurance, flood insurance, water/sewage utilities, pest control, landscaping and community amenities.This condo could be used for a primary residence, secondary residence or a lucrative investment property.

5 Gumtree Road Unit K-16, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

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