Refine Search
Sort by
$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.

$489,000
3 Beds 2 Baths 1,524 SqFt. HILTONHEAD-511701 MLS
Welcome to 17 Monticello Drive, a charming, move-in ready home nestled in the highly desirable Chinaberry Ridge community on Hilton Head Island. This inviting residence offers a spacious, open floor plan with vaulted ceilings, abundant natural light, and beautifully maintained living spaces perfect for everyday living or entertaining. The home features comfortable bedrooms, updated flooring, a bright kitchen and dining area, and a large two-car garage. Outside, you'll enjoy a private backyard surrounded by mature landscaping, creating a peaceful setting for relaxing or entertaining. Conveniently located near top-rated schools, parks, shopping, restaurants, beaches, and the Intracoastal Waterway, this home offers an exceptional opportunity for first-time buyers, retirees, or investors seeking the perfect blend of comfort, location, and value.

17 Monticello Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$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.

$1,125,000
3 Beds 3 Baths 2,142 SqFt. HILTONHEAD-511118 MLS
Nestled on a quiet cul-de-sac within the gated community of Old House Creek, this beautifully updated 3-bedroom, 2.5-bath residence offers breathtaking marsh-to-deepwater views and an exceptional Lowcountry lifestyle. Soaring ceilings, abundant natural light, and thoughtfully curated improvements create a warm and inviting retreat where every room embraces the beauty of the surrounding landscape. Features include new LVP flooring and interior paint (2025), renovated baths (2024), new sliders, hard-coat stucco and roof (2022). The great room showcases cathedral ceilings, built-ins and a wood-burning fireplace. Kitchen features honed black granite, soft-close cabinetry and stainless appliances. Owner's suite offers privacy, deck access, forever marsh views and a luxurious updated bath. A superb floor plan with guest suites on the opposite side of the house sharing an updated bath complete with chevron-tile flooring and new vanity. Outdoor living is truly spectacular, with an expansive deck perfectly positioned to capture panoramic marsh-to-deepwater views. A rare opportunity to enjoy privacy, security, low POA fees, and captivating scenery where passing boats and abundant wildlife create an ever-changing vista.

40 Old House Creek Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$579,000
3 Beds 2 Baths 1,602 SqFt. HILTONHEAD-510690 MLS
This spacious 3BR/2BA villa offers a layout that just makes sense. Cathedral ceilings and large windows fill the main living areas with natural light, creating an open, welcoming space for everyday living and entertaining.The updated kitchen features granite countertops, a tile backsplash, stainless steel appliances, and brand-new refrigerator, washer, and dryer. Two bedrooms and a full bath are located on the main level, while the entire upstairs is dedicated to a private primary retreat complete with a generous walk-in closet, spacious bath, and a separate sitting area that's perfect for a home office, reading nook, or quiet escape at the end of the day.Step outside to the large deck, an ideal spot for morning coffee, outdoor dining, or gathering with friends. A private garage and separate storage area provide plenty of room for bikes, beach gear, tools, or hobbies-a rare bonus in villa living.Located just minutes from Hilton Head's beaches, shopping, dining, and entertainment, with easy access to the Cross Island Parkway, this home offers the space, storage, and location that make island living easy. Whether you're looking for a primary residence or a second home, this is a property you'll want to see in person.

10 Compass Point Unit 10B, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,699,000
4 Beds 4 Baths 3,846 SqFt. HILTONHEAD-510468 MLS
Southern charm meets island life at this exceptional 4BR/3.5BA waterfront home on the North End of Hilton Head. Offering one of the rare private docks on the island, complete with a covered pier head, 24-foot boat lift, this remarkable waterfront property provides direct access to Old House Creek, MacKay Creek, the May River, & the Intracoastal Waterway-making it a true haven for boaters, anglers, kayakers, paddleboarders, & those seeking the ultimate Lowcountry lifestyle. Set on nearly an acre with no POA restrictions, the 3,344-square-foot residence enjoys front-facing equestrian center views of Jonesville Stables & peaceful water views from the rear. A long, sweeping drive beneath majestic moss-draped oaks welcomes you home, while expansive porches & lush surroundings create the feeling of a private Bahamian retreat tucked away on Hilton Head Island. Inside, beautiful heart pine floors, abundant natural light, & thoughtfully designed living spaces create an atmosphere that is both warm & sophisticated. Expansive windows frame picturesque views throughout the home, while the open floor plan is designed for effortless everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, while the spacious great room opens to a sweeping wraparound porch overlooking Old House Creek. Whether enjoying morning coffee, afternoon breezes, or evening gatherings, the outdoor living spaces are a natural extension of the home. The main level features a private primary suite, dedicated home office, & den, providing flexibility for work, relaxation, and hosting guests. Upstairs, three additional bedrooms & two full baths comfortably accommodate family & visitors. A spacious 4-car garage offers ample room for vehicles, boating gear, storage, & a workshop. Rarely does a Hilton Head Island waterfront property offer this combination of privacy, acreage, equestrian views, & direct boating access. Located on the North End of Hilton Head Island, this unique waterfront home offers convenient access to Bluffton, beaches, dining, shopping, & world-class golf while maintaining the privacy & character that make this area so desirable. From sunrise kayak adventures & boating excursions to sunset gatherings on your private dock, this is a rare opportunity to own a true waterfront sanctuary where Southern charm, island living, & an unmatched boating lifestyle come together.

201 Jonesville Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,175,000
4 Beds 4 Baths 2,600 SqFt. HILTONHEAD-509808 MLS
Experience breathtaking sunsets, panoramic marsh and deepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Ashton Cove, an exclusive gated community of just 88 homes on Hilton Head's desirable South End. Ideally located near the beach, Cross Island Parkway, golf, parks, shopping, dining, and miles of leisure trails, this hidden gem offers the perfect blend of privacy, convenience, and coastal living.Designed to maximize spectacular views of Broad Creek, Calibogue Sound, and the ever-changing marsh landscape, this custom residence features 4 bedrooms, 3.5 baths, and quality finishes throughout. Outdoor living takes center stage with four covered porches and decks, including three expansive rear decks overlooking the marsh and water. Enjoy outdoor televisions, firepit gathering areas, and a top-level covered deck featuring a vaulted tongue-and-groove ceiling, outdoor bar, and spiral staircase. Whether enjoying morning coffee, entertaining guests, or taking in unforgettable Lowcountry sunsets, every space showcases the beauty of the surrounding landscape.The ground level offers a climate-controlled two-car garage, spacious recreation/game room with custom bar, flexible office or fitness room, abundant storage, and half bath. Outside, a covered tiled patio, custom paver gathering area, and wood-burning firepit sit directly along the marsh.The main living level features an open-concept design with heart pine flooring, abundant natural light, and stunning views. The updated kitchen includes quartz countertops, refinished cabinetry, center island cooktop, and pendant lighting. The family room offers custom built-ins, a gas fireplace, and access to a covered porch overlooking the water. A guest bedroom and full bath complete this level.Upstairs, the primary suite features vaulted ceilings, dual closets, private deck access, and an updated bath with custom tile, walk-in shower, and double vanity. Two additional bedrooms share a beautifully updated hall bath, while a dedicated office provides an ideal work-from-home space with inspiring views. A laundry room completes the level.Recent improvements include exterior painting, new aluminum railings, composite decking, and updated exterior pavers. Ashton Cove amenities include a pool, tennis courts, pickleball courts, playground, and beautifully maintained grounds.A rare opportunity to enjoy some of Hilton Head's most captivating marsh and water views in a truly exceptional custom home.

22 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,790,000
5 Beds 7 Baths 5,128 SqFt. HILTONHEAD-509576 MLS
Experience the pinnacle of coastal luxury in this private, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

$589,999
3 Beds 2 Baths 1,829 SqFt. HILTONHEAD-509111 MLS
Tucked away on a quiet cul-de-sac within the charming Squiresgate community on Hilton Head Island, this beautifully renovated 3-bedroom, 2-bathroom coastal bungalow offers the perfect blend of comfort, style, and convenience. Set on a generous .34-acre corner lot, the home welcomes you with a bright, open living space filled with natural light, flowing effortlessly into a warm and inviting family room overlooking a private, fenced backyard framed by lush, mature tropical landscaping. Thoughtfully updated throughout, recent improvements include a fully renovated kitchen and bathrooms, new flooring, interior paint, custom built-ins, doors, lighting, and fixtures-creating a fresh, modern feel with a relaxed boho-inspired aesthetic.Designed for both everyday living and entertaining, the main living areas transition seamlessly to an expansive patio, offering an ideal outdoor retreat with ample space for dining, lounging, or future enhancements such as a screened porch, outdoor kitchen and pool. Additional highlights include a 2-car garage, expanded parking pad with room for a boat or small trailer, and extra storage for recreational vehicles. Located in a golf cart-friendly neighborhood with low POA fees and minimal restrictions, Squiresgate is one of the island's hidden gems-just moments from waterfront dining along Skull Creek, local restaurants, public schools, and easy access on and off the island. Residents also have the option to join the nearby Country Club of Hilton Head, offering premier golf, tennis, pool, fitness, and spa amenities. This inviting home delivers a rare opportunity to enjoy relaxed coastal living in a peaceful, well-connected setting.

20 Kings Court, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$465,000
2 Beds 3 Baths 1,285 SqFt. HILTONHEAD-509067 MLS
Wake up to breathtaking Broad Creek views and experience the best of Hilton Head's waterfront lifestyle. Perfectly positioned in Anchorage Point, this 2-bedroom, 2.5-bath villa offers 1,285 square feet of living space with panoramic water views from multiple private balconies. Whether you're enjoying your morning coffee, watching boats cruise by, or ending the day with a Lowcountry sunset, this is the kind of setting buyers wait for. Inside, you'll find two spacious en-suite bedrooms, an inviting living area with a fireplace, fresh interior paint, renovated primary shower, and a recently replaced HVAC system, providing a solid foundation for your personal updates and design vision. This villa presents an incredible opportunity to customize the interior while investing in one of Hilton Head Island's most desirable waterfront locations. Renovate at your own pace and create the coastal retreat you've always envisioned. Conveniently located on the South End of Hilton Head Island near beaches, world-class golf, dining, shopping, and entertainment, this is your chance to own waterfront property on Hilton Head at an exceptional value. Don't miss the opportunity to make this waterfront retreat your own.

36 Anchorage Point Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$424,500
2 Beds 2 Baths 1,359 SqFt. HILTONHEAD-508758 MLS
Located in Mariners Cove Club on Hilton Head Island with direct deep water dock access, this newly renovated 2-bedroom, 1.5-bath residence combines modern upgrades with coastal living. Reconfigured with intention, interior updates include smooth ceilings throughout, new luxury vinyl flooring, complete custom kitchen update, newly painted interior, to name a few. Outdoor living is seamlessly extended into a private fenced backyard complete with new turf, fire pit, hardscape and landscaping upgrades, and more. Community amenities include a marina with boat storage, luxury pickleball and tennis courts, beautifully updated pool, and additional resort-style offerings.

2 William Hilton Parkway Unit 506, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$289,900
1 Beds 1 Baths 645 SqFt. HILTONHEAD-508044 MLS
Beautiful views of the pool from this fabulous 1BR/1BA elevated first floor unit with convenient elevator access. Relax "Lowcountry Style" on your private extended wrap-around covered balcony/porch (a rare feature in this complex) with ceiling fans. Well maintained, bright and open with a galley-style kitchen overlooking the dining and living areas with ceiling fans and new (Luxury) LVP flooring. The extra large covered balcony can be accessed from the living room, as well as the bedroom! New Quartz countertops, New Sink & Faucet, New Refrigerator and New Washer in Kitchen. Assigned Covered parking spaces for 2 cars (also rare), plus a separate storage unit. Very closely located to the Fitness Center and Palmetto Bay Marina, which features water sports, boating, shops & Restaurants. Low Regime Fee also!

80 Paddle Boat Lane Unit 709, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$334,000
2 Beds 2 Baths 1,072 SqFt. HILTONHEAD-507919 MLS
Welcome to A12 Summer House! This ground level (no stairs) 2 bedroom, 2 bathroom villa features an open concept living area with ideal bedroom separation, while the spacious screened porch extends the living space, overlooking the lagoon & fountain - a peaceful setting, indeed. Recent updates include LVP flooring in the main living area and a walk-in shower in the primary bath. The strategic mid-island location of Summer House provides for timely access across (and off) the Island - Be on the beach in 10 minutes, or be off the Island in 10 minutes...just about anywhere on Hilton Head can be reached within 10 minutes; while the nearby Marinas offer convenient dining, activities and entertainment. Summer House is one of the newer condominium communities on Hilton Head (built in 2001), offering SOLID construction, gorgeous landscaping and upscale amenities (resort style pool with full outdoor kitchen, pool-side cabanas and hot tub; fitness center, clubhouse, ample green space and even a car wash). With no short-term rentals being permitted, Summer House has the feel of a true residential neighborhood, where "you know your neighbors". The "A" building is situated just inside the gates at the front of the community and is directly adjacent to the pool and clubhouse, thus providing a sense of security and social opportunities. With ample storage (both bedrooms have walk-in closets, plus the 4'x8' closet on porch) and a full laundry room, this property is well suited for full-time living, a 2nd home and/or long term investment. The location and fundamentals of this property offer an exceptional value for Hilton Head Island. Is it time to start living the dream? Let it begin at A12 Summer House! Seller is offering a $4000 flooring credit for bedrooms.

380 Marshland Road Unit A12, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$14,995,000
8 Beds 11 Baths 6,756 SqFt. HILTONHEAD-507065 MLS
Ever Dreamed of Owning Your Own Private Island.... Look No Further! Set across approximately 10 acres just off the coast of Hilton Head Island, Buck Island presents a rare opportunity to own a private island estate where seclusion and accessibility exist in perfect balance. Just minutes from the mainland, yet a world apart, this is a setting defined by sweeping marsh views, tidal creeks, and centuries-old live oaks draped in Spanish moss, all complemented by deep water access.Two newly renovated residences anchor the property, both being sold fully furnished and thoughtfully equipped. The main home features five well-appointed bedroom suites, open living spaces, and walls of glass that frame the natural surroundings. A separate guest residence features 3 additional bedrooms and flexible living space for family and guests.Designed for both relaxed living and memorable gatherings, the island offers expansive outdoor spaces including a pool and hot tub overlooking the marsh, multiple decks, and thoughtfully placed areas for entertaining or quiet retreat. A private dock, along with two included boats and a coveted Harbour Town boat slip, provides effortless access to boating and the surrounding waterways.Framed by sweeping marsh views, winding tidal creeks, and centuries-old live oaks draped in Spanish moss, the setting feels both timeless and deeply connected to the natural landscape. Gentle breezes, wide-open skies, and ever-changing water views create a backdrop of serene Lowcountry beauty.Buck Island is not simply a place to own - it is a place to experience, to share, and to pass down. It is where memories are made across generations, where traditions take root, and where life slows just enough to appreciate what truly matters. Whether envisioned as a private family compound, a coastal retreat, or a legacy estate, Buck Island offers something increasingly rare - a sense of place that cannot be recreated, only preserved.

100 Brams Point Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

board logo

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.