Refine Search
Sort by
$295,000
2 Beds 3 Baths 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

$295,000
1 Beds 1 Baths HILTONHEAD-511619 MLS
Perfect Location and Condo. Views of Broad Creek, Palmetto Bay Marina, and the Shops and Restaurants at Palmetto Bay. Beautifully remodeled and Immaculate condo. Brand new everything inside. Kitchen has solid wood cabinets, granite, and all new appliances. New Bathroom with a Tile shower. New Ceiling Fans, floors and paint. Laundry room and pantry. Custom master closet. An end unit with a wraparound porch with fantastic views and an entrance from the living room or master. New Hot Water heater and lots of storage space. Walk to the Hilton Head Yacht Club and the public boat launch. Covered designated parking and a separate deeded storage building. Complex has a pool, grill area and gym. Low monthly HOA's. Perfect South End location but not buried in Coligny traffic. You won't be disappointed with this one.

70 Helmsman Way Unit 1405, Hilton Head Island

$285,000
HILTONHEAD-502032 MLS
What an opportunity to build your perfect townhome in the exclusive enclave of Windmill Harbour! With views overlooking a marsh toward the intercoastal, your build can include all the features you have ever wanted in a home with none of the hassle and inconvenience of remodeling. You would immediately become a member of the Windmill Harbour community and have access to the community pool, community dock, dog park, and walking paths. There is no required time to build! This lot is situated on the quiet end of Harbour Passage, close to the lock and marina dock/office. You may choose to become a member of the South Carolina Yacht Club and enhance your Windmill Harbour lifestyle with access to the Sports Center Pool, Gym, Tennis and Pickleball Facilities, Sailing Fleet and beautiful club house and restaurant. SCYC special events abound and you will quickly find yourself a member of a thriving and exciting coastal coterie. A 2025 Survey and Geo-technical Evaluation was performed and is available to prospective buyers so you can head right to your architect and builder to get started. This could be your chance to begin your dream and at a fantastic price to boot!

141 Harbour Passage, Hilton Head Island

$279,900
3 Beds 3 Baths HILTONHEAD-510207 MLS
Seller motivated with fantastic new deal. Ideally located with a Hilton Head Island address while offering convenient access to Bluffton, this unique property combines value, space, and lifestyle. Classified as a villa, yet truly living like a detached single-family home, this spacious 3-bedroom, 3-bath residence offers privacy and comfort rarely found at this price point.Filled with natural light, the open and airy floor plan creates an inviting atmosphere perfect for both everyday living and entertaining. Enjoy relaxing on the charming front porch overlooking expansive common green space, adding to the home's peaceful setting and sense of openness.Offering exceptional square footage, functionality, and location, this property presents a fantastic opportunity for full-time living, a second home, or investment on Hilton Head Island.

66 Black Watch Drive Unit 66, Hilton Head Island

$279,000
3 Beds 3 Baths HILTONHEAD-509070 MLS
Beautiful lagoon living! Work on Hilton Head Island without sitting in hours of commuter traffic. This three-bedroom, three-full-bath home can suit a family, a rental, or a roommate. The newly restored deck overlooks a lagoon that delights you with daily spontaneous wildlife sightings. Each bedroom has its own fully renovated bath. The upstairs suite has ample room, especially suitable for a couple, as it runs the length of the house. Wake up to observe Hilton Head's exotic birds in the trees from your window. Completely renovated, it includes generously sized bedrooms and two more full baths on the lower floor. The living room and blended eating area have plenty of entertaining space. Updated kitchen. Lots of storage and closets! This is a ''must-see'' to experience its charm. HOA fees includes insurance, roof, security, trash collection, and exterior maintenance for pool, basketball court, playground & tennis court. No exterior maintenance required...just enjoyment of beautiful grounds.

41 Wee Road Unit 41, Hilton Head Island

$275,000
1 Beds 1 Baths HILTONHEAD-511062 MLS
Step into this beautifully UPDATED FIRST-FLOOR villa in the sought-after A Building at Hilton Head Beach & Tennis Resort, where thoughtful renovations, coastal style, and efficient use of space come together in an inviting beach retreat... the remodeled kitchen features CUSTOM CABINETRY extending to the ceiling, additional built-in cabinetry surrounding the refrigerator, full-size stainless steel appliances, GRANITE countertops, tile backsplash, and an oversized island offering bar seating, extra storage, and generous workspace... throughout the villa you'll find KIDS BUNKS, space-saving POCKET DOORS, SMOOTH CEILINGS, updated lighting, and durable LVP FLOORING... the renovated bathroom complements the home with fresh finishes and a clean coastal look... ideally positioned along a quieter section of the building, the villa enjoys added privacy, reduced hallway traffic, refreshing airflow from the bedroom window, and a relaxing outlook toward the Magnolia courtyard... sold FULLY FURNISHED and RENTAL READY, this property is an excellent option for a vacation retreat, second home, or investment, all just moments from the beach and resort amenities including the oceanfront pool, beachside dining and bar, tennis, pickleball, fitness center, and 24-hour gated security.

40 Folly Field Road Unit A145, Hilton Head Island

$275,000
HILTONHEAD-504213 MLS
Welcome to 62 Crosstree! Rare opportunity to build your dream home on this premier waterfront homesite in the prestigious Windmill Harbour community. Located at the end of a quiet street for ultimate privacy, this ideal end-unit lot offers panoramic views over the marsh to the Intracoastal Waterway. Enjoy incredible sunsets, abundant wildlife, and boats passing by from your future custom-built home. Take your time to pick out the absolute perfect build as there is no time limit or deadline to go vertical. Situated in the prestigious, 24-hour gated community of Windmill Harbour, home of the South Carolina Yacht Club, this prime location is perfectly nestled between Old Town Bluffton and Hilton Head beaches. Windmill Harbour features one of only three lock-controlled, tide-free marinas on the East Coast. Residents enjoy world-class amenities including resort-style pools, tennis, pickleball, a fitness center, dog park, day dock, and fishing piers. Experience the pinnacle of coastal living in one of the Lowcountry's most unique harbor communities!

62 Crosstree N Drive, Hilton Head Island

$270,000
1 Beds 1 Baths HILTONHEAD-506852 MLS
Hilton Head Beach & Tennis #344B is a third-floor villa with a fantastic ocean view and a more open feel than most, thanks to its position next to the stairwell, offering a little more separation and natural light than typical units. Located on the top floor, it also benefits from no one above and a better overall vantage point. The villa has been updated with HVAC, appliances, furnishings, and a wall-mounted electric fireplace, giving it a clean, comfortable setup that works well for personal use or rental. The view is a key feature here and stands out for this section of the complex without needing to overstate it. Hilton Head Beach & Tennis is a gated, oceanfront community known for its convenience and amenities, including one of the island's largest oceanfront pools, on-site dining, tennis, pickleball, and direct beach access just steps away, making it a solid option for a second home, vacation getaway, or investment property.

40 Folly Field Road Unit B344, Hilton Head Island

$267,000
1 Beds 1 Baths HILTONHEAD-505229 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

$265,000
1 Beds 1 Baths HILTONHEAD-512847 MLS
Steps to the Beach! This nicely updated villa offers a convenient location, comfortable living space, and an established rental history. Features include an updated kitchen, a new bathroom with a beautiful walk-in shower, and tile flooring throughout. The cozy bunk beds make great use of the space, while the private balcony provides a nice spot to relax and enjoy the outdoors. Resort amenities include an oceanfront pool with seasonal food service, lighted tennis courts and pro shop, fitness center, playground, on-site restaurants, and 24-hour security. With the beach just steps away and plenty of amenities to enjoy, this villa is a great opportunity for a beach getaway or investment property.

40 Folly Field Road Unit C147, Hilton Head Island

$265,000
1 Beds 1 Baths HILTONHEAD-512619 MLS
Enjoy one of the most desirable locations within Hilton Head Beach & Tennis Resort! This beautifully appointed third-floor Ocean Villas condo offers one of the community's best uninterrupted ocean views and coveted location in the preferred wing, conveniently close to the elevator. Renovated several years ago, condo features updated bathroom, opened-up bedroom area providing additional space and updated kitchen with stainless steel appliances and granite countertops. Coastal furniture and décor create a relaxed Lowcountry atmosphere highlighted by distinctive natural oyster shell backsplash. The inviting living area takes full advantage of the spectacular ocean views, making this an ideal island retreat or vacation rental. Hilton Head Beach & Tennis Resort offers outstanding array of amenities including direct oceanfront beach access, the largest oceanfront swimming pool on Hilton Head Island, tennis and pickleball courts, fitness facilities, playground, bike rentals and on-site dining. B354 combines an exceptional oceanfront setting, desirable private third-floor location, thoughtful renovations and the extensive amenities that make this resort one of Hilton Head's most popular destinations.

40 Folly Field Road Unit B354, Hilton Head Island

$264,900
1 Beds 1 Baths HILTONHEAD-504633 MLS
Unit A212 at Hilton Head Beach & Tennis is a charming, turnkey villa perfectly positioned for easy beach living and strong rental appeal. This well-maintained condo offers a bright, open living space with a comfortable flow, a functional kitchen, and a relaxing balcony where guests can enjoy the gentle ocean breezes and classic island ambiance. Located within a beloved oceanfront gated community, owners and renters have access to exceptional amenities including direct beach access, community pool, tennis and pickleball courts, on-site dining, and beautifully landscaped grounds. Ideally situated on the north end of the island near shopping, dining, golf, and miles of bike paths, A212 is an excellent opportunity for a vacation getaway, second home, or income-producing short-term rental with enduring Hilton Head charm.

40 Folly Field Road Unit A212, Hilton Head Island

$260,000
2 Beds 3 Baths HILTONHEAD-507887 MLS
Discover the perfect blend of comfort and convenience in this stunning mid-island gem. One of the only FHA approved communities on Hilton Head! This beautiful 2-bedroom, 2.5-bath home offers serene lagoon views and a cozy fireplace, creating the ideal atmosphere for relaxing after a long day. Enjoy a lifestyle of ease with premium amenities just steps away, including a sparkling pool and a fully-equipped fitness center. Perfectly positioned within near distance to various shopping and dining destinations. Whether you are looking for a primary residence, a savvy investment property, or the ultimate second home, this property checks every box. Don't miss your chance to own a piece of island living that combines tranquility with unmatched accessibility. Schedule your private tour today!

96 Mathews Drive Unit 19, Hilton Head Island

$259,000
1 Beds 1 Baths HILTONHEAD-511205 MLS
Best price for this piece of paradise on the Atlantic Ocean on Hilton Head Island. 1-bedroom, top floor villa located in the desirable open Y of the building and close to the elevator at Hilton Head Beach and Tennis Resort. The villa is in excellent shape and located on the quiet marsh side of Building C with ocean views from the balcony. Flat ceilings, fully furnished and turnkey ready to make you rental income. Enjoy all of the amenities that HHBT ocean front resort offers including a huge beach front pool, seasonal beach/pool cafe, year-round on-site restaurant, gated with 24-hour security, onsite pickleball, tennis, and gym. Come and see this one as it's perfect for renting and/or vacation home. Villa is open and ready to show.

40 Folly Field Road Unit C302, Hilton Head Island

$254,500
1 Beds 1 Baths HILTONHEAD-507549 MLS
Enjoy breathtaking oceanfront views just steps from the beach in this beautifully maintained, never-rented villa. Offered in move-in ready condition, this clean and well-cared-for property provides the perfect coastal retreat or investment opportunity. Residents and guests will appreciate the exceptional on-site amenities, including tennis courts, a fully equipped fitness center, oceanfront pool, on-site restaurant, 24-hour security, and convenient bike rentals-everything you need for a relaxing and active beach lifestyle. This villa comfortably sleeps four and offers outstanding value for true oceanfront living. Whether you're looking for a personal getaway or a strong income-producing property, this is an excellent opportunity you don't want to miss. Insurance, WiFi, and cable included in the regime fee.

40 Folly Field Road Unit B253, Hilton Head Island

$252,500
2 Beds 2 Baths HILTONHEAD-505142 MLS
Exceptional investment opportunity in the heart of Hilton Head. This beautifully maintained villa offers everything today's vacation renters are searching for. Perfectly positioned mere steps away from all the resorts considerable amenities. Whether visitors come for championship golf, world-class tennis, water sports, or simply to relax by the ocean, they'll appreciate the convenience of being close to it all. Walkability and easy beach access are top priorities for vacation renters-and this villa delivers. Modern finishes and coastal-inspired decor create an inviting retreat that guests are eager to return to year after year. The kitchen features updated appliances and ample prep space. Spacious bedrooms and well-appointed baths provide comfort for families and groups, increasing rental appeal and revenue potential. With Hilton Head Island's established reputation as a premier vacation destination and a history of steady visitor demand, this villa represents a compelling opportunity for investors seeking both lifestyle enjoyment and income potential. Whether you self-manage or use a rental program, this is the type of property that stands out on line, books consistently, and keeps guests coming back. Capitalize on location, condition, and amenities (the three pillars of successful vacation rental investing) all in one exceptional Hilton Head Island condo.

663 William Hilton Parkway Unit 2101, Hilton Head Island

$250,000
HILTONHEAD-508186 MLS
Introducing 7 Silver Oak -an exceptional homesite located within the exclusive gated community of Silver Oak. Perfectly positioned along the marsh front, this premier lot showcases breathtaking panoramic views of Jarvis Creek stretching out to the Interacoastal Waterway. Immerse yourself in the natural beauty of the Lowcountry, where vibrant sunsets & tranquil surroundings create an idyllic backdrop for your future home. With the flexibility to choose your own builder & no required timeline to begin construction, you have the freedom to design & build at your own pace. Residents of Silver Oak enjoy a thought fully design array of amenities, including a secure gate entrance, a spacious community pool, and a private day dock-perfect for kayaking, fishing, birdwatching, or simply soaking in unforgettable sunsets over Caliboque Sound,

7 Silver Oak Circle, Hilton Head Island

$249,900
1 Beds 1 Baths HILTONHEAD-512430 MLS
Steps to the beach! This beautifully maintained first-floor villa is ideally located toward the front of the building, making it one of the closest villas to the pool and beach. Enjoy the convenience of easy, stair-free access along with an incredible array of resort-style, all-inclusive amenities. Owners enjoy an oceanfront pool, pickleball courts, lighted tennis courts, a fitness center, bike rentals, 24-hour security, an on-site restaurant, a kids' camp, and so much more. Whether you are looking for a relaxing beach getaway, second home, or investment opportunity, this villa offers an exceptional combination of location, amenities, and value. Lovingly cared for by a long-time owner, the villa is ready to enjoy and offers an outstanding opportunity to own in this desirable oceanfront community. With the beach, pool, and numerous amenities just steps away, this is coastal living at its best!

40 Folly Field Road Unit B122, Hilton Head Island

$240,000
2 Beds 3 Baths HILTONHEAD-509330 MLS
2-BEDROOM, 2.5-BATH CONDO in Woodlake with a LAGOON AND FOUNTAIN VIEW...this well-located condo sits conveniently near the gated entry and close to the community amenities, making everyday living easy and practical...the layout offers comfortable living space, two bedrooms, two full bathrooms, and a half bath, giving the property flexibility for a primary residence, second home, or long-term rental investment...Woodlake offers a SECURITY GATE, COMMUNITY POOL, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, DOG PARK, and on-site management...the location is one of the biggest advantages, with easy access to shopping, restaurants, entertainment, churches, schools, the hospital, Hilton Head bike paths, and the beach just about a mile away...close to Aldi, Food Lion, and other mid-island conveniences, this property combines a peaceful lagoon setting with strong everyday accessibility.

96 Mathews Drive Unit 106, Hilton Head Island

$235,000
HILTONHEAD-505019 MLS
Welcome to 18 Welsh Pony! This beautiful 0.23-acre homesite in The Paddocks on Jarvis Creek is ready for you to build your dream home and enjoy the serenity of the Lowcountry. Opportunities without time limits to build or unnecessary pressure are becoming increasingly rare. Nestled among mature trees within a private, gated community, this lot offers both peace and convenience, just minutes from beaches, shopping, dining, golf, and all that Hilton Head Island and Bluffton have to offer. Buildable plans are available separately to simplify the process, while still allowing flexibility to bring your own vision to life. Residents enjoy exceptional amenities including a resort-style pool and spa, clubhouse, fishing lake with dock, scenic trails, gardens, picnic areas, and even a private island. Don't miss the opportunity to explore this hidden gem and imagine your future home in one of Hilton Head's most charming communities.

18 Welsh Pony Lane, Hilton Head Island

$234,900
1 Beds 1 Baths 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

$204,900
2 Beds 3 Baths HILTONHEAD-510683 MLS
Filtered marsh, sunrise, and partial ocean views set this Cotton Hope villa apart as one of the more compelling ownership opportunities on Hilton Head Island's north end. This 2-bedroom, 2.5-bath villa offers approximately 1,120 heated sq. ft. with a practical two-level layout, upstairs bedrooms, main-level living and dining area, fireplace, smooth ceilings, in-unit washer and dryer, balcony, and under-building parking. Prior updates include Cali bamboo waterproof vinyl flooring, refreshed cabinets and vanities, an opened kitchen-to-living room transition, and an updated fireplace, giving the interior a cleaner, more open feel than many older Cotton Hope villas. Items shown in the listing photos convey, making the property easier to use from day one as a primary residence, second home, or investment option. The balcony captures live oaks, marsh scenery, water views, and a beautiful sunrise view. Regime fee includes building maintenance, common electric, common sewer, common water, flood insurance, insurance, landscaping, management, pest control, pool maintenance, refuse, and water. Cotton Hope offers a community pool, playground, and convenient access to Fish Haul, Beach City Road, schools, shopping, dining, and everyday island services. Per seller, there are no known current assessments or major regime projects. Buyer to verify rental rules, fees, insurance, and all items important to purchase.

156 Dillon Road Unit 225, Hilton Head Island

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.

board logo

This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.