Hilton Head Luxury Waterfront Homes

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,414 SqFt. ⋅ HILTONHEAD-447644 MLS ⋅ Black Duck SubDv.

Exceed your expectations with this stunning 5-bedroom, 5.5-bath coastal retreat, perfectly situated just two rows from the beach in the coveted South Beach neighborhood of Sea Pines Plantation. This beautifully renovated home offers multiple spacious living areas and an expansive outdoor oasis, featuring two covered verandas, a raised deck, and a newly refinished swimming pool and spa. The home is being sold fully furnished, and updates include new hardwood flooring, two luxurious master baths, 2 new HVAC systems, a durable metal roof, modern exterior railings, and elevator. Enjoy coastal living at its finest in this move-in-ready gem!

3 Black Duck Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,750,000

ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 5,080 SqFt. ⋅ HILTONHEAD-447100 MLS ⋅ High Bluff Wing SubDv.

Perched atop HH Plantation's Bluff, this stunning 5,080 sq. ft. home offers breathtaking views of the Sound. Featuring 5 bedrooms, 5 full baths, 2 half baths, an office/library, 2 laundry rooms, an elevator, and a 3-car garage, this residence blends luxury with functionality. The Transitional design seamlessly combines traditional and modern elements for a warm, contemporary feel. A complete "to-the-studs" remodel, the home boasts custom wrought iron details on the front doors and spiral staircase, intricately designed with a Lowcountry motif of birds, dragonflies, spartina grass, and more!

22 Wing Shell Lane, Hilton Head Island

Listing courtesy of Weichert Realtors Coastal Properties.

$7,495,000

ACTIVE Status ⋅ 7 Beds ⋅ 8 Baths ⋅ 8,560 SqFt. ⋅ HILTONHEAD-446822 MLS ⋅ Atlantic Pointe SubDv.

This fully renovated 8,650 sqft estate on over 2 acres, just steps from the beach, is one of Hilton Head's finest. Ideal for gatherings, it features a chef’s kitchen with two islands, a large resurfaced pool, brand new and spacious pool deck, and a screened porch with fireplace. Enjoy a fantastic movie/entertainment room, a 4-car garage, an elevator, and two separate guest spaces. The primary suite features a sitting area, fireplace, and luxurious soaking tub. The private beach access is the cherry on top! This property is perfect for families or as a high-performing short-term rental. Don’t miss this rare opportunity in Sea Pines!

206 N Sea Pines Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,500,000

ACTIVE Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 5,774 SqFt. ⋅ HILTONHEAD-446475 MLS ⋅ Tb/P2/Bb SubDv.

Castle By The Sea! One of a kind with 8" concrete walls, this home is amazing!! A grand curved staircase greets you, leading to oversized pool, plush outdoor couches, covered lanai and panoramic lagoon views. Inside, enjoy the spacious great room, versatile home theatre/library, & cozy Carolina Room. The chef's kitchen features an 8-burner gas range, seating for 16, three sinks, & large breakfast bar. Featuring two wings with six bedroom ensuites including an owner’s suite with private deck, sauna, walk-in shower, & separate bunk room. The ground floor features 4 garages that will accommodate 8+ cars and large rec room. Private beach access

25 Starboard Tack, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$6,500,000

ACTIVE Status ⋅ 4 Beds ⋅ 7 Baths ⋅ 5,941 SqFt. ⋅ HILTONHEAD-446761 MLS ⋅ Brams Point SubDv.

The opportunity of a lifetime awaits you in this 6300 sqft estate that enjoys breathtaking views on Hilton Head’s Intracoastal Waterway. The home features a custom floor plan w/ exquisite millwork, Italian stone floors, and heart pine in the kitchen/great room. Entertain effortlessly w/ a butler’s pantry & wet bar. The primary suite is located on the 1st floor. All other bedrooms include ensuite baths & walk-in closets. Additional features: oversized elevator, bonus room w/ full bath, & a private dock w/ covered pier head & boat lift. Recent updates include new stucco, windows, doors, & appliances in 2022. This home defines coastal elegance!

10 Brams Point Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,950,000

ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 5,637 SqFt. ⋅ HILTONHEAD-447051 MLS ⋅ Ruddy Turnstone SubDv.

Breathtaking ocean views from this classic Sea Pines 5 bed/7 bath oceanfront home. Built by high-end builder Johnson-Delaney and designed by renowned architect Peter Brower, this superior quality home has been meticulously maintained and never rented. 2nd floor great room has cathedral ceilings that give plenty of natural light. Large gourmet kitchen with Viking stove. 2 fireplaces and a screened porch. Spacious primary suite with adjacent office. Elevator stops on 3 levels. 2-car garage. 2nd primary suite on first floor. Privacy is assured with landscaping surrounding pool/spa and secluded walkway to the beach. See it before it's too late.

35 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of The Ocean Broker.

$3,999,000

ACTIVE Status ⋅ 7 Beds ⋅ 7 Baths ⋅ 5,022 SqFt. ⋅ HILTONHEAD-446927 MLS ⋅ Seaside Sparrow SubDv.

Welcome to this classic Sea Pines beach home located just 4 rows from the beach on a larger gorgeous lot with tranquil views over Sprunt Pond. Designed to be a great rental home or retreat for your large family. Recently dramatically updated kitchen, bathrooms, furnishings & many special touches. Light & bright w/ plenty of windows & beautiful flooring. Do not miss this 7 BR/7 ensuite BAs w/plenty of closet space, two large living areas inside & spacious pool area. Fenced yard that adds privacy and is pet/child friendly plus a screened-in porch. Located off South Beach Lane & close to south-end activities at the South Beach Marina.

1 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$4,395,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,353 SqFt. ⋅ HILTONHEAD-446770 MLS ⋅ Wexford R SubDv.

This custom-built 2022 home offers 108 feet of Broad Creek frontage. Bathed in natural light, the open concept blends sophisticated design with coastal elegance. Enjoy captivating views of yachts, water sports, & fireworks in this luxurious home featuring a first-floor primary suite, Wolf/SubZero appliances, an elevator, and over 2,000 sq. ft. of outdoor living. Furniture & 45-ft boat slip are negotiable. Enjoy Wexford’s Arnold Palmer golf course, tennis, pickleball, croquet, pools, clubhouse with fine dining & a range of social activities and events. Moments from the beach, shopping, & restaurants, this rare offering defines elevated living.

13 Fairfax Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$7,495,000

ACTIVE Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 6,398 SqFt. ⋅ HILTONHEAD-446428 MLS ⋅ Tee Rd1a SubDv.

Coastal luxury meets investment opportunity in this 6-bed, 7-bath oceanfront estate in Palmetto Dunes. With expansive ocean views, this rental machine (2024 rental revenue nearly $400k) offers a 5-car garage, 3 oceanfront-primary BR suites, two large living spaces, outdoor kitchen- this home is perfect for retreat seekers, investors, and renters alike. Recent upgrades include a new elevator (2024), new roof (2022), pool resurfacing (2022), and more. Enjoy the large outdoor space, perfect for entertaining or relaxing. Professionally managed by Palmetto Dunes Resort, this property is an ideal investment or your dream beachfront getaway!

18 Armada Street, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$3,250,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 6,395 SqFt. ⋅ HILTONHEAD-446093 MLS ⋅ Wexford B SubDv.

A rare opportunity to own a corner lot directly on Wexford Harbor, complete with a private boat dock. One of the nicest Harbor front homes in all of Wexford with nearly 250 degrees of harbor view. This exceptional residence offers numerous upgrades inside and out like triple crown molding and nice hardwood floors throughout (no carpet!). Enjoy abundant outdoor living space with three porches overlooking the water, as well as a private saltwater waterfront pool and spa. Other features include oversized garage with room for golf cart, 3 fireplaces, office/library on first floor, and water views from nearly every room!

3 Plumbridge Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,549,999

ACTIVE Status ⋅ 7 Beds ⋅ 9 Baths ⋅ 4,447 SqFt. ⋅ HILTONHEAD-445728 MLS ⋅ Hhbs 1 SubDv.

Who needs an Ocean Front Beach House when you have Beautiful Ocean Views from almost every window? No detail left unturned in this light & bright custom built home completed in 2022 on the corner of Dune & Flamingo in North Forest Beach! Enjoy morning sunrise on the screened in porch & days spent by the pool, or the beach just across the street. Inside you will find multiple living areas upstairs & down, perfect for multi-family gatherings. Each of the 7 bedrooms has its own bathroom, 3 king bedrooms enjoy a private balcony & all of the front facing rooms have ocean views. This home is in a great location & has an excellent rental history!

30 Dune Lane, Hilton Head Island

Listing courtesy of HH Island Real Estate and Rentals.

$3,099,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,276 SqFt. ⋅ HILTONHEAD-445632 MLS ⋅ Wexford J SubDv.

Experience unparalleled stately elegance in this Wexford harbor-front home. Perfect for entertaining, it features a great room, gourmet kitchen with custom cabinetry, top-of-the-line appliances, and a full wet bar. Enjoy master suites on both floors and ensuite guest bedrooms. Includes an elevated pool, private 65’ dock, drive-through 7+ car garage with ample storage, and an elevator. The Harbour provides access to Broad Creek and Intracoastal Waterway through a lock system. Enjoy Wexford’s Arnold Palmer Signature golf course, tennis, pickleball, croquet, walking trails, clubhouse with fine dining and a range of social activities and events.

23 Bridgetown Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$3,495,000

ACTIVE Status ⋅ 5 Beds ⋅ 9 Baths ⋅ 6,389 SqFt. ⋅ HILTONHEAD-445452 MLS ⋅ Wexford P SubDv.

Unparalleled Wexford home overlooking the harbor is newly renovated! Fresh interior/exterior paint, wool carpet, new lighting, Kinetico water softener & filtration, new pool equipment & landscaping, etc. The custom millwork is unmatched. 1st floor primary bedroom includes his & hers closets, two showers, infinity jetted tub, two toilets, fireplace and screened porch off sitting area. 5 bedrooms, 6 full baths and 3 half baths. 8+car garage. Incredible outdoor living with a waterfall pool, raised hot tub, outdoor kitchen, multiple covered areas and your private 70' boat dock. OSCREA:Home is owned by real estate agent

36 Plumbridge Circle, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,095,000

ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,051 SqFt. ⋅ HILTONHEAD-442368 MLS ⋅ Fair 5/3 SubDv.

This exquisite 4-bedroom residence, nestled on a remarkable lot of .61 acres,boasts stunning views overlooking the lagoon and 2nd tee of the prestigious Atlantic Dunes golf course. Just 6 rows from the Atlantic Ocean, this property features easy living all on one level, spacious owner suite, updated baths, and multiple living/dining areas. This home seamlessly blends indoor and outdoor living, incredible outdoor space offering amazing pool surrounded by lush landscaping providing wonderful privacy. Perfect residence for primary residence but also an ideal second home or rental investment opportunity. Indulge in the epitome of ocean living!

60 N Sea Pines Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,599,000

ACTIVE Status ⋅ 6 Beds ⋅ 5 Baths ⋅ 3,308 SqFt. ⋅ HILTONHEAD-441723 MLS ⋅ Lawton Beach SubDv.

Discover unmatched luxury on HHI w/ this 2nd-row beach compound, featuring direct access to the pristine beach. This exclusive estate melds a beautifully renovated main house & charming guest house offering 6 sophisticated bedrooms. Indulge in ultimate indoor-outdoor lifestyle w/ multiple balconies, a spacious porch & newly added pool decking & landscaping. Experience comprehensive, high-end renovations: a new roof, shake siding, windows, doors, & coastal chic furnishings. Perfect as a luxurious rental or personal oasis, it affords ocean glimpses & serene sounds of the Atlantic. A rare HHI jewel, unparalleled in luxury & proximity to the sea.

7 Cassina Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$5,950,000

ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 6,473 SqFt. ⋅ HILTONHEAD-441743 MLS ⋅ Calibogue Cay N SubDv.

This spectacular 5-bedroom, 5.5-bathroom waterfront home offers unparalleled, deep water views of the Calibogue Sound, situated in the highly coveted location of Calibogue Cay within Sea Pines. Boasting 100 feet of private waterfront and built by Cambridge Builders in 2010, the home showcases exquisite craftsmanship and attention to detail, making it a premier choice for those seeking the epitome of luxury living. Upstairs big screen TV sold AS IS.

11 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,800,000

ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 8,000 SqFt. ⋅ HILTONHEAD-438092 MLS ⋅ Brams Point SubDv.

Down a private drive with no outlet, 70 Brams Point is a magnificent double waterfront estate. The Calibogue Sound, part of the Intracostal Waterway, runs across the front of the property, the back on Broad Creek includes a deep water dock. At the end of the Spanish Wells community, towering mature live oaks frame the bucolic road and lead to the Peninsula. Local architect Pearce Scott partnered with the current owners to create the amazing main house, guest house, and cottage in 2020. All three structures are connected by an awesome 9' high basement, and constructed with Dixiana Steel girders, engineered and installed by the company.

70 Brams Point Rd, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$11,500,000

ACTIVE Status ⋅ 7 Beds ⋅ 10 Baths ⋅ 10,020 SqFt. ⋅ HILTONHEAD-438889 MLS ⋅ Gull Island SubDv.

Introducing a magnificent estate in Sea Pines on Hilton Head Island. Situated on 9 acres, this property boasts marsh views. Also included, is the historic carriage home once inhabited by Sea Pines' original developer, Charles Fraser. Renovation by Morgan Construction and interior design by Kelly Caron Designs. This Nantucket style home is sold furnished and features a 2500 bottle wine cellar, 4 fireplaces, 400-year-old beams, and exquisite woodwork throughout. Enjoy the wrap-around porch, summer kitchen, and infinity-edge pool. Access to Gull Point Marina, with a private boat slip. Short Term Rental Eligible. Buildable homesite on lot C.

50 Marsh Island Road, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Es.

$16,500,000

ACTIVE Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 6,500 SqFt. ⋅ HILTONHEAD-438879 MLS ⋅ Bald Eagle SubDv.

One Of A Kind New Construction Oceanfront Sea Pines. Multiple oceanfront bedrooms, each complete w/en-suite & radiant heated floors in the primary. An open floor-plan w/2nd floor chef’s kitchen/living room overlooking the ocean w/an abundance of custom features & finishes including premium stone & commercial grade appliances. An outside oasis awaits w/covered kitchen, heated infinity pool & spa complete w/built-in seating, sunken fire pit & cooling mist system. Premium sound system inside & out allows for seamless entertaining. The epitome of modern elegance fused w/comfortable, coastal, oceanfront living.

15 Bald Eagle Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$5,350,000

ACTIVE Status ⋅ 8 Beds ⋅ 8 Baths ⋅ 4,510 SqFt. ⋅ HILTONHEAD-436486 MLS ⋅ Hhbs 3 SubDv.

7 Guscio Way is an Ocean Front Home 8 bedroom/7.5 bathroom single-family home with a distinctive style in the Forest Beach Area. It features a beautiful exterior, blending harmoniously with the surrounding natural ocean and dune landscape. The property includes direct Ocean Front Views. Upon entering the house, you will be greeted by a spacious and open floor plan. The interior design is a perfect blend of contemporary and coastal elements, creating a comfortable and inviting living space. Large windows throughout the property allow ample natural light to illuminate the rooms, creating a bright and cheerful ambiance. Short Term Rentals 440k+.

7 Guscio Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$4,699,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-433505 MLS ⋅ Ruddy Turnstone SubDv.

FABULOUS, NEWER 2ND ROW OCEAN HOME… IN SEA PINES! Hilton Head’s finest beach is a mere 200’ away. Great architecture & beautifully furnished. Awesome outdoor entertainment area with heated pool & spa. Because of its beauty & proximity to the beach, this home is a rental machine. Sleeps 14. Quality throughout: heart pine & stranded bamboo floors, Saturnia baths, 2 Jacuzzis, granite countertops, S/S appliances, etc. Sea Pines is South Carolina’s premier oceanfront community w/ amenities galore: beach, Harbour Town, golf, restaurants, tennis, pickleball, marinas, boutiques, bike & riding trails, etc. Too much fun for everyone!

30 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

Hilton Head Island Luxury Waterfront Homes