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$10,995,000
7 Beds 9 Baths 6,200 SqFt. HILTONHEAD-452384 MLS
An oceanfront masterpiece designed for elevated coastal living and exceptional entertaining. The open great room - anchored by a coffered ceiling and fireplace-flows seamlessly into an expansive chef's kitchen with a generous center island and an ocean-view dining area. On the main level, the primary suite enjoys serene pool-to-ocean vistas, while a private study with sleeper sofa and adjacent full bath offers flexible accommodations. Upstairs, four guest suites capture sweeping ocean views, complemented by two bunk rooms-each with its own full bath-creating an ideal retreat for multi-generational gatherings. Outdoors, a resort-caliber setting awaits: a large private pool with heated spa and separate children's pool, plus an exclusive boardwalk leading directly to the beach. A covered patio with outdoor kitchen, spacious dining area, and TV lounge completes the experience-perfect from sunrise coffee to evening cocktails. Solar panels support efficient heating and cooling. Proven rental performance exceeds $500,000 in 2024 and 2025. For the discerning oceanfront buyer, this is a must-see.

15 Grey Widgeon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach (505).

$6,750,000
6 Beds 8 Baths 7,037 SqFt. HILTONHEAD-452018 MLS
Absolutely stunning Spanish Wells deep waterfront estate situated perfectly on a 1.5 acre gorgeously landscaped property. Custom designed and exquisitely built for current owners inspired by their previous Richmond, VA home. 6 bedrooms & 6 baths plus 2 half baths, perfect in-law suite with full kitchen, majestic entry foyer with grand staircase, walnut paneled den/office, open & well-appointed kitchen to warm and inviting family room, first floor master suite all with amazing sunset views out to the dock on the Calibogue sound. Don't miss the incredible climate-controlled wine room, full home generator, elevator and so much more. Interior 7037SF + 1339 SF of additional covered space and a 550 SF Garage. One of the finest custom homes on Hilton Head!!

34 Brams Point Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Sea Pines Real Estate - Beach Club.

$3,700,000
5 Beds 6 Baths 5,722 SqFt. HILTONHEAD-451501 MLS
This stunning home offers unparalleled, unobstructed views of the sound w/ the ocean in the backdrop & beautifully designed backyard. Spanning nearly 6,000 sq ft, this exceptional residence w/impressive curb appeal features 5 spacious ensuite BR, plus powder room. The 2nd floor office area has sweeping views of both the sound & backyard pool. Along with a brand-new designer kitchen the home offers the perfect space for entertaining & relaxation. Recent additions include a new whole home generator. Located in sought after amenity rich Hilton Head Plantation this property offers access to world-class golf facilities & picturesque nature trails.

14 Herring Gull Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Howard Hanna Allen Tate Lowcountry.

$9,995,000
5 Beds 7 Baths 8,025 SqFt. HILTONHEAD-451687 MLS
Introducing a distinguished waterfront estate located within an ultra-private five-lot, gated deep-water enclave on Hilton Head. This exceptional offering is the only residence in the community comprised of two separate lots, conveyed together to create an unparalleled opportunity for privacy and long-term flexibility. The primary residence is positioned on 1.2 acres, complemented by an additional 0.58-acre parcel. The secondary lot allows for the construction of a second luxury residence for multi-generational living or guest accommodations, or the creation of a private amenity setting featuring tennis/pickleball courts, a chipping/putting green or boat storage. The home was custom built by H2 Builders, with architectural design by Woods Dendy Architects and interiors curated by J. Banks Design, resulting in a residence of exceptional craftsmanship and architectural integrity. Reclaimed wood beams, bespoke millwork, refined stone and wood finishes, and hurricane-grade windows and doors define the home's elevated aesthetic. Interior amenities include a chef's kitchen, a 600+ bottle climate-controlled wine cellar, theater, golf simulator, fitness studio, garden, and a 7.5-car garage providing exceptional storage and flexibility. The residence is equipped with whole-home Control4 automation, seamlessly integrating lighting, climate, audio, security, and entertainment systems. Outdoor living is anchored by a resort-style environment featuring an infinity-edge pool heated and cooled for year-round enjoyment, outdoor kitchen, fireplace, and multiple gathering areas designed for entertaining. A private deep-water dock with boat lift provides effortless access to Broad Creek, allowing owners to boat locally to areas like Harbour Town and Palmetto Bluff or up and down the intercoastal. This legacy waterfront estate is located moments from premier private golf and tennis clubs - allowing you to fully enjoy the lowcountry lifestyle.

90 Tidewater Manor, Hilton Head Island

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

$3,499,000
9 Beds 11 Baths 5,300 SqFt. HILTONHEAD-448624 MLS
Brand New Home Just Completed! 5,300 heated sq. ft. 9 BR's 10 1/2 baths. Private Infinity Edge Pool. Amazing ocean and marsh views from this ideal location. Finest finishes, details, trim, fixtures, appliances. Parking garage for 6+ cars, plus 4 on the driveway. Elevator. Penthouse gathering room with beamed ceilings, kitchen open to huge dining area and great room. Best views in the home are on this level, with a large covered porch to admire the sunshine, breathe in the salt air, gaze over the marsh and ocean, listen to the shore birds calling and celebrating another gift of a day! Brand new homes all around, resort style atmosphere. Just a short distance to the beach. Additionally, the open space to the side and rear of this home create a uniquely open feeling! New on the rental market, already a favorite, expected to generate significant income.

13 Bradley Circle, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$3,000,000
5 Beds 6 Baths 4,738 SqFt. HILTONHEAD-451065 MLS
Get ready to be captivated by gorgeous marsh front, beach-oriented home in the heart of South Beach! Were excited to share some new improvements and stunning photos with you. Don't miss out on this incredible opportunity! Update: Brand New Roof Jun 2025, dining suite, upstairs flooring. This 5bed/5.5bath home featuring 1st floor primary suite and elevator is located on one of Sea Pines most loved Streets. An ideal spot for both relaxation and entertaining, whether on the deck of your private bedroom suite or by the pool and spa. The outdoor kitchen and seating area on the large, covered porch feature built in grill, TV, dining and shutters. The South Beach area of Sea Pines Resort is a stunning location, combining natural beauty with an easy 8 min walk to the beach and waterway fun.

3 Gull Point Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Keller Williams Realty.

$4,150,000
4 Beds 6 Baths 2,872 SqFt. HILTONHEAD-450742 MLS
Iconic, 2nd row West Beach Lagoon estate on over 1+ acre - a rare and extraordinary offering in one of Hilton Head Island's most coveted ocean-oriented enclaves! This magnificent coastal property is framed by ancient, moss-draped live oak trees, some over 200 years old, creating an enchanting Lowcountry setting with privacy, beauty, and serenity. From nearly every room in this thoughtfully restored home, enjoy stunning vistas - golf course views to the side and rear, and ocean breezes just steps away across the quiet street. The timeless architecture and charming design details pay homage to Sea Pines' early history, blending the allure of "Old Hilton Head" with the comforts of today, thanks to extensive modern updates that preserve the home's character while enhancing its livability.The grounds are equally impressive, offering a private sanctuary to gather, entertain, and relax. A recently added resort-style pool with surrounding terrace transforms this estate into a personal retreat, creating the feel of your own private resort. Whether enjoying the expansive lawns, meandering among majestic oaks, or strolling just across the street to access nearly five miles of pristine white-sand Atlantic beach, this is island living at its finest.This is a property with many possibilities: ideal as a luxurious primary residence, a serene second home getaway, a lucrative vacation rental or even as a homesite to build their own custom home on. Currently, it enjoys immense popularity as a high-performing short-term rental, grossing approximately $200,000 annually, providing strong income potential for investors seeking both lifestyle and return. Homesites of this caliber, size, and location are nearly impossible to duplicate on Hilton Head Island, making this a rare opportunity for a discerning buyer who values privacy, proximity to the beach, natural beauty, and timeless appeal. A legacy estate in the truest sense - ready to be enjoyed today and cherished for generations to come.

34 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Keller Williams Realty.

$6,125,000
4 Beds 6 Baths 7,183 SqFt. HILTONHEAD-451285 MLS
There is nothing quite like this home on Hilton Head Island. This modern architectural masterpiece offers unparalleled waterfront living w/ breathtaking dual water views of Broad Creek to the East and the shimmering Calibogue Sound to the West. Inside, 4 spacious ensuite bedrooms, custom Italian glass doors & a German-made gourmet kitchen elevate the art of living. Enjoy the Living Room w/ soaring 21-foot ceilings & natural light throughout. Step outside to discover a private oasis: a negative-edge upper pool cascades into 75' lap pool, a generously sized covered deck w/ space for future outdoor kitchen & separate 600 sqft Studio/Pool House.

73 Brams Point Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Premier Properties of Hilton Head Island.

$4,750,000
6 Beds 8 Baths 6,741 SqFt. HILTONHEAD-451281 MLS
The ultimate home, perfect for entertaining! Spacious 2nd-row, 6 BR | 6 BA | 2 HB home on Armada in Palmetto Dunes just steps from 3 miles of award-winning beach. Freshly painted with coastal-chic décor, this home has a spectacular 1st floor featuring a chef's eat-in kitchen, dining room, living room, wet bar off the leisure room, powder room & sunroom. Offers a 3-stop elevator & three primary suites on the 2nd-floor. Outdoor entertainment area offers an idyllic wooded view, a covered lounging & dining area with a wet bar and grill, & a large pool with a spa. Ample parking with a large driveway & garage. Guests and owners have access to all the amenities in Palmetto Dunes: golf, tennis, pickleball, an 11-mile lagoon, golf at the Arthur Hills Golf Course in Leamington, and much more. Short walk or bike ride to the heart of Palmetto Dunes. Seasonal Dunes Buggy is available throughout Palmetto Dunes and the Shelter Cove area. Short walk or bike ride to resort amenities!

9 Armada Street, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$15,000,000
6 Beds 9 Baths 7,000 SqFt. HILTONHEAD-450301 MLS
The most sensational & remarkable home is under construction! Brand New masterpiece in World-Class Sea Pines Resort. Magnificent Oceanfront parcel, in the sought after South Beach Area. Finest finishes, trim, accessories, appliances, cabinets, flooring & fixtures. In addition to 6 ensuite bedrooms (3 master suites) there's an office, a sitting/wine tasting room, Butler's Pantry, huge 2nd floor recreation room w/wetbar opens up to a sprawling upper deck. Amazing pool, spa & outdoor areas. Main floor Master Suite suitable for Royalty; steam shower, free standing tub, double entry curb-less shower. Under parking for up to 8 vehicles. Elevator. Please see the extensive description in documents.

9 Brown Pelican Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$6,350,000
5 Beds 7 Baths 6,346 SqFt. HILTONHEAD-450493 MLS
This rare oceanfront opportunity sits in one of Hilton Head’s premier gated communities, offering direct access to the island’s finest beaches. Surrounded by pristine dunes and open space, the home features a private path leading directly to the sand. Designed with exquisite woodwork and fine craftsmanship, the home’s expansive interior has been lightly used as a secondary residence, ensuring exceptional condition. Enjoy breathtaking ocean views and stunning sunrises, embracing a coastal lifestyle. This property provides an unparalleled opportunity to own a refined oceanfront escape in one of Hilton Head’s most exclusive enclaves.

28 Planters Row, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Maxey Blackstream Christie's International Real Estate.

$3,400,000
5 Beds 6 Baths 4,566 SqFt. HILTONHEAD-450788 MLS
Experience the ultimate Lowcountry lifestyle at this stunning harbor-view retreat nestled in the Wexford community. Located on a private cul-de-sac, this 5-BR, 4 BA, 2 1/2 BA home offers an exquisite blend of luxury, comfort, and breathtaking waterfront living. The private heated pool, hot tub, outdoor fireplace, and built-in grill are perfect for year-round entertaining. A private dock provides direct access to Wexford’s exclusive harbor, making boating effortless. The spacious floor plan includes a bonus room, spacious kitchen, 2 fireplaces, 3-car garage + golf cart bay. Amenities include golf, tennis, pickleball, & private marina.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

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