Refine Search
Map
Sort by
4 Plantation Drive, Hilton Head Island
$4,995,000
5 Beds ⋅ 6 Baths ⋅ 4,965 SqFt. ⋅ HILTONHEAD-503477 MLS
A rare οpportunіtу, neѕtlеd οn ovеr 2 аcres in populаr Sеa Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

2 Lighthouse Lane Unit 882, Hilton Head Island
$5,800
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503302 MLS
A rare opportunity to own two consecutive weeks - Weeks 25 & 26 - sold together in the heart of Harbour Town. This well-kept 3-bedroom, 3-bath Ketch Court villa offers unbeatable convenience just steps from the lighthouse, marina, shops, dining, and all the best if Sea Pines. Located on the third floor, the villa features a bright living area, dining space, full equipped kitchen, and a private balcony overlooking the resort grounds. The primary suite includes a king bed and ensuite bath, while two guest bedrooms - each with twin beds and their own full bathrooms - offer excellent space and privacy. With easy access to the Sea Pines trolley for quick trips to the Beach Club, this is great value and the perfect way to enjoy the full Harbour Town lifestyle. Seller is motivated.

2 Lighthouse Lane Unit 882, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2890, Hilton Head Island
$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503185 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 11! Claim your perfect spring retreat with deeded Week 11 in the heart of Hilton Head Island's premier Sea Pines community. This beautifully situated Swallowtail villa overlooks the 12th fairway of the Heron Point Golf Course, delivering that ideal mix of peaceful golf-course views and effortless access to the island's best amenities. Nestled between the iconic Harbour Town lighthouse and the sun-soaked Sea Pines Beach Club, you'll enjoy quick access to world-class golf, pristine beaches, waterfront dining, and boutique shopping. Mornings on the course, afternoons by the ocean, evenings exploring Harbour Town-your spring getaway is always ready when you are. This is carefree, low-maintenance island living at its best. Don't miss the opportunity-secure your Week 11 spring escape today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

2 Lighthouse Lane Unit 894, Hilton Head Island
$2,900
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503108 MLS
Prime Week 16 in the heart of Sea Pines. This 3-bedroom, 3-bath Ketch Court villa places you just steps from Harbour Town's world-famous lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The villa offers generous coastal living with a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen-ideal for effortless vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water activities, and all the signature amenities that make Sea Pines one of Hilton Head's most sought-after destinations. Your spring escape is perfectly situated for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

124 N Sea Pines Drive Unit 584, Hilton Head Island
$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-502997 MLS
Week 30 Spicebush Villas in Sea Pines! Nestled in the heart of Hilton Head's iconic Sea Pines community, this ownership puts you steps from the Sea Pines Beach Club and the Plantation Club Golf Course. Your Spicebush Week #30 is a front-row ticket to everything people love about the island - championship golf, sugar-soft beaches, waterfront restaurants, and the season's best events. Wake up to sea breeze, chase golden sunsets, and soak in the unmistakable charm that makes Sea Pines a world-class destination. With effortless, low-maintenance ownership, your island getaway is always waiting - ready to deliver relaxation, adventure, and everything in between.

124 N Sea Pines Drive Unit 584, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2901, Hilton Head Island
$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501423 MLS
Experience the magic of Hilton Head Island. Prime deeded summer weeks 31. Swallowtail at Sea Pines, a beloved and cherished property, offers the dream vacation lifestyle luxurious, carefree. Nestled midway between Harbour Towns iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you steps from world-class golf, pristine beaches, waterfront dining, and vibrant arts. Whether you crave serene mornings by the ocean, sunset sails, or championship fairways, everything you love is just moments away! Your Summer, Your Way Flexibility Included!

70 Lighthouse Road Unit 2901, Hilton Head Island

Listing courtesy of Lighthouse Realty.

2 Long Marsh Lane, Hilton Head Island
$2,199,000
4 Beds ⋅ 4 Baths ⋅ 3,125 SqFt. ⋅ HILTONHEAD-500571 MLS
This sophisticated Marsh Island turn-key home offers a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring ceiling, and the kitchen and breakfast area. This magazine-worthy kitchen offers extensive Poggen Pohl cabinets, SubZero refrigerator, Wolf Microwave and cook top, double ovens, Madagascar marble counters, and a laundry/pantry room with wine racks and a wine refrigerator. Also located on the first floor are a separate office and the primary suite. Over the garage is a large bonus room. Off the foyer soars a modern staircase and balcony with stainless handrails and balusters leading to the 3 guest rooms. There is a 220 volt EV charger in the garage. Enjoy the exclusive and coveted Marsh Island residential neighborhood, with close access to Sea Pines Country Club and all that Sea Pines offers.

2 Long Marsh Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

30 E Beach Lagoon Road, Hilton Head Island
$6,100,000
5 Beds ⋅ 5 Baths ⋅ 4,449 SqFt. ⋅ HILTONHEAD-500143 MLS
Welcomе to 30 E Bеаch Ꮮаgοon, а ѕtunningly remodeled Oсeаnfront home located on one of Sea Pines most prestigious streets. Rarely does a property blend luxury, charm, and location this seamlessly. Designed with timeless coastal elegance, this home offers an exceptional lifestyle, 5 bedrooms, 5 baths, and just steps from your private deeded beach access. Inside, soaring vaulted ceilings with exposed beams, a masonry brick fireplace, and wide-plank wood floors create a warm, inviting atmosphere. The kitchen features high-end natural wood cabinetry, sleek countertops, and stainless steel appliances ideal for entertaining or quiet mornings at home. The main house flows beautifully into a spacious living area filled with natural light, while the private, attached guest house offers flexibility for hosting friends or extended family. The primary suite features a private deck with peekaboo ocean views and easy access via the in-home elevator. Outside, enjoy your own private pool surrounded by lush, mature landscaping, creating a serene retreat that feels both secluded and coastal. The home also includes a two-car garage and has never been used as a rental, offering pristine condition and pride of ownership. Whether you're searching for a luxury second home or a high-performing short-term rental, 30 E Beach Lagoon delivers on all fronts location, design, and lifestyle all within the gates of Sea Pines Resort.

30 E Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

29 Baynard Park Road, Hilton Head Island
$4,600,000
4 Beds ⋅ 6 Baths ⋅ 6,042 SqFt. ⋅ HILTONHEAD-447864 MLS
This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,& interior paint. The main house boasts an upper level luxurious owner suite & guest house has 2 en-suite bedrooms plus kitchenette. Incredible outdoor living with heated/chilled saltwater pool, expansive deck, and private dock. Waterfront Perfection!

29 Baynard Park Road, Hilton Head Island

Listing courtesy of Charter One 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.