Refine Search
Sort by
$2,195,000
4 Beds 4 Baths 3,087 SqFt. HILTONHEAD-505673 MLS
A Rare Point Comfort Peninsula Property. Tucked away on one of the most remarkable homesites on Hilton Head Island, this classic coastal home sits on approximately 1.25 acres at the end of a private peninsula, surrounded by over 180 degree views of marsh and deep water. Properties with this combination of land, privacy, and views are extraordinarily rare on the island today. Even more rare is the Point Comfort lifestyle, a relaxed authentic Lowcountry way of living. Residents can enjoy access to the community boat landing w/ direct water access, allowing you to keep your boat right at home then head out on the water whenever the tide and weather call. Enjoy golf cart rides and spend time with neighbors within this friendly enclave, a place where life moves at an easy pace. Built during the island's early era of thoughtful coastal contemporary design in the 1960s, the home reflects the architectural style that helped define Hilton Head, simple, understated Lowcountry modernism designed to live in harmony with the landscape. Large windows frame the water and marsh from nearly every angle, while the open floor plan invites the outdoors inside, capturing the island's breezes, light, and ever-changing skies. The setting is nothing short of magical. World-class sunsets stretch across the marsh each evening, casting warm light across the water and surrounding vegetation. Mature trees and natural landscaping create a sense of privacy that is increasingly difficult to find on the island. Inside, the two-story layout offers generous living space and flexibility. The main living areas are designed for relaxed coastal living and entertaining, while the finished lower offers a separate bedroom and bath,, ideal for multi-generational living or just additional living/office space. Step outside to a large private patio, perfect for quiet mornings. Enjoy the sunset from the second floor deck. A private drive leads to the home and carport, further enhancing the sense of seclusion. For decades, this home has been the backdrop for generational memories-family gatherings, sunset dinners, and life along the water. It now awaits its next steward to continue that tradition. With low annual dues $500.00, minimal restrictive covenants, extraordinary land size, sweeping water views, and unmatched natural beauty, this Point Comfort property represents a truly unique opportunity on Hilton Head Island.

18 Nautilas Road, Hilton Head Island

Listing courtesy of SERHANT.

$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

Listing courtesy of Engel & Volkers.

$1,900,000
4 Beds 4 Baths 3,276 SqFt. HILTONHEAD-504501 MLS
A slice of heaven on earth with stunning, spectacular, views across peaceful marshes of Broad creek to Calibogue Sound. Imagine daily living with the magic and inspiration of soaring eagles, playful dolphins, migratory birds, sailing vessels and breathtaking sunsets over Buck Island. Nestled in one of Hilton Head's most sought-after communities, Point Comfort captures the essence of early island living - quiet streets shaded by majestic live oaks, a private community boat ramp, and a day dock perfect for exploring Broad Creek and beyond. This home is situated on two lots, which affords a great deal of privacy. 4 bedrooms, 4 bath, which includes carriage house over garage with private drive and entry. Featuring random width Heart of Pine floors, terracotta tile, sunken LR w/cathedral wood faced ceiling and solid, old Savanah brick wood burning fireplace. Freshly renovated kitchen w/island, granite countertops, gas cooktop, wine refrig and dining area with sweeping views. Lovely primary bedroom suite and guest suite w/gorgeous views. Big deck w/hot tub and 3 porches and 2 car garage.

13 Nautilas Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$379,000
2 Beds 2 Baths 1,240 SqFt. HILTONHEAD-502473 MLS
Enjoy stunning marsh and Broad Creek views from this beautifully maintained villa in Palmetto Bay. Offering 1,240 SF of bright, open living space, this fully furnished condo has been exceptionally cared for and features smooth ceilings, a spacious kitchen with modern appliances, and a private balcony for Lowcountry sunsets. Recent upgrades include a new HVAC system and brand-new exterior railings that refreshed the balconies and enhanced the coastal charm. Steps from some of Hilton Head's best restaurants and bars, a short drive or bike to the beach, with easy access on and off the island, this villa offers resort-style amenities and effortless ownership, perfect for a full-time home or vacation getaway.

70 Paddle Boat Lane Unit 303D, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$4,750,000
4 Beds 5 Baths 2,216 SqFt. HILTONHEAD-500657 MLS
Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Four combined parcels span over four acres, offering rare potential for a private estate, multi-home enclave or workforce housing. The property adjoins historic Mitchellville Freedom Park, providing a unique setting rich in natural beauty and heritage. A gracious 2200 SF home with additional SF in separate barn and apartment (6000+ total finished SF on the property) already on-site can serve as a primary residence, creating a sprawling private compound, or function as a clubhouse for future residences. Whether envisioned as a legacy property or an investment in a premier coastal destination, this offering presents unmatched possibilities in one of Hilton Heads most desirable locations.

170 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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.