Refine Search
Sort by
42 Harleston Green, Hilton Head Island
$3,100,000
4 Beds ⋅ 5 Baths ⋅ 3,897 SqFt. ⋅ HILTONHEAD-502118 MLS
Experience the ultimate in golf course living with this exceptional 4BR/4.5BA home perfectly positioned to capture panoramic views of Harbour Town Golf Links, home of the world-renowned RBC Heritage Golf Tournament. Enjoy multiple fairway views of the 3rd and 7th holes and the tee box of #8, offering unmatched scenery and privacy. Built by Tom Peeples and designed by William Vitto, this custom home combines timeless craftsmanship with elegant Lowcountry style. The open living and dining area showcases soaring ceilings, hardwood flooring, and expansive windows framing breathtaking pool and golf views. The open kitchen/family room features custom built-ins surrounding a wood-burning fireplace, granite countertops, custom cabinetry, and premium appliances. The first-floor owner suite is a serene retreat with stunning pool-to-golf views, hardwood flooring, dual walk-in closets, and a spa-inspired bath with soaking tub, tiled shower, and separate vanities. Upstairs, youll find three spacious guest ensuites plus an office, loft, and abundant storage ideal for family and guests. Recent updates by the current owners include a 2022 outdoor covered porch with metal roof and trex decking, new swimming pool with sundeck and travertine tile designed by Year Round Pool, and new landscaping. Other highlights include 2018 roof with copper accents and gutters (2022), Hardie plank siding, spray foam insulation, 2017/2018 HVAC, two 2017 water heaters, and termite bond.The 2-car garage offers epoxy flooring and two walk-in storage closets. This beautifully maintained home captures the best of Sea Pines living - elegant interiors, exceptional privacy, and spectacular golf course views at the heart of Harbour Town.

42 Harleston Green, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

5 Heritage Court, Hilton Head Island
$2,798,000
5 Beds ⋅ 5 Baths ⋅ 3,872 SqFt. ⋅ HILTONHEAD-510379 MLS
Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

4 Cannon Row, Hilton Head Island
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 2,244 SqFt. ⋅ HILTONHEAD-504469 MLS
Walk in the front door and fall in love with this wonderful 3 bedroom home that is turn key and ready for you to move right in. The open concept living is light, bright and welcoming. The lovely furnishings and finishes have just the right coastal flair. Wood plank tile floors are used throughout the home and ideal for our beach setting. The kitchen has beautiful cabinetry, quartz counters, tons of storage and stainless steel appliances including a 6 burner gas range and wine cooler. Living spaces are plentiful with a great room, dining room, carolina room and fabulous outdoor living space where you can enjoy the pool, the fire pit, outdoor tv, grill, refrigerator and a Kegerator! The outdoor oasis provides the ideal respite from a day at the beach or on the golf course. The primary bedroom suite has large closets and is special with a gorgeous spa-like bathroom with double vanities, walk-in shower, large soaking tub and a Palermo Dynamic Infrared sauna. The two guest bedrooms are welcoming and share a spacious bathroom. The home offers plenty of storage throughout and the laundry room is an extra bonus with plenty of cabinetry for more storage. The one car garage is a also bonus and is a great way to store bikes and pool and beach gear. All of this and you are a short easy five minute walk to the beach path to one of the best spots on the Sea Pines beach. Also convenient to hop onto the bike paths to explore Sea Pines even more. The home is very attractive as a rental property although you may want to keep it all to yourself!

4 Cannon Row, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

17 Gunnery Lane, Hilton Head Island
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-504044 MLS
Must see this truly turnkey Sea Pines home in a beach oriented location. Completely reimagined and expanded, this light-filled, furnished home is now a stunning 4 BD/4BTH residence with new 2-car garage, plus new driveway and walkway. Home features LVP flooring throughout and a brand new kitchen with quartz countertops, LG appliances, expansive island and a double-door pantry with abundant storage. Designed for indoor-outdoor living, the home has an open-air courtyard and a large backyard with a gorgeous new salt water, gunite pool, complemented by a new travertine pool deck and attractive landscaping for entertaining, relaxing and enjoying nature in the sun or shade. Additional highlights include a gas fireplace, triangular transom windows, new roof, new hurricane-code windows & sliders. The primary bath has been expanded to include a large shower and walk-in closet. Ideally located in the heart of Sea Pines, close to the path to the beach and easily accessible to Harbour Town, Salty Dog, Beach Club, tennis, golf, restaurants, shops and all the amenities the resort has to offer. Home has exceptional flexibility for a primary residence, second home, or income-producing vacation rental. A list of personal items excluded from the sale is available in MLS documents

17 Gunnery Lane, Hilton Head Island

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

35 Wagon Road, Hilton Head Island
$2,054,000
4 Beds ⋅ 4 Baths ⋅ 3,203 SqFt. ⋅ HILTONHEAD-501461 MLS
Welcome to this classic Sea Pines beach house, ideally located near Hilton Head's most beautiful sandy beach. Offering 3,203 square feet of comfortable living space, this home features 4 bedrooms and 3.5 baths, with one bedroom currently serving as a versatile family room. The property is designed for relaxation and entertaining, highlighted by a private pool and spa set in a lush tropical setting. Inside, you'll find a stunning, newly remodeled eat-in kitchen with granite countertops and thoughtfully designed easy-access drawers, perfect for both casual meals and hosting. The home is perfectly situated to enjoy all of Sea Pines world-class amenities, including golf, tennis, and miles of scenic trails. Plus, you're just minutes from the shopping and dining experiences of Harbour Town and the Sea Pines Center. Whether as a permanent residence, vacation getaway, or investment property, this beach house captures the essence of island living.

35 Wagon Road, Hilton Head Island

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

51 Wagon Road, Hilton Head Island
$1,955,000
4 Beds ⋅ 3 Baths ⋅ 2,996 SqFt. ⋅ HILTONHEAD-501073 MLS
Discover the perfect blend of comfort, style, and proven investment potential at 51 Wagon Road, a 4-bedroom, 3-bath residence located in the heart of Sea Pines on Hilton Head Island. With a wonderful rental history and just a short distance to the beach, this home is both a serene retreat and an exceptional opportunity. Designed for relaxed Lowcountry living, the open and spacious floor plan offers thoughtful bedroom separation and multiple gathering spaces. The family room with fireplace, formal living room, and dining room flow seamlessly, while the spacious eat-in kitchen is a chef's delight featuring a gas range, stainless steel appliances, quartz countertops, and a large pantry. Walls of glass doors invite natural light and open onto the back porch and patio, where a private pool, spa, and fenced yard create the ultimate setting for entertaining or unwinding. A large two-car garage adds convenience, while the home's design provides both functionality and charm. Whether enjoyed as a personal getaway or as a highly desirable rental property, 51 Wagon Road embodies the Sea Pines lifestyle - steps from world-class beaches, golf, tennis, dining, and miles of leisure trails.

51 Wagon Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams Realty.

11 Deer Run Lane, Hilton Head Island
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 1,764 SqFt. ⋅ HILTONHEAD-506191 MLS
WALK/BIKE to miles of BEACHES. PRIVATE POOL - Large Screened Porch with fire pit for entertaining. This home is being offered fully furnished and rental ready with oversized garage for storage. Large private lawn and pool backing up to designated protected OPEN SPACE. Perfect investment property or private Island Getaway. Sea Pines Resort offers Beach Club, Premier Golf, Marinas, Shops, Fabulous Restaurants, etc. all within biking distance. Don't miss this opportunity to make this Island your home and be a part of the Harbour Town PGA Golf Experience. Yet, be within near distance to 12 miles of private beaches. This location offers the best of all worlds.

11 Deer Run Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Charter One Realty.

8 Gunnery Lane, Hilton Head Island
$1,625,000
4 Beds ⋅ 3 Baths ⋅ 2,067 SqFt. ⋅ HILTONHEAD-502479 MLS
Amazing location in the heart of Sea Pines! Minutes to the Atlantic Ocean and easy bike ride to Harbour Town, this updated 4 bedroom, 3 bath single-level home blends comfort, convenience, and Lowcountry charm. This property offers new porcelain tile flooring throughout, smooth ceilings, crown molding, freshly painted interior, 2019 HVAC, 2021 water heater & so much more! This open concept floor plan features a great room with a gas fireplace, and kitchen offering granite countertops and premium appliances. The owner suite is extremely private with patio/pool access and a spa-style bath boasting his/her vanities, Jacuzzi tub, & walk-in shower. Guest ensuite #1 includes a private bath with a walk-in shower, and a nearby den is perfect for a kids' hangout zone. Guest suites #2 and #3 share a stylish bath with a tiled tub/shower combo. There's also a small sitting area with TV just off the kitchen - ideal for remote work or relaxation. Step outside to your own private outdoor retreat! The 2022 paver patio surrounds a sparkling swimming pool, creating a perfect setting for everything from laid-back lounging to lively weekend gatherings. With plenty of space to dine, relax, and entertain, there's room for everyone to spread out and enjoy. Whether it's summer pool parties, cozy fall oyster roasts, or quiet mornings with coffee, this backyard was designed for making family memories. Primary residence, second home, or incredible rental property, you decide!

8 Gunnery Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Hilton Head Properties.

30 Wagon Road, Hilton Head Island
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 2,736 SqFt. ⋅ HILTONHEAD-500404 MLS
For the first time ever offered for sale, 30 Wagon Road presents a rare opportunity to own a Sea Pines home thoughtfully designed and built by its original owners. Nestled in a peaceful, highly desirable location and just a short walk/bike ride to the beach, this timeless residence offers the perfect blend of character, comfort, and coastal convenience. Lovingly maintained for over 4 decades, this charming home features smooth ceilings throughout, beautifully aged old pine floors, and plenty of natural light. If youre looking for a home with classic details and great bones, this is it. 30 Wagon Road is more than just a home, its a legacy waiting to be continued.

30 Wagon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

8 Battery Road, Hilton Head Island
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 2,214 SqFt. ⋅ HILTONHEAD-500060 MLS
Tucked away in a quiet, secluded cul-de-sac, 10 minutes from the beach, this classic Sea Pines home offers privacy, charm, and exceptional short-term rental potential. Designed with timeless Sea Pines architecture, this property is perfect as a primary residence, vacation getaway, or income-producing rental.Enjoy the spacious layout featuring a newly renovated primary bathroom, new luxury vinyl plank flooring in the living room, a wood-burning fireplace, and soaring cathedral ceilings that create an open, airy feel.Thoughtfully designed with abundant closet space and smart storage solutions, this home also features a covered carport and ample parking. Step outside to a fenced-in backyard with a very private pool and spa, ideal for entertaining or relaxing in complete seclusion. Just steps from the Sea Pines bike path, the location is as convenient as it is peaceful.The kitchen features a JennAir gas stove perfect for home chefs and the entire property reflects a well-maintained blend of comfort and functionality.Owners in Sea Pines enjoy access to miles of leisure trails, three world-class golf courses, tennis and pickleball facilities, the Sea Pines Beach Club, Harbour Town Marina, and the Sea Pines Forest Preserve making this a truly elevated Lowcountry lifestyle.

8 Battery Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Lighthouse Realty.

39 Battery Road, Hilton Head Island
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 2,333 SqFt. ⋅ HILTONHEAD-501753 MLS
This 4-bedroom, 3-bath home with a private pool is ready to move into today or the perfect canvas to bring your Pinterest board to life. Bright, open living spaces flow seamlessly with outdoor areas that are ready to be turned into your Lowcountry oasis. Whether you're entertaining by the pool, relaxing after a day on the beach, or enjoying quiet evenings under the canopy of trees, this home offers the ideal backdrop. When you own in Sea Pines, you're not just buying a home, you're unlocking a lifestyle. Miles of world class beaches, championship golf, tennis, pickleball, marinas, Harbour Town, and endless trails are yours to enjoy every day.

39 Battery Road, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

43 Wagon Road, Hilton Head Island
$1,138,655
2 Beds ⋅ 2 Baths ⋅ 1,715 SqFt. ⋅ HILTONHEAD-509909 MLS
Rare opportunity to own a charming one-level home in the heart of Sea Pines. Ideally situated on a peaceful lagoon setting and just a short bike ride to the beach, this beautifully maintained 2-bedroom, 2-bath residence offers effortless Lowcountry living. Features include Saturnia flooring, a double-sided gas fireplace, spacious living areas, an open, inviting floor plan and a 2 carport. Recent improvements include a new roof (2021), new HVAC (2025), and thoughtful renovations throughout. Offered furnished, making it an ideal primary residence, vacation retreat, or investment property. The generous homesite provides ample room to add a private pool, creating the perfect outdoor oasis. Enjoy all that Sea Pines has to offer, including beaches, golf, dining, shopping, and miles of leisure trails.

43 Wagon Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

13 Gunnery Lane, Hilton Head Island
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 1,824 SqFt. ⋅ HILTONHEAD-501573 MLS
Charming home on a private cul de sac street in Sea Pines with wonderful lagoon views. This beach oriented home is only one lot away from the Leisure Trail which means it is just minutes to the ocean. The Heritage Woods community has many leisure trails to get you all around Sea Pines. Since the neighborhood is located approximately in the center of Sea Pines, it is an easy walk or bike to the beach or Harbour Town. You will enjoy the short walk to the famed Harbour Town golf course especially during the PGA tournament. Enjoy serene Lagoon views from the living areas and master bedroom of this charming home. Lounge on your deck and experience why you came to Hilton Head. The open space across the lagoon gives you much more privacy to enjoy the outdoors with family and friends and nature of course. The owners have taken meticulous care of this home and it shows. The living room has a smooth vaulted ceiling and sliders that open onto the large rear deck. There are custom built in cabinets and bookshelves around the woodburning fireplace. Living room has ceiling fan and lots of light. The Galley kitchen has granite counters and a pass through to the dining room. Have your breakfast or lunch in the dining nook in the kitchen. The Dining room is open to the living room so you can enjoy the lagoon view while you dine. The Master bedroom has beautiful lagoon views and sliders for easy deck access. This neighborhood has been sought after since Sea Pines was created. It is perfect for a primary home, a vacation rental or for your private vacation home! Sold furnished so all you have to do is buy it and unpack!

13 Gunnery Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Daniel Ravenel Sotheby's International 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.