Refine Search
Map
Sort by
108 Crosstree Drive, Hilton Head Island
$1,775,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-442322 MLS
Absolutely-immaculate like new deep water front townhouse in charming Windmill Harbour! 4BR, 4BA floorplan with foyer, center-hallway, gourmet granite/stainless kitchen w/ breakfast bar, gorgeous great room with fireplace/built-in's, den/office, 3 en-suite guest rooms, stately master suite with sitting area and lavish bathroom. The home features front & rear porches, paver patio, 3+car garage, and loads of storage. Quality abounds including plantation shutters, crown molding, wood floors, custom stone/tile-work, all new windows, new trex decks, new aluminum exterior railings. 3 stop elevator, breath taking views of the Calibogue Sound!

108 Crosstree Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Jeans Otto Real Estate.

20 Calibogue Cay Road Unit 2602, Hilton Head Island
$1,100,000
CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 2,426 SqFt. ⋅ HILTONHEAD-442129 MLS
A rare offering and absolute BEAUTY! Located deep in Sea Pines off highly coveted Calibogue Cay, and just minutes from Harbourtown! This ultra-private residence offers scenic sunsets and salt marsh views where you are more likely to see a whitetail deer than another person. Once inside, you will appreciate just how special this offering truly is... complete with tall ceilings, impressive beams, a 1st-floor owner suite, a spacious living area, a stylish dining room, fireplace, and a gorgeous kitchen that effortlessly transitions to a relaxing screen porch! Numerous updates, immaculately kept, and a GARAGE with adjoining storage shed/room.

20 Calibogue Cay Road Unit 2602, Hilton Head Island

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

86 N Sea Pines Drive Unit 6955, Hilton Head Island
$1,325,000
CLOSED Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,734 SqFt. ⋅ HILTONHEAD-442033 MLS
Location, location, location! Rarely on the market, this vintage Fairway One townhome has one of the best views of them all looking across the lagoon at golf, golf, and more golf. Ideally situated across the street from the Sea Pines Beach Club (having the Ocean Lounge, Coast Oceanfront Restaurant, and the Beach Bar) and adjacent to the Plantation Golf Club (with Fraser's Tavern and both Heron Pointe and Atlantic Dunes golf courses), this property can be easily converted into a 3 bedroom townhome. This is a blank slate ready for your touch!

86 N Sea Pines Drive Unit 6955, Hilton Head Island

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

12 Jib Sail Court, Hilton Head Island
$505,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,580 SqFt. ⋅ HILTONHEAD-442042 MLS
A captivating oasis of modern luxury and timeless charm, this centrally located & renovated 3-bedroom, 3-full bath townhouse features a suite of custom details: sleek black stainless steel appliances, dovetail soft-close cabinets & drawers, kitchen cabinet pullouts, built-in main closet organizers, solid interior doors & charming cottage trim. Recent upgrades (2021) include HVAC, plumbing, hot water heater, windows, front door & LVP flooring. The exterior boasts durable hard coat stucco, Hardiplank siding & efficient spray foam insulation. Step onto the Brazilian wood deck from the spacious living room. New roof in 2019. Welcome home!

12 Jib Sail Court, Hilton Head Island

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

36 Jib Sail Court, Hilton Head Island
$554,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,639 SqFt. ⋅ HILTONHEAD-441746 MLS
New construction! Beautiful townhouse in convenient mid-island location.3 bedrooms 2.5 bathrooms,2 car garage plus lots of storage space. Large rear deck off dining area. Ground floor patio. Community pool and tennis. Across from Palmetto Dunes, Yacht Cove is a lovely family oriented community adjacent to Shelter Cove .

36 Jib Sail Court, Hilton Head Island

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

130 Harbour Passage, Hilton Head Island
$1,600,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,488 SqFt. ⋅ HILTONHEAD-441403 MLS
Enjoy the outstanding views of this beautiful harbourfront home. This very light and bright townhome is truly move in ready with everything updated and replaced. Perfect entertaining home with formal dining room and butlers pantry complete with drawer dishwasher, ice maker and beverage fridge. All three bedrooms are ensuite. The home has a 4 stop elevator allowing for easy access to attic storage. Beautiful Brazilian Cherry floors throughout. This home has been owned by meticulous home owners. A list of all of the upgrades, repairs and updates are in documents so please take a look.

130 Harbour Passage, Hilton Head Island

Listing courtesy of The Simon Group. Selling Office: The Simon Group.

135 Harbour Passage, Hilton Head Island
$1,025,000
CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 2,772 SqFt. ⋅ HILTONHEAD-441155 MLS
Picturesque views in this inviting waterfront home overlooking the intracoastal waterway. Take in generous amounts of natural light with large floor to ceiling windows throughout the main living area. Your guests come together in the open floor plan and will enjoy captivating sunsets over the water. Prepare dinner with ease in the renovated kitchen with a new Sub-Zero fridge, gas Wolf stove, quartz countertops and updated cabinetry. Great bedroom separation with a first-floor primary suite and two spacious bedrooms Upstairs. Windmill Harbour is a gated boating community with one of only three harbors with a lock system on the East coast.

135 Harbour Passage, Hilton Head Island

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

32 Jib Sail Court, Hilton Head Island
$579,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,639 SqFt. ⋅ HILTONHEAD-441460 MLS
New construction. Corner townhouse with 3 bedrooms,2.5 bathrooms, 2 car garage ,large rear deck and lots of storage space .Community pool and tennis court . Convinient mid-island location.

32 Jib Sail Court, Hilton Head Island

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

231 Ceasar Place, Hilton Head Island
$430,000
CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 1,414 SqFt. ⋅ HILTONHEAD-440968 MLS
Spectacular 3 BR/3.5 BA townhome with tranquil lagoon view in the Allenwood gated community. Savor the fountains, community pool, and pavilion! Serenity abounds from the upstairs or downstairs porches. Built in 2019 with granite countertops & stainless appliances. This home is basically brand new and has been very well cared for. Close to the beautiful water views and restaurants the north end of the island offers, and is just minutes from the south end of the island or mainland Bluffton. Hilton Head Island schools are nearby via convenient leisure paths. You won't find a better opportunity to buy a newer home anywhere on Hilton Head Island.

231 Ceasar Place, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: Engel & Volkers.

3 Wexford On The Green, Hilton Head Island
$895,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,944 SqFt. ⋅ HILTONHEAD-440912 MLS
Experience the charm of this unique atrium-style townhome, nestled in the prestigious Wexford community. This updated 4-bedroom, 4.5-bath residence is filled with natural light, offering an open yet intimate layout. Move-in ready, the home boasts a modernized kitchen, updated baths, new flooring, and an oversized 2-car garage, as well as an elevator and multiple decks for outdoor relaxation. Enjoy picturesque views of the marina, clubhouse, and pool complex, with easy access to the driving range, tennis and pickleball courts, community firepit, and harbor center. Wexford’s luxurious amenities rival the finest private yacht and country clubs.

3 Wexford On The Green, Hilton Head Island

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

68 Crosstree N Drive, Hilton Head Island
$960,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,764 SqFt. ⋅ HILTONHEAD-440487 MLS
Long DEEPWATER views out to the CALIBOGUE SOUND! This ultra-charming townhome is detached on the West side and adjacent to "open-space" land, allowing for spectacular mile-long views. It has a private backyard setting and is near a scenic leisure trail! Featuring a deep (double) garage, tons of storage space, a front porch, and an upper viewing balcony off of the owner's suite! This home is simply immaculate inside and offers cherry floors, tall (smooth) ceilings, crown, high-end (silhouette) window treatments, two fireplaces, kitchen & bath updates, and a spacious owner's suite with a private viewing terrace.

68 Crosstree N Drive, Hilton Head Island

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

29 Oyster Landing Lane, Hilton Head Island
$900,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,169 SqFt. ⋅ HILTONHEAD-440818 MLS
Prime location on the marsh with fabulous sunsets & views of Calibogue Sound. Stunning renovated kitchen with tile, granite, large center island, double ovens, lighted built-in cabinets, windowed breakfast area. Fireplace & soaring ceilings in spacious living room. Large deck with access from living & main floor primary suite. Private tennis & pool for Oyster Landing Club only. So convenient to Sea Pines CC & Greenwood gate. Directions: main entrance on Greenwood to 2nd right onto Governors Rd. Third left onto Oyster Landing Rd., first right onto Oyster Landing Lane. Keep left towards water, then left, 29 is immediately on your right.

29 Oyster Landing Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: William Raveis - Carolina LLC.

146 Windward Village Drive, Hilton Head Island
$510,000
CLOSED Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-440785 MLS
Fee-Simple Townhome located in Windward Village in Shipyard. 1st floor has a master bedroom w/ bath, laundry area, & a second bedroom w/ bath. Upstairs is a vaulted living/dining area w/ open floor plan for entertaining. Wonderful screened-in porch overlooks the Shipyard golf course & back deck for additional outdoor seating off the master bedroom. Quartz and glass subway tiles in the kitchen. Half bath conveniently located upstairs. Windward Village has one of the nicest pools, hot tub, fire pit, & playground. Only a 5-minute bike ride to the beautiful beaches of Hilton Head Island!

146 Windward Village Drive, Hilton Head Island

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

28 Night Heron Lane, Hilton Head Island
$650,000
CLOSED Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 720 SqFt. ⋅ HILTONHEAD-440633 MLS
RARE opportunity in Sea Pines with this charming beach cottage, just a 5-minute stroll to the ocean. This property is ideal as a rental property, second home, or primary residence,. Pet friendly community with access to a community pool. Embrace coastal living at its finest with this unique property and all the amenities at your fingertips. Sold AS-IS.

28 Night Heron Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

28 Jib Sail Court, Hilton Head Island
$564,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,639 SqFt. ⋅ HILTONHEAD-440475 MLS
New construction! Beautiful corner townhouse with 3 bedrooms , 2 full bathrooms and one half bath. 2 car garage with extra storage space and large rear deck. Convenient mid-island location. Next to Shelter Cove ,across from Palmetto Dunes . Community pool and tennis court.

28 Jib Sail Court, Hilton Head Island

Listing courtesy of May River Realty. Selling Office: ERA Evergreen Real Estate Company.

8 Spartina Court Unit 2628, Hilton Head Island
$675,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-440660 MLS
INVESTOR OPPORTUNITY!! The largest Calibogue Club Villa in Sea Pines at 2400sq ft. 3/3 plus loft, eat in kitchen, built-ins, LR ceiling open to the second floor, lots of Attic storage/closet space and wood burning fireplace. New subflooring and joist replaced in 2012, New HVAC, newer water heater, only unit with a Bike Storage unit, on a raised crawl space, amazing long view of the lake from the deck off the LR. Needs TLC - AS IS Where IS.

8 Spartina Court Unit 2628, Hilton Head Island

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

66 Crosstree Drive, Hilton Head Island
$1,250,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 4,261 SqFt. ⋅ HILTONHEAD-440342 MLS
Stately waterfront TH w/fantastic views of tidal marsh. Builder's personal home w/a high-level of craftmanship & open flr plan. Kitchen is a true cooks delight w/lrg center island, high-end appliances & lots of counter space. 4-stop elevator, 2 gas fireplaces, newer roof & HVAC, lrg family room, theater, formal dining & oversized garage. Primary BR suite overlooks the marsh w/nightly sunsets. Luxury bath w/new dual vanities, walk-in shower & huge closet. Windmill Harbour, a hidden gem, w/cheerful Charleston Arch. Gated, comm pool, dog park, lock-system harbour, kayaking & more. Opt. SCYC- tennis, pickleball, lap pool & clubhouse dining.

66 Crosstree Drive, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Blufft. Selling Office: Collins Group Realty.

116 Windward Village Drive, Hilton Head Island
$519,000
CLOSED Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,161 SqFt. ⋅ HILTONHEAD-440012 MLS
Quietly nestled between the neighborhood firepit & pool, offering picturesque views of the surrounding landscape out to the lagoon and golf course. This end-unit is beyond charming with a 2023 kitchen AND bathroom renovation that turned out stunning! Tall ceilings, first-floor owner's suite, enclosed porch addition, hardwood & LVP floors, copper plumbing, foam insulation, etc. The dreamy kitchen is enhanced with custom cabinetry, wall hutch, updated appliances, quartz counters, subway tile splash, tongue & groove ceiling, and track lighting. These are fee-simple residences, combining the benefits of a home with the low maintenance of a villa.

116 Windward Village Drive, Hilton Head Island

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

34 Jib Sail Court, Hilton Head Island
$549,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,639 SqFt. ⋅ HILTONHEAD-440050 MLS
Brand new, ground up construction in the established community of Yacht Cove. Designer finishes with fine attention to detail. 3 bedrooms, 2.5 baths, oversized double garage and large rear deck. Convenient mid-island location. Next to Shelter Cove , across from Palmetto Dunes. Community pool and tennis court.

34 Jib Sail Court, Hilton Head Island

Listing courtesy of May River Realty. Selling Office: May River Realty.

18 Townhouse Manor, Hilton Head Island
$689,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,906 SqFt. ⋅ HILTONHEAD-440004 MLS
Excellent opportunity to own a highly desirable 3BR/3BA Townhouse Tennis III in Shipyard Plantation. This community w/24 townhomes is perfect for a primary residence, 2nd home, or vacation rental property. This villa offers an ideal floor plan w/ abundant storage, an eat-in Kitchen, dining area & Living Room w/vaulted ceilings, primary master & guest Bedrooms on 1st level, Bonus Room & 2nd Master w/balcony upstairs. The brick-paved patio offers beautiful lagoon & golf views. The amenities include private clay tennis courts, community pool & carport w/storage. Convenient to golf, beach, shopping, dining & Coligny Plaza.

18 Townhouse Manor, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Lowcountry Realty Group, LLC.

22 Townhouse Manor, Hilton Head Island
$850,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,246 SqFt. ⋅ HILTONHEAD-439585 MLS
Welcome to refined coastal living in this 24-town home community. Meticulously renovated 2-level Townhouse Manor with 3 bedrooms, including a balcony-equipped primary suite, and 3 updated bathrooms. The 2016 renovations spared no detail, including the kitchen, appliances, tongue and groove ceilings, and Plantation shutters. An outdoor enthusiast’s dream - enjoy a private courtyard and a spacious patio with lagoon and golf course views. Townhouse Manor offers 2 Har-Tru tennis courts and a pool on 7 1/2 scenic acres. Enjoy beach access and endless enjoyment within Shipyard.

22 Townhouse Manor, Hilton Head Island

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

44 Wexford On The Green, Hilton Head Island
$1,649,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-439286 MLS
Townhome – 3 bedroom plus media room, 4.5 bath. Beautiful kitchen and family room overlooking the Broad Creek.

44 Wexford On The Green, Hilton Head Island

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

125 Greenwood Drive Unit 3421, Hilton Head Island
$500,000
CLOSED Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-439567 MLS
3 BR, one level Carolina Place completely updated in 2021! New kitchen and baths, granite and crystal counters, backsplash, new flooring, cabinetry, showers, appliances, roof, plumbing, water heater, fans, switches, skylight, chimney, mantle and fireplace surround, new front stairs, and mesh installed under structure and more! Forest Preserve lagoon view. Quick bike ride to beach through preserve and all other amenities, and close to Sea Pines Gate and commercial beyond!

125 Greenwood Drive Unit 3421, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Daniel Ravenel Sotheby's International Realty.

10 Townhouse Manor, Hilton Head Island
$679,500
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,906 SqFt. ⋅ HILTONHEAD-439236 MLS
HIGHLY MOTIVATED SELLER! Opportunity is knocking down the door! Carport, exceptional lagoon/golf view, pets permitted per HOA. Interior pictures are virtually staged. 1st and 2nd floor master suites plus 1st floor guest bedroom, 3 full remodeled bathrooms, walk-in attic. 1906 sf, fee simple with expansion potential. Not a handyman special, just a fantastic opportunity!

10 Townhouse Manor, Hilton Head Island

Listing courtesy of Brokers Real Estate. Selling Office: RE/MAX Island Realty.

2007 Deer Island Road, Hilton Head Island
$1,065,000
CLOSED Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-439107 MLS
Some of the most breath-taking deep water & Calibogue Sound views in the Lowcountry. This premiere Sea Loft villa is now available for purchase. Photographic sunsets & moon lit evenings can be enjoyed at all hours. Nestled in the natural beauty of Deer Island, this lovely villa has been completely updated & is move in ready. Several updates include a new roof, HVAC, windows, kitchen has top of the line appliances, luxurious primary bath, re-claimed hard wood floors, deck, koi pond and much more. Partially furnished. If you’re looking for a big view this is it! Best seats for fireworks too!!

2007 Deer Island Road, Hilton Head Island

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

43 Cordillo Parkway, Hilton Head Island
$700,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,232 SqFt. ⋅ HILTONHEAD-438882 MLS
3BD/3BA, Townhome in Shipyard.Builders oricinal model End unit side windows making it nice and bright. Also includes large bonus loft, great for office or play room. Pick your view! Front window overlooks lagoon to golf. Back patio overlooking courtyard, and upstairs decks overlook the pool. Beautifully remodeled, including kitchen and 3 baths granite counter tops. Choice of Master bedroom down or up. One of the few properties to find with a carport and nice sized storage room. Extra parking spot for guest. Prime location on Hilton Head Island, close to shops, restaurants, and beach access makes this an ideal primary or secondary home.

43 Cordillo Parkway, Hilton Head Island

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

2 Genoa Court, Hilton Head Island
$1,700,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 2,847 SqFt. ⋅ HILTONHEAD-437909 MLS
Offering SELLER financing on this beautiful Harbor Town home, fully furnished, turn key 4 bedroom 4.5 bath end unit. Featuring two owner suites and two additional guest suites with their own private baths. Cathedral ceilings leading you through an open floor plan. Screened in porch with views in the distance of the Calibogue Sound. Also includes a gas fireplace, ample parking spaces, and a 1 car garage. This desirable location is just a short walk to shops, restaurants, pool, and highly ranked golf courses all at your finger tips in The Sea Pines Resort. Brand new HVAC systems installed 08/23. A five star retreat with excellent rental income!

2 Genoa Court, Hilton Head Island

Listing courtesy of Realty One Group Coastal. Selling Office: Weichert Realtors Coastal Properties.

3 Sailwing Lane, Hilton Head Island
$2,250,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,687 SqFt. ⋅ HILTONHEAD-433365 MLS
Spectacular townhome under construction by an award-winning builder, directly on the harbour in this unique and sought-after community. Everything you could want in a luxury townhome with the detail you would expect and then some. Unique open air living space with breathtaking views from inside and out. Butlers pantry off of the kitchen is complete with a 2nd dishwasher and beverage fridge. Harbour level family room with wet bar/wine cooler all designed for harbourfront living and entertaining. Over 650 sq. feet of outdoor patios and porches and the ease of townhome living make this the perfect home to enjoy every day.

3 Sailwing Lane, Hilton Head Island

Listing courtesy of The Simon Group. Selling Office: Charter One Realty.

4 Sailwing Lane, Hilton Head Island
$2,175,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,687 SqFt. ⋅ HILTONHEAD-433444 MLS
Discover coastal living at it finest in the prestigious waterfront community of Windmill Harbour. This newly constructed townhome will have exceptional entertaining space inside and out, exquisite craftsmanship and awe-inspiring marina views from every level. In addition to the views, this home will have a custom chef’s kitchen, spacious butler’s pantry with a sink, microwave, dishwasher, wine cooler, Electric car H/U and much more. Windmill Harbour is a hidden gem on Hilton Head and has many amenities including the SC Yacht Club, Sail Club, tennis courts and much more. Start living the Harbour lifestyle today!

4 Sailwing Lane, Hilton Head Island

Listing courtesy of Real Life Brokered By EXP Realty LLC. Selling Office: Windmill Harbour Real Estate.

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.

How much is your home worth?

Get instant property value now!