Sort Option
  • Listing ID
  • Add date
  • Price
  • Featured
  • Pictures
  • Built up Area
Grid
List
Map
RSS
Save Search

15 Calibogue Cay Road
Hilton Head Island, SC 29928

Sea Pines South Beach
Sea Pines Real Estate South Beach
2Bedroom(s)
2Bathroom(s)
UnassignedParking(s)
27Picture(s)
1,600
Visits:4
Updated & beautifully furnished, this Briarwood is truly a 3BR all 3 with walk-in closets! Owners built a hallway creating a true 3rd BR, so front 2 BRs can either be J&J bedrooms or a master/office suite. Gorgeous rolling golf view and a large screened porch to enjoy it! Full of natural light with built in bookshelves in the living area. Hardwood flooring.
$825,000

2003 Deer Island Road
Hilton Head Island, SC 29928

The Etheridge Group
Daniel Ravenel Sotheby's International Realty
2Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
44Picture(s)
816
Visits:3
Tucked away on iconic Deer Island, this highly sought-after Sea Pines bungalow is a rare gem in the heart of Harbour Town. Elevated and octagonal in design, these architecturally distinct residences are built to withstand coastal winds while offering a lifestyle that’s anything but ordinary. Stunning marsh views & direct kayak access to Calibogue Sound.
$899,000

3 Pintail Court
Hilton Head Island, SC 29928

Pamela Dunn
Redfin Corporation
3Bedroom(s)
3Bathroom(s)
UnassignedParking(s)
85Picture(s)
1,826
Visits:2
A rare gem comes to market! Across the street from the beach (Row 3) and walking distance to Salty Dog, South Beach Marina, pool, tennis and pickleball courts, plus no rental restrictions. Fully remodeled 3 large bedrooms each with full bath and patio. The primary bedroom and living room overlook the lagoon in a stunning garden setting.
$1,597,000

107 Lighthouse Road
Hilton Head Island, SC 29928

Patrick Madsen
Jason Mitchell Real Estate South Carolina, LLC
2Bedroom(s)
2Bathroom(s)
UnassignedParking(s)
37Picture(s)
1,600
Visits:11
Nestled within the prestigious Sea Pines Community, This Villas offers a serene retreat located on hole #1 of iconic Harbour Town Golf Links. This meticulously updated villa combines modern comforts with classic Lowcountry charm. It boasts a spacious open floor plan with granite countertops, white cabinetry, and modern appliances.
$849,500

2 Woodbine Place
Hilton Head Island, SC 29928

Collins Group
Collins Group Realty
3Bedroom(s)
3Bathroom(s)
UnassignedParking(s)
54Picture(s)
1,275
Visits:5
RARE OFFERING IN SEA PINES! This ultra-charming 3BR villa is just a short, scenic stroll to the Beach Club and the Plantation Club! A remarkable setting with compelling golf & water views. Coastal and nautical touches blend seamlessly with recent interior updates. Featuring renovated baths, a stylish kitchen, updated appliances, smooth ceilings, and a custom floating staircase with cable rails.
$985,000

22 Lighthouse Road
Hilton Head Island, SC 29928

The Broadhurst Group
William Raveis - Carolina LLC
3Bedroom(s)
3Bathroom(s)
UnassignedParking(s)
55Picture(s)
1,750
Visits:6
Not even close...best 3-BR value in all of Sea Pines, maybe even all of Hilton Head Island! Freshly updated, including all new baths and brand-new HVAC, this is a great opportunity to own on the East Coast's premier beach and at a reasonable price.
$995,000

17 Lawton Drive
Hilton Head Island, SC 29928

Cathie Rasch
RE/MAX Island Realty
2Bedroom(s)
2Bathroom(s)
75Picture(s)
1,250
Visits:12
See our 3D virtual tour. Relax and enjoy the lagoon views and wildlife from the Carolina Room and decks in this fully updated villa. Close to beach. Beautifully redone with attention to detail, the kitchen has been updated with granite and stainless steel appliances, updated baths, luxury vinyl plank flooring, furniture and decor, interior doors have been replaced. Roof 2017, HVAC 2022.
$859,900

85 Lighthouse Road
Hilton Head Island, SC 29928

Jecca Thomas
Weichert Realtors Coastal Properties
2Bedroom(s)
2Bathroom(s)
UnassignedParking(s)
29Picture(s)
1,051
Visits:12
Prime location in Sea Pines! This 2BR/2BA first-floor fully furnished villa is just a short walk to Harbour Town, the Beach Club, and Sea Pines Center. Enjoy all the amenities biking trails, onsite pool, tennis, and pickleball plus easy access to shopping, dining, and the Yacht Basin. Inside, you'll find new flooring, smooth ceilings, stainless steel appliances, and a private balcony.
$650,000

36 Wisteria Lane
Hilton Head Island, SC 29928

Collins Group
Collins Group Realty
4Bedroom(s)
4Bathroom(s)
DrivewayParking(s)
77Picture(s)
2,558
Visits:5
STUNNING! A magazine-worthy remodel completed in 2021! This stunning Sea Pines home was recently transformed into total gorgeousness! The remodel included a new crystal blue (private) swimming pool, tall ceilings, shiplap accents, bunk room, designer window treatments, updated Luxury Plank flooring, a fully redesigned kitchen, new luxury bathrooms, a new screened porch & detached carport, new driv
$1,849,000

251 Sea Pines Drive
Hilton Head Island, SC 29928

The Wedgeworth Team
Charter One Realty
3Bedroom(s)
2Bathroom(s)
GarageParking(s)
53Picture(s)
1,928
Visits:14
Rarely available beachfront villa in the heart of South Beach, Sea Pines. 1922 South Beach Villas offers breathtaking beach and deep water views from nearly every room, with direct beach access just steps away. Two private balconies—perfect for dolphin watching and taking in unforgettable Lowcountry sunsets.
$2,300,000

108 Lighthouse Road
Hilton Head Island, SC 29928

David & Lisa Fleming
Lighthouse Realty
2Bedroom(s)
2Bathroom(s)
UnassignedParking(s)
1Picture(s)
1,129
Visits:9
Completely renovated in 2025, this gorgeous first-floor villa overlooks the 11th green of Heron Point. Featuring an open floor plan with all-new flooring, kitchen, bathrooms, appliance's & stylish furnishings. Walk to Harbour Town and enjoy world class dining, shops, water-sports and the famous lighthouse.
$744,900

212 Greenwood Drive
Hilton Head Island, SC 29928

Sea Pines South Beach
Sea Pines Real Estate South Beach
2Bedroom(s)
2Bathroom(s)
UnassignedParking(s)
27Picture(s)
1,600
Visits:15
Enjoy amazing golf and long lagoon views from this beautiful 3 bedroom 2 bath villa. Enter the villa via a lovely and private courtyard and come into light and open living spaces. Remodeled kitchen and baths, custom tile flooring throughout, vaulted ceilings and the benefits of an end unit. Roof is new in 2023 and exterior painted in 2024, impact windows and doors, and new closet doors.
$964,000
671 Results returned.Per Page

Sea Pines is a beautiful neighbourhood located on Hilton Head Island, South Carolina and the setting for Sea Pines condos and villas for sale. It is known for its stunning beaches, world-class golf courses, and luxurious Sea Pines condos for sale. If you’re looking for a vacation getaway or a permanent residence, Sea Pines villas for sale are the perfect place to start your search.  Villas for sale in Sea Pines Hilton Head is one of the best bets for family enjoyment and for those interested in generating rental income.

Explore all the sea pines neighborgoods:

Beach Lagoon
Baynard Cove Club
Beach Side
Beachside Tennis
Bluff
Braddock Cove Club
Briarwood
Calibogue Club
Caravel Court
Carolina Place
Clipper Court
Club Course
Cutter Court
Fairway Lane
Fairway Oaks
Fairway One
Fairwood
Gleaneagle Green
Greenwood Garden
Harbour South
Harbour Town Club
Harbour Town Green
Harbourwood
Heritage
Inland Harbour
Ketch Court
Lagoon
Lake Forest
Lawton
Lighthouse I
Lighthouse II
Lighthouse Lane
Lighthouse Road
Lighthouse Tennis
Mariners Way
Muirfield
Night Heron
Ocean Course
Pine Island Club
Plantation Club
Port
Port II
Port Side
Racquet Club
Residents Club
Schooner Court
Sea Loft
Sound
South Beach
South Beach Club
Stoney Creek
Turtle Lane Club
Twin Oaks
Wildwood Spa
Woodbine

Sea Pines Neighborhoods