Sea Pines Home Listings For Sale

In 1958, the first deed to a Sea Pines Plantation lot was signed; within four years, beachfront prices grew by close to 50%. Examining the current real estate market for homesites, homes, villas, and condos, it is easy to see why property values have continued to grow so dramatically. From small, picturesque cottages to sprawling mansions, the Sea Pines Plantation community contains everything you could want when looking to invest in a home. Choose to face a well-planned paved residential avenue or opt for views of the oceanfront, creek, harbor, lake, landscape, pool, sound, tennis court, golfing fairways and greens, woods, lagoon, or marsh.

Homes & Houses For Sale In Sea Pines

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52 Canvasback Road, Hilton Head Island

$9,995,000

52 Canvasback Road, Hilton Head Island

4 Beds 5 Baths 4,025 SqFt Residential MLS # 504472

Open House
33 Ruddy Turnstone Road, Hilton Head Island

$9,375,000

33 Ruddy Turnstone Road, Hilton Head Island

5 Beds 6 Baths 5,837 SqFt Residential
Sun, Jul 12th, 2026 @ 11am - 1pm
MLS # 510013

21 Red Cardinal Road, Hilton Head Island

$7,950,000

21 Red Cardinal Road, Hilton Head Island

7 Beds 5 Baths 6,034 SqFt Residential MLS # 510860

Open House
21 Belted Kingfisher, Hilton Head Island

$7,400,000

↓ $250,000

21 Belted Kingfisher, Hilton Head Island

4 Beds 4 Baths 5,194 SqFt Residential
Sun, Jul 12th, 2026 @ 1pm - 3pm
MLS # 506820

18 Oyster Catcher Road, Hilton Head Island

$6,999,000

18 Oyster Catcher Road, Hilton Head Island

5 Beds 6 Baths 3,669 SqFt Residential MLS # 500303

30 E Beach Lagoon Road, Hilton Head Island

$6,100,000

30 E Beach Lagoon Road, Hilton Head Island

5 Beds 5 Baths 4,449 SqFt Residential MLS # 500143

Open House
4 Plantation Drive, Hilton Head Island

$5,295,000

4 Plantation Drive, Hilton Head Island

5 Beds 6 Baths 4,965 SqFt Residential
Sun, Jul 12th, 2026 @ 12pm - 2pm
MLS # 503477

29 Baynard Park Road, Hilton Head Island

$4,600,000

29 Baynard Park Road, Hilton Head Island

4 Beds 6 Baths 6,042 SqFt Residential MLS # 447864

25 N Calibogue Cay Road, Hilton Head Island

$4,250,000

25 N Calibogue Cay Road, Hilton Head Island

6 Beds 6 Baths 6,000 SqFt Residential MLS # 450230

1 Brown Pelican Road, Hilton Head Island

$4,200,000

1 Brown Pelican Road, Hilton Head Island

4 Beds 4 Baths 2,918 SqFt Residential MLS # 504969

30 Ruddy Turnstone Road, Hilton Head Island

$4,190,000

30 Ruddy Turnstone Road, Hilton Head Island

5 Beds 6 Baths 3,880 SqFt Residential MLS # 504388

21 N Calibogue Cay Road, Hilton Head Island

$3,999,999

21 N Calibogue Cay Road, Hilton Head Island

3 Beds 3 Baths 2,549 SqFt Residential MLS # 504606

34 Tupelo Road, Hilton Head Island

$3,999,000

34 Tupelo Road, Hilton Head Island

7 Beds 7 Baths 4,400 SqFt Residential MLS # 504560

12 Sandhill Crane Road, Hilton Head Island

$3,895,000

↓ $100,000

12 Sandhill Crane Road, Hilton Head Island

5 Beds 6 Baths 3,592 SqFt Residential MLS # 507924

28 W Beach Lagoon Road, Hilton Head Island

$3,895,000

28 W Beach Lagoon Road, Hilton Head Island

4 Beds 5 Baths 3,656 SqFt Residential MLS # 505062