Most expensive homes for sale in Hilton Head Island
Written by:
February 18, 2025
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Most expensive homes for sale in Hilton Head Island
Stacker compiled a list of the most expensive homes in Hilton Head Island listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.
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#30. 25 Starboard Tack, Hilton Head Island
- Price: $3,750,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,774
- Price per square foot: $649
- Days on market: 150 days (-$245,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,774
- Price per square foot: $649
- Days on market: 150 days (-$245,000 price reduction since listing)
- View listing on realtor.com
#29. 20 Canvasback Rd, Hilton Head Island
- Price: $3,829,000
- 5 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 4,296
- Price per square foot: $891
- Days on market: 306 days (-$66,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 4,296
- Price per square foot: $891
- Days on market: 306 days (-$66,000 price reduction since listing)
- View listing on realtor.com
#28. 22 Bradley Cir, Hilton Head Island
- Price: $3,990,000
- 10 bedrooms, 10 full bathrooms, 2 half bathrooms
- Square feet: 7,224
- Price per square foot: $552
- Lot size: 0.1 acres
- Days on market: 86 days
- View listing on realtor.com
- 10 bedrooms, 10 full bathrooms, 2 half bathrooms
- Square feet: 7,224
- Price per square foot: $552
- Lot size: 0.1 acres
- Days on market: 86 days
- View listing on realtor.com
#27. 3 Armada St, Hilton Head Island
- Price: $3,995,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,418
- Price per square foot: $737
- Days on market: 267 days (-$255,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,418
- Price per square foot: $737
- Days on market: 267 days (-$255,000 price reduction since listing)
- View listing on realtor.com
#26. 35 Baynard Park Rd, Hilton Head Island
- Price: $3,999,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,175
- Price per square foot: $1,838
- Days on market: 94 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,175
- Price per square foot: $1,838
- Days on market: 94 days
- View listing on realtor.com
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#25. 1 Green Heron Rd, Hilton Head Island
- Price: $4,195,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,150
- Price per square foot: $1,010
- Days on market: 62 days (-$200,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,150
- Price per square foot: $1,010
- Days on market: 62 days (-$200,000 price reduction since listing)
- View listing on realtor.com
#24. 30 Dune Ln, Hilton Head Island
- Price: $4,399,000
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 4,400
- Price per square foot: $999
- Days on market: 46 days
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 4,400
- Price per square foot: $999
- Days on market: 46 days
- View listing on realtor.com
#23. 3 Steam Gun Pl, Hilton Head Island
- Price: $4,740,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,101
- Price per square foot: $929
- Lot size: 0.8 acres
- Days on market: 26 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,101
- Price per square foot: $929
- Lot size: 0.8 acres
- Days on market: 26 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#22. 3 Ketch, Hilton Head Island
- Price: $4,750,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,086
- Price per square foot: $780
- Days on market: 111 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,086
- Price per square foot: $780
- Days on market: 111 days
- View listing on realtor.com
#21. 3 Bald Eagle Rd, Hilton Head Island
- Price: $4,750,000
- 6 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 4,750
- Price per square foot: $1,000
- Days on market: 266 days
- View listing on realtor.com
- 6 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 4,750
- Price per square foot: $1,000
- Days on market: 266 days
- View listing on realtor.com
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#20. 58 N Sea Pines Dr, Hilton Head Island
- Price: $4,900,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,631
- Price per square foot: $738
- Days on market: 5 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,631
- Price per square foot: $738
- Days on market: 5 days
- View listing on realtor.com
#19. 30 Ruddy Turnstone Rd, Hilton Head Island
- Price: $4,995,000
- 5 bedrooms, 6 full bathrooms
- Square feet: 3,880
- Price per square foot: $1,287
- Days on market: 688 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms
- Square feet: 3,880
- Price per square foot: $1,287
- Days on market: 688 days
- View listing on realtor.com
#18. 24 Sanddollar Rd, Hilton Head Island
- Price: $5,200,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,493
- Price per square foot: $1,157
- Days on market: 5 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,493
- Price per square foot: $1,157
- Days on market: 5 days
- View listing on realtor.com
#17. 116 Mooring Buoy, Hilton Head Island
- Price: $5,295,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,803
- Price per square foot: $1,102
- Days on market: 5 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,803
- Price per square foot: $1,102
- Days on market: 5 days
- View listing on realtor.com
#16. 12 Cassina Ln, Hilton Head Island
- Price: $5,595,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,913
- Price per square foot: $1,429
- Days on market: 24 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,913
- Price per square foot: $1,429
- Days on market: 24 days
- View listing on realtor.com
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#15. 11 N Calibogue Cay Rd, Hilton Head Island
- Price: $5,950,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,473
- Price per square foot: $919
- Days on market: 373 days (-$300,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,473
- Price per square foot: $919
- Days on market: 373 days (-$300,000 price reduction since listing)
- View listing on realtor.com
#14. 1 Beach Lagoon Rd Apt 23, Hilton Head Island
- Price: $5,950,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,040
- Price per square foot: $1,957
- Lot size: 0.1 acres
- Days on market: 66 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,040
- Price per square foot: $1,957
- Lot size: 0.1 acres
- Days on market: 66 days
- View listing on realtor.com
#13. 1 Beach Lagoon Rd, Hilton Head Island
- Price: $5,950,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,040
- Price per square foot: $1,957
- Days on market: 66 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 3,040
- Price per square foot: $1,957
- Days on market: 66 days
- View listing on realtor.com
#12. 30 W Beach Lagoon Dr, Hilton Head Island
- Price: $6,195,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,226
- Price per square foot: $1,465
- Lot size: 0.7 acres
- Days on market: 9 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,226
- Price per square foot: $1,465
- Lot size: 0.7 acres
- Days on market: 9 days
- View listing on realtor.com
#11. 30 W Beach Lagoon Rd, Hilton Head Island
- Price: $6,195,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,776
- Price per square foot: $1,640
- Days on market: 9 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,776
- Price per square foot: $1,640
- Days on market: 9 days
- View listing on realtor.com
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#10. 13 Piping Plover Rd, Hilton Head Island
- Price: $6,495,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,383
- Price per square foot: $1,481
- Days on market: 69 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,383
- Price per square foot: $1,481
- Days on market: 69 days
- View listing on realtor.com
#9. 10 Brams Point Rd, Hilton Head Island
- Price: $6,500,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,941
- Price per square foot: $1,094
- Days on market: 156 days
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,941
- Price per square foot: $1,094
- Days on market: 156 days
- View listing on realtor.com
#8. 35 Ruddy Turnstone Rd, Hilton Head Island
- Price: $6,950,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,617
- Price per square foot: $1,237
- Days on market: 160 days (-$500,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,617
- Price per square foot: $1,237
- Days on market: 160 days (-$500,000 price reduction since listing)
- View listing on realtor.com
#7. 70 Brams Point Rd, Hilton Head Island
- Price: $7,000,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 8,000
- Price per square foot: $875
- Days on market: 485 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 8,000
- Price per square foot: $875
- Days on market: 485 days
- View listing on realtor.com
#6. 206 N Sea Pines Dr, Hilton Head Island
- Price: $7,495,000
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 8,560
- Price per square foot: $875
- Days on market: 150 days
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 8,560
- Price per square foot: $875
- Days on market: 150 days
- View listing on realtor.com
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#5. 18 Armada St, Hilton Head Island
- Price: $7,495,000
- 6 bedrooms, 7 full bathrooms
- Square feet: 6,398
- Price per square foot: $1,171
- Days on market: 179 days
- View listing on realtor.com
- 6 bedrooms, 7 full bathrooms
- Square feet: 6,398
- Price per square foot: $1,171
- Days on market: 179 days
- View listing on realtor.com
#4. 6 Overlook Pl, Hilton Head Island
- Price: $8,200,000
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 8,661
- Price per square foot: $946
- Days on market: 67 days
- View listing on realtor.com
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 8,661
- Price per square foot: $946
- Days on market: 67 days
- View listing on realtor.com
#3. 125 Dune Ln, Hilton Head Island
- Price: $8,475,000
- 7 bedrooms, 8 full bathrooms, 2 half bathrooms
- Square feet: 4,689
- Price per square foot: $1,807
- Days on market: 12 days
- View listing on realtor.com
- 7 bedrooms, 8 full bathrooms, 2 half bathrooms
- Square feet: 4,689
- Price per square foot: $1,807
- Days on market: 12 days
- View listing on realtor.com
#2. 28 Green Heron Rd, Hilton Head Island
- Price: $10,750,000
- 5 bedrooms, 5 full bathrooms
- Square feet: 3,757
- Price per square foot: $2,861
- Days on market: 32 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms
- Square feet: 3,757
- Price per square foot: $2,861
- Days on market: 32 days
- View listing on realtor.com
#1. 15 Bald Eagle Rd, Hilton Head Island
- Price: $13,975,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 6,500
- Price per square foot: $2,150
- Days on market: 509 days (-$1,020,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 6,500
- Price per square foot: $2,150
- Days on market: 509 days (-$1,020,000 price reduction since listing)
- View listing on realtor.com
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