Most expensive homes for sale in Hilton Head Island

Written by:
March 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.

#30. 30 Mallard St, Hilton Head Island

- Price: $3,599,000
- 7 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 3,972
- Price per square foot: $906
- Lot size: 0.2 acres
- Days on market: 41 days
- 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: 334 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: 114 days
- View listing on realtor.com

#27. 20 Knotts Way, Hilton Head Island

- Price: $3,995,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,946
- Price per square foot: $807
- Days on market: 18 days
- View listing on realtor.com

#26. 1 Green Heron Rd, Hilton Head Island

- Price: $3,995,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,150
- Price per square foot: $962
- Days on market: 90 days (-$200,000 price reduction since listing)
- View listing on realtor.com

#25. 3 Armada St, Hilton Head Island

- Price: $4,250,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,418
- Price per square foot: $784
- Days on market: 295 days
- View listing on realtor.com

#24. 3 Steam Gun Pl, Hilton Head Island

- Price: $4,499,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,101
- Price per square foot: $881
- Lot size: 0.8 acres
- Days on market: 54 days (-$41,000 price reduction since listing)
- View listing on realtor.com

#23. 18 Oyster Shell Ln, Hilton Head Island

- Price: $4,500,000
- 5 bedrooms, 6 full bathrooms
- Square feet: 6,543
- Price per square foot: $687
- Days on market: 4 days
- 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: 139 days
- View listing on realtor.com

#21. 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: 33 days
- View listing on realtor.com

#20. 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: 33 days
- View listing on realtor.com

#19. 9 Armada St, Hilton Head Island

- Price: $5,250,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 6,741
- Price per square foot: $778
- Days on market: 4 days
- View listing on realtor.com

#18. 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
- Lot size: 0.2 acres
- Days on market: 45 days
- View listing on realtor.com

#17. 25 N Calibogue Cay Rd, Hilton Head Island

- Price: $5,800,000
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,146
- Price per square foot: $1,398
- Days on market: 15 days
- View listing on realtor.com

#16. 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: 401 days (-$300,000 price reduction since listing)
- View listing on realtor.com

#15. 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: 94 days
- View listing on realtor.com

#14. 34 W Beach Lagoon Dr, Hilton Head Island

- Price: $5,950,000
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 2,872
- Price per square foot: $2,071
- Lot size: 1.6 acres
- Days on market: 3 days
- View listing on realtor.com

#13. 34 W Beach Lagoon Rd, Hilton Head Island

- Price: $5,950,000
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 2,872
- Price per square foot: $2,071
- Days on market: 2 days
- View listing on realtor.com

#12. 10 Brams Point Rd, Hilton Head Island

- Price: $5,995,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,941
- Price per square foot: $1,009
- Days on market: 184 days (-$155,000 price reduction since listing)
- View listing on realtor.com

#11. 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: 37 days
- View listing on realtor.com

#10. 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: 37 days
- View listing on realtor.com

#9. 16 Painted Bunting Rd, Hilton Head Island

- Price: $6,995,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,364
- Price per square foot: $2,958
- Days on market: 27 days (-$1,005,000 price reduction since listing)
- View listing on realtor.com

#8. 73 Brams Point Rd, Hilton Head Island

- Price: $7,200,000
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 7,183
- Price per square foot: $1,002
- Days on market: 4 days
- View listing on realtor.com

#7. 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: 178 days
- View listing on realtor.com

#6. 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: 207 days
- View listing on realtor.com

#5. 9 Bayberry Ln, Hilton Head Island

- Price: $7,599,000
- 5 bedrooms, 5 full bathrooms
- Square feet: 3,641
- Price per square foot: $2,087
- Days on market: 4 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: 95 days
- View listing on realtor.com

#3. 52 Canvasback Rd, Hilton Head Island

- Price: $10,199,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,025
- Price per square foot: $2,533
- Days on market: 26 days
- View listing on realtor.com

#2. 28 Green Heron Rd, Hilton Head Island

- Price: $10,499,000
- 5 bedrooms, 5 full bathrooms
- Square feet: 4,450
- Price per square foot: $2,359
- Lot size: 0.5 acres
- Days on market: 60 days (-$251,000 price reduction since listing)
- View listing on realtor.com

#1. 9 Brown Pelican Rd, Hilton Head Island

- Price: $15,000,000
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 7,000
- Price per square foot: $2,142
- Days on market: 15 days
- View listing on realtor.com

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