Spring Summer Rentals
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,110 ($587/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
Verified & Protected
Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($253/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,954 ($326/night)
Verified & Protected
Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,423 ($346/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,313 ($330/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Verified & Protected
Bluewater Resort & Marina
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,469 ($694/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $993 ($199/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,384 ($626/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $993 ($199/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($393/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($485/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,214 ($602/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,352 ($622/night)
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,986 ($284/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
Verified & Protected
Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,200 ($314/night)
Verified & Protected
Sea Crest Surf and Racquet Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $1,412 ($202/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
Verified & Protected
Waterside by Spinnaker
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,019 ($860/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($812/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,930 ($483/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($640/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,483 ($783/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($376/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($790/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,069 ($414/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($812/night)