Spring Summer Rentals
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
Verified & Protected
Coral Sands Resort by Palmera
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,150 ($307/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,832 ($690/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,832 ($690/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($551/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($386/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,401 ($600/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Jun 2–8, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($367/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,004 ($572/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,260 ($609/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/night)
Verified & Protected
Coral Sands Resort by Palmera
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,330 ($190/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/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
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
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
- $4,058 ($580/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
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
Port O'Call
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,347 ($335/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 Heritage Club
Hilton Head Island, South Carolina- Jun 6–10, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($442/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
- $4,110 ($587/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,659 ($237/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)
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 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
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/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
- $1,104 ($221/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,930 ($704/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
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
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 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,313 ($330/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
- $1,104 ($221/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 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
- $3,676 ($525/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
- $5,257 ($751/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
- $4,352 ($622/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
- $3,993 ($570/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
- $5,257 ($751/night)