Spring Summer Rentals
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 30 – Jun 6, 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- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,726 ($532/night)
Verified & Protected
Spinnaker at Shipyard
Hilton Head Island, South Carolina- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,660 ($237/night)
Verified & Protected
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($521/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
- $4,222 ($603/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
Verified & Protected
Bluewater Resort & Marina
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($190/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,649 ($521/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,222 ($603/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 5, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,854 ($571/night)
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
- $3,061 ($437/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,475 ($782/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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
- $3,458 ($494/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 5, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 31 – Jun 6, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,528 ($255/night)
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
- $3,458 ($494/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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
- $3,840 ($549/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($497/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 Barony Beach Club
Hilton Head Island, South Carolina- Jun 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/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
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
- $4,145 ($592/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 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
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
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 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,954 ($326/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
- $3,840 ($549/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
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
- $4,712 ($673/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
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
- $3,786 ($541/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
- $3,649 ($521/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
Port O'Call
Hilton Head Island, South Carolina- Jun 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,977 ($282/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
- $2,096 ($299/night)