Spring Summer Rentals
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 25–30, 2026 (5 nights)
- 3 bed/3 bath, sleeps 12
- $2,532 ($506/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 29 – Jun 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 29 – Jun 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 29 – Jun 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 29 – Jun 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 29 – Jun 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 29 – Jun 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 29 – Jun 5, 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- May 29 – Jun 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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
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
- $4,821 ($689/night)
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
- $3,268 ($467/night)
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
- $3,268 ($467/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
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
- $3,295 ($471/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
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
- $3,840 ($549/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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
- $3,077 ($440/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
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
- $4,167 ($595/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
- $3,832 ($547/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
- $3,840 ($549/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 30 – Jun 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($533/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
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)
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 31 – Jun 6, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,279 ($546/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 5, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,017 ($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
- $2,505 ($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 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 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)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
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
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)
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
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
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
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
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
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
- $4,603 ($658/night)