Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,505 ($358/night)
Verified & Protected

Royal Dunes Resort

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $1,987 ($284/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,314 ($331/night)
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,077 ($440/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 16–22, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,968 ($495/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,076 ($439/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,314 ($331/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,641 ($377/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,423 ($346/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,314 ($331/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,112 ($588/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,260 ($323/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,167 ($595/night)
Verified & Protected

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,314 ($331/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,058 ($580/night)
Verified & Protected

Island Links Resort

Hilton Head Island, South Carolina
  • May 17–24, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 10
  • $2,091 ($299/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 19–27, 2026 (8 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,404 ($426/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 21–27, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,186 ($531/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 22–27, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,550 ($310/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,191 ($456/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,829 ($547/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,366 ($767/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–28, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($458/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,186 ($455/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,404 ($486/night)
Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,948 ($564/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,532 ($362/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,257 ($751/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,268 ($467/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 22–29, 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 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,622 ($517/night)

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,368 ($338/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($549/night)
Verified & Protected

Sea Crest Surf and Racquet Club

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 1 bed/1.5 bath, sleeps 6
  • $777 ($111/night)
Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,385 ($626/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,314 ($331/night)
Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,987 ($284/night)
Verified & Protected

Seawatch at Island Club

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,704 ($243/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,786 ($541/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($393/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,268 ($467/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,150 ($307/night)
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,159 ($451/night)
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
  • $4,167 ($595/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 24–31, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,586 ($370/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 24–31, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($549/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 24–31, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($471/night)
Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 24–31, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,603 ($658/night)