Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 25–30, 2026 (5 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,132 ($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
  • $3,295 ($471/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
  • $4,384 ($626/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
  • $4,930 ($704/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
  • $3,230 ($461/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
  • $3,185 ($455/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
  • $4,222 ($603/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
  • $4,385 ($626/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
  • $3,922 ($560/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 24–31, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,859 ($408/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
  • $3,295 ($471/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 Barony Beach Club

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 23–27, 2026 (4 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,205 ($551/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
  • $3,649 ($521/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
  • $5,366 ($767/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
  • $1,110 ($159/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 Grande Ocean

Hilton Head Island, South Carolina
  • May 24–31, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,366 ($767/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
  • $3,077 ($440/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
  • $3,077 ($440/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 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

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • May 24–31, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,932 ($276/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,660 ($237/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
  • $4,602 ($657/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
  • $4,602 ($657/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 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
  • $2,914 ($416/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
  • $3,513 ($502/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
  • $3,802 ($543/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • May 24–29, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,549 ($310/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
  • $3,295 ($471/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–28, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($549/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)
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
  • $3,295 ($471/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,167 ($595/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 22–29, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,949 ($564/night)
Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • May 24–29, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,329 ($266/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

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,769 ($253/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
  • $3,224 ($461/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
  • $3,840 ($549/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

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 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
  • $3,949 ($564/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)
Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • May 24–29, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,549 ($310/night)