Spring & Summer Rentals

Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.

Spring & Summer Rentals in Hilton Head Island

Sea Crest Surf and Racquet Club

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 1 bed/1 bath, sleeps 6
  • $990 ($141/night)
Verified Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,995 ($428/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,499 ($357/night)
Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,220 ($157/night)

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $1,600 ($229/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($500/night)
Verified Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,000 ($571/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,750 ($536/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($429/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,749 ($536/night)
Verified & Protected

Southwind Resort

Hilton Head Island, South Carolina
  • Aug 3–10, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $1,660 ($214/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Aug 4–9, 2024 (5 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,700 ($740/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 4–11, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,500 ($643/night)

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • Aug 4–11, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 2
  • $1,995 ($285/night)

Ocean Palms Resort at Port Royal

Hilton Head Island, South Carolina
  • Aug 4–11, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,750 ($250/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 4–9, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($500/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 4–11, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,599 ($514/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 4–9, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,600 ($520/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Aug 4–11, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,500 ($500/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Aug 4–10, 2024 (6 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,786 ($575/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Aug 4–11, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,077 ($400/night)
Verified & Protected

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • Aug 4–11, 2024 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,358 ($175/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 4–9, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,205 ($400/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Aug 6–13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,440 ($186/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($471/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,836 ($499/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,836 ($499/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,649 ($475/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,385 ($571/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,167 ($543/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($429/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 9–13, 2024 (4 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,650 ($662/night)
Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,772 ($360/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Aug 9–11, 2024 (2 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,300 ($650/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Aug 9–16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,535 ($329/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,657 ($345/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,458 ($450/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,999 ($428/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,458 ($450/night)

Seawatch at Island Club

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,000 ($286/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,112 ($536/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Aug 10–16, 2024 (6 nights)
  • 3 bed/3 bath, sleeps 12
  • $6,565 ($1,000/night)
Verified & Protected

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,605 ($207/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,600 ($371/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,385 ($571/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,565 ($595/night)
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,731 ($486/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Aug 10–17, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,403 ($443/night)