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.

Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 18–25, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,622 ($471/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 23–30, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,004 ($521/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 23–30, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,004 ($521/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,112 ($536/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,497 ($455/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,268 ($425/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($500/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,949 ($514/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 23–30, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,914 ($379/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($393/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $5,257 ($686/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,696 ($350/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($357/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,700 ($671/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,859 ($371/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,693 ($743/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,094 ($664/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,205 ($286/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,993 ($520/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($429/night)
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,412 ($575/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,458 ($450/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,039 ($395/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($643/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,240 ($421/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,000 ($429/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,914 ($379/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,750 ($536/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 24–31, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $5,350 ($764/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,412 ($575/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,650 ($664/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,077 ($400/night)
Verified & Protected

Island Links Resort

Hilton Head Island, South Carolina
  • May 25 – Jun 1, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 10
  • $1,873 ($242/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 25–31, 2025 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,513 ($533/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • May 25–30, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,900 ($580/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 25–30, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,017 ($549/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,603 ($600/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 25 – Jun 1, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,839 ($500/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($500/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 25 – Jun 1, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,895 ($556/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 30 – Jun 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,358 ($699/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 30 – Jun 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,750 ($536/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 30 – Jun 6, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,794 ($625/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,000 ($429/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,000 ($571/night)
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($643/night)