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.

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 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)

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

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
  • $3,491 ($530/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 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)
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 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 Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,450 ($493/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

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

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,077 ($400/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,380 ($571/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
  • $4,500 ($643/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
  • $3,500 ($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)
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
  • $7,000 ($1,000/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
  • $3,400 ($486/night)
Verified & Protected

Marriott's Monarch at Sea Pines

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

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,603 ($600/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,600 ($514/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
  • $3,750 ($536/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)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,250 ($607/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 1–6, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($600/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 1–6, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,385 ($250/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,015 ($785/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,925 ($642/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 1–6, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($600/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $5,366 ($700/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 1–6, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,932 ($350/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,380 ($571/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,870 ($553/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–7, 2025 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,385 ($667/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,295 ($429/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,890 ($556/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($714/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($500/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 2–8, 2025 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,058 ($617/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 2–7, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,205 ($400/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 4–9, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($500/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,184 ($414/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Jun 6–11, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,749 ($500/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,162 ($542/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,565 ($857/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,968 ($386/night)