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

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • Jun 1, 2024 - Jun 8, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,080 ($440/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • May 31, 2024 - Jun 5, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,750 ($350/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 2, 2024 - Jun 7, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,900 ($380/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 1, 2024 - Jun 8, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,700 ($243/night)
Verified Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1, 2024 - Jun 8, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,350 ($336/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31, 2024 - Jun 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,499 ($357/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 2, 2024 - Jun 9, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,600 ($371/night)
Verified

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • Jun 1, 2024 - Jun 8, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,500 ($500/night)
Verified

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 2, 2024 - Jun 7, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $950 ($190/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 2, 2024 - Jun 7, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,250 ($450/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 6, 2024 - Jun 9, 2024 (3 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,000 ($667/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 6, 2024 - Jun 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,950 ($421/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 7, 2024 - Jun 14, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,099 ($443/night)

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Jun 7, 2024 - Jun 14, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,500 ($500/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 8, 2024 - Jun 15, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,800 ($543/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 8, 2024 - Jun 15, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,300 ($329/night)

Royal Dunes Resort

Hilton Head Island, South Carolina
  • Jun 8, 2024 - Jun 15, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $1,300 ($186/night)
Verified

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 8, 2024 - Jun 15, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,200 ($314/night)
Verified

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 8, 2024 - Jun 15, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,750 ($250/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 9, 2024 - Jun 16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,570 ($510/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 9, 2024 - Jun 14, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,600 ($320/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 9, 2024 - Jun 14, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,000 ($400/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 9, 2024 - Jun 14, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,000 ($400/night)
Verified Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 9, 2024 - Jun 16, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,400 ($486/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 9, 2024 - Jun 14, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,800 ($360/night)
Verified

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Jun 9, 2024 - Jun 14, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,000 ($200/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 10, 2024 - Jun 15, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,010 ($802/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 14, 2024 - Jun 21, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,800 ($543/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 14, 2024 - Jun 21, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($393/night)

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Jun 14, 2024 - Jun 21, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,550 ($364/night)
Verified & Protected

Southwind Resort

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $4,930 ($643/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,500 ($500/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,200 ($600/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,100 ($443/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,195 ($456/night)
Verified

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,499 ($500/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,650 ($521/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,995 ($285/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($571/night)
Verified

Seawatch at Island Club

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,350 ($336/night)

Island Club - Ocean View

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 1 bed/1.5 bath, sleeps 4
  • $1,250 ($179/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 15, 2024 - Jun 22, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,199 ($171/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Jun 16, 2024 - Jun 21, 2024 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,745 ($499/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 16, 2024 - Jun 23, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,999 ($714/night)
Verified & Protected

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • Jun 16, 2024 - Jun 23, 2024 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,110 ($143/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 16, 2024 - Jun 23, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,450 ($350/night)
Verified & Protected

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • Jun 16, 2024 - Jun 23, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,275 ($164/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 16, 2024 - Jun 23, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,200 ($285/night)