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

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 29, 2024 - Jul 6, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,400 ($200/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 29, 2024 - Jul 6, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,800 ($400/night)

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 29, 2024 - Jul 6, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,895 ($271/night)

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • Jun 29, 2024 - Jul 5, 2024 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,295 ($549/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,603 ($600/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,000 ($429/night)

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $832 ($119/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,150 ($450/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,500 ($643/night)

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $832 ($119/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,550 ($650/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,000 ($429/night)

Bluewater Resort & Marina

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 1 bed/1 bath, sleeps 1
  • $1,040 ($149/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,599 ($800/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,899 ($557/night)
Verified

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,300 ($329/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 30, 2024 - Jul 7, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($714/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 1, 2024 - Jul 7, 2024 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($833/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jul 2, 2024 - Jul 9, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,660 ($214/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 4, 2024 - Jul 11, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,676 ($479/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,077 ($400/night)
Verified Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,100 ($443/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,500 ($357/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,112 ($536/night)
Verified

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,900 ($557/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,840 ($500/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,835 ($499/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,856 ($240/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,330 ($171/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 5, 2024 - Jul 12, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,358 ($568/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,200 ($600/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($429/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $5,474 ($714/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($357/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,450 ($636/night)
Verified Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,100 ($586/night)
Verified & Protected

Ocean Cove Club at Palmetto Dunes

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,714 ($221/night)
Verified & Protected

Cottages at Shipyard

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $1,824 ($236/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,950 ($564/night)

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $1,595 ($228/night)
Verified & Protected

Spinnaker at Shipyard

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $2,095 ($271/night)

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $2,600 ($371/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,900 ($700/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,764 ($490/night)

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,495 ($214/night)

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,080 ($440/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,726 ($485/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jul 6, 2024 - Jul 13, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $3,200 ($457/night)