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.

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Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($714/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,993 ($520/night)
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Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,167 ($543/night)

Waterside by Spinnaker

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 3
  • $2,400 ($343/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,500 ($500/night)
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Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,839 ($500/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,195 ($599/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,750 ($536/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,100 ($586/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,275 ($468/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,603 ($600/night)
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Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,712 ($614/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 21–28, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,420 ($707/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 22–27, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,138 ($205/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 22–27, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,205 ($400/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,500 ($500/night)
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Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 22–27, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,660 ($300/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,500 ($643/night)
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Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($643/night)
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Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 22–27, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,832 ($515/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 22–27, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($550/night)
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Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 22–29, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,930 ($643/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,993 ($520/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 22–27, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,832 ($515/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 23–28, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,300 ($660/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 27 – Jul 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,148 ($671/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 27 – Jul 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,058 ($529/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 27 – Jul 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,795 ($399/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 27 – Jul 4, 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 27 – Jul 4, 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 27 – Jul 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,565 ($857/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 27 – Jul 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($643/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 27 – Jul 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,786 ($493/night)
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Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,276 ($557/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $5,475 ($714/night)
Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,790 ($399/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,000 ($429/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,499 ($500/night)

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,000 ($571/night)
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Royal Dunes Resort

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $1,660 ($214/night)
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,095 ($442/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,500 ($500/night)

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,995 ($428/night)
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Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,404 ($443/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($571/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $8,745 ($1,143/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,385 ($571/night)