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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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 19–26, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $3,185 ($414/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 19–26, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,568 ($464/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($429/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($271/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($357/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 19–25, 2025 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($250/night)
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,800 ($543/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 19–23, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($488/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 20–25, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($400/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 20–26, 2025 (6 nights)
- 3 bed/3 bath, sleeps 12
- $5,500 ($917/night)
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Vacation Time of Hilton Head Island - Ocean Dunes
Hilton Head Island, South Carolina- Apr 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($229/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,240 ($421/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 20–25, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,069 ($375/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($371/night)
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 20–26, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,500 ($417/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 21–29, 2025 (8 nights)
- 2 bed/2 bath, sleeps 8
- $3,940 ($449/night)
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 21–27, 2025 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,200 ($533/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 21–26, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($450/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,271 ($556/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 25 – May 2, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($429/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($529/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,458 ($450/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,220 ($157/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($400/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($414/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 26 – May 3, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($457/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 26 – May 3, 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- Apr 26 – May 3, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,513 ($457/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 27 – May 4, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($371/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 27 – May 4, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($414/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 27 – May 4, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,795 ($399/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 27 – May 4, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 30 – May 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($343/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,396 ($180/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,240 ($421/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 3–9, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($483/night)
Port O'Call
Hilton Head Island, South Carolina- May 3–10, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,750 ($250/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,000 ($429/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 3–11, 2025 (8 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($538/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 3–10, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
Waterside by Spinnaker
Hilton Head Island, South Carolina- May 3–10, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,650 ($236/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 4–9, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,764 ($319/night)