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 Barony Beach Club
Hilton Head Island, South Carolina- May 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($414/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 18–23, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($440/night)
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,300 ($471/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 18–23, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,578 ($285/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 22–26, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($475/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 22–26, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($475/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,914 ($379/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($343/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,436 ($447/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($425/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,600 ($514/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($393/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 23–27, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($450/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($514/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($421/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,840 ($500/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 23–30, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,949 ($514/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,374 ($570/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,257 ($686/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,914 ($379/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,350 ($764/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($371/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,412 ($575/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,929 ($643/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,700 ($671/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,658 ($607/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 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- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($464/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,039 ($395/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,240 ($421/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,400 ($629/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($643/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,750 ($536/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($286/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,731 ($486/night)
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 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- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($743/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,094 ($664/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,993 ($520/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 25–31, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,491 ($530/night)
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Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 25 – Jun 1, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
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Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 25–30, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,017 ($549/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)