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- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($615/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($714/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($746/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,804 ($561/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($586/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($615/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Aug 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($419/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 26 – Sep 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 27 – Sep 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,766 ($681/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Southwind II
Hilton Head Island, South Carolina- Aug 29 – Sep 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,096 ($299/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,756 ($537/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Aug 30 – Sep 6, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Aug 30 – Sep 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,764 ($353/night)
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Royal Dunes Resort
Hilton Head Island, South Carolina- May 29 – Jun 5, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,095 ($299/night)