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 Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 26 – May 3, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,696 ($385/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 26 – May 2, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($586/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 26 – May 3, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,617 ($517/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 26 – May 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 26 – May 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 27 – May 3, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,791 ($298/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,878 ($376/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 2–9, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,295 ($471/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 3–8, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($572/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 3–8, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,329 ($266/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 3–8, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($310/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,804 ($401/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,004 ($572/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,786 ($541/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($432/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,291 ($470/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,329 ($266/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,042 ($577/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,878 ($376/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,148 ($735/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 12–24, 2026 (12 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($229/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $3,294 ($1,098/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 15–22, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,840 ($549/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($354/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($461/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)