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 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,636 ($439/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 7–21, 2026 (14 nights)
- 2 bed/2 bath, sleeps 6
- $3,153 ($225/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 9–19, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($466/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,764 ($538/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,835 ($548/night)
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Southwind Resort
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,150 ($307/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,658 ($665/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,987 ($284/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 11–14, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,824 ($608/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,535 ($505/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,696 ($385/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($521/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($190/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,072 ($439/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($299/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,769 ($253/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,140 ($591/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,987 ($284/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($408/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 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- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,457 ($494/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($531/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)