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 Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,714 ($245/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,330 ($619/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,522 ($304/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,336 ($619/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 10–17, 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- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Voted Top Pick 2025
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 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 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- Apr 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/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)
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,647 ($807/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
- $3,295 ($549/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($237/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
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 2025
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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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($521/night)
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Voted Top Pick 2025
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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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,543 ($363/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
- $3,944 ($563/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/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
- $3,829 ($547/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
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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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/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
- $3,949 ($564/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
- $4,385 ($626/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
- $3,022 ($432/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/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 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($470/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 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- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 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- Apr 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,276 ($611/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,438 ($491/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
- $3,622 ($604/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)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–20, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($494/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,611 ($516/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,993 ($570/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,802 ($543/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 12–20, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $5,420 ($678/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)