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 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($912/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,329 ($266/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($572/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($572/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($528/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($577/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($594/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($370/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($654/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,730 ($746/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,730 ($746/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,730 ($746/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,730 ($746/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,730 ($746/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,730 ($746/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,730 ($746/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 15–21, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,001 ($500/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 17–24, 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- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,766 ($681/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,469 ($694/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,786 ($541/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Royal Dunes Resort
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,987 ($284/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,750 ($393/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,422 ($346/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($432/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 19–25, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($912/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 19–25, 2026 (6 nights)
- 3 bed/3 bath, sleeps 12
- $4,930 ($822/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 20–25, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($637/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Apr 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($458/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,794 ($685/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)