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- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($463/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 17–19, 2026 (2 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($775/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,617 ($517/night)
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Voted Top Pick 2026
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 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Voted Top Pick 2026
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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Disney's Hilton Head Island Resort
Hilton Head Island, South Carolina- Apr 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 9
- $4,080 ($1,020/night)
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Voted Top Pick 2026
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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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
- $3,687 ($527/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
- $2,696 ($385/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
- $3,403 ($486/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)
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/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
- $1,877 ($268/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
- $1,704 ($243/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
- $1,660 ($237/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
- $2,096 ($299/night)
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/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
- $1,627 ($232/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
- $1,330 ($190/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
- $3,268 ($467/night)
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Seawatch at Island Club
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 7
- $1,605 ($229/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
- $1,660 ($237/night)
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Island Links Resort
Hilton Head Island, South Carolina- Apr 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Apr 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($393/night)
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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Apr 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($268/night)
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Voted Top Pick 2026
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 Club at Harbour Town
Hilton Head Island, South Carolina- Apr 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,368 ($338/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)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 20 – May 13, 2026 (23 nights)
- 2 bed/2 bath, sleeps 8
- $16,375 ($712/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,183 ($364/night)
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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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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 21 – May 4, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($383/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Apr 22–26, 2026 (4 nights)
- 3 bed/3 bath, sleeps 12
- $3,132 ($783/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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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 25–30, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($222/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
- $3,453 ($493/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,284 ($469/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 25–29, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($332/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,986 ($284/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/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
- $4,167 ($595/night)