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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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
- $3,268 ($467/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,532 ($362/night)
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
- $4,111 ($587/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Apr 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $555 ($185/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
- $1,110 ($555/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
- $1,627 ($232/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
- $3,077 ($440/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)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,546 ($221/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
- $3,949 ($564/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
- $2,640 ($377/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
- $1,220 ($174/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- Apr 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($166/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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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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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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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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Bluewater Resort & Marina
Hilton Head Island, South Carolina- Apr 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/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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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 19–25, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,142 ($524/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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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 Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,747 ($291/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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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
- $3,568 ($274/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
- $2,205 ($441/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- Apr 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($331/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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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Apr 24 – May 1, 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 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($458/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
- $2,696 ($385/night)
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
- $2,968 ($424/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
- $1,932 ($276/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
- $1,772 ($253/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)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Apr 25 – May 2, 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 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
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
- $3,077 ($440/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
- $1,550 ($221/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)
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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
- $1,220 ($305/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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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
- $3,069 ($438/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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Royal Dunes Resort
Hilton Head Island, South Carolina- Apr 26 – May 3, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,660 ($237/night)