Memorial Day Timeshare Rentals
Observed on the last Monday of May, Memorial Day is a federal holiday in the United States and the perfect long weekend for a first taste of summer vacation. Take advantage of the extra time off to relax, explore, and enjoy your favorite destinations before the summer rush begins!
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($432/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,330 ($619/night)
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Seawatch at Island Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($299/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,532 ($362/night)
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Waterside by Spinnaker
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,745 ($549/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 25–30, 2026 (5 nights)
- 3 bed/3 bath, sleeps 12
- $2,914 ($583/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($463/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,185 ($455/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,166 ($452/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($310/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,832 ($405/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($483/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 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- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Sea Crest Surf and Racquet Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 1 bed/1.5 bath, sleeps 6
- $777 ($111/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Bluewater Resort & Marina
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 22–29, 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- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,802 ($543/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,329 ($266/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($408/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,513 ($502/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,219 ($244/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,159 ($451/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,786 ($541/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($531/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($310/night)