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.
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 25–30, 2025 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,900 ($580/night)
Verified & Protected
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 25 – Jun 1, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 25 – Jun 1, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,895 ($556/night)
Verified & Protected
Island Links Resort
Hilton Head Island, South Carolina- May 25 – Jun 1, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $1,873 ($242/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 25–31, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,491 ($530/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 25 – Jun 1, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,839 ($500/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 25 – Jun 1, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($575/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 25 – Jun 1, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,650 ($664/night)
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 30 – Jun 6, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,750 ($536/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 30 – Jun 6, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,358 ($699/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,450 ($493/night)
Verified & Protected
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
Verified & Protected
Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($400/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,380 ($571/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,500 ($643/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,500 ($500/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,000 ($1,000/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,400 ($486/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,240 ($421/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($600/night)
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,600 ($514/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,750 ($536/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,000 ($429/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- May 31 – Jun 7, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,250 ($607/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 1–6, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($600/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 1–6, 2025 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,385 ($250/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,015 ($785/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,925 ($642/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 1–6, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($600/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,366 ($700/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Jun 1–6, 2025 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($350/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,380 ($571/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,870 ($553/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 1–7, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($667/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($429/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,890 ($556/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($714/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
Verified & Protected
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 2–8, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($617/night)
Verified & Protected
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 2–7, 2025 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($400/night)
Verified & Protected
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 4–9, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($500/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,184 ($414/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Jun 6–11, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($500/night)
Verified & Protected
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jun 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,162 ($542/night)
Verified & Protected
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($857/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($386/night)