Private Pool
21 properties available
Featuring the newest Beach Oriented home in Sea Pines! Construction just completed in spring of 2025!
Escape to luxury in this stunning newly built coastal retreat in the heart of Sea Pines, just moments from the beach. Designed with elegance and comfort in mind, this spacious home offers thoughtfully designed living across three levels.
On the m
3 Bald Eagle Road
House
6
bedrooms
4
baths
1
half-baths
14
guests
5
(8)
Proudly hosted by Island Rentals of Hilton Head, this stunning home offers the perfect retreat for families, friends, and even your furry companions. Just steps from the beach and only minutes from Coligny Plaza, you\'ll have easy access to Hilton Head\'s best dining, shopping, and entertainment. Whether you\'re planning a relaxing getaway or an ac
2 Night Hawk
House
5
bedrooms
4
baths
15
guests
5
(86)
4th Row Ocean | Pet Friendly | Private Pool | Steps to the Beach
Proudly hosted by Island Rentals of Hilton Head. Welcome to your dream getaway — a beautifully updated, coastal-chic retreat designed for unforgettable family vacations and group escapes. Just a one-minute walk from the pristine shoreline, this elevated 4-bedroom, 2.5-bath home blend
4 Night Hawk
House
4
bedrooms
2
baths
1
half-baths
9
guests
5
(61)
Proudly hosted by Island Rentals of Hilton Head, this newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and an unbeatable location within Sea Pines. Situated on peaceful Tupelo Street with minimal traffic, this retreat provides the perfect balance of tranquility and convenience—just a short bike ride from the
20 Tupelo
House
3
bedrooms
2
baths
8
guests
5
(54)
6 Cannon Row, Sea Pines
Private Home, New Private Pool
Basic Features:
- 2121 sq. ft.
- 3 bed, 2 Bath
- 2 Kings, 2 Twins, 2 Bunk Beds
- TV/DVD player in living room
- Fireplace (For Decorative Purposes Only)
- Gas Grill
- Huge back deck with lagoon view
- WiFi
- 1 Hour free tennis daily at South Beach Racquet Club
- 1 Car pass into Sea Pines
- 4 F
6 Cannon Row
House
3
bedrooms
2
baths
8
guests
5
(81)
Proudly hosted by Island Rentals of Hilton Head, 3 Nighthawk is a charming 4th-row ocean home ideally located in the highly desirable North Forest Beach area of Hilton Head Island. Just a one-minute walk to the beach, this pet-friendly retreat offers the perfect blend of comfort, convenience, and classic beachside living. With a private pool, fence
3 Night Hawk
House
4
bedrooms
2
baths
1
half-baths
11
guests
5
(55)
Proudly hosted by Island Rentals of Hilton Head, this incredible Sea Pines retreat has undergone extensive updates for 2025 and offers an exceptional setting for large families or groups vacationing together. Thoughtfully designed with both a five-bedroom main house and a two-bedroom attached guest house, the property comfortably sleeps up to fourt
28 Plantation Drive
House
7
bedrooms
4
baths
1
half-baths
14
guests
4.9
(29)
Welcome to 28 Gunnery Lane, a beautifully appointed 3-bedroom, 2-bathroom home nestled in the heart of Sea Pines. This inviting island retreat offers the perfect blend of comfort, space, and amenities – ideal for your next Hilton Head getaway. With 150 feet of lagoon frontage and water views from nearly every window, this home is designed to immers
28 Gunnery
House
3
bedrooms
2
baths
8
guests
5
(13)
Proudly hosted by Island Rentals of Hilton Head.
This exceptional single-family home sits just five rows from the ocean in the prestigious Sea Pines community, offering an effortless two-minute walk to Hilton Head Island\'s stunning beaches. Its unbeatable location makes it easy to return home for meals, quick breaks, or children\'s naps—an ideal s
6 Surf Scoter
House
4
bedrooms
4
baths
1
half-baths
10
guests
5
(12)
Located in the Club Course section of Sea Pines, this home offers easy access to all of the amenities of Sea Pines, while still being close to the shops, dining, and activities located outside the Sea Pines gate, such as Coligny Plaza.
This home features a large open concept living area, with vaulted ceilings and a beautiful decorative fireplace.
10 Water Oak
House
3
bedrooms
3
baths
8
guests
5
(30)
Proudly hosted by Island Rentals of Hilton Head, 77 Lawton Road is a beautifully updated three-bedroom, three-and-a-half-bathroom home tucked away in the quiet Lawton Woods community of Sea Pines. Designed with vaulted ceilings and coastal-inspired décor, this spacious retreat offers a welcoming blend of comfort, style, and functionality—perfect fo
77 Lawton Rd
House
3
bedrooms
3
baths
1
half-baths
8
guests
5
(23)
Proudly hosted by Island Rentals of Hilton Head:
This striking Sea Pines home offers the perfect combination of comfort, style, and convenience in the heart of the Sea Pines Resort. Centrally located between the world-famous Harbour Town Yacht Basin and the Sea Pines Beach Club, guests can easily explore either destination with a short 10–15 minute
23 Willow Oak West
House
4
bedrooms
4
baths
12
guests
5
(24)
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