Vacation Rentals


Properties Available 47 properties available
70 North Sea Pines is an ample home providing room for a large group at a great value. This 6-bedroom, plus a bunk room, 4.5-bathroom home features a ground-level entry, with no stairs to enter, a private pool and just a 5-minute walk to the beach! No step entry from the driveway into the first floor, where the living area, dining area, kitchen
Hot HOT 27
Bedrooms 6 bedrooms
Bathrooms 4 full baths 1 half bath
Guests 14 guests
Rating 5 (4)
3299 Lake Forest is a beautifully renovated 2 bedroom, 2 bathroom Lake Forest villa that provides guests with a peaceful Hilton Head getaway!The open-concept floor plan features a comfortable living area with plenty of seating, a wall-mounted Smart TV and access to the private deck overlooking the lagoon. The deck space has seating for 4 around a d
Hot HOT 23
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 8 guests
Rating 5 (36)
Between boasting an incredible location within Sea Pines and having a beautiful remodel, Lighthouse Tennis 2413 is the perfect landing spot for your next Hilton Head vacation. Featuring 2 bedrooms, 2 bathrooms, and ample room to spread out, this villa is not to be missed.Upon entering the villa, you're immediately welcomed with coastal decor and co
Hot HOT 39
Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 4 guests
Rating 5 (22)
153 Club Course is the ideal home for your next Hilton Head vacation. This beautifully updated 3 bedroom, 2 bathroom SeaPines Hilton Head home features LVP flooring throughout the home, and all the furniture was chosen with comfort and relaxation in mind. The open concept floor plan and large living area provides plenty of space to spread out wit
Hot HOT 45
Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 10 guests
Rating 5 (9)
Welcome to 5 Rice Lane! This beautifully renovated 4-bedroom, 3-bathroom, dog-friendly Sea Pines home is also handicap accessible, offering guests ample space and comfort both inside and out.The home is furnished with coastal colors and décor with tile and vinyl plank throughout the main living spaces. To the right of the front door, you’ll find th
Hot HOT 44
Bedrooms 4 bedrooms
Bathrooms 3 full baths
Guests 11 guests
Rating 5 (8)
Welcome to 4 Gunnery Lane, a quintessential Sea Pines home! This beautifully outfitted five bedroom, five and half bathroom home offers the comfort and space you deserve for your next family vacation. With multiple living spaces, bedrooms spanning multiple levels and a perfectly private pool area, this home will soon become your go-to Hilton Head g
Specials Tag Special
Beach Renourishment Project

A beach renourishment project is currently underway near this property and will continue through the summer. Please contact our Guest Services team at 843-785-6767 or follow this link for additional information. If this message is still active, the project in this area is expected or ongoing. Thank you for your understanding as we preserve our gorgeous beaches!

Bedrooms 5 bedrooms
Bathrooms 5 full baths 1 half bath
Guests 12 guests
1660 Bluff Villas is a beautifully renovated 2 bedroom, 2 bathroom Hilton Head Sea Pines vacation rental condo perfectly situated in South Beach Marina. This property features an open concept floor plan, tile and LVP flooring throughout and all new bathrooms.The living area features comfortable furnishings, including a sleeper sofa, Smart TV and ac
Specials Tag Special
Beach Renourishment Project

A beach renourishment project is currently underway near this property and will continue through the summer. Please contact our Guest Services team at 843-785-6767 or follow this link for additional information. If this message is still active, the project in this area is expected or ongoing. Thank you for your understanding as we preserve our gorgeous beaches!

Bedrooms 2 bedrooms
Bathrooms 2 full baths
Guests 8 guests
Rating 5 (37)
Welcome to 1 Cedar Waxwing, a quintessential, luxurious Hilton Head vacation home. This 5-bedroom, 5.5-bathroom, 4th row home is located on a corner lot in Sea Pines, offering guests premier accommodations with ample space and privacy. The elevated main level features an open-concept floor plan. The living area is comfortably furnished with a couch
Specials Tag Special
Beach Renourishment Project

A beach renourishment project is currently underway near this property and will continue through the summer. Please contact our Guest Services team at 843-785-6767 or follow this link for additional information. If this message is still active, the project in this area is expected or ongoing. Thank you for your understanding as we preserve our gorgeous beaches!

Bedrooms 5 bedrooms
Bathrooms 5 full baths
Guests 14 guests
Rating 5 (5)
Get ready to enjoy the best of Harbour Town Hilton Head Island with this exquisitely renovated two-bedroom, two-and-one-half-bath townhome nestled in the heart of Sea Pines!The owners of this charming two-story villa have created a luxury vacation rental property with all-new flooring, furniture, décor, HVAC, electrical, plumbing and so much more.
Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 6 guests
Rating 5 (41)
14 Evergreen is a lovely single level Sea Pines Vacation rental home, dog-friendly located just inside the main gate of Sea Pines! This beautifully updated 3 bedroom, 2 bathroom stair-free property offers the perfect location for your next HHI trip!The open concept floor plan is perfect for entertaining. The living area is comfortably furnished wit
Hot HOT 23
Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 6 guests
Rating 5 (1)
40 Red Oak is a spacious, meticulously appointed 4-bedroom, 3.5-bathroom home, ideally located near Harbour Town and the famed 12th and 13th holes of the Harbour Town Golf Course. Completely renovated in 2024, this home has all the comforts you’d expect from a premier Hilton Head vacation rental. The main level of the home has an open-concept livin
Specials Tag Special
Beach Renourishment Project

A beach renourishment project is currently underway near this property and will continue through the summer. Please contact our Guest Services team at 843-785-6767 or follow this link for additional information. If this message is still active, the project in this area is expected or ongoing. Thank you for your understanding as we preserve our gorgeous beaches!

Bedrooms 4 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 10 guests
Rating 5 (6)
Get ready for a luxury vacation on Hilton Head Island at Forest Drive 19. This new home located in the Sea Pines community features four bedrooms, four and a half bathrooms, multiple decks and outdoor space, pool/playground/ tennis court access, all wrapped up in coastal luxury. Plus, Forest Drive 19 is pet-friendly for up to two dogs (fee applied)
Specials Tag Special
Beach Renourishment Project

A beach renourishment project is currently underway near this property and will continue through the summer. Please contact our Guest Services team at 843-785-6767 or follow this link for additional information. If this message is still active, the project in this area is expected or ongoing. Thank you for your understanding as we preserve our gorgeous beaches!

Bedrooms 4 bedrooms
Bathrooms 4 full baths
Guests 12 guests
Rating 5 (17)

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