Private Pool, Spa & Near Beach ~ Pets

Excellent (9)

About Property

Escape to Osprey Overlook, a spacious Sea Pines retreat in Hilton Head Island, South Carolina, where luxury meets the tranquil beauty of the Lowcountry. This family-friendly sanctuary is perfectly positioned approximately 0.6 miles from beach access, offering an ideal base for sunny beach days, scenic bike rides, and relaxing evenings under the stars.

Designed for versatility and comfort, the home features 3 bedrooms and 3 bathrooms, comfortably accommodating up to 12 guests. The primary suite offers a king bed and an ensuite 5-piece bathroom with a soaking tub, walk-in shower, and dual vanities. A dedicated bunk room provides two twin-over-queen bunk beds and its own ensuite bathroom. The third bedroom features a king bed and shares a Jack-and-Jill bathroom with the den. The flexible den space includes a queen sleeper sofa and a dedicated desk area, perfect for those needing a remote-work setup during their vacation.

Inside, you will find a comfortable coastal-inspired living area that flows seamlessly into a chef's kitchen equipped with quartz countertops, a gas range, a wine fridge, and island seating. The heart of the outdoor experience is the massive marsh-front backyard, which opens to a serene tidal marsh. Guests can enjoy the large private pool, a standalone spa with complimentary year-round heat, and a full-size propane grill. The outdoor living space is completed with sun loungers, a dining table for al fresco meals, and a cozy lounging area.

Located within the exclusive 5,000-acre gated community of Sea Pines, guests are minutes away from Harbour Town's lighthouse, the Salty Dog Café at South Beach Marina, and the scenic trails of Lawton Stables. Exploring the area is best done via the miles of shaded bike paths that connect the community's championship golf and world-class pickleball facilities.

Practical Details:

Check-in: 4:00 PM
Check-out: 10:00 AM
Pets: Well-behaved dogs are welcome (fees apply)
Parking: Maximum of 6 cars
Rules: Strictly non-smoking; primary guest must be 25+ to book
Gate Access: One complimentary Sea Pines gate pass included; additional passes are $20 per vehicle per week
Pool Heat: Available for an additional fee ($600–$1,500 per week depending on season)

Discover the ultimate Lowcountry getaway at Osprey Overlook, where sweeping marsh views and premier amenities create an unforgettable island experience.

This description is for informational purposes. Please verify all details, including amenities, policies, fees, and availability, on the booking platform before booking.

Property Details

Max. Guests12
Bedrooms3
Bathrooms3
Check-In4:00 PM
Check-Out10:00 AM

Property on Map

Amenities

Bathtub
Hair dryer
Cleaning products
Shampoo
Conditioner
Body soap
Hot water
Shower gel

Customer Reviews

5.0

Based on 9 ratings

(9 Reviews)5.0

House Rules

You’ll be staying in someone’s home, so please treat it with care and respect.

Checking in and out

Check-in after 4:00 PM
Checkout before 10:00 AM
Self check-in with smart lock

Checking in and out

Check-in after 4:00 PM
Checkout before 10:00 AM
Self check-in with smart lock

During your stay

12 guests maximum
Pets allowed
No parties or events

During your stay

12 guests maximum
Pets allowed
No parties or events
No smoking
Additional rules
A signed electronic contract is required to be completed and returned to Beachside HHI.

Guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

The property shall not be used by more than the number of adults and children listed in your reservation.

Quiet hours are from 10 p.m. to 7 a.m.

No smoking of any kind is permitted anywhere on the premises.

No commercial photography or filming is permitted on the property. Tents or other structures may not be erected.

Renter is liable for any damage to the property and agrees to accept charges to the card on file should damage occur during occupancy. $350 of accidental damage coverage is provided as part of your booking, but you must notify us of the damage prior to your departure.

Parking: One complimentary gate pass is included. Additional passes are available for $19 per week. Please see the listing for the maximum number of cars allowed. You must park on hardscaped areas of home. Parking on grass, pine straw, mulch or other landscaped areas is not permitted.

Pool Heating: Pool heating is available on certain properties at an additional charge and must be arranged at least 7 days prior to your arrival. The charge will be based on the season, the size of the pool, the type of pool heater, and prevailing rates at the time of your rental. Due to unforeseen mechanical problems with heating of pools, we will refund unused heat fee, but no adjustment will be made to rental rate.

Electric Transportation: Low-speed electric vehicles or modes of transportation, including golf carts, street-legal LSVs, electric bikes, scooters, electric skateboards, one-wheelers, etc., are not permitted in Sea Pines. (Golf carts, are of course, allowed on the golf courses, but you cannot rent or bring your own golf cart.)

Permissible Vehicles: The Sea Pines community does not permit the operation of motorcycles or motorized scooters, except for approved handicapped conveyances. (For approval, call Sea Pines CSA Security directly.) Oversized transport vehicles, vans, trailers, or commercially marked vehicles are not permitted in residential areas, including driveways, overnight.

Pet Policy: Pets are prohibited in our homes and villas unless otherwise stated. If you are found violating this Policy, we reserve the right to cancel your rental reservation and occupancy of the dwelling immediately. You will forfeit all monies for the balance of their stay and incur a minimum penalty of $1000.

Pet-Friendly Properties: If a property is pet-friendly, the pet fee can a $275 per pet, per stay, plus taxes

Emotional Support Animals: Emotional support animals ARE NOT service animals. Pet fees apply for emotional support animals. ESAs are NOT ALLOWED, under any circumstances, at non-pet-friendly houses.

Service Animals: Service animals must be disclosed before booking. Pet fees do not apply to bonafide service animals.

5.0Excellent (9)

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