36 Gloucester Rd, Hilton Head Island, SC 29928

The advertised rate of $14,094/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 23, 2026.

Rates vary depending on... the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments.
Feel at home in this 5-bedroom home in a prime location on Hilton Head Island, South Carolina. This home comfortably accommodates up to 10 guests and features 3 full bathrooms.
Designed for relaxation and connection, this home features inviting living spaces filled with natural light and thoughtfully furnished bedrooms. The chef’s kitchen is fully stocked with high-end stainless appliances, a large refrigerator, ample cabinetry, cooking space, and a coffee maker for drip and Keurig coffee. The living room features a 90” smart TV and a large plush sofa. Enjoy the private backyard oasis with a sparkling private pool, outdoor bar, TV, swing, outdoor patio/dining area, BBQ grill, and ample outdoor seating.
Up to 2 dogs are allowed for a fee of $125 per stay. Renting a car is a convenient option to explore the area, and parking is available for up to 5 vehicles in the driveway. Rideshare services like Uber and Lyft are readily available.
Located in a sought-after Hilton Head neighborhood, you’re just minutes from beautiful beaches, championship golf courses, scenic bike paths, shopping, and top-rated dining. Nearby attractions include Coligny Beach Park, Harbour Town Lighthouse & Marina, Sea Pines Forest Preserve, Lowcountry Celebration Park, and Coastal Discovery Museum. Enjoy waterfront seafood at Skull Creek Dockside, Skull Creek Boathouse, and Hudson’s Seafood House on the Docks, or casual beachside dining at The Sandbar Beach Eats and Old Oyster Factory.
Parties are not permitted, and violations may result in immediate termination of the stay. An exterior camera is installed to monitor the cleaning team for quality control and for security purposes. Street parking is not allowed. The pool is not heated but is generally warm enough for swimming between June and September. Guests must be 21 years or older to book this property. Check-in is at 4pm and check-out is at 10am.
Includes a dedicated workspace in bedroom 5. [SI] Read More