Discover your next favorite getaway—a flawlessly renovated Sea Pines retreat where modern luxury meets laid-back Lowcountry living. Spanning 2,742 sq ft, this thoughtfully updated 4-bedroom, 3-bath home offers vaulted ceilings, dual living areas, a wet bar, and a chef-ready kitchen. Cozy up indoors or breeze into the screened porch and expansive paver patio, complete with an outdoor kitchen overlooking the Atlantic Dunes Hole 8 lush golf fairway vistas.
Steps from the Sea Pines Beach Club Trolley Parking Lot, Harbour Town, and Sea Pines’ best attractions, this home promises both convenience and serenity. Elegant, spacious, and perfectly positioned—259 Greenwood Drive is set to become a standout short-term rental on Hilton Head Island.
Town of HHI STR Permit #64570
HIGHLIGHT • *Heated Pool & Spa. This pool & spa can be heated for an additional fee of $300 per week from March through November. The spa can be heated separately for an additional fee of $225. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature. • Golf Course View - Atlantic Dunes, Hole 8 Fairway • 6 TVs • Experience Local Favorites - The Vacation Company has partnered with SERG Take Out Kitchen to make your stay even more convenient! Guests receive a special credit to enjoy delicious, restaurant-quality meals delivered straight to their vacation rental, so you can spend less time cooking and more time relaxing on Hilton Head Island.
SEA PINES RESORT FEATURES & AMENITIES [All Sea Pines Resort Features are subject to purchase, seasonality, and availability.] • Lawton Stables • Golf Courses - Harbour Town Golf Links home to the RBC Heritage Classic. Additional Sea Pines Resort courses include Heron Point by Pete Dye, Atlantic Dunes by Davis Love II, and Sea Pines Country Club [Private] • Harbour Town Marina - Lighthouse, Shops, Restaurants, Water Activities, Private Boat Charters • South Beach Marina - Shops, Restaurants, Water Activities, Fishing Charters, Dolphin Tours • Racquet Clubs - South Beach & Harbour Town • Trolley Transportation - Schedule Varies • Tower Beach Parking - Property Owners Only • Sea Pines Beach Club Parking - Major Seasonality Restrictions • Ongoing upgrades to enhance the resort include renovations, new construction, and road projects.
PROPERTY CONFIGURATION • 4 Bedrooms • 3 Baths • Sleeps 10 • Parking for a maximum of 4 vehicles. All vehicle parking must be located on improved surfaces, like driveways, and cannot be on grassed or landscaped areas. • 2,742 square feet • Washer and dryer • Fully equipped kitchen • Gas Grill
BEDDING CONFIGURATION • Bedroom 1 - 1 King • Bedroom 2 - 1 King • Bedroom 3 - 1 King • Bedroom 4 - Queen + Twin with Trundle
**Please Note: Beach renourishment projects are currently underway and will continue through late spring. While work is active at times, the beach remains open for guests to enjoy and access the shoreline daily. We appreciate your understanding as the community works to enhance and preserve our beautiful beaches!
PROPERTY REMINDERS • Pets are not allowed • The fireplace is not for guests' use. • *Heated Pool & Spa. This pool & spa can be heated for an additional fee of $300 per week from March through November. The spa can be heated separately for an additional fee of $225. Please note that the electric heat pump only allows the pool to heat to “approximately” 20 degrees warmer than the lowest nighttime temperature. • * A total of 4 adult unisex bikes and a beach wagon are included in your amenity fee when booking. Not included with rentals over 21 nights. • The Vacation Company's Guest Connect will contain all your check-in information (lock codes, Wi-Fi codes, and other information pertinent to your stay). Virtual Tour Url: https://my.matterport.com/show/?m=SCKAfv5gHT2
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Hilton Head Island
Located by the sea, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. Shelter Cove Harbour and Palmetto Dunes Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Sea Pines Forest Preserve and Coligny Beach. Lawton Stables and Gregg Russell Harbour Town Playground are also worth visiting. Discover the area's water adventures with jet skiing and sailing nearby, or enjoy the great outdoors with ecotours and cycling.
Atlantic Dunes by Davis Love III - 12 min walk - 1.1 km
South Beach - 20 min walk - 1.7 km
Sea Pines Forest Preserve - 2 min drive - 1.4 km
Harbour Town Golf Links - 3 min drive - 2.0 km
Harbour Town Lighthouse - 4 min drive - 2.7 km
Getting around
Hilton Head Island, SC (HHH) - 26 min drive
Restaurants
Harbour Town Bakery & Cafe - 5 min drive
The Quarterdeck - 5 min drive
The Crazy Crab - 5 min drive
Beach Club at The Sea Pines Resort - 20 min walk
Loggerhead Landing - 6 min drive
Frequently asked questions
Is Escape to Coastal Elegance at 259 Greenwood Drive pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Escape to Coastal Elegance at 259 Greenwood Drive?
As of 18 June 2026, prices found for a 1-night stay for 2 adults at Escape to Coastal Elegance at 259 Greenwood Drive on 28 September 2026 start from NZ$1,244, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Escape to Coastal Elegance at 259 Greenwood Drive?
On-site parking is available at the property.
What time is check-in at Escape to Coastal Elegance at 259 Greenwood Drive?
Check-in begins at 4:00 PM.
What time is check-out at Escape to Coastal Elegance at 259 Greenwood Drive?
Checkout is at 10:00 AM.
Where is Escape to Coastal Elegance at 259 Greenwood Drive located?
Located in Sea Pines, this holiday home is within 1 mi (2 km) of Atlantic Dunes by Davis Love III and Sea Pines Forest Preserve. Coligny Beach is 2.3 mi (3.7 km) away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful home , I can tell owner put a lot of thought into adding extra elements for guests. Having pool and Heated hot tub was great. I do love idea of in place cords for phones in each room. Vacation company was excellent the they supplied ample supplies and had numerous amount of towels and beach towels available.
Susan R.
Stayed 8 nights in Jun 2026
About the host
Hosted by Tiffany Woollacott
Languages:
English
Premier Host
They consistently provide great experiences for their guests