Escape to Coastal Elegance at 259 Greenwood Drive provides golfing on-site and more. Stay connected with free in-room WiFi.
Entire home
4 bedrooms3 bathrooms255 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Parking available
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Escape to Coastal Elegance at 259 Greenwood Drive
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.
Opening Spring 2026: Your own private pool—perfect for sunny family days and evening cocktails under the stars.
Town of HHI STR Permit #64570
HIGHLIGHT • *Heated Pool (Coming Spring 2026). 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
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. • * 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).
Property amenities
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster
Bedrooms
4 bedrooms
Bedsheets provided
Bathroom
3 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Living room
Entertainment
Smart TV with cable/satellite channels
Laundry
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near a hospital
Near an outlet shopping centre
Near the bay
Near the marina
Near the sea
Things to do
Golf
Tennis
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Motor boating nearby
Sailing nearby
Swimming nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
Property is also known as
1172-276222
About the area
Located by the sea, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. While the natural beauty of Coligny Beach and Tybee Island Beach can be enjoyed by anyone, those looking for an activity can explore Palmetto Dunes Club.
Lawton Stables and Gregg Russell Harbour Town Playground are also worth visiting. Discover the area's water adventures with jet skiing and power boating nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Hilton Head Island travel guide
Is Escape to Coastal Elegance at 259 Greenwood Drive pet-friendly?
No, pets are not allowed at this property.
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 0.7 mi (1.2 km) from Sea Pines Forest Preserve and 3 mi (4.8 km) from Coligny Beach. Atlantic Dunes by Davis Love III and Heron Point by Pete Dye are also within 15 minutes.
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Escape to Coastal Elegance at 259 Greenwood Drive Reviews