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Escape to Coastal Elegance at 259 Greenwood Drive
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Entire home
Popular amenities
- Kitchen
- Washer
- Dryer
- Free WiFi
- Air conditioning
- Parking available
Explore the area

Hilton Head Island, SC
- Atlantic Dunes by Davis Love IIIPlace, Atlantic Dunes by Davis Love III11 min walk
- Sea Pines Forest PreservePlace, Sea Pines Forest Preserve15 min walk
- Harbour Town Golf LinksPlace, Harbour Town Golf Links3 min drive
- Hilton Head Island, SC (HHH)Airport, Hilton Head Island, SC (HHH)16 min drive
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About the neighborhood
Hilton Head Island
With a stay at this vacation home in Hilton Head Island (Sea Pines), you'll be within a 15-minute drive of Palmetto Dunes Club and Coligny Beach. .This vacation home is 0.8 mi (1.2 km) from Sea Pines Forest Preserve and 0.8 mi (1.3 km) from Lawton Stables.
What's nearby
- Atlantic Dunes by Davis Love III - 11 min walk - 0.6 miles
- Sea Pines Forest Preserve - 15 min walk - 0.8 miles
- South Beach - 17 min walk - 0.9 miles
- Harbour Town Golf Links - 3 min drive - 1.2 miles
- Harbour Town Lighthouse - 4 min drive - 1.7 miles
Getting around
- Hilton Head Island Airport (HHH) - 26 min drive
Restaurants
- Harbour Town Bakery & Cafe - 5 min drive
- The Crazy Crab - 5 min drive
- The Quarterdeck - 5 min drive
- Beach Club at The Sea Pines Resort - 20 min walk
- Loggerhead Landing - 6 min drive
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).
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).
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
This smoke-free vacation home features a tennis court on site, ecotours nearby, and sailing nearby.
Guests will find features like internet access and onsite parking.
Property amenities
Internet
- Available in the house: Free WiFi
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
- 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
- Smoking not allowed
Services and conveniences
- Iron/ironing board
Location highlights
- Near a hospital
- Near an outlet shopping mall
- 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)
- Fire extinguisher
- Deadbolt lock
General
- Unit size: 2,742 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
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
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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
Property is also known as
1172-276222