Entire home
39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes
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Reviews
1010 out of 10
Exceptional
Entire home
Popular amenities
- Pool
- Spa pool
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
Explore the area

Hilton Head Island, SC
- Sea Pines Forest PreservePlace, Sea Pines Forest Preserve10 min walk
- Lawton StablesPlace, Lawton Stables18 min walk
- Harbour Town LighthousePlace, Harbour Town Lighthouse7 min drive
- Hilton Head Island, SC (HHH)Airport, Hilton Head Island, SC (HHH)16 min drive
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About the area
Hilton Head Island
At this holiday home you'll be within a 20-minute stroll of Sea Pines Forest Preserve and Lawton Stables. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 6 bathrooms and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a Smart TV and a coffee/tea maker are also available. .Attractions within a 10-minute drive of this Sea Pines holiday home include Harbour Town Lighthouse and Shelter Cove Harbour.
What's nearby
- Sea Pines Forest Preserve - 10 min walk - 0.9 km
- Lawton Stables - 18 min walk - 1.5 km
- Coligny Beach - 5 min drive - 4.0 km
- Harbour Town Golf Links - 6 min drive - 4.3 km
- Harbour Town Lighthouse - 7 min drive - 5.0 km
Getting around
- Hilton Head Island, SC (HHH) - 24 min drive
Restaurants
- Harbour Town Bakery & Cafe - 6 min drive
- The Crazy Crab - 7 min drive
- Reilley's Grill & Bar - 4 min drive
- Brother Shuckers Bar And Grill - 4 min drive
- Mellow Mushroom - 4 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.
39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes
Welcome to the Sea Pines Escape at 39 Oak Court—an upscale 5-bedroom, 5.5 bathroom retreat in Hilton Head Island's exclusive Sea Pines Resort. This fully renovated luxury home offers the perfect blend of modern coastal design, spacious indoor comfort, and resort-style outdoor living—perfect for your next family vacation or group getaway!
Enjoy a private pool, always-heated standalone spa, Carolina room with bar, custom outdoor shower, elevated tiled dining deck, and rocking-chair front porch, all surrounded by lush tropical landscaping and privacy in a quiet Sea Pines cul-de-sac. You're just minutes from pristine beaches, Harbour Town, Coligny Plaza, South Beach Marina, tennis, pickleball, horseback riding and world-class golf —accessible by bike or trolley.
Meticulously Maintained Cleanliness:
• Guests consistently praise the home's immaculate condition
• It's maintained to the highest standards between every stay
Stylish, Spacious and Comfortable Interiors:
Step into vaulted ceilings, bright open living spaces, and designer furnishings. The main living room offers plush seating and a large Roku Smart TV, seamlessly connected to the dining area and chef’s kitchen. The fully-equipped kitchen features quartz countertops, Café appliances, dual sinks, a gas range, and an oversized island with barstools—great for entertaining! Enjoy a movie or watch the big game in the separate media room upstairs.
Sleeps 12 in Total Comfort:
• 3 King Bedrooms, 1 Queen Bedroom, 1 Room with 4 Twins
• 2 Queen Sleeper Sofas (office + media room)
• 3 ensuite bathrooms, hallway bathroom, 2 half baths, pool bathroom, plus a private outdoor shower
Each bedroom is a cozy, inviting retreat and includes:
• Roku Smart TV, premium linens, plush comforters, pillow-top mattress, ceiling fan, individual A/C and Heat, and ample closet/dresser space
Work-from-Home Friendly:
• Dedicated office with desk, chair, and Roku TV
• Additional desk setup in private upstairs bedroom
• High-speed WiFi
Has a decorative only fireplace.
RESORT-STYLE OUTDOOR LIVING
Guests love the private and fully integrated outdoor areas!
Carolina Room (Covered & Poolside):
• Bar area with seating for 8, sink, full fridge/freezer
• 2 deep seating sofas, outdoor Roku TV, ceiling speakers, fans, and ambient lighting
Private Pool and Heated Spa:
• Underwater bench seating and integrated outdoor Roku TV
• Adirondack chairs and chaise loungers for the sun seekers
• Spa always heated (free), and ready year-round
• Luxury pool bathroom with shower, towels, bench, storage
• Free pool heating June–August, optional Mar–May and Sept–Oct ($50 setup fee + $50/night)
Custom Outdoor Shower:
• Rainfall head, handheld wand, excellent water pressure with instant hot water, fully enclosed
Tiled Dining Deck:
• Dining for 10, Weber gas grill
• Overlooks pool and yard; connected to kitchen for seamless indoor-outdoor flow
Front Porch:
• Rocking chairs, ceiling fans, coastal charm —perfect for morning coffee or evening wine
Bonus Amenities:
• 4 free adult bikes, 10 beach chairs, pool towels/toys/floats
• 9 Roku Smart TVs, free Spectrum cable, free WiFi, 2 full size washer/dryer sets
• Board games, garage and breezeway storage, parking for 3–4 vehicles
Incredible Sea Pines Location:
• Walk or bike to Sea Pines Beach Club, Harbour Town, Coligny Plaza, and more
• Minutes to grocery stores, restaurants, shopping, golf, pickleball and nature trails
• 2 blocks from bike path entrance
Perfect For:
• Family and group vacations
• Golf getaways
• Snowbird retreats
• Remote work trips
• RBC Heritage lodging
• Year-round enjoyment
What Guests Love Most:
• “We loved the outside space and the pool!”
Enjoy a private pool, always-heated standalone spa, Carolina room with bar, custom outdoor shower, elevated tiled dining deck, and rocking-chair front porch, all surrounded by lush tropical landscaping and privacy in a quiet Sea Pines cul-de-sac. You're just minutes from pristine beaches, Harbour Town, Coligny Plaza, South Beach Marina, tennis, pickleball, horseback riding and world-class golf —accessible by bike or trolley.
Meticulously Maintained Cleanliness:
• Guests consistently praise the home's immaculate condition
• It's maintained to the highest standards between every stay
Stylish, Spacious and Comfortable Interiors:
Step into vaulted ceilings, bright open living spaces, and designer furnishings. The main living room offers plush seating and a large Roku Smart TV, seamlessly connected to the dining area and chef’s kitchen. The fully-equipped kitchen features quartz countertops, Café appliances, dual sinks, a gas range, and an oversized island with barstools—great for entertaining! Enjoy a movie or watch the big game in the separate media room upstairs.
Sleeps 12 in Total Comfort:
• 3 King Bedrooms, 1 Queen Bedroom, 1 Room with 4 Twins
• 2 Queen Sleeper Sofas (office + media room)
• 3 ensuite bathrooms, hallway bathroom, 2 half baths, pool bathroom, plus a private outdoor shower
Each bedroom is a cozy, inviting retreat and includes:
• Roku Smart TV, premium linens, plush comforters, pillow-top mattress, ceiling fan, individual A/C and Heat, and ample closet/dresser space
Work-from-Home Friendly:
• Dedicated office with desk, chair, and Roku TV
• Additional desk setup in private upstairs bedroom
• High-speed WiFi
Has a decorative only fireplace.
RESORT-STYLE OUTDOOR LIVING
Guests love the private and fully integrated outdoor areas!
Carolina Room (Covered & Poolside):
• Bar area with seating for 8, sink, full fridge/freezer
• 2 deep seating sofas, outdoor Roku TV, ceiling speakers, fans, and ambient lighting
Private Pool and Heated Spa:
• Underwater bench seating and integrated outdoor Roku TV
• Adirondack chairs and chaise loungers for the sun seekers
• Spa always heated (free), and ready year-round
• Luxury pool bathroom with shower, towels, bench, storage
• Free pool heating June–August, optional Mar–May and Sept–Oct ($50 setup fee + $50/night)
Custom Outdoor Shower:
• Rainfall head, handheld wand, excellent water pressure with instant hot water, fully enclosed
Tiled Dining Deck:
• Dining for 10, Weber gas grill
• Overlooks pool and yard; connected to kitchen for seamless indoor-outdoor flow
Front Porch:
• Rocking chairs, ceiling fans, coastal charm —perfect for morning coffee or evening wine
Bonus Amenities:
• 4 free adult bikes, 10 beach chairs, pool towels/toys/floats
• 9 Roku Smart TVs, free Spectrum cable, free WiFi, 2 full size washer/dryer sets
• Board games, garage and breezeway storage, parking for 3–4 vehicles
Incredible Sea Pines Location:
• Walk or bike to Sea Pines Beach Club, Harbour Town, Coligny Plaza, and more
• Minutes to grocery stores, restaurants, shopping, golf, pickleball and nature trails
• 2 blocks from bike path entrance
Perfect For:
• Family and group vacations
• Golf getaways
• Snowbird retreats
• Remote work trips
• RBC Heritage lodging
• Year-round enjoyment
What Guests Love Most:
• “We loved the outside space and the pool!”