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39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes
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Reviews
10 out of 10
Exceptional
5 bedrooms5+ bathroomsSleeps 123400 sq ft
Popular amenities
Explore the area

Hilton Head Island, SC
- Place, Sea Pines Forest Preserve8 min walk
- Place, Lawton Stables15 min walk
- Place, Heron Point by Pete Dye at Sea Pines Resort3 min drive
- Airport, Hilton Head Island, SC (HHH)15 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Twin Beds and 1 Twin Bunk Bed
Bedroom 4
1 King Bed
Bedroom 5
1 Queen Bed
Other Space 1
1 Double Sofa Bed
Other Space 2
1 Double Sofa Bed
5 bathrooms, 3 half bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Toilet
Bathroom 4
Bathtub · Toilet · Shower only
Bathroom 5
Toilet · Shower only
Bathroom 6
Outdoor shower
Bathroom 7
Toilet · Shower only
Bathroom 8
Toilet
Spaces
Deck or patio
Outdoor shower
Kitchen
Dining area
About this property
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!”
• “Super clean, incredibly comfortable, and beautiful.”
• “Close to everything—beach, golf, dining.”
• “One of the top houses we’ve rented by far!”
• “A home away from home.”
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!”
• “Super clean, incredibly comfortable, and beautiful.”
• “Close to everything—beach, golf, dining.”
• “One of the top houses we’ve rented by far!”
• “A home away from home.”
Our prices include all fees. No hidden fees.
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10.0 out of 10, Exceptional, (2 reviews)
House Rules
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
About the neighborhood
Hilton Head Island
Located by the sea, this vacation home is in Sea Pines, a neighborhood 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 check out Palmetto Dunes Club.
Looking to enjoy an event or a game while in town? See what's happening at Stan Smith Tennis Academy or Van Der Meer Tennis Academy. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby.

Hilton Head Island, SC
What's nearby
- Sea Pines Forest Preserve - 8 min walk - 0.7 km
- Lawton Stables - 15 min walk - 1.3 km
- Heron Point by Pete Dye at Sea Pines Resort - 3 min drive - 2.6 km
- Harbour Town Golf Links - 6 min drive - 4.3 km
- Harbour Town Lighthouse - 6 min drive - 3.9 km
Getting around
Restaurants
- Harbour Town Bakery & Cafe - 6 min drive
- The Crazy Crab - 7 min drive
- Reilley's Grill & Bar - 4 min drive
- Fraser's Tavern - 5 min drive
- Brother Shuckers Bar And Grill - 4 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Oct 18, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Oct 2024
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
John C.
Jul 27, 2025
Perfection
John C.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Linda B.
Jun 23, 2025
Wonderful Vacation Retreat!
Linda B.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Aaron B.
Oct 14, 2024
Great House
Aaron B.
Stayed 4 nights in Sep 2024
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Brad M.
Aug 25, 2025
Perfect Setup
Brad M.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Adele H.
Aug 3, 2025
Paradise on Oak Court
Adele H.
10/10 Excellent
Michelle P.
Jul 27, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michelle P.
Stayed 8 nights in Jun 2025
About the host
Hosted by Island Rentals of Hilton Head
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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