House in Hilton Head Island, SC
12 guests · 5 bedrooms · 6 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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.”
* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
HHI STR Permit #075146
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.”
* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.
HHI STR Permit #075146
Amenities at 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes
Non-smoking
No pets allowed
Family friendly
Map of Hilton Head Island, SC
Ratings and reviews
10 / 10Outstanding·Aug 2025
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We rented this house for a fantasy football draft for 10 middle aged guys and it could’ve not been more perfect. We unfortunately ran into rain the whole time but that did not stop us from fully enjoying ourselves. The house had so much to offer and the outdoor space was perfect for our draft. There were enough beds to accommodate everyone and the house was clean and fully stocked with everything we needed. The property management was very kind and help gf enduring our whole stay. Would definitely recommend.
10 / 10Outstanding·Aug 2025
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We've been visiting Sea Pines for years and this is definitely one of our top homes we've rented by far. What a wonderful home for our group to spend our annual HHI trip in. Every single bit of space has been utilized so well and thought out. Our group of 10 had plenty of personal space when needed but the open group spaces were perfect. The pool and covered area were top notch and we loved every minute of our week. Very private backyard area for our group to enjoy. A little bit of a haul to the beach with kids but doable quick drive to the beach club and worth the drive to have such a wonderful house to come back too. This is one we will come back to for sure!
10 / 10Outstanding·Jul 2025
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Awesome
10 / 10Outstanding·Jun 2025
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
House was Beautiful! Clean, had all the amenities and so much space! Loved the pool and outdoor areas. Close drive to restaurants, sights and beach. Had an absolutely lovely vacation!! Would definitely recommend this vacation retreat!
$$$$
Top rated by guests
10Outstanding
(8 Ratings)
"Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I ..."
Brad M.Don't miss out! Price and availability may change
