A rare find in this area - swim in comfort or have a relaxing dip.
Centrally-located
You're never far from where you need to be with this convenient location.
5 bedrooms5+ bathroomsSleeps 12
Popular amenities
Private pool
Spa pool on site
Garage parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Hilton Head Island, SC
Lawton Stables
Place, Lawton Stables
18 min walk
Sea Pines Forest Preserve
Place, Sea Pines Forest Preserve
2 min drive
Harbour Town Lighthouse
Place, Harbour Town Lighthouse
7 min drive
Hilton Head Island, SC (HHH)
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 Single Beds and 1 Single Bunk Bed
Bedroom 4
1 King Bed
Bedroom 5
1 Queen 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 heat June-August. Pool heat available during other months for an additional $100 per night plus a $50 set-up fee.
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
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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 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Hilton Head Island
Located by the sea, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. The area's natural beauty can be seen at Coligny Beach and Tybee Island Beach. Lawton Stables and Gregg Russell Harbour Town Playground are also worth visiting. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and horse riding nearby.
Coast Oceanfront Dining at the Sea Pines Resort - 5 min drive
Frequently asked questions
Does 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes?
As of 28 Aug 2026, prices found for a 1-night stay for 2 adults at 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes on 31 Aug 2026 start from AU$3,430, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes pet-friendly?
No, pets are not allowed at this property.
How much is parking at 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes?
On-site parking is available at the property.
What time is check-in at 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes?
Check-in begins at 4:00 PM.
What time is check-out at 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes?
Checkout is at 10:00 AM.
Where is 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes located?
Located in Sea Pines, this holiday home is 0.8 mi (1.3 km) from Lawton Stables and 2.8 mi (4.5 km) from Coligny Beach. Sea Pines Forest Preserve and Heron Point by Pete Dye at Sea Pines Resort are also within 2 miles (3 km).
About the host
Hosted by Island Rentals of Hilton Head
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests