Title: 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=108444531&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes Vacation home in Hilton Head Island with private pool and kitchen ## Photo gallery for 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes ![Fridge, microwave, oven, stovetop - 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes (Hilton Head Island)](https://images.trvl-media.com/lodging/109000000/108450000/108444600/108444531/42ae3b5f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property video](https://mediaim.expedia.com/video/9A1CB9973399C0715D59CB4C219CD018/7ec55a2a-67b9-411d-8868-c7ea9c6f1c39-thumbnail.jpg?impolicy=resizecrop&rw=1280) ![A heated pool - 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes (Hilton Head Island)](https://images.trvl-media.com/lodging/109000000/108450000/108444600/108444531/d7009eea.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes (Hilton Head Island)](https://images.trvl-media.com/lodging/109000000/108450000/108444600/108444531/d194698a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes (Hilton Head Island)](https://images.trvl-media.com/lodging/109000000/108450000/108444600/108444531/4318a151.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Welcome to The Sea Pines Escape at 39 Oak Court, where beachy charm and luxury amenities come together. Enjoy a rejuvenating soak in the private hot tub or refresh in the custom outdoor shower, then relax on plush sofas in sun-soaked living areas with elegant furniture and high ceilings. ## Reviews 10 Exceptional ### Entire home 5 bedrooms6 bathroomsSleeps 123400 sq ft ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## 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 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.” ## Property amenities ### Pool/Spa - Heated pool - Hot tub - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Bathtub or shower - Hair dryer - Outdoor shower - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near the marina - Near the sea ### Things to do - Bicycles - Golf - Heated pool - Tennis - Ecotours nearby - Fishing nearby - Golfing nearby - Horseback riding nearby - Swimming nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ### General - Bicycles - Property located in a resort - Unit size: 3,400 square feet ## Similar properties ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/122000000/121260000/121257800/121257742/decb9800.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beach walk 3 tenths mile! 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Sea Pines - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&selected=122571478&PinnedHotelID=122571478&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Contactless check-in available ### 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 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 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 2291-265998 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C32.14749%2C-80.78739&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=E6whlfYwSPoTIf65POyhSkFC5A4=) 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 - Hilton Head Island Airport (HHH) - 24 min drive #### Restaurants - ‪Harbour Town Bakery & Cafe - ‬6 min drive - ‪Reilley's Grill & Bar - ‬4 min drive - ‪Nectar Farm Kitchen - ‬4 min drive - ‪Mellow Mushroom - ‬4 min drive - ‪Fraser's Tavern - ‬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? ### Is 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes pet-friendly? ### How much is parking? ### Where is 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 7 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### John C. Jul 27, 2025 #### Perfection 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 ##### John C. ### 10/10 Excellent #### Ed H. Oct 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful Place Very well appointed Loved the neighborhood and the house ##### Ed H. Stayed 3 nights in Oct 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Linda B. Jun 23, 2025 #### Wonderful Vacation Retreat! 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! ##### Linda B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Aaron B. Oct 14, 2024 #### Great House 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 house with great amenities! Would recommend this house to anyone. ##### Aaron B. Stayed 4 nights in Sep 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Brad M. Aug 25, 2025 #### Perfect Setup 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. ##### Brad M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Adele H. Aug 3, 2025 #### Paradise on Oak Court 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! ##### Adele H. ### 10/10 Excellent #### Michelle P. Jul 27, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Michelle P. 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