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39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes

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A spacious living area with a large island, a staircase, and a kitchen with wooden cabinets. - 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes (Hilton Head Island)
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A poolside area with a sofa, a table, and ceiling fans. - 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes (Hilton Head Island)
A bedroom with a wooden floor, a bed with a floral bedspread, a ceiling fan, and a nightstand with a lamp. - 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes (Hilton Head Island)
Private kitchen - 39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes (Hilton Head Island)
39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes provides amenities, such as laundry facilities and a hot tub. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 12316 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

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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

Property amenities

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • 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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Heated pool
  • 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

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

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
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
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

About the area

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. Visit our Hilton Head Island travel guide
View more Holiday homes in Hilton Head Island
Map
Hilton Head Island, SC

What's nearby

  • A serene lake surrounded by lush greenery and trees with Spanish moss hanging from the branches.
    Sea Pines Forest Preserve
    2 min drive - 1.7 km
  • A beach with waves and a cloudy sky.
    Coligny Beach
    5 min drive - 4.0 km
  • A golf course with players, a lighthouse, and a clear sky.
    Harbour Town Golf Links
    6 min drive - 4.3 km
  • A red and white lighthouse, a marina with boats, and a building with a red awning.
    Harbour Town Lighthouse
    7 min drive - 5.0 km
  • Lawton Stables
    18 min walk - 1.5 km

Getting around

  • Hilton Head Island, SC (HHH)
    24 min drive

Restaurants

  • Tiki Hut
    6 min drive
  • Beach Club at The Sea Pines Resort
    5 min drive
  • The Quarterdeck
    7 min drive
  • Circle K
    5 min drive
  • The Bank
    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.

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).

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39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes Reviews