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

Photo gallery for 39 Oak Court: Sea Pines Escape! 5 BR, 5.5 BA Private Pool & Spa, Bikes

Pool
Property video
Interior
Living area
Pool

Reviews

10 out of 10
Exceptional
5 bedrooms5+ bathroomsSleeps 12315.9 sq m

Popular amenities

  • Hot tub
  • Dryer
  • Parking available
  • Washer
  • Air conditioning
  • Kitchen

Explore the area

View map
Hilton Head Island, SC
  • Sea Pines Forest Preserve
    ‪8 min walk‬
  • Coligny Plaza
    ‪6 min drive‬
  • Coligny Beach
    ‪9 min drive‬
  • Hilton Head Island, SC (HHH)
    ‪17 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

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 Escape! 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, haint blue ceiling, fans—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.”

Booking Tip:
• Late summer and fall are perfect times to visit Hilton Head! Enjoy warm ocean breezes, fewer crowds, and ideal weather for beach days, golf trips, and fall getaways.

Property manager

Island Rentals of Hilton Head
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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

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.
Map
Hilton Head Island, SC

What's nearby

  • Sea Pines Forest Preserve - 8 min walk - 0.7 km
  • Coligny Plaza - 6 min drive - 4.9 km
  • Harbour Town Golf Links - 7 min drive - 4.3 km
  • Harbour Town Lighthouse - 7 min drive - 3.6 km
  • Coligny Beach - 9 min drive - 3.7 km

Getting around

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

Restaurants

  • ‪Reilley's Grill & Bar - ‬4 min drive
  • ‪Harbour Town Bakery & Cafe - ‬6 min drive
  • ‪Mellow Mushroom - ‬4 min drive
  • ‪Nectar Farm Kitchen - ‬4 min drive
  • ‪Charbar Co. - ‬4 min drive

Frequently asked questions

Does 39 Oak Court: Sea Pines Escape! 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 Escape! 5 BR, 5.5 BA Private Pool & Spa, Bikes pet-friendly?

No, pets are not allowed at this property.

Where is 39 Oak Court: Sea Pines Escape! 5 BR, 5.5 BA Private Pool & Spa, Bikes located?

Located in Sea Pines, this holiday home is 0.5 mi (0.9 km) from Lawton Stables and 2.5 mi (4.1 km) from Coligny Beach. Sea Pines Forest Preserve and Stan Smith Tennis Academy are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John C.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Linda B.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Aaron B.

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.
Stayed 4 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Adele H.

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!

10/10 Excellent

Michelle P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 8 nights in Jun 2025

10/10 Excellent

Ed H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Place Very well appointed

Loved the neighborhood and the house
Stayed 3 nights in Oct 2024

About the host

Hosted by Island Rentals of Hilton Head

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests