Sea Pines

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Sea Pines* is a premier resort and residential community located on the southern tip of Hilton Head Island, South Carolina. Spanning over 5,000 acres, Sea Pines is known for its natural beauty, luxury amenities, and iconic attractions. The community blends scenic landscapes—such as maritime forests, salt marshes, and pristine beaches—with upscale living and recreational opportunities. One of its most famous landmarks is the Harbour Town Lighthouse, a red-and-white-striped beacon overlooking the yacht basin, surrounded by boutique shops, restaurants, and galleries. Sea Pines is also home to the renowned Harbour Town Golf Links, host of the PGA Tour’s RBC Heritage tournament, along with two other highly rated golf courses. Visitors and residents can enjoy miles of biking and walking trails, kayaking in calm waters, horseback riding at Lawton Stables, and access to private beach clubs. Strict development guidelines and environmental protections have helped Sea Pines maintain its charm and ecological integrity, making it a favorite destination for both vacationers and homeowners seeking a blend of luxury and nature.

* Disclaimer: Not affiliated with The Sea Pines Resort® Property Management. Any references or images related to the area of Sea Pines in Hilton Head Island, SC are for illustrative purposes and do not imply any official affiliation or association.

60 properties available

"We really enjoyed our stay at this townhome. It has been beautifully redone. The kitchen is well stocked. There is plenty of seating in the living room that overlooks an inlet. The bedrooms are spacious with very comfortable beds. We had access to the dock and were able to take our kayaks out every day. In addition, we were within walking distance

HOT 69

1598 Port Villas

Villa

$1,085^.00 - $3,948^.00 / per week

Welcome to your own personal island paradise! This stunning property is located just one street back from the ocean in the peaceful Sea Pines neighborhood. You'll love the spacious two-level house, with its huge living and family room, open kitchen, and high ceilings. It's perfect for relaxing during the day or cooking gourmet meals for the whole f

HOT 69

14 Cedar Waxwing

House

$3,465^.00 - $16,100^.00 / per week

Outdoor Paradise Near Harbour Town - Kids and adults will enjoy splashing in the new private pool. The pool area includes an 8-person spa, in pool lounge chairs, pool side covered cabana with 65” TV, large patio with tables, chairs, and bar stools all surrounded by a fence. The pool and/or spa can be heated for an additional charge. Enjoy your mo

HOT 102

11 St. Andrews Place

House

$2,793^.00 - $19,264^.00 / per week

Welcome to your charming beach getaway in Sea Pines Resort, Hilton Head Island! This three-bedroom, three-bathroom home is just a quick 90-second walk to a stunning and expansive private beach that awaits your exploration. This home is perfect for large groups seeking easygoing comfort and the best Hilton Head has to offer.Inside, you'll find a spa

HOT 31

10 Piping Plover

House

$1,610^.00 - $4,151^.00 / per week

"Excellent!" "Ideal!" "It had everything I needed for the week. Will be back!" "Relaxing." "Great location on South Beach!" "Very comfy!" "Would definitely stay again." As you can see, our guests find 1707 Bluff Villa to be perfect for their beach getaways!This lovely South Beach vacation home away from home is ideal for a couple or group of

HOT 41

1707 Bluff Villas

Villa

$623^.00 - $2,016^.00 / per week

NEW TO THE RENTAL MARKET! Imagine waking each morning to the soothing rhythm of ocean waves and sweeping views that leave you breathless! Tucked within the prestigious Sea Pines community, this extraordinary 5-bedroom, 7-bathroom oceanfront retreat strikes the perfect balance of luxury, comfort, and seclusion. Every inch of this home is thoughtfull

HOT 192

35 Ruddy Turnstone

House

$10,500^.00 - $33,005^.00 / per week

Did you say four full bedrooms and five bathrooms, a private pool and spa, a covered patio, and views overlooking the Heron Pointe Golf Course in Sea Pines? Dreams do come true at 4 Red Maple because this 3700 sq. ft. ranch-style home has it all to accommodate your group of 10 easily! Also, strong Wi-Fi makes working/schooling remotely a breeze, so

HOT 39

4 Red Maple

House

$1,890^.00 - $9,030^.00 / per week

Your Hilton Head Island vacation should be nothing less than spectacular and 8 Dewberry Lane nestled in the heart of Sea Pines Resort gives you that and more! Community pool and tennis court included! Pets considered for an additional fee of $400. ($200 for each additional pet).This beautiful vacation “home away from home” comfortably accommodat

HOT 34

8 Dewberry Lane

House

$1,337^.00 - $6,041^.00 / per week

Why are guests raving about 1622 Port Villa? Beautiful waterfront views on every level of this home and each bedroom has its own private bath. Peaceful and clean. Excellent property management. Great proximity to the beach, tennis and pickle ball courts and The Salty Dog that features a bar with outdoor firepit and live music! If this is what you

HOT 33

1622 Port Villas

Villa

$1,078^.00 - $5,313^.00 / per week

A complete renovation! Who doesn’t love a gorgeous view? With this 2-bedroom, 2-bathroom villa, you get the perfect view of the Atlantic Ocean and the Calibogue Sound from the large wrap-around balcony. This will definitely become your vacation Happy Place!This recently remodeled waterfront villa is located on the 4th floor of the Beachside Tennis

HOT 63

1878 Beachside Tennis

Villa

$1,274^.00 - $7,973^.00 / per week

"I can’t recommend this lovely oasis highly enough. We loved that it’s on a cul-de-sac, not on the main road or a busy street — so it feels secluded and safe for kids. The only neighbors we heard were the local birds! We all enjoyed the screened in porch and the yard. The beds were supremely comfortable. We loved taking advantage of the nearby biki

HOT 67

4 Pine Court

House

$1,078^.00 - $4,431^.00 / per week

Welcome to this amazing property located at the end of a cul-de-sac! You'll be mesmerized by the stunning views of the lagoon in every direction. With 3 bedrooms and 3 ½ baths, this place is perfect for a family or group of friends. You'll love that the master bedroom is conveniently located on the first floor, and it even includes his & her cl

HOT 66

36 Spartina Court

House

$1,281^.00 - $4,977^.00 / per week

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