Places to stay near Pirates Of Hilton Head

Chalet in Hilton Head Island

A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.

4.98 out of 5 average rating, 117 reviews

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

A bright living area features a large sofa and coffee table, complemented by two side tables with lamps. Light-colored curtains frame a sliding glass door that opens to a balcony surrounded by trees, allowing natural light to enhance the space.

5 out of 5 average rating, 46 reviews

Luxury Penthouse in the Heart of Harbour Town

We offer a weekly a 10% off 7 nights or more. Discount is automatically applied. Plan your next vacation in this luxurious villa. It’s prime location is steps from Hilton Head’s iconic lighthouse, marina, shops and restaurants. There are only 9 villas in the this building. This unit is on the top floor on the end closest to the marina. If you are familiar with Harbour Town, Mariner’s Way is located between the live oak trees on the sandy playground and the Crazy Crab.

5 out of 5 average rating, 116 reviews

5 Star Location-Harbourtown-Walkable Area

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

4.98 out of 5 average rating, 197 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

5 out of 5 average rating, 37 reviews

Spacious Harbor Town Condo!

Your perfect vacation begins when you walk out the door of this newly renovated condo into the Harbour Town marina with its boutique shops, gourmet restaurants, racquet club offering tennis and pickleball, famous PGA tournament golf course, and the iconic red and white lighthouse. The spacious 1-BR sleeps up to four guests. The master bedroom has a King-size bed and a large picture window that comes with blackout curtains for late sleepers.

A red and white striped lighthouse is visible, surrounded by boats docked in a harbor. A multi-storied building with a sloped roof stands in the background, complementing the maritime setting under a partly cloudy sky.

5 out of 5 average rating, 41 reviews

Harbour Town Lighthouse & Sunset Views | Sea Pines

Enjoy direct Harbour Town lighthouse, yacht basin, and Calibogue Sound views from our beautifully updated Sea Pines condo. Located in Ketch Court, this cozy coastal retreat puts you steps from Harbour Town dining, shopping, sunsets, bike paths, golf, and the marina. Perfect for couples, golfers, or a small family looking for one of Hilton Head’s most iconic locations. Come relax and unwind and take in all that Harbour Town has to offer!

Cottage in Saint Helena Island

4.99 out of 5 average rating, 132 reviews

Private Waterfront Retreat w/ Sauna

Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.

Villa in Hilton Head Island

A spacious living area features a large blue sectional sofa with decorative pillows, two matching armchairs, and a stylish coffee table. The room is illuminated by natural light from expansive windows, offering views of the surrounding greenery. A dining area with a chandelier is visible in the background.

5 out of 5 average rating, 12 reviews

1102 Harbour South Club Villa Harbour Town

Nestled in the heart of Harbour Town, this beautifully updated and professionally designed Harbour South Club Villa offers the perfect blend of luxury, comfort, and convenience. Whether you're visiting for the RBC Heritage, planning a golf getaway, or enjoying a family vacation, this exquisite villa is your ideal retreat. Community Pool Open April 1st-October 1st. Beach Access via the Sea Pines Trolley.

Home in Hilton Head Island

The unique structure features floor-to-ceiling windows, allowing natural light to illuminate the interior. Surrounded by tall pine trees, the exterior showcases a blend of green tones. An inviting deck area includes seating options, creating a perfect spot to unwind in nature.

4.98 out of 5 average rating, 91 reviews

Harbour Town Tree House | Deer Island | HT Pool

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

Superhost

A view of the marina is captured, featuring several boats docked along the water. Tall trees surround the area, providing greenery and shade, while a pathway leads along the water’s edge. The scene is set against a clear blue sky.

Villa in Hilton Head Island

5 out of 5 average rating, 3 reviews

3-Bedroom Penthouse in Harbour Town

🏆We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property. ⛵️ Beautiful Harbour Town Penthouse | Sound & Harbour Town Lighthouse Views ⛳️ Save even more when you book 1040 Caravel Court and receive $300 in complimentary daily activities!

5 out of 5 average rating, 15 reviews

MyStay at 1029 Caravel | Lighthouse Views & Pool!

Escape to 1029 Caravel Court, a dreamy Harbour Town getaway with front-row marina views, a king-size zero-gravity bed, and luxe coastal touches. Sip wine on the balcony, stroll to shops, or unwind at the Harbour Town Pool, a 120-ft freeform pool, heated and cooled seasonally. Plush linens, beach gear, & 24/7 service make every moment effortless. Love, luxury, and lighthouse views—book now!