Places to stay near Pirates Of Hilton Head

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Top-rated holiday rentals near Pirates Of Hilton Head

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Superhost
A circular, modern sea loft is nestled among tall trees, blending harmoniously with the natural surroundings. A wooden staircase leads to the entrance, framed by various shrubs and greenery. Large glass windows provide views of the lush landscape.
Home in Hilton Head Island
4.77 out of 5 average rating, 221 reviews

*Deer Island Treehouse Walkable to Harbor Town*

Floor to ceiling windows adorn this treehouse with friendly deer on a Forest Preserve in Sea Pines. 200 yards walk or bike ride to the famous Harbour Town Lighthouse & Marina with a variety of water sports, dinner cruises, shoppes and restaurants. Take a free seasonal Trolley Ride from the Harbour Town Stop to Sea Pines Beach Club or seasonal Salty Dog Marina & Pool. The Harbour Town Golf Links and Sea Pines Resort Tennis Club are a short walk. Easy beach access to 11 miles of sandy shoreline!

Top guest favourite
Flat in Hilton Head Island
5 out of 5 average rating, 25 reviews

Harbour Town Marina Studio | Walk to Lighthouse

Cozy, bright penthouse studio with direct views of the Harbour Town Marina, just steps from the lighthouse, shops, dining, and golf. The space features a comfortable sleeping area with king bed, sitting space, kitchenette, and full bath with tub/shower combo. Enjoy the small private balcony, perfect for morning coffee or evening sunsets over the marina. Ideal for 1–2 guests looking to enjoy the Harbour Town lifestyle in Sea Pines. Located on the fourth floor with convenient elevator access.

Top guest favourite
A private screened-in dock features a swing bed adorned with decorative pillows, offering a cozy resting space. Ambient Edison lights create a warm glow, while views of the marshland are visible through wooden frames and open spaces.
Cottage in Tybee Island
4.99 out of 5 average rating, 204 reviews

Private Dock | FREE Golf Cart, Kayaks & Bikes

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

Top guest favourite
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.
Chalet in Hilton Head Island
4.98 out of 5 average rating, 121 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

Superhost
Treehouse in Hilton Head Island
5 out of 5 average rating, 4 reviews

Luxury Waterfront Tree House | Private Office

Experience perfection with sweeping views of Calibogue Sound. Book with Confidence 🏆 Host of an Airbnb Luxe Extraordinary Home 🥇 Multiple Top 1% Guest Favorite Gold Properties ⭐ Airbnb Superhost for 10+ Years 💬 1,500+ Five-Star Guest Reviews Watch sailboats, dolphins, breathtaking sunsets. Floor-to-ceiling windows frame spectacular water views, while this peaceful Deer Island retreat, just steps from Harbour Town, offers the perfect blend of privacy, luxury, and convenience.

Guest favourite
A spacious living area is illuminated by natural light, featuring a large flat-screen TV and a wooden coffee table. Seating includes a plush sofa, loveseat, and a comfortable chair. A desk with two stools provides additional workspace, and the adjacent kitchen is partially visible.
Apartment in Hilton Head Island
5 out of 5 average rating, 48 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.

Top guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 124 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.

Top guest favourite
An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 201 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.

Superhost
Home in Hilton Head Island
4.67 out of 5 average rating, 9 reviews

Spacious Harbour Town Villa Steps to Golf & Marina

The property is steps away from the Harbour Town Golf Links. The beach and Sea Pines Beach Club are just a short bike ride away. Enjoy the 3 Bedrooms and 3 full Baths. This centrally located Harbour Town Villas sleeps 8. The private balcony overlooks the resort with access from the open living and dining room. The kitchen is right off the foyer and opens up into the expansive living space. Book now to experience the best of coastal living.

Top guest favourite
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.
Apartment in Hilton Head Island
5 out of 5 average rating, 46 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!

Top guest favourite
A modern living area features a gray sofa adorned with decorative pillows, complemented by a round wicker coffee table. Light fills the space through large windows, with a balcony view visible in the background. A flat-screen TV and lamps enhance the inviting ambiance.
Flat in Hilton Head Island
5 out of 5 average rating, 24 reviews

Penthouse flat in Sea Pines | Harbour Town

Welcome to 681 Mariner’s Way, a beautifully renovated 2-bedroom, 2-bathroom penthouse flat, now available for rent! Formerly a private residence, the unit is situated on the 4th floor, this modern unit offers an open floor plan, flooded with natural light, and stylish, professionally designed interiors—perfect for your Sea Pines Harbour Town retreat. Town of Hilton Head, SC Short Term Rental Permit # 037692

Guest favourite
Apartment in Hilton Head Island
4.93 out of 5 average rating, 74 reviews

Mariner’s Way Retreat in Harbour Town/Pool pass

Mariner’s Way Retreat is a beautifully renovated top floor villa in Harbour Town. Above retail and next to playground, lighthouse, restaurants and shops. Harbour Town pool pass is provided. Villa has beadboard cabinets, granite countertops and new stainless steel appliances (November 2025) Strictly pet free and smoke free. Building and balconies are also smoke free STR permit #060748

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