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Places to stay near Pirates Of Hilton Head

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Top-rated vacation rentals near Pirates Of Hilton Head

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Top guest favorite
The exterior of the villa features a three-level structure surrounded by lush greenery and palm trees. A driveway is visible leading to a single car garage. Balconies are seen on the upper level, providing outdoor access. The overall setting is serene and inviting.
Home in Sea Pines

Harbour Town Villa in Picturesque Sea Pines

Luxurious and newly renovated 4 Bedroom 4 Bathroom Villa located in the heart of sought after Harbour Town. This home features views of the Calibogue Sound and the 18th hole of the Harbour Town Golf Club. The townhome is an end unit with 3 levels containing multiple windows allowing for amazing sunset views. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. The closest beach access is at Sea Pines Beach Club which is 2 mi away. There is also a community pool

4.95 out of 5 average rating, 55 reviews
Top guest favorite
Apartment in Sea Pines

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.

5.0 out of 5 average rating, 32 reviews
Guest favorite
Aerial view of Marriott's Harbour Club reveals the spacious resort surrounded by lush greenery and tall trees. Scenic Calibogue Sound is visible in the background, with the iconic Harbour Town Lighthouse further enhancing the inviting landscape.
Condo in Sea Pines

Marriott Harbour Club - 2BD

Enjoy waterfront vacations at Hilton Head's Sea Pines. Overlooking scenic Calibogue Sound on the southern end of Hilton Head Island lies Marriott's Harbour Club, one of three Marriott Vacation Club resorts within Hilton Head's Sea Pines Resort. Hilton Head Island is known for its charm, hospitality and natural beauty. It is also an island of activity, including championship golf courses and hundreds of tennis courts. Marriott's Harbour Club puts you amid everything the island has to offer.

5.0 out of 5 average rating, 18 reviews
Top guest favorite
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 Sea Pines

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

4.98 out of 5 average rating, 125 reviews
Top guest favorite
Condo in Sea Pines

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.

5.0 out of 5 average rating, 129 reviews
Top guest favorite
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.
Condo in Sea Pines

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.

4.98 out of 5 average rating, 205 reviews
Top guest favorite
A spacious master bedroom features a King-size bed with white linens and soft gray accents. Natural light enters through a large window covered by sheer curtains. A wooden dresser and artwork add a touch of warmth to the neutral-toned space.
Condo in Sea Pines

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.

5.0 out of 5 average rating, 43 reviews
Superhost
Home in Sea Pines

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.

4.67 out of 5 average rating, 9 reviews
Superhost
Home in Sea Pines

Canopy House | Walk to Harbour Town | Marshfront

Canopy House is an artfully curated retreat in Sea Pines, nestled among live oaks and Spanish moss, where walls of floor-to-ceiling windows frame sweeping views of the tranquil salt marsh along the serpentine Heddy Gutter Creek. Walk or bike to Harbour Town for dining, live music, and shops, or spend the day at the beach. Return to a peaceful oasis where nature and design inspire meaningful moments together.

5.0 out of 5 average rating, 3 reviews
Top guest favorite
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.
Apartment in Sea Pines

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

5.0 out of 5 average rating, 26 reviews
Top guest favorite
A charming circular home is nestled among tall trees, featuring a spacious deck with white lounge chairs. The wooden steps lead up to the entrance, showcasing large windows that allow ample natural light. The surrounding greenery enhances the sense of privacy and seclusion.
Treehouse in Sea Pines

Harbour Town Tree House | Private Office | 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.

4.98 out of 5 average rating, 101 reviews
Top guest favorite
A tranquil marina view is presented, featuring numerous boats docked peacefully. The iconic Harbour Town lighthouse stands in the background, complemented by green trees and a clear blue sky. A balcony railing frames the scene, emphasizing the inviting outdoor setting.
Condo in Sea Pines

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it. Permit # 072586

4.96 out of 5 average rating, 206 reviews

Popular amenities for vacation rentals near Pirates Of Hilton Head

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Pirates Of Hilton Head

Harbour Town Lighthouse

175 locals recommend

Pirates Of Hilton Head

71 locals recommend

Harbour Town Golf Links

65 locals recommend

Sea Pines Racquet Club

10 locals recommend

Harbour Town Pier

8 locals recommend

Cinnamon Bear Country Store

8 locals recommend

Condo rentals with wifi

Top guest favorite
A large, inviting pool area is surrounded by palm trees and lounge chairs. The pool's curvy shape is highlighted by soft lighting, creating a relaxing atmosphere. Adjacent to the pool, a spacious building features expansive windows, enhancing the connection to the outdoor space.
Condo in Hilton Head Island

Beachside Hilton Head Villa Fully Renovated

4.96 out of 5 average rating, 145 reviews
Top guest favorite
A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.
Condo in Hilton Head Island

Ocean View & Steps to Beach! Remodeled HHBT Condo!

4.96 out of 5 average rating, 375 reviews
Top guest favorite
A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.
Condo in Hilton Head Island

The Lookout - A Modern Beach Retreat (Oceanfront)

5.0 out of 5 average rating, 113 reviews
Guest favorite
A spacious living area features a bright and airy ambiance with two comfortable sofas and an armchair arranged around a coffee table. A large sliding glass door creates a connection to the outdoors, offering views of the lush surroundings. A dining area with bar stools is visible in the background.
Condo in Sea Pines

Lovely Villa in Sea Pines Hilton Head

4.74 out of 5 average rating, 120 reviews
Guest favorite
A serene landscape is presented, featuring a tranquil pond surrounded by lush greenery and palm trees. The view extends toward the beach, with well-maintained walkways leading through the gardens. A clear sky with scattered clouds adds to the peaceful ambiance.
Condo in Hilton Head Island

Exclusive Oceanfront Decorator Decor Spacious Bdrm

4.89 out of 5 average rating, 162 reviews
Guest favorite
A cozy living area features a green sofa adorned with patterned cushions, accompanied by two stylish armchairs. A wooden coffee table sits at the center, with decorative elements including a bowl. Artistic nature-themed prints are displayed on the walls, and natural light fills the space through sliding glass doors.
Condo in Hilton Head Island

Sunny Treetop Getaway w/ tennis and pickleball

4.9 out of 5 average rating, 153 reviews
Top guest favorite
A deck overlooks the beach, featuring bright blue chairs and a table. The expansive view stretches across the sand and grassy dunes, leading to the ocean under a partly cloudy sky.
Condo in Tybee Island

Best Ocean View and Location - Beach Gear Provided

4.95 out of 5 average rating, 126 reviews
Top guest favorite
A neatly arranged bedroom features a spacious bed with a light-colored knitted blanket. Natural light filters through a nearby window, illuminating the room. Decorative wall art, displaying leaf motifs, complements the neutral color palette, while a circular mirror adds depth and brightness.
Condo in Hilton Head Island

Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!

4.9 out of 5 average rating, 307 reviews

Family-friendly house rentals

Top guest favorite
The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.
Home in Hilton Head Island

98 Sandcastle Ct

5.0 out of 5 average rating, 122 reviews
Top guest favorite
The open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.
Home in Sea Pines

Stately Governors Quarters-Pet Friendly, Fenced In

4.98 out of 5 average rating, 108 reviews
Top guest favorite
Home in Sea Pines

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

4.99 out of 5 average rating, 157 reviews
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 Sea Pines

*Deer Island Treehouse Walkable to Harbor Town*

4.77 out of 5 average rating, 221 reviews
Top guest favorite
Home in Hilton Head Island

Steps to Beach, Pool, 5BR, Great Location

4.95 out of 5 average rating, 108 reviews
Guest favorite
Home in Sea Pines

Charming Lagoon view Townhome near Harbor Town

4.79 out of 5 average rating, 19 reviews
Superhost
Home in Sea Pines

Harbour Town Retreat | Lagoon Views + Walkable

4.67 out of 5 average rating, 6 reviews
Superhost
Home in Sea Pines

Family Memories Are Made Better at Deer Run

5.0 out of 5 average rating, 4 reviews

Apartment rentals with air conditioning

Top guest favorite
The kitchen features modern appliances, including a stainless steel refrigerator and a sleek oven. White cabinetry with glass accents showcases dishware. A marble countertop provides ample workspace, and recessed lighting brightens the room, enhancing its inviting ambiance.
Apartment in Hilton Head Island

Fully Renovated 2 Bedroom Villa - Walk to Beach

4.97 out of 5 average rating, 167 reviews
Guest favorite
A spacious studio is featured, with a large bed and a comfortable sofa facing a wooden coffee table. Natural light enters through multiple windows, and the indoor gas fireplace is visible next to a wall-mounted television. Soft tones create a relaxed atmosphere.
Apartment in Wilmington Island

The Love Bird Suite

4.95 out of 5 average rating, 332 reviews
Guest favorite
A scenic balcony view showcases the ocean in the distance, framed by palm trees and coastal vegetation. The clear sky and gentle clouds create a serene atmosphere, while the area below includes pathways and nearby buildings, contributing to the welcoming beachfront community.
Apartment in Hilton Head Island

Stunning ocean view condo

4.88 out of 5 average rating, 124 reviews
Superhost
A living area features light wood flooring and a ceiling fan. A small table is accompanied by three stools beside a narrow console. A mounted TV is positioned on a shiplap wall, with decorative art pieces above. Large sliding glass doors lead to a balcony with greenery.
Apartment in Hilton Head Island

Cheerful 3 beds ocean view condo. Permit # 073566

4.83 out of 5 average rating, 105 reviews
Guest favorite
Large windows frame stunning ocean views, allowing natural light to flood the room. A flat-screen TV is positioned on a glass stand opposite the windows, with a white shelving unit displaying decorative items. The space features maple hardwood flooring and a sliding glass door leading to an outdoor area.
Apartment in Hilton Head Island

Jim's Stunning Direct Ocean Front 2BR Villa

4.83 out of 5 average rating, 199 reviews
Top guest favorite
Apartment in Bluffton

Guest House on Lawrence Street

4.99 out of 5 average rating, 475 reviews
Top guest favorite
A spacious studio apartment is shown, featuring a king size bed draped in a patterned quilt. A dresser and lamp are positioned nearby, while a modern kitchen area is visible in the background. Natural light fills the room, highlighting the warm wooden flooring.
Apartment in Bluffton

Sunset on the May / Historic Old Town Bluffton

4.99 out of 5 average rating, 232 reviews
Top guest favorite
Apartment in Hilton Head Island

Beautiful villa steps away from beach and Coligny

4.88 out of 5 average rating, 103 reviews

Other great vacation rentals near Pirates Of Hilton Head

Top guest favorite
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.
Condo in Sea Pines

Harbour Town Lighthouse & Sunset Views | Sea Pines

4.98 out of 5 average rating, 52 reviews
Guest favorite
A light-filled living area features two green sofas positioned around a round coffee table. A large artwork depicting a coastal scene is displayed on the wall, while sliding glass doors lead to an outdoor balcony surrounded by greenery.
Apartment in Sea Pines

Sea Pines-Harbour Town, Updated and Bright Pets OK

4.88 out of 5 average rating, 16 reviews
Top guest favorite
A vibrant marina scene is captured, featuring various boats docked along the water next to a lighthouse. Lush greenery and blooming plants frame the view, enhancing the picturesque harmony between nature and the waterfront. A clear blue sky with scattered clouds completes the serene atmosphere.
Apartment in Sea Pines

Harbour Town Gem

5.0 out of 5 average rating, 28 reviews
Guest favorite
An overview of the resort showcases a modern building adjacent to lush greenery and calm waters. A pool is visible in the foreground, surrounded by landscaped gardens, while the serene waterfront extends into the distance under a partly cloudy sky.
Condo in Sea Pines

2 Bedroom Villa at Marriott Harbour Club Resort

5.0 out of 5 average rating, 10 reviews
Top guest favorite
A cozy living area is highlighted by a comfortable light grey sofa and matching accent chairs with floral patterns. A wooden coffee table rests in the center, while a television is placed on a side console. Natural light fills the room through sliding glass doors leading to an outdoor balcony.
Apartment in Sea Pines

Sea Pines, Harbour Town Villa by Clubhouse

4.84 out of 5 average rating, 96 reviews
Superhost
A tranquil evening scene is captured at the marina, showcasing boats illuminated by soft blue lights. The sky transitions from dark blue to warm orange and gold at the horizon, with the Lighthouse standing tall in the background.
Condo in Sea Pines

Ketch Studio - an iTrip Hilton Head Home

4.85 out of 5 average rating, 13 reviews
Guest favorite
The marina is lined with boats of various sizes, reflecting the soft pink and purple hues of the sunset sky. A lighthouse stands in the background, adding charm to the waterfront scene. Bicycles are parked near the railing, offering a glimpse of local transportation.
Condo in Sea Pines

King Bed - Harbour Town Lighthouse Views

4.89 out of 5 average rating, 46 reviews
Guest favorite
The living area features a comfortable seating arrangement, including a spacious green sofa and a complementary armchair. Light is invited through sliding glass doors that open to a patio. A decorative rug adds warmth, and a ceiling fan provides a cooling breeze.
Condo in Sea Pines

#807 Renovated/2BR/2.5BA/Sofa Bed/Grill/Smart TVs

5.0 out of 5 average rating, 20 reviews