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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, 35 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.
Treehouse 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, 127 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, 131 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, 209 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, 46 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.

4.7 out of 5 average rating, 10 reviews
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

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!

4.98 out of 5 average rating, 54 reviews
Guest favorite
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, 5 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, 103 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 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, 380 reviews
Top guest favorite
A clear view of the ocean is visible from the balcony, showcasing a sandy beach lined with colorful umbrellas. Gentle waves roll onto the shore, and distant figures can be seen enjoying the beach. Lush greenery frames the foreground, enhancing the coastal scene.
Condo in Hilton Head Island

Oceanfront, 3rd floor, King Bed

4.91 out of 5 average rating, 132 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, 114 reviews
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

4.95 out of 5 average rating, 148 reviews
Top guest favorite
The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.
Condo in Hilton Head Island

Ocean View! Remodeled! Steps to beach/Pool/Bar

4.98 out of 5 average rating, 321 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!

4.89 out of 5 average rating, 311 reviews
Top guest favorite
A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.
Condo in Hilton Head Island

Oceanfront Luxe KING BED 65TV Beach Bar Pickleball

4.98 out of 5 average rating, 368 reviews
Top guest favorite
A balcony offers a table and two chairs, providing a space for relaxation and enjoyment of ocean views. The horizon features a clear blue sky and the serene expanse of water. Lush greenery and trees frame the scenery, enhancing the tranquil atmosphere.
Condo in Hilton Head Island

Jim's Chic Direct Oceanfront 2BR Villa

4.86 out of 5 average rating, 101 reviews

Family-friendly house rentals

Top guest favorite
Home in Hilton Head Island

Steps to Beach, Pool, 5BR, Great Location

4.95 out of 5 average rating, 109 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, 110 reviews
Top guest favorite
A private pool area is featured, showcasing a clear blue pool surrounded by paved decking. Several lounge chairs are positioned nearby, accompanied by a shaded cabana area with seating. Bright pink inflatable flamingos float in the water, enhancing the relaxing ambiance.
Home in Hilton Head Island

Resort-Style Pool, Cute House 88 Steps to Sand

4.97 out of 5 average rating, 136 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, 158 reviews
Guest favorite
Home in Sea Pines

Charming Lagoon view Townhome near Harbor Town

4.81 out of 5 average rating, 21 reviews
Superhost
Home in Sea Pines

Harbour Town Retreat | Lagoon Views + Walkable

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

Luxury Sea Pines Home, Lagoon Views on Hilton Head

5.0 out of 5 average rating, 8 reviews
Guest favorite
A private residence is set among tall trees, featuring a spacious patio area with a circular pool at its center. A barbecue grill and poolside loungers are visible, surrounded by natural landscaping, creating a serene outdoor retreat.
Home in Sea Pines

Starfish Beach House with Pool and Bikes

4.91 out of 5 average rating, 46 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
Top guest favorite
Apartment in Bluffton

Guest House on Lawrence Street

4.99 out of 5 average rating, 478 reviews
Superhost
Apartment in Hilton Head Island

Cheerful 3 beds ocean view condo. Permit # 073566

4.82 out of 5 average rating, 107 reviews
Superhost
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

4.94 out of 5 average rating, 335 reviews
Top 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, 127 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, 235 reviews
Top guest favorite
The entrance to Courtside Villas is marked by a prominent sign, featuring the name against a backdrop of lush landscaping. Tall palm trees and colorful flowers border the entrance, creating a welcoming approach along the tree-lined road.
Apartment in Hilton Head Island

Walk to Beach from Courtside Villas

4.94 out of 5 average rating, 182 reviews
Top guest favorite
The living area features two plush armchairs with soft pillows, set on a richly patterned rug. An ornate fireplace is framed by two decorative mirrors. Natural light fills the space from large windows leading to the sleeping area, creating a welcoming ambiance.
Apartment in South Historic District

Iconic, Historic Condo Steps from Forsyth Park

4.96 out of 5 average rating, 187 reviews

Other great vacation rentals near Pirates Of Hilton Head

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, 47 reviews
Guest favorite
Treehouse in Sea Pines

Quiet Deer Island Retreat|Walk to Harbour Town

5.0 out of 5 average rating, 8 reviews
Guest favorite
Condo in Sea Pines

MyStay at 821 Ketch Ct - 3-BR Harbour Town + Pool!

4.88 out of 5 average rating, 8 reviews
Top guest favorite
Condo in Sea Pines

Harbour Town Villa: Sleeps 6-Perfect for Families

5.0 out of 5 average rating, 20 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, 17 reviews
Guest favorite
Treehouse in Sea Pines

2031 Deer Island Treehouse - Walk to Harbour Town

4.86 out of 5 average rating, 76 reviews
Superhost
Villa in Sea Pines

Penthouse villa w/ views of the Iconic Lighthouse

4.67 out of 5 average rating, 3 reviews
Top guest favorite
Condo in Sea Pines

#871 1 BR/1 BA 1st Floor/King Bed/Sofa Bed/Pool

4.96 out of 5 average rating, 47 reviews