Home - 53 South Sea Pines Dr, Sea Pines
Step outside and settle into your own private outdoor retreat—where days are spent poolside and evenings unfold under the shade of towering palms.
The main living area is designed for gathering, with an open layout that keeps everyone connected while still offering room to spread out.
Start your day with coffee and wide-open views of the water with oversized windows that bring the outdoors in.
This expansive recreation room offers a bright, inviting space anchored by a classic billiards table—perfect for entertaining family and friends.
Tucked among mature pines and overlooking a peaceful lagoon, the property feels secluded while still being just a short walk or bike ride to the shoreline.
Step through and experience how easily this home lives. Just off the kitchen, this private entry opens to elevated decking.
Large picture windows frame serene lagoon and landscape views, filling the room with natural light and enhancing the inviting atmosphere.
The expansive island offers ample workspace and casual seating for four, making it ideal for entertaining or everyday gatherings.
With generous counter space, a spacious peninsula with seating, and warm hardwood floors, this kitchen blends comfort and functionality.
The kitchen is well-equipped for everything from quick breakfasts to full family meals.
The kitchen is thoughtfully designed with expansive counter space, full-size appliances, and a layout that makes cooking and gathering easy.
Positioned beneath a wide picture window, the sink overlooks the lagoon and surrounding greenery.
A full appliance setup, including range, microwave, and coffee maker, keeps mornings simple and evenings stress-free.
Tucked beside the kitchen, this built-in window seat offers one of the best views overlooking the pool, lagoon, and surrounding greenery,
With seating for a full group, this space easily accommodates shared meals, celebrations, and long conversations that carry into the evening.
Set within the open main living area, the dining space connects seamlessly to the kitchen, living room, and surrounding gathering areas.
This main living and dining space is designed to bring everyone together—wide open and framed by sweeping water and landscape views.
A full wall of windows keeps the outdoors front and center, while the vaulted ceiling adds volume and brightness throughout the room.
Whether you're enjoying quiet conversation, reading by the windows, or transitioning into dinner nearby, the layout keeps everything connected.
The living room flows easily into a secondary sitting area and game space—perfect for kids, movie nights, or a quiet spot to unwind with a book.
A warm seating area anchored by a classic fireplace. Enhanced by vaulted ceilings, gleaming hardwood floors, and elegant finishes.
The living room offers a comfortable place to settle in, with ample seating designed for relaxing after a full day on the island.
This built-in shelving area offers a mix of books, games, and décor, creating a relaxed space.
Positioned within the open layout, the space stays connected to the kitchen, dining area, and nearby game space.
A large flat-screen TV anchors the room—perfect for movie nights, catching a game, or giving kids their own space.
Just beyond, a built-in wet bar adds an extra layer of convenience for entertaining, with space to mix drinks, serve snacks, or set up for game night.
Just off the main living area, the home offers a dedicated entertainment space designed for fun and connection. A pool table anchors the room.
A central staircase connects the home's main living spaces, adding both function and architectural character.
The layout continues toward a bright sunroom with a pool table, creating multiple zones that allow your group to enjoy time together without feeling crowded.
A pool table anchors the room, creating an easy spot for friendly competition, evening games, or downtime between beach outings.
This central staircase sets the tone the moment you step inside—bright, open, and easy to navigate.
This gathering space features a full-size pool table set beneath vaulted ceilings and surrounded by natural light.
Natural light from the surrounding windows carries through this space, creating a bright and welcoming transition between levels.
From above, the main living area reveals its full impact—expansive, light-filled, and centered around the view.
A dedicated game area adds another layer of fun to the home, featuring a shuffleboard table perfect for friendly competition.
A conveniently located powder room adds ease guests, especially when entertaining or spending time in the main living areas.
The primary suite offers a spacious and peaceful retreat, with direct access to the outdoor deck and serene lagoon views just beyond.
Large sliding doors fill the room with natural light, creating a bright and relaxing environment from morning through evening.
A charming sitting nook adds a quiet, intimate space within the home—perfect for morning coffee or an evening glass of wine.
The primary bathroom offers a spacious double vanity with ample counter space and storage, it keeps mornings organized and stress-free.
The primary bathroom features a spacious walk-in shower with glass enclosure and tile surround.
The layout provides plenty of space to spread out, while large windows bring in natural light and views of the surrounding landscape.
Soft finishes and a simple design create a relaxed environment for winding down at the end of the day. ere.
This full bathroom offers a clean and functional layout, featuring a spacious vanity and a tub-shower combination.
Set up as a creative workspace or bonus room, it's ideal for remote work, hobbies, or giving kids and teens their own area.
Large doors bring in natural light and provide access to the outdoors, keeping the space bright and connected to the rest of the home.
The generous layout allows for both sleeping and sitting areas, giving guests extra space to spread out.
Large windows bring in natural light and views of the surrounding greenery, creating a bright and peaceful setting throughout the day.
The wide vanity provides plenty of room for guests to get ready, while the large mirror enhances the open feel of the space.
A walk-in shower with tile surround adds a practical touch for everyday use..
This spacious guest bedroom is designed with groups in mind, offering multiple beds that make it easy for everyone to stay together.
Soft carpeting underfoot and natural light from the large windows create a relaxed, inviting setting.
The spacious vanity provides ample counter space, while a tub and shower combination adds flexibility.
A dedicated laundry room with full-size washer and dryer makes it easy to keep everything fresh during your stay.
Another dedicated laundry area adds everyday convenience to your stay, allowing guests to keep up with daily essentials.
This inviting bedroom offers a peaceful retreat with beautiful water views and direct access to a private balcony.
The layout allows for more than just sleeping—there's room to unwind with a TV, enjoy a quiet morning coffee at the bistro table.
Step right outside and take in peaceful lagoon views framed by mature palms and Lowcountry landscape.
This well-designed bathroom features a double vanity, with a long countertop and ample mirror space make mornings smoother.
This full bathroom features both a separate walk-in shower and a soaking tub, giving guests options based on their routine.
This bright entry and transition space creates an easy connection between indoor living and the outdoor pool area.
This inviting porch features a classic Lowcountry swing, creating the perfect place to slow down and enjoy the surroundings.
Covered and comfortable, this space extends the living area outdoors while still providing shade and privacy.
Step outside to a private outdoor setting designed for relaxing and gathering.
The backyard layout gives groups room to spread out—some by the pool, others enjoying the shade or water views.
The private pool curves through the landscape, surrounded by brick patios, shaded seating, and open space to spread out.
A wide gravel drive offers easy access and plenty of parking, framed by tall pines and swaying palms that give this home its Hilton Head feel.
Set beneath a canopy of palms and pines, this elevated Lowcountry home welcomes you with a relaxed, private feel from the moment you arrive.
Tucked among tall pines and swaying palms, this home is set on a spacious, private lot that captures the natural beauty of Hilton Head.
With a setting that feels both quiet and connected to nature, this property offers the charm that makes it easy to slow down and settle in.
The elevated design of this home creates an inviting outdoor living space below, perfect for gathering, dining, and enjoying the coastal air.
Elevated above the landscape, the home overlooks the entire setting, creating a sense of privacy while keeping every gathering connected.
The expansive brick patio offers plenty of space for everyone to spread out, with comfortable loungers perfectly positioned around a serene, freeform pool.
Downstairs, a shaded lounge and dining area provide a cool escape after time in the sun—ideal for casual meals, card games, or simply unwinding.
Surrounded by mature landscaping and natural Lowcountry beauty, this backyard feels tucked away, yet designed for making memories.
A shaded table with a bright umbrella creates the perfect spot for morning coffee, casual lunches, or evening drinks.
Stretch out and settle into true Lowcountry relaxation on this expansive brick patio overlooking the lagoon. .
This is the spot for slow mornings, mid-day sun, and unwinding after the beach.
A hammock and hanging swings create the perfect setting for afternoon naps, quiet reading, or simply watching the lagoon drift by.
Set along a wide, tranquil lagoon, this private backyard delivers the full Hilton Head outdoor experience.
Tucked along a quiet stretch of lagoon in Sea Pines, this private retreat offers space, privacy, and a true connection to the Lowcountry landscape.
The natural buffer of trees creates a sense of seclusion while still being close to everything Sea Pines has to offer.
Perfectly positioned within Sea Pines, this home offers the best of both worlds—peaceful lagoon-front living with the beach just moments away.
The setting feels private and tucked away, yet you are within easy biking or walking distance to the beach.
. From above, you can see how the property connects to winding lagoons that lead toward the marina and open water beyond.
Welcome to Sea Pines—Hilton Head Island's most iconic oceanfront community. .
Just minutes from the home, the Sea Pines Plantation Golf Club places you at the heart of Hilton Head's golf experience. .
Front view of the Plantation Golf Club, home to Fraser's Tavern and two of Sea Pines' premier courses.
Aerial view of the Plantation Golf Club surrounded by lush fairways, sparkling lagoons, and coastal scenery.
Entrance to Lawton Stables, offering trail rides, pony rides, and a charming small animal farm in Sea Pines.
Charming barn and paddock area at Lawton Stables, surrounded by moss-draped oaks and Lowcountry beauty.
It is an easy outing to slow down your day—wander the shaded paths, visit the animals, or enjoy a guided ride through the preserve.
Aerial view of Lawton Stables featuring spacious riding arenas, fenced pastures, and scenic Lowcountry surroundings.
Aerial view of Sea Pines' lush landscape showcasing community gardens, winding roads, and Lawton Stables near the coast.
Welcome to South Beach Marina Village — a charming seaside hub for shopping, dining, and island adventures.
South Beach Marina Village at dusk — glowing waterfront restaurants, boats, and a serene coastal sunset.
The Harbour Town Pier invites visitors to stroll along the water and take in sweeping views of the Calibogue Sound.
The area is filled with boutique shops, dining, and live entertainment, all within a walkable setting.
It is also home to the famous Harbour Town Lighthouse and the finishing hole of Harbour Town Golf Links, giving it a distinct coastal energy.
Whether you visit for sunset, dinner, or a casual afternoon walk, Harbour Town delivers a classic Hilton Head experience.
A serene aerial view of Harbour Town at dusk, with calm waters, glowing lights, and the iconic Lighthouse standing proudly at the heart of Hilton Head Island.
Colorful blooms and brick walkways frame the Harbour Town Yacht Basin with boats and the iconic lighthouse beyond.
Sunlit Harbour Town Marina featuring the bronze “Harbour Town Sailor” statue and elegant yachts docked along the waterfront.
Shops and restaurants line the Harbour Town Marina walkway, where benches offer peaceful views of the yachts and sailboats.
The iconic Liberty Oak at Harbour Town Marina, surrounded by wooden benches overlooking the waterfront
Elegant exterior view of the Sea Pines Beach Club, framed by palm trees and bright blue skies, welcoming guests.
Inviting outdoor dining area at the Sea Pines Beach Club, featuring ocean views, shaded tables, and string lights for the perfect coastal meal ambiance.
Oceanfront bar seating at the Sea Pines Beach Club, offering stunning views of the dunes, palm trees, and sparkling Atlantic horizon.
A sandy path lined with beach grass leads up to the Sea Pines Beach Club, offering a scenic coastal walk surrounded by lush greenery and ocean breezes.
Gentle waves, plenty of space to spread out, and beautiful Lowcountry skies make it a favorite spot for families and guests to relax and enjoy.
Dunes, sea oats, and open shoreline create a natural setting that feels calm and unhurried.
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Homes - Rating 5 (1)

Home - 53 South Sea Pines Dr, Sea Pines

Bedroom 5 bedrooms
Bathroom 5 baths
Guests 10 guests
Pets Not Allowed Pets Not Allowed
Golf Bicycle Free Activities
  • Address: 53 South Sea Pines Dr
  • Location: Sea Pines
  • Type: Homes
  • View: Lagoon View
Bedding Bedding
Guest Bedroom 1
Twin Single (2)

First Floor

Guest Bedroom 2
Queen

Second Floor

Guest Bedroom 3
Twin Single (3)

Second Floor

Guest Bedroom 4
Queen

Second Floor

Primary Bedroom
King

First Floor

Description Description
A Sea Pines Legacy Home for Longer Island Escapes

5 Bedrooms | 5 Bathrooms | Sleeps 10 | Peaceful Backyard Oasis

Located in the heart of Sea Pines on Hilton Head Island, The Hamilton is a beautifully furnished 5-bedroom, 5.5-bath legacy home available for extended monthly stays from November through April.

With over 5,400 square feet of refined living space, this thoughtfully designed home comfortably accommodates up to 10 guests—perfect for families or couples looking to settle into coastal life for a season.
 
Just seven rows from the Atlantic Ocean, this beach-oriented home invites you to relax, recharge, and enjoy Hilton Head at your own pace. The Beach Walk is conveniently located behind the street, and the bike path out front makes exploring a breeze. Ride just a mile to the iconic Salty Dog Café or head three miles to the charming shops and waterfront of Harbour Town. The Hamilton’s setting is truly special—nestled along a peaceful lagoon with private views and beautifully manicured grounds.
 
Step inside and discover warm, coastal-inspired interiors, multiple gathering spaces, and quiet nooks to unwind. The spacious kitchen and dining areas are perfect for entertaining, while multiple decks and patios allow you to soak in the Lowcountry air. Enjoy a game of pool, grill out on the deck, or take a dip in the heated pool (available by request for an additional fee). With amenities like air conditioning, laundry, and ample room to spread out, every detail has been considered for your comfort.

Included With Your Stay:
• Private Pool (Heat Optional for an Additional Fee)
• Game Room w/ billiard table
• Access to the Sea Pines Trolley
• Access to Sea Pines Beach Club Beach Access (Labor Day - Memorial Day)
• Starter amenities and keyless entry
• Sea Pines Community Guidelines

Sleeping Arrangements:
Bedroom 1: 1x King Bed
Bedroom 2: 2x Twin Beds
Bedroom 3: 1x Queen Beds
Bedroom 4: 3x Twin Beds
Bedroom 5: 1x Queen Bed
 

Why Book with Hilton Head Properties R&R?
We go beyond the booking to make your stay seamless and memorable. Every reservation includes local perks like complimentary activities through Xplorie (dolphin tour, golf, mini-golf, beach gear & more), dedicated vacation planners to help curate your trip, and a full-time maintenance team ready to assist anytime you need us.

Permit #042884
 
Amenities 44 Amenities
Outdoor Amenities Forest Icon
  • Pool
Rooms Door Icon
  • Kitchen
  • Living Room
  • Dining Room
Starter Amenities Towels Icon
  • Trash Bags
  • Starbucks Coffee
  • Paper Towels
  • Laundry Pods
  • Kitchen Towels
  • Kitchen Soaps
  • Bed Linen
  • Bath Towels
  • Bath Soaps
Kitchen Amenities Coffee Machine Icon
  • Stove
  • Microwave
  • Blender
  • Oven
  • Toaster
  • Refrigerator
  • Keurig Coffee Station
  • Coffee Maker
  • Dishwasher
Safety Amenities First Aid Icon
  • Smoke Detector
  • Fire Extinguisher
  • Carbon Monoxide Detector
Entertainment Amenities Wifi Icon
  • Television
  • Wi-Fi
  • Cable
Outdoor Amenities Forest Icon
  • Gas Grill
Resort Amenities Pinball Icon
  • Sea Pines Trolley
  • Sea Pines Beach Club Beach Access
Other Amenities Biking Icon
  • Dryer
  • Extra Pillows/Blankets
  • New Property
  • Hangers
  • Iron
  • Ironing Board
  • Air Conditioning
  • Snow Bird Rentals
  • Walking Distance to the Beach
  • Late Check Out (Inquire)
  • Early Check In (Inquire)
  • Thirty Day Rentals
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Reviews Rating 5 (1) Reviews
Rating 5
We had a awesome time, beautiful home in a peaceful neighborhood..we were so relaxed we extended an extra day!
Shana Kay - Posted: 9/24/2025
Thank you so much for your kind words! We’re delighted to hear you had such a relaxing stay and enjoyed the home and neighborhood. We love that you decided to extend your visit—that’s the best compliment we could receive! We’d be happy to welcome you back anytime.
Hilton Head Properties Realty & Rentals staff
Location Location
Have a question? Customer Questions & Answers Have a question? Customer Questions & Answers

Want to know specifics? Ask anything about this specific property that you would like to know...

Example: "Is the balcony screened in?" or "Is there a toaster oven?"

How far away is the beach access?

Andy B - Posted: 01/16/2026

Answer:

The property is 0.4 mile from the beach access at the Sea Pines Beach Club - 11 minute walk and 2 minute bike ride.

Can you heat the pool?

- Posted: 04/16/2026

Answer:

You may heat the pool at an additional fee. You may contact us for a quote.

How many cars can you park at this home?

- Posted: 04/16/2026

Answer:

You can park up to 6 car passes.

What kind of coffee maker is at this home?

- Posted: 04/16/2026

Answer:

There is a drip coffee maker and Keurig.

What is Xplorie?

- Posted: 05/06/2026

Answer:

As a guest of Hilton Head Properties R&R, your stay comes with 2 adult bikes (year round) and 2 beach chairs and an umbrella (March - October), as well as free activities. This offer is valid for stays between 3 - 21 night stays.

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