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House vacation rentals in Sea Pines

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Top-rated house rentals in Sea Pines

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Top guest favorite

The charming cottage features a low country style exterior with reclaimed wood siding and a corrugated metal roof. A welcoming front porch is adorned with seating. Surrounding landscaping includes shrubs and trees, enhancing the serene setting within the historic district.

Home in Bluffton

4.99 out of 5 average rating, 378 reviews

Bluffton Farm Cottage: Come for Summer Vacation

(STR21-00116) Located in the Old Town Bluffton Historic District, our charming cottage is a short walk from art galleries, boutiques, gift shops, restaurants, parks, historic houses, and the May River. Hilton Head Island beaches and bike trails, dozens of golf courses, two National Wildlife Refuges, a variety of coastal/ocean opportunities, and many outdoor activities are nearby. Only 35 minutes from Savannah, the cottage is ideal place for couples trips, friends getaways, or family vacations.

Top guest favorite

An airy living space is highlighted by soft white sofas and a large rug featuring ocean-themed designs. A ceiling fan hangs above, while natural light floods in through expansive glass doors. The room includes a cozy fireplace and a wooden coffee table in the center.

Home in Hilton Head Island

5 out of 5 average rating, 18 reviews

Sal and Babs Sea Pines Sanctuary

Nestled along the picturesque coastline of Sea Pines on Hilton Head Island, the beachside area of this premier community offers an idyllic retreat by the sea. Residents and visitors alike are treated to expansive views of the Atlantic Ocean, with pristine sandy shores inviting leisurely walks, sunbathing, and water activities. Sea Pines is a sanctuary where the sounds of waves crashing and seabirds calling create a soothing backdrop for relaxation. With easy access to the beach from various poin

Top guest favorite

A spacious living room features vaulted ceilings and a ceiling fan. Two leather sofas face a wooden coffee table, with a decorative bowl in the center. A 55-inch Smart TV is mounted above a modern fireplace, and large glass sliding doors provide natural light and access to the backyard.

Home in Hilton Head Island

4.98 out of 5 average rating, 127 reviews

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

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

A bright and airy living area is presented with large windows allowing natural light to fill the space. A light-colored sofa sits opposite two accent chairs, and a wooden coffee table anchors the seating arrangement. Soft textures and neutral tones create a calm environment.

Home in Hilton Head Island

4.94 out of 5 average rating, 18 reviews

Hilton Head Island Beach House - Sea Pines Resort

Escape to paradise at 1 Pyxie Lane in Sea Pines Resort! This charming home boasts sleeping accommodations for 7 guests and offers easy access to the private beaches, beach club, and world-renowned golf courses. Newly renovated bathrooms add a touch of luxury, while the cozy atmosphere and hardwood floors create a warm and inviting ambiance. Take advantage of the great biking trails and explore the beautiful surroundings. Book your stay at 1 Pyxie Lane and experience the ultimate beach getaway!

A serene lagoon scene is presented, featuring calm water bordered by leafy trees. Palm trees stand prominently in the foreground, while charming homes line the water's edge under a clear blue sky, providing a tranquil backdrop.

Home in Hilton Head Island

4.94 out of 5 average rating, 67 reviews

Updated! Sea Pines Lagoon View Oasis

Escape to our family-friendly home in the heart of Sea Pines on Hilton Head Island. Our home features new flooring, windows, and furnishings, a large master retreat with a dedicated workspace, and a fully equipped kitchen. Enjoy al fresco dining with in-table firepit and gorgeous views of the expansive lagoon. Centrally situated in Sea Pines, close to Harbour Town and the Beach Club. We'll help book hassle-free bike rentals, exciting water activities, and access to world-class golf courses.

Top guest favorite

A cozy screened-in porch is displayed with four Adirondack chairs surrounding a glass-topped table. A vibrant blue area rug features a leaf pattern, while large glass windows provide expansive views of the tidal marsh and lush greenery outside.

Home in Hilton Head Island

5 out of 5 average rating, 12 reviews

Lagoon & Tidal Marsh Views w/Screened-In Porch

Enjoy privacy watching expansive tidal marsh & wildlife views while relaxing in a LR w/ glass doors or from the screened in porch. Enjoy cooking in an updated kitchen w/ greenhouse windows overlooking a lagoon. Two 1st flr BRs w/ kings: one w/ a master suite w/ a spa bath, walk in closet, & sliding doors w/ private views. 2nd BR also has a full bath. Enjoy the large loft with 2 twins and a 1/2 bath, upgraded internet, laundry room, DR & a garage. Complex offers a pool, pickle & tennis.

The living area features a light-filled space with large glass windows that open to views of the garden. A circular coffee table made of natural wood is central, surrounded by two light-colored sofas with soft cushions. A round mirror and a stylish light fixture accent the room.

Home in Hilton Head Island

5 out of 5 average rating, 6 reviews

100 Fairway Lane: Sea Pines

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane for mapping) Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7.

Top guest favorite

A shaded outdoor patio area is furnished with a large table and comfortable chairs. A green umbrella provides protection from the sun, while lush trees and a well-manicured landscape create a serene view of the golf course in the background.

Home in Hilton Head Island

5 out of 5 average rating, 26 reviews

Brand New Sea Pines Remodel - Minutes To Beach!

The brand new remodel at "The Pines" is complete! This stunning getaway is located in Greenwood Forest and offers a modern coastal vibe with 3 bedrooms and 3 bathrooms. "The Pines" also boasts an open floor plan with two Master suites. You’re going to love the location right on the 5th green and 6th tee of Harbour Town Golf Links, where you and your guests will also soak in the breathtaking Carolina sunsets right from the expansive back deck!

An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.

Home in Hilton Head Island

4.98 out of 5 average rating, 40 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

A spacious living area is highlighted by vaulted ceilings and natural light streaming through plantation shutters. Comfortable seating arrangements are created with light-colored sofas adorned with decorative pillows. A prominent fireplace is complemented by built-in shelves displaying books and decorative items.

Home in Hilton Head Island

4.88 out of 5 average rating, 56 reviews

SeaPines - Private Beach Path, Private Pool, Bikes

This beautiful 3-4 bedroom home features its own private pool and a quiet little path to a semi-private section of Hilton Head's famous white sand beach. Enjoy the beautiful outside deck space when relaxing or entertaining. The open floor plan, fully equipped kitchen and tasteful updates make this property ideal for family vacations or travelling with friends. All new hardwood floors make this an ideal pet friendly retreat.

Top guest favorite

A spacious living area features high ceilings with exposed beams, large windows allowing natural light, and a comfortable gray sofa. Two patterned armchairs are positioned opposite a circular coffee table, complemented by a soft blue area rug. A dining area is visible in the background.

Home in Hilton Head Island

4.99 out of 5 average rating, 72 reviews

Harbour Town Treehouse | Deer Island | Sea’Forever

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.

Top guest favorite

A private pool measuring 25x14 feet is surrounded by a landscaped area and lounge chairs. The upper level of the cottage is visible, featuring a balcony with an American flag. Paved walkways and greenery enhance the outdoor space.

Home in Hilton Head Island

5 out of 5 average rating, 9 reviews

2nd Row - Private Pool ~ 4 King Bedrooms

Beachwalk Cottage is a beautifully updated 4BR, 4BA home just 400 feet from the beach in Sea Pines. Enjoy a private heated pool, a screened-in porch, and spacious living areas. Each bedroom features a king bed, ensuite bath, and smart TV. Bike the scenic trails, visit Harbour Town, or relax by the shore—your perfect Hilton Head getaway starts here! Book now!

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Popular amenities for Sea Pines house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A serene backyard oasis features a heated pool surrounded by a spacious patio, inviting seating areas, and lush landscaping. The home exterior displays warm tones complemented by large windows, while trees provide natural shade, creating a relaxing atmosphere for outdoor enjoyment.

Home in Hilton Head Island

5 out of 5 average rating, 3 reviews

MyStay at 1 Spanish Moss – Pool-Game Room-Pets OK!

An open-plan living area features a light-colored sofa facing a TV mounted above a fireplace. Natural light enters through sliding glass doors that lead to an outdoor space. A round side table with a lamp complements the seating, with a partial view of the kitchen area in the background.

Home in Hilton Head Island

4.98 out of 5 average rating, 65 reviews

“Vitamin Sea HHI” coastal comfort in Sea Pines

Home in Hilton Head Island

4.95 out of 5 average rating, 123 reviews

Lovely 3BR in Palmetto Dunes w/ new pool & spa

Top guest favorite

The exterior of the two-story villa showcases a modern design with a light-colored façade and multiple windows. A welcoming entrance is framed by manicured shrubs and greenery, creating an inviting approach. A short pathway leads to the main door, highlighting the tranquil surroundings.

Home in Hilton Head Island

4.96 out of 5 average rating, 24 reviews

Ocean Gate Hideaway! 7 min walk to the beach

Top guest favorite

The living room features a contemporary layout with two comfortable sofas and cozy accent chairs arranged around a central round coffee table. A large television is mounted above a media console, complemented by decorative plants and coastal artwork on the walls.

Home in Hilton Head Island

5 out of 5 average rating, 6 reviews

Walk to Beach, 8BR, Heated Pool, Sauna, Elevator

A spacious living room is highlighted by a high ceiling and natural light streaming through a large window. Comfortable blue sofas and a light area rug are arranged around a central white coffee table. A flat-screen TV is mounted above a decorative fireplace.

Home in Hilton Head Island

4.91 out of 5 average rating, 32 reviews

*Sea Pines Serenity* w/pool access & beach shuttle

Top guest favorite

A dining area features a reclaimed wood table surrounded by cross-back chairs. A shelving unit holds decorative items and books. Natural light brightens the stylish living room in the background, where plush seating and tasteful decor can be seen.

Home in Hilton Head Island

5 out of 5 average rating, 18 reviews

Steps to the Beach - Perfect All-Season Getaway

A light-filled living area showcases a spacious sectional sofa accented with patterned cushions. A wooden coffee table sits in front, complemented by a contemporary chair. Large windows surround the room, offering views of the surrounding greenery, while a flat-screen TV is mounted on a white entertainment unit.

Home in Hilton Head Island

4.82 out of 5 average rating, 34 reviews

The Ocean Lily of Sea Pines

Weekly house rentals

A woman stands alone on a wide, sandy beach, gazing toward the calm ocean. In the distance, a couple is seated under a blue umbrella. The sky is overcast, creating a serene atmosphere over the expansive shoreline.

Home in Hilton Head Island

4.97 out of 5 average rating, 76 reviews

Sandfiddler Cottage ~ Seapines ~ Hilton Head

Top guest favorite

A charming beach cottage is framed by mature trees and lush landscaping. A pathway of gravel leads to the entrance, featuring a well-maintained lawn. An American flag is displayed prominently, enhancing the welcoming atmosphere of the exterior.

Home in Hilton Head Island

5 out of 5 average rating, 42 reviews

Curlew Cottage only 80 steps to sand! A hidden gem

Top guest favorite

A modern two-story home is nestled among lush trees, featuring a large outdoor pool surrounded by a paved deck. A spacious covered balcony offers seating, providing a view of the inviting pool area and landscaped grounds, perfect for relaxing or entertaining.

Home in Hilton Head Island

5 out of 5 average rating, 8 reviews

Modern Beach Escape | Private Pool~Steps to Beach

A private pool is surrounded by a screened lanai, offering a serene space for relaxation. Wooden lounge chairs are positioned comfortably beside the pool, providing a tranquil view of the lush greenery outside. Sunlight reflects off the water's surface, enhancing the inviting scene.

Home in Hilton Head Island

5 out of 5 average rating, 6 reviews

Island Getaway - an iTrip Hilton Head Home

Top guest favorite

A blue exterior of a house is framed by tall palm trees and lush greenery. A wooden deck with seating is visible, offering a welcoming outdoor space. The surrounding landscape features well-maintained shrubs, contributing to a calm and natural ambiance.

Home in Hilton Head Island

5 out of 5 average rating, 60 reviews

A WAVE FROM IT ALL! Rest, Relax, Recharge!

A charming beach home is framed by lush greenery and tall trees, showcasing its bright yellow exterior. The structure features a large staircase leading to a welcoming entrance, with a unique cupola visible on the roof, enhancing its coastal character.

Home in Daufuskie Island

4.99 out of 5 average rating, 82 reviews

The Beachfield House on Daufuskie Island

Home in Hilton Head Island

5 out of 5 average rating, 6 reviews

All New FurnishingsTennis,Pickleball, Pool, HotTub

A spacious home is surrounded by lush greenery, featuring large windows that provide ample natural light. The deck, accessible via steps, includes a yellow umbrella for shade, while the well-maintained lawn adds to the home's inviting outdoor space.

Home in Hilton Head Island

5 out of 5 average rating, 4 reviews

Sea Pines, August Promotions! Pet Friendly

Private house rentals

A private pool area is framed by a well-maintained yard. A spacious patio with lounge chairs surrounds the pool, while a mounted TV is positioned on the exterior wall, providing entertainment. Two seating areas feature chairs, enhancing the outdoor experience.

Home in Hilton Head Island

5 out of 5 average rating, 21 reviews

Sea Pines House with Private Pool

An outdoor space features a newly installed pool surrounded by lounge chairs and a dining area. A putting green, marked with golf holes, lies nearby. The home is set against a backdrop of tall trees, creating a serene environment.

Home in Hilton Head Island

4.85 out of 5 average rating, 40 reviews

Heels in the Sand- Private Pool & Putting Green

Top guest favorite

A clear, inviting pool is surrounded by a spacious patio, featuring tropical landscaping and comfortable seating. The home's large glass windows provide a view of the wooded area beyond, while a deck with shaded seating is visible in the background.

Home in Hilton Head Island

4.9 out of 5 average rating, 67 reviews

Private [Heated] Pool on Golf Course Mins to Ocean

A modern living area is designed with a large sectional sofa and two accent chairs, arranged around a coffee table. A television is mounted on a blue accent wall, while a stone fireplace adds warmth. Natural light enters through large windows, illuminating the space.

Home in Hilton Head Island

5 out of 5 average rating, 6 reviews

NEW Home in Sea Pines! Golf, bike, explore!

An outdoor dining area features a high table surrounded by bar stools, positioned on a stone patio overlooking a serene lagoon. Lush greenery and palm trees frame the view, while a casual seating arrangement sits nearby, inviting relaxation amidst nature.

Home in Hilton Head Island

4.94 out of 5 average rating, 18 reviews

Waterfront 4BR on the lagoon - walk to South Beach

Top guest favorite

A bright living area features a light-colored sofa and a comfortable blue accent chair. A coffee table with a tufted top stands in the center. Large glass doors lead to an outdoor deck, allowing natural light to fill the space.

Home in Hilton Head Island

5 out of 5 average rating, 138 reviews

Walk to Harbour Town: Airy Treehouse w/ Bikes

A spacious living area features a light-colored sectional sofa and contrasting armchairs arranged on a textured area rug. A coffee table sits at the center, with a media console and a television mounted on the wall. Large windows allow natural light to fill the space.

Home in Hilton Head Island

4.88 out of 5 average rating, 59 reviews

Amazing Location & Value Family-Golf-Tennis Trips!

A spacious living room features a large sectional sofa and a marble coffee table, creating a comfortable gathering space. Natural light floods in from the windows overlooking a serene landscape. Two woven chairs are positioned nearby, enhancing the open and inviting atmosphere.

Home in Hilton Head Island

4.92 out of 5 average rating, 12 reviews

Chic Stay for 6 Near Beach, Shops, & Golf Course!

Destinations to explore