House vacation rentals in Hilton Head Island

4.99 out of 5 average rating, 386 reviews

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

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.

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.

5 out of 5 average rating, 50 reviews

Curlew Cottage steps to sand & shops. NFL Ticket!

Welcome to Curlew Cottage! This beautifully renovated 50's beach house is a rare find. It is nestled 4 houses from the beach in a canopy of trees with a large screened porch for outdoor living. The cottage is 2 blocks north of Coligny Plaza, with many dining options, live music and hundreds of shops. It is 80 steps to the pristine sands of the Atlantic Ocean through a beach access shared by only 10 homes, so close to everything but away from the crowds! One dog is allowed on a case by case basis

5 out of 5 average rating, 8 reviews

Sea Pines hut, 5-min walk to beach, dog friendly!

Location; location; location! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

A two-story house features a light-colored exterior with a metal roof and a front balcony. The driveway provides access to two garages, with landscaped greenery and grass surrounding the property, enhancing the overall curb appeal.

4.86 out of 5 average rating, 376 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

✔wlk to beach 500 yrds, bike, boat, tennis, golf ✔pet-ok✔5beds✔gourmet kitchen☼sundeck✔ping pong table &games✔screened outdoor area with grill&table✔Spectrum&AppleTV*Roku&WiFi✔W&D✔Busn traveler ready✔2 garages✔private yard space✔1st-floor kitchen, living room with love seat and cal king sofa✔semi-open sitting room aka bdrm with cal king sofa, adjacent small closet, powder room✔sun porch✔2nd floor 2 bdrms with a queen✔master bdrm with king bed Tempurpedic, wlk-in cl and bath with ♥♥shower, 2Z AC

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.

4.99 out of 5 average rating, 134 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 spacious living area features a large sectional sofa adorned with colorful throw pillows, complemented by a patterned area rug. A flat-screen TV is mounted on the wall, while natural light flows in through the sliding door that opens to a private outdoor space.

5 out of 5 average rating, 10 reviews

Coastal Cabana-10 min walk to Private Beach Access

Newly Refreshed!! Welcome to the Cozy Coastal Cabana, just a short stroll from the beach. This cozy, family and pet-friendly retreat a spacious living area, a fully equipped kitchen, and two charming bedrooms. The master suite has a king bed with a twin trundle and an en-suite bathroom, while the second bedroom offers 1 Queen Bed and 2 Twin Bunks. Relax by the nearby pool. Hilton Head Island's world-class golf courses are just minutes away. Book now and begin making memories to last a lifetime!

A serene backyard oasis is illuminated by soft lighting, showcasing a modern pool and hot tub. A pergola offers shaded seating, surrounded by lush landscaping and palm trees, creating a tranquil atmosphere perfect for relaxation and evening gatherings.

5 out of 5 average rating, 40 reviews

Luxury Beachside 6BR Coastal Paradise~Pool/Hot Tub

Step into paradise at this luxurious 6BR, 5BA beach house just 30 steps from Hilton Head’s quietest and most beautiful beach! Modern meets coastal charm in this beautifully renovated home, featuring a resort-style backyard with a pool, hot tub, and pergola with an outdoor TV. Sleeps 16 & dog friendly! Perfect for large families or groups. Enjoy unbeatable beach access and stylish comfort in the charming Folly Field neighborhood just minutes from world-class dining, golf, and island adventures.

4.99 out of 5 average rating, 231 reviews

A serene bedroom is presented with a light color palette. A spacious bed adorned with soft blue pillows is positioned in front of a large window with white blinds. A wooden bench sits at the foot of the bed, featuring neatly arranged towels. A side table with lamps and a decorative piece enhances the inviting space.

Home in Bluffton

Old Town Bluffton Home + Golf Cart No Cleaning Fee

This is Bluffton Living at its finest! This luxurious southern coastal home is located in the heart of Old Town Bluffton just a couple blocks from the Promenade & includes a new Golf Cart at no additional charge. Master is on the main floor. Walking distance to wonderful local hot spots including the coffee shops, wine bar, high end/casual restaurants, and charming boutiques. Our home has it all w/ a full kitchen w/ stainless steel appliances, Traeger grill, dishwasher, washer/dryer, & More!

A spacious living area is accentuated by vaulted ceilings and large windows, allowing natural light to fill the room. Comfortable sofas are arranged around a central coffee table, with decorative cushions adding color. A lamp and a decorative vase create a welcoming ambiance in this inviting space.

4.95 out of 5 average rating, 125 reviews

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

Lovely 3 BR home on #2 tee of the Fazio golf course in Palmetto Dunes Resort. Near tennis/pickleball center, general store, & restaurants. Newer pool and spa. Quartz countertops. Two King BRs, 3rd BR with 2 Queens. Flat screen TVs, cable, ROKU in all BRs. Doorbell cam at front door porch with recording capability for host/guest safety. Beach access @ Omni resort and the Dunes House is a 5-10 min ride by bike and a 15 min walk. Beach towels/umbrellas/chairs not provided. Pool/spa not heated.

4.75 out of 5 average rating, 4 reviews

Walk to beach - 2BD/2BA retreat

Relaxing getaway for family and friends. Brigantine Quarters, located in Shipyard Plantation is one of the most picturesque properties on Hilton Head. With golf, shopping, dining, biking, and the beautiful beach nearby, BQ is your ideal vacation resort destination. 7 min walk to beach Pickleball/Tennis courts Grilling stations 2 outdoor pools 24 hr security guard Call Palmetto Bikes to reserve bikes in advance and your bikes will be in front of your condo when you arrive.

An expansive pool deck is illuminated with soft lighting, showcasing a private pool and built-in spa. A lounge area with multiple chairs is present, and a covered seating area is visible in the background. The setting sun casts warm hues over the space.

5 out of 5 average rating, 3 reviews

47 Haul Away Estate @ Palmetto Dunes | Pool & Spa

Experience refined elegance at 47 Haul Away by Host & Home, a luxurious Palmetto Dunes estate with captivating golf course views. Unwind on the expansive pool deck with a private spa, outdoor bar, and grill, perfect for entertaining. Inside, enjoy a chef’s kitchen, a private office, and multiple sophisticated living spaces. Conveniently located near Hilton Head’s pristine beaches, world-class golf, and premier dining, this property offers the ultimate in Lowcountry luxury.

The image showcases a collage highlighting different areas of the Hilton Haven property. The top left features a wall mural of Hilton Head Island with a comfortable seating area. The top right displays a game room with a pool table. The bottom left shows the golf simulator setup with a putting green, while the bottom right exhibits the outdoor dining space and putting green in the backyard.

5 out of 5 average rating, 68 reviews

Sea Pines house ~ Golf Sim / Putting Green / Games

Centrally located in HHI just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & lounging areas, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 king beds and 4 double beds), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of Hilton Head Island.

Popular amenities for Hilton Head Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

5 out of 5 average rating, 91 reviews

98 Sandcastle Ct

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.

5 out of 5 average rating, 27 reviews

Starfish Beach House with Pool and Bikes

A private pool is framed by a wooden sundeck, featuring several lounge chairs alongside. The tranquil water reflects the colors of a vibrant sunrise, while views of palm trees and the ocean are visible in the background.

4.88 out of 5 average rating, 16 reviews

Night Harbour - an iTrip Hilton Head Home

An inviting living space features a sectional sofa, a wooden coffee table, and a dining area with several chairs. Natural light illuminates the room through multiple windows, highlighting the coastal-inspired decor and airy layout. A chandelier complements the open, relaxed atmosphere.

4.94 out of 5 average rating, 121 reviews

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

The spacious kitchen features modern cabinetry and large islands topped with elegant marble. Three pendant lights hang above the central island, while high-end appliances are positioned throughout. A stylish dining area is visible, creating a functional yet inviting cooking space.

4.85 out of 5 average rating, 20 reviews

Coastal Bliss

The living area features an open layout with a cozy sofa and patterned armchairs surrounding a wooden coffee table. Natural light streams through large sliding glass doors that provide a view of the pool and outdoor seating area. Neutral tones and decorative accents create a welcoming environment.

4.88 out of 5 average rating, 33 reviews

Modern Serenity - Steps to Beach and Coligny Plaza

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.

4.92 out of 5 average rating, 73 reviews

Updated! Sea Pines Lagoon View Oasis

A wide sandy beach is depicted under a sunset sky, featuring a gradient of orange, pink, and blue hues. Gentle waves lap at the shoreline, while footprints are visible in the soft sand leading into the distance.

4.89 out of 5 average rating, 9 reviews

39 Night Heron - Updated, 5 min walk to beach

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.

4.97 out of 5 average rating, 77 reviews

Sandfiddler Cottage ~ Seapines ~ Hilton Head

An open concept dining area features a large wooden table set with place settings and a vibrant blue table runner. A chandelier hangs above, while floor-to-ceiling windows offer views of the outdoor deck and surrounding greenery, creating a light-filled space. A cozy living area with blue sofas is visible in the background.

5 out of 5 average rating, 12 reviews

Gorgeous Coastal Beach Home w/ Pool, Hilton Head

A charming exterior of the house is displayed, featuring a blue facade and a welcoming porch with rocking chairs. Lush landscaping, including palm trees and colorful plants, enhances the front yard. A pink flamingo decoration adds a playful touch to the property.

4.95 out of 5 average rating, 20 reviews

Flamingo House on HHI

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.

5 out of 5 average rating, 23 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.

4.83 out of 5 average rating, 40 reviews

The Ocean Lily of Sea Pines

A serene outdoor space is featured, showcasing a swimming pool surrounded by lounging chairs. The deck overlooks a tidal marsh with natural greenery and distant power lines visible. Soft blue and green cushions add a touch of color to the neutral-toned furniture.

4.93 out of 5 average rating, 28 reviews

(14) Views, Pool, Shuffleboard, Ping Pong

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.

5 out of 5 average rating, 31 reviews

Brand New Sea Pines Remodel - Minutes To Beach!

The spacious backyard features a large heated sports pool surrounded by a well-manicured lawn. Deck chairs in vibrant colors are arranged along the poolside, while a covered deck is accessible from the house. Lush trees provide shade, enhancing the relaxing outdoor environment.

5 out of 5 average rating, 19 reviews

Sweet Carolina~Pool~Fenced Yard~Fire Pit~Games~EV

Private house rentals

An open living and dining area features a modern kitchen with a large island and stainless-steel appliances. Natural light floods in through windows, highlighting a comfortable seating arrangement around a coffee table and a cozy fireplace. Dining space is equipped with a rectangular table and black metal chairs.

4.98 out of 5 average rating, 49 reviews

Coligny area Home - Walk to Beach-3 bed 2 ba-17NFB

The outdoor area features a private pool surrounded by a sun-soaked patio. Comfortable lounge chairs are arranged on the pool deck, offering ample seating. The multi-level home showcases a spacious upper balcony with railings, enhancing the tranquil ambiance and inviting outdoor living space.

4.91 out of 5 average rating, 11 reviews

39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA, Pool

The villa's exterior is framed by lush greenery, featuring palm trees and manicured shrubs. A gravel pathway leads to the entrance, enhancing the peaceful, natural setting. The light-colored siding and slatted shutters contribute to the inviting curb appeal.

4.92 out of 5 average rating, 26 reviews

Charming Beach Villa at Palmetto Dunes!

5 out of 5 average rating, 9 reviews

Short walk to Beach!

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.

4.9 out of 5 average rating, 67 reviews

Private [Heated] Pool on Golf Course Mins to Ocean

The spacious living area features high ceilings and a fan above. A soft gray sofa is positioned beside a coffee table with decorative items. The wall is adorned with a large flat-screen TV, and a fireplace adds a focal point. Large windows allow natural light to fill the space.

4.98 out of 5 average rating, 42 reviews

Sea Pines Home - Family Friendly, Great location!

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.

5 out of 5 average rating, 62 reviews

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

Aerial view of a private backyard featuring a kidney-shaped pool surrounded by a natural stone patio. Comfortable lounge chairs are positioned by the pool, and a covered area with overhead beams houses an outdoor kitchen. A fenced perimeter ensures privacy.