Pet-friendly holiday rentals in Hilton Head Island

4.84 out of 5 average rating, 262 reviews

A spacious screened porch equipped with a dining table and chairs offers a relaxing area for gatherings. Two ceiling fans provide comfort, and a fireplace adds a cozy touch. A large window showcases the private backyard, enhancing the connection to the outdoors.

Home in Shipyard

Private Beach Access-Pet Friendly-Hot Tub!

Welcome to The Beach House-A Family Fun Home! Immerse yourself in the ambiance of your 4-bdrm oasis, featuring a separate Bunk House for added privacy. Luxuriate in your hot tub under the stars in the HUGE backyard with Fire Pit and Covered Grill pole barn. Challenge your friends and family to ping pong or unwind in the screen porch with fireplace and dining area. With a Gorilla Cart at your disposal, hauling beach gear is a breeze. Get ready for endless fun and memories at your beach getaway!

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.

4.87 out of 5 average rating, 393 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King beds*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

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, 113 reviews

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

4.91 out of 5 average rating, 130 reviews

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.

Home in Palmetto Dunes

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Offered by owner /manager. Master bath w/ walk in shower, spacious bright open concept LR, DR, kitchen, w/ private cozy courtyard. Designer inspired coastal chic for the beachy atmosphere. Sit and relax in the courtyard, lounge in the sun while having an afternoon drink and BBQ. Watch golfers at the driving range or Trent golf course just a short walk from the villa. Go for a swim in 1 of 5 community pools. Under 10 minute walk to Palmetto Dunes beach or call seasonal dune buggy for a ride.

A hot tub is situated in the foreground, surrounded by greenery and string lights hanging from the trees. The house showcases a covered patio area with minimal outdoor seating, blending into the natural landscape of the property.

4.86 out of 5 average rating, 172 reviews

Sycamore at the Sound — live like a local!

This beautiful home is nestled on a cul-de-sac street in Hilton Head Plantation and offers a private back yard sanctuary in which to truly enjoy low country life. The home features a sun room with ample seating, a pool table and game table, as well as an additional living area with sectional sofa. Each bedroom has its own television and attached bathroom. The kitchen is fully equipped, and the dining area offers seating for eight. Additional amenities include Wi-Fi, gas grill, and hot tub.

4.91 out of 5 average rating, 213 reviews

A spacious living area is presented with large windows offering views of the surrounding greenery. Two armchairs and a sectional sofa provide comfortable seating, while a circular coffee table sits on a patterned rug. Soft lighting is provided by floor lamps, enhancing the inviting atmosphere.

Townhouse in Shipyard

Stylish Tennis-Golf- Beach Retreat-Renovated!

Welcome to my home! The condo is located in a lush gated community with tennis, golf, and beach, south end of the island, close to all the tourist attractions. Things you can do without getting in your car: stroll on the beach, have a meal at the Sonesta resort, suntan at the community pool, play golf or tennis, ride bicycles. Pet's MUST be included in reservation dropdown at booking. Approval for 2nd dog prior to booking with additional fee charged. Pets are not allowed on the furniture.

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.

4.98 out of 5 average rating, 100 reviews

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

4.98 out of 5 average rating, 116 reviews

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

4.92 out of 5 average rating, 131 reviews

The exterior of the cottage is depicted, showcasing a two-story design with light-colored siding, surrounded by landscaped shrubs and greenery. A pathway leads to the entrance, flanked by a wooden railing, inviting access to the home.

Cottage in Shipyard

Shipyard! - Private Beach & Golf! Pet Friendly!

This 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the Shipyard beach club. Within the Shipyard gates, enjoy 27 holes of championship golf courses, biking trails, restaurants, bars, spas, and the Sonesta Resort. Dozens of restaurants offering up Hilton Head Island's famous local seafood, craft beer, and "The Bank" are a stones throw away. Shopping and site seeing are a walk or bike-ride away at Coligny Plaza and Celebration Park.

4.99 out of 5 average rating, 142 reviews

A spacious living area features a large sectional sofa with throw pillows and a cozy blanket. Natural light enters through large windows, illuminating the room. A coffee table sits in the center, complemented by a small side table, while soft lighting is provided by floor and table lamps.

Condo in Palmetto Dunes

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.

5 out of 5 average rating, 18 reviews

The treehouse is nestled among lush greenery, elevated on stilts to enhance views of the surrounding nature. A spacious deck extends from the front, featuring a swing chair suspended from the overhang. Brick pathways lead to the entrance, framed by vibrant landscaping.

Treehouse in Sea Pines

Roxy’s Hideaway | Harbour Town Treehouse Oasis

Roxy’s Hideaway — brand new Sea Pines Treehouse, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including pro athletes. Experience unmatched service and bespoke amenities—now including an EV charger. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

4.75 out of 5 average rating, 4 reviews

Marsh Views + Sunset Deck | Pool | Broad Creek

Relax in this pet-friendly marsh-front retreat designed for easy coastal living. With space for families or groups, this bright, modern home features an open layout, comfortable gathering spaces, and a private pool overlooking peaceful Lowcountry views. Spend your days at nearby beaches, exploring dining and golf, or unwinding poolside in a quiet setting. Perfect for a laid-back Hilton Head escape with room to relax and reconnect.

Popular amenities for Hilton Head Island pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 4 reviews

Beach Bungalow in Sea Pines’ Night Heron Community

A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.

4.99 out of 5 average rating, 109 reviews

6 BR, Sleeps 26, Beach Time

4.9 out of 5 average rating, 69 reviews

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 Shipyard

Private [Heated] Pool on Golf Course Mins to Ocean

A bright living area is presented with a cozy arrangement of a spacious sofa and a gray loveseat. Natural light filters through window treatments, highlighting a round coffee table and decorative accessories. A console table with a mirror and a soft lamp complete the inviting space.

4.94 out of 5 average rating, 95 reviews

Hilton Head Island Beach Cottage/House

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, 41 reviews

The Ocean Lily of Sea Pines

4.98 out of 5 average rating, 169 reviews

A spacious bedroom features a large bed dressed in neutral linens, flanked by light wood nightstands with lamps. Natural light floods in through multiple windows and skylights. A cozy seating area with light-colored cushions and decorative pillows provides additional comfort.

Home in Bluffton

Old Town Bluffton Cottage + FREE Golf Cart!

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.

5 out of 5 average rating, 7 reviews

Island Getaway - an iTrip Hilton Head Home

4.96 out of 5 average rating, 27 reviews

The living room showcases a spacious layout with two gray sofas adorned with decorative pillows. A round coffee table is centered on a coastal-themed area rug. A ceiling fan is installed above, and framed art pieces are displayed on the walls, adding a touch of sophistication.

Home in Shipyard

Private Gated Beach Retreat in Hilton Head, SC

Pet-friendly home rentals with a pool

Condo in Hilton Head Island

An open-plan living area features a dining space with a large table surrounded by chairs. The kitchen, highlighted by stainless-steel appliances, flows into a cozy living area with sliding glass doors leading to the outdoor deck. Warm lighting adds to the inviting ambiance.

4.93 out of 5 average rating, 30 reviews

Coastal Daydreaming 77 Ocean Breeze, 3 BD/3BA

Condo in Palmetto Dunes

New place to stay

Beautiful condo close to tennis/pickleball courts,

4.81 out of 5 average rating, 77 reviews

A light-filled living area features a large flat-screen TV and comfortable seating arrangements. Textured rugs adorn the tiled floor, while large windows showcase views of the surrounding greenery. Coastal decor accents the space, including artwork and plants, contributing to a relaxed atmosphere.

Condo in Sea Pines

NEW! Pet Friendly Condo w/Pool 10 Min Walk 2 Beach

Townhouse in Hilton Head Island

A spacious living area is presented with a wicker sofa and chairs, complemented by a light wooden coffee table. A flat-screen TV is mounted on a white console. Natural light fills the room through a window, and the open layout connects seamlessly to the kitchen.

4.87 out of 5 average rating, 55 reviews

Pet Friendly 3 Bed 3 Bath #3 Ocean Breeze Villa

4.76 out of 5 average rating, 109 reviews

A bright living room features a blue sofa, a comfortable armchair, and a wooden coffee table. Large windows provide views of the surrounding nature, while a fireplace is positioned against a red-tiled wall. A flat-screen TV sits atop a wooden stand.

Villa in Palmetto Dunes

Hilton Head Retreat-Beach, Golf, Bike & Tennis

4.73 out of 5 average rating, 102 reviews

A private Sea Loft Villa is set within a wooded area, surrounded by tall pine trees. A wooden pathway leads to the home, which features large glass windows that offer a view of the natural surroundings.

Cottage in Sea Pines

Oceanfront Sealoft with Privacy and Amazing Views

Condo in Hilton Head Island

An inviting living space features a comfortable sofa and a rustic coffee table. A large wall clock and artwork add character. The dining area includes a table and chairs, while light wood flooring extends throughout, complemented by a ceiling fan and soft lighting.

5 out of 5 average rating, 27 reviews

Seas The Day /Stepless/ Walk to Beach/ New 2023

4.91 out of 5 average rating, 128 reviews

The open living area features new reclining furniture arranged around a coffee table. A flat-screen TV is positioned on a media console against the wall. Light-colored tiles and a patterned area rug enhance the spaciousness, complemented by a ceiling fan and decorative shelving.

Villa in Palmetto Dunes

Walk to the Beach, One Level Villa, COMFY beds

Private, pet-friendly home rentals

4.98 out of 5 average rating, 99 reviews

Condo in Sea Pines

Steps away from South Beach & Salty Dog!

4.95 out of 5 average rating, 20 reviews

Condo in Shipyard

Tranquil Retreat on Hilton Head Island (Shipyard)

Cottage in Hilton Head Island

An open concept living area features a large flat-screen TV mounted on a white entertainment unit, surrounded by books. Light-colored furniture is arranged comfortably, with a tufted ottoman in the center. The kitchen area is visible in the background, showing modern appliances and island seating.

4.84 out of 5 average rating, 98 reviews

New Cottage: 4th row & fully fenced back yard!

4.84 out of 5 average rating, 43 reviews

The living room features ample seating with two sofas and a flat-screen TV placed against a light wall. Large glass doors lead to a sunroom, inviting natural light. A coffee table sits in the center of the room, enhancing the open concept design.

Apartment in Sea Pines

Great Find! Walk to Beach, Golf & Dining!

5 out of 5 average rating, 6 reviews

Refined 3BDR Pet Friendly Free Parking & Tennis

A wooden deck extends towards the water, offering seating under a blue and white striped umbrella. Lush greenery and coastal grass are visible on either side, with calming views of the water in the distance framed by clear blue skies.

4.95 out of 5 average rating, 153 reviews

Ocean-View Treetop Escape w/ Fire Pit!

A private heated saltwater pool is shown, featuring a shallow entry. Surrounding seating includes a table and chairs, positioned on a colorful rug. Lush greenery frames the space, creating a serene environment, while a grill is visible in the background.

4.89 out of 5 average rating, 127 reviews

Sleep 20, Walk to Beach, Free Heated Pool, Elev