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House vacation rentals in Hilton Head Island

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Top-rated house rentals in Hilton Head Island

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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, 376 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.

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.

Home in Palmetto Dunes

4.95 out of 5 average rating, 123 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 heat extra fee.

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.

Home in Hilton Head Island

4.86 out of 5 average rating, 374 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

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 Sea Pines

4.98 out of 5 average rating, 126 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 private pool area is framed by lush greenery and palm trees, featuring a turquoise swimming pool with a pink float. Two sun loungers are positioned beside the pool, with a shaded cabana offering seating and a dining area.

Home in Hilton Head Island

4.98 out of 5 average rating, 111 reviews

Resort-Style Pool, Cute House 88 Steps to Sand

Experience the best of island life in a resort-style setting. Recently renovated, this classic home offers comfortable living by a MAGNIFICENT beach for a memorable family-friends getaway. 1st floor features a screened in porch; open living-dining area; a well-stocked kitchen; three bedrooms (3rd bedroom with separate hallway) and two bathrooms. The new private pool space is where you can expect additional relaxation around pool, cabana with dining area, KitchenAid grill and outdoor seating.

Top guest favorite

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

4.94 out of 5 average rating, 116 reviews

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 private pool is set within a landscaped area, surrounded by lush trees and greenery. Lounge chairs are positioned nearby, and a small table with chairs is visible. The serene lagoon creates a peaceful backdrop, enhancing the outdoor relaxation space.

Home in Palmetto Dunes

4.89 out of 5 average rating, 62 reviews

Charming Lagoon home with pool - walk to beach!

This beautiful, recently renovated, Palmetto Dunes home is just a short walk to the Beach, Pickleball & Tennis Center and across the street from Fazio Golf Course. Large living & dining area with views of lagoon, wrap around deck for dining or relaxing, and a private pool with lounge chairs offer one of the best spots in HHI. Location, Location! This 5 Bedroom, 5 Bath home is perfect for family gatherings, pickleball, tennis & golf groups or a getaway while working or learning remotely.

A covered patio area features a heated swimming pool with clear water. A dining table with several chairs sits nearby, complemented by comfortable seating. The backdrop includes a tranquil body of water and charming buildings, creating a serene outdoor ambiance.

Home in Hilton Head Island

4.87 out of 5 average rating, 149 reviews

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Step into the spacious and fun 6BR 4Bath family oasis nestled in a tranquil neighborhood just a few steps away from pristine sandy beaches, restaurants, and exciting attractions. Explore the island from this prime location or lounge the day away next to the luxury swimming pool. ✔ 6 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Heated Pool, Fire Pit, BBQ) ✔ Deck ✔ Games (Beer Pong, Cornhole) Arcade ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Beach Accessories ✔ Parking See more below!

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 Sea Pines

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.

An outdoor deck features a shapely pool surrounded by lounging chairs. Lush greenery and palm trees are visible in the background, offering a view of the golf course. A purple umbrella stands next to the pool, providing shade.

Home in Palmetto Dunes

4.85 out of 5 average rating, 131 reviews

Palmetto Dunes Home on 1st Tee Fazio Golf Course

Beautiful home located in Palmetto Dunes Resort. Deck with pool overlooking the first tee of Fazio Golf course with fantastic views of the sunset. Carolina room makes a great 5th bedroom. Private Cul-De-Sac street. Short walk to the beach, general store and tennis center. Enjoy all the amenities of the resort including its beaches, three golf courses, fishing, kayaking, tennis, pickleball, bike trails, restaurants and Dunes Buggy shuttle. Perfect for family beach trips or golf getaways.

Top guest favorite

The exterior of a two-story villa features a light-colored facade and a welcoming entrance with steps leading to the front door. Lush greenery lines the path, with manicured shrubs and palm trees enhancing the natural setting. Large windows are present throughout the structure.

Home in Hilton Head Island

5 out of 5 average rating, 36 reviews

The Caddyshack - Perfect Location!

Welcome to The Caddyshack! Centrally located in Shipyard, this fully renovated 2 bedroom 2.5 bath villa overlooks the tee box on the 3rd hole of the Brigatine golf course. Watch the day's last golfers go by while the sun's final rays set from the back porch. Enjoy the many miles of walking/biking trails, the nearby Shipyard Beach Club, Coligny Plaza shops & restaurants, golf and more. The Caddyshack has been recently renovated and is ready for you. Join us soon!

Top guest favorite

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.

Home in Sea Pines

5 out of 5 average rating, 57 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.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Hilton Head Island house rentals

Free parking on premises

Air conditioning

House rentals with a pool

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.

Home in Sea Pines

5 out of 5 average rating, 10 reviews

Gorgeous Coastal Beach Home w/ Pool, Hilton Head

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 Sea Pines

5 out of 5 average rating, 21 reviews

Sea Pines House with Private Pool

The outdoor area features a private hot tub alongside a barrel sauna, enveloped by lush palm trees. An inviting pool area includes lounge chairs and decorative swan floats, while an arcade machine and pool table are seen indoors with a contemporary wall design.

Home in Hilton Head Island

4.93 out of 5 average rating, 27 reviews

400 steps to Beach | Private Pool,Sauna,Spa, Games

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, 15 reviews

Steps to the Beach - Perfect All-Season Getaway

Home in Hilton Head Island

5 out of 5 average rating, 3 reviews

Experience luxury at 14 Kingston Road

The image showcases a backyard oasis featuring a newly constructed pool surrounded by a patio. Lounge chairs are arranged around the pool, and vibrant greenery enhances the tranquil setting. A shaded area with a table and umbrella is visible in the background.

Home in Hilton Head Island

4.98 out of 5 average rating, 93 reviews

Private pool/spa : pool heat available : Kg master

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.

Home in Hilton Head Island

4.81 out of 5 average rating, 16 reviews

Coastal Bliss

Top guest favorite

The spacious kitchen features a large quartzite island with seating for four. Modern stainless steel appliances are integrated into white cabinetry. A bowl of yellow flowers and citrus fruits adds a fresh touch to the elegant countertop, while natural light enhances the inviting atmosphere.

Home in Sea Pines

4.96 out of 5 average rating, 95 reviews

Sun Dazin @ Sea Pines-3BR SF Home with FREE Bikes

House rentals with free parking

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 Sea Pines

4.97 out of 5 average rating, 76 reviews

Sandfiddler Cottage ~ Seapines ~ Hilton Head

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 Sea Pines

4.98 out of 5 average rating, 64 reviews

“Vitamin Sea HHI” coastal comfort in Sea Pines

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.

Home in Hilton Head Island

4.98 out of 5 average rating, 47 reviews

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

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 Sea Pines

4.96 out of 5 average rating, 23 reviews

Ocean Gate Hideaway! 7 min walk to the beach

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.

Home in Hilton Head Island

4.93 out of 5 average rating, 70 reviews

Hilton Head Island Beach Cottage/House

Top guest favorite

A bright entryway is presented, featuring turquoise walls and a matching front door. A white chair is adorned with a soft coral pillow, while a decorative wreath made of seashells hangs beside the door. A welcoming sign and a beach-themed tote bag add to the coastal decor.

Home in Hilton Head Island

4.99 out of 5 average rating, 76 reviews

Charming 3BR / 2 bath beach bungalow with hot tub!

Top guest favorite

A spacious living area features leather seating arranged around a wooden coffee table, with natural light flooding through large windows. A flat-screen television is mounted on the wall opposite, and a modern ceiling fan is positioned above for comfort. A pool table is visible in the adjacent space.

Home in Palmetto Dunes

4.96 out of 5 average rating, 138 reviews

Waterview - Spacious Ranch House - Walk to Beach

An aerial view captures a historic home nestled among trees, providing a sense of privacy. The beach is just steps away, with gentle waves lapping at the shore. The lush greenery contrasts with the sandy beach, creating a tranquil coastal atmosphere.

Home in Hilton Head Island

4.73 out of 5 average rating, 56 reviews

Sandpiper by AvantStay | Historic Beach House

House rentals with a hot tub

A serene outdoor space featuring a private pool surrounded by lush greenery. The inviting pool is complemented by a spacious deck, and the home in the background has large windows and access to the outdoor area. Sunlight filters through the trees, creating a peaceful ambiance.

Home in Palmetto Dunes

5 out of 5 average rating, 7 reviews

26 Port Tack | Dog Friendly | Pool | Lagoon View

A heated pool with a water slide is featured in the foreground, surrounded by lounge chairs positioned on a deck. The pool exhibits a distinctive shape, with clear blue water reflecting sunlight. Nearby, two multi-story houses are visible in the background.

Home in Palmetto Hall

4.94 out of 5 average rating, 18 reviews

The Beach House

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.

Home in Hilton Head Island

4.95 out of 5 average rating, 19 reviews

Flamingo House on HHI

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 Hilton Head Island

4.84 out of 5 average rating, 222 reviews

Private Beach Access-Pet Friendly-Hot Tub!

A private saltwater pool is surrounded by a stone deck, featuring a built-in spa nearby. Lounge chairs provide additional seating, with lush greenery and trees offering a natural backdrop. Bright sunlight illuminates the area, enhancing the tranquil atmosphere.

Home in Sea Pines

4.78 out of 5 average rating, 9 reviews

Carolina Cottage Sea Pines - 4 BR/4BA Heated Pool!

The image showcases a private pool and spa surrounded by lush greenery. A view of the lagoon and Robert Trent Jones Golf Course is visible in the background. Vibrant pink flowers frame the pool area, enhancing the serene outdoor space.

Home in Palmetto Dunes

4.87 out of 5 average rating, 15 reviews

6 Midstream - an iTrip Hilton Head Home

A private pool area is surrounded by lush greenery and tall trees, providing privacy and a natural setting. The pool features a built-in spa and is bordered by a spacious stone patio. Four lounge chairs are positioned nearby for relaxation.

Home in Hilton Head Island

4.93 out of 5 average rating, 30 reviews

Private Pool/Spa | Golf | Exq. Coffee | Seascape

A pool area is framed by lush palm trees, with an inground pool featuring step-like edges. Loungers are positioned alongside, and a blue umbrella offers shade. Beyond the pool, a sandy beach is visible, merging with the horizon under a clear blue sky.

Home in Hilton Head Island

4.92 out of 5 average rating, 12 reviews

109 Dune Lane - Oceanfront Paradise

Quick stats about house rentals in Hilton Head Island

Total rentals
1.5K properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
20K reviews
Family-friendly rentals
1.4K properties are a good fit for families
Pet-friendly rentals
460 properties allow pets
Rentals with a pool
1.3K properties have a pool

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