House holiday rentals in Hilton Head

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Top-rated house rentals in Hilton Head

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Top Guest favourite
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, 386 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 favourite
Home in Hilton Head Island
5 out of 5 average rating, 11 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.

Top Guest favourite
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, 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

Top Guest favourite
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
4.99 out of 5 average rating, 135 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!

Top Guest favourite
A welcoming front porch features a combination of wooden rocking chairs and blue folding chairs, alongside a small table. The entrance is marked by a green door, surrounded by white columns and gray steps leading up to the porch. Lush greenery frames the scene.
Home in Port Royal
4.97 out of 5 average rating, 139 reviews

Classic Coastal Cottage in Port Royal Village

The Classic Coastal Cottage in the heart of Port Royal Village has all the charm of the original 1930’s space and all the ease and comfort of modern living. Enjoy the wide front porch as you sip your morning coffee or as you feel the day wind down. You’ll be able to walk to everything in Port Royal and have easy access to Parris Island, Beaufort and all the Low Country has to offer (Hunting Island pass beach towels, chairs and cooler provided). Sit back and relax; welcome to quiet, easy living.

Top Guest favourite
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.
Home in Hilton Head Island
5 out of 5 average rating, 41 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.

Guest favourite
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 Hilton Head Island
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 a 5-10 min ride by bike or 15 min walk. Beach towels/umbrellas/chairs not provided. Pool/spa heat for extra fee.

Guest favourite
The living room displays a light, airy ambiance with large sliding glass doors leading to a private balcony. A plush couch is complemented by decorative pillows, and a patterned ottoman adds texture. Natural light filters through the windows, enhancing the inviting atmosphere.
Home in Hilton Head Island
4.84 out of 5 average rating, 58 reviews

~Couples Paradise~Villa W/Pool~Beachfront Resort

Your relaxing couples getaway at the beach awaits you! Our one bedroom (King bed), one bathroom Villa is a spacious, first floor end unit just a 60 second walk to the beach and beach front pool of the Hilton Head Island Beach and Tennis Resort. Our gated resort features numerous amenities: two pools (one of which is the largest beach front pool on the island), lighted tennis and pickleball courts, fitness center, bike rental, playground, & three restaurants. Reserve your beach vacation today!

Top Guest favourite
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 Hilton Head Island
4.94 out of 5 average rating, 121 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.

Top Guest favourite
A private hot tub is shown on a balcony, surrounded by a white railing. Two chairs and a potted plant are positioned nearby, with a view of the ocean and beach in the background. Soft morning light reflects off the water's surface.
Home in Tybee Island
5 out of 5 average rating, 278 reviews

47 Steps to the Beach - Hot Tub Ocean Views!

For your pleasure, enjoy epic ocean views from the brand new balcony hot tub! Watch the sunrise and ships go by from your private oasis, or take 47 steps and watch them from the beach! BBQ with an ocean view then feast on the high top table with built in fire pit. Your house comes fully equipped to include a beach cart, chairs, umbrella, and towels! Hit the beach and you're a 25 min walk to the pier, or a 2 min walk to view the light house from the sand. Pictures don't do justice!

Top Guest favourite
The exterior of the cottage features a welcoming entrance with a dark door framed by large windows. Lush greenery and potted plants line the walkway, complemented by a well-maintained lawn. The house is surrounded by trees, contributing to a serene atmosphere.
Home in Savannah
5 out of 5 average rating, 475 reviews

Penrose Cottage

My place is good for couples, solo adventurers, and business travelers. The perfect location 10 minutes from downtown Savannah, & 10 minutes from Tybee Island. Come stay in this hidden gem located in a quiet friendly neighborhood. The cottage has 1 bedroom, 1 bathroom, and family room with a sofa bed available if needed. The cottage has a fully equipt kitchen with snacks & drinks available, laundry room with washer & dryer. Wi-Fi & Smart TV. Indoor Front room porch/reading room.

Guest favourite
A shaded balcony is furnished with two woven chairs and a small table, complemented by a decorative area rug. Lush greenery is visible beyond the railing, providing a natural backdrop, while large windows allow for ample light to fill the space.
Home in Hilton Head Island
4.98 out of 5 average rating, 120 reviews

Cozy beach house w/Private Heated Pool near park

Short walk to Singleton beach or Burkes beach. This oversized 4 bedroom 4 ensuite is the perfect retreat close to everything the Island has to offer. The home features a screened in pool with TV and adjacent ping pong table. The open concept living space is perfect for entertaining with access to a large porch and grill. The property is steps away from Chaplin Park that hosts Tennis, Playground, Soccer, Baseball, Basketball, Trails and Fields for the kids to play. Sleeps 12.

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