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 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
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, 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

Top guest favourite
Home in Sea Pines
5 out of 5 average rating, 10 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 Sea Pines
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!

Superhost
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.
Home in Hilton Head Island
4.89 out of 5 average rating, 107 reviews

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

Enjoy a Carefree Casual Getaway experience in this Beautifully appointed Hilton Head Island home away from home! Mid Island where you can walk/bike and take the trolly to the best beaches, restaurants and shopping on the island. Sleeps 20 - Spacious Beach House has 6 Comfortable bedrooms w/ TV's. Master bedroom has a romantic electric fireplace! FREE Heated Saltwater Pool with propane grill and dining/ comfortable seating. Fully stocked kitchen. Linens/towels/soap and shampoo all provided!

Top guest favourite
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, 121 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 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 Palmetto Dunes
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
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
4.84 out of 5 average rating, 141 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.

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.

Superhost
Home in Hilton Head Island
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.

Popular amenities for Hilton Head Island house rentals

When is the best time to visit Hilton Head Island?

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Avg. price$414 CAD$447 CAD$534 CAD$597 CAD$590 CAD$719 CAD$726 CAD$620 CAD$527 CAD$489 CAD$458 CAD$421 CAD
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Quick stats about house rentals in Hilton Head Island

  • Total vacation rentals

    Explore 1,470 vacation rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 21,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,380 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 470 rentals that welcome pets

  • Vacation rentals with a pool

    1,250 properties feature pools

  • Rentals with dedicated workspaces

    920 properties have a dedicated workspace

  • Wifi availability

    1,440 of Hilton Head Island vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hilton Head Island rentals

  • 4.8 Average rating

    Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!

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