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House holiday rentals in Hilton Head Island

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Top-rated house rentals in Hilton Head Island

Guests agree: these houses are highly rated for location, cleanliness and more.

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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
4.87 out of 5 average rating, 386 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

Top guest favourite
Home in Sea Pines
4.99 out of 5 average rating, 138 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!

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 Dunes House is 5-10 min by bike or 15 min walk. Beach towels/umbrella/chairs not provided. Pool/spa heat unavailable after 6/1/26

Top guest favourite
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.
Home in Hilton Head Island
5 out of 5 average rating, 106 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.

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 Palmetto Dunes
4.91 out of 5 average rating, 124 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.

Guest favourite
A screened-in porch is shown with comfortable seating arranged around a central coffee table, featuring blue accent pillows. Large windows offer a view of the private pool and lush greenery outside, filling the space with natural light.
Home in Hilton Head Island
4.94 out of 5 average rating, 17 reviews

5 Bedroom, Dual Family set-up, 5 mins from beach

5 Bedroom home on beautiful Hilton Head Island. The home is an easy 5-minute walk to the ocean. The home has a full kitchen and a second kitchen suite providing duplicate refrigerators, ovens, microwave, dishwashers, etc. It has a private 24 ft. by 24 ft. pool. The master suite opens to a covered patio that leads to the pool. There is a gas grill. Beach chairs and towels are provided. This is a pet friendly home allowing your 30-pound dog to vacation with you. There is parking for 5 vehicles.

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
4.85 out of 5 average rating, 147 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, 122 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.

Guest favourite
Home in Palmetto Dunes
4.87 out of 5 average rating, 134 reviews

Blue Sky Villa: Beach/pets/golf/tennis/pickleball

Offered by owner /manager. This bright, airy, family and pet friendly Queens Grant villa, is perfectly located towards the entrance of Hilton Head Island's Palmetto Dunes. Nested just off of one of 3 Hilton Head's world class golf courses "Robert Trent golf course". Take a dip in one of 5 complex's pools only steps away from the large entertaining deck, equipped with a barbecue grill and plenty outdoor seating to just sit back and relax. Just a short walk to the resorts beach!

Top guest favourite
A charming two-story house is presented with a light exterior and a welcoming orange door. The covered porch features white railings and multiple seating areas. Lush greenery surrounds the home, enhancing its outdoor space, while a clear blue sky with scattered clouds creates a pleasant backdrop.
Home in Bluffton
4.99 out of 5 average rating, 126 reviews

Beautiful home with pond view and free Golf Cart!

Have fun with the whole family at this renovated house in beautiful Bluffton. 100% remodeled, brand new golf cart, and all new smart TVs in each room. Decorated for the holidays in December, tons of extras , including fully stocked coffee bar, snacks, toiletries, laundry pods, and baby/kid items. I have spared no expense in setting up this house, because I want you to have a wonderful vacation and enjoy beautiful Bluffton and Hilton Head as much as I do!

Superhost
A private outdoor space features a sparkling pool and raised spa surrounded by lush greenery. A large umbrella shades a dining table with chairs, providing a relaxing area for gatherings. Comfortable loungers are positioned nearby, inviting guests to unwind in a tranquil environment.
Home in Hilton Head Island
4.87 out of 5 average rating, 23 reviews

Coastal Luxury Home Private Pool on Hilton Head

6 Bayberry Lane — This beautiful home can comfortably accommodate up to 11 guests in 4 bedrooms with three baths. It features a private pool with a spa and strong Wi-Fi for those who need to work or school remotely. Located in the prime South Forest Beach area, this home is just a short walk away from Coligny Plaza and Celebration Park. Enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.

Top guest favourite
Home in Hilton Head Island
4.8 out of 5 average rating, 311 reviews

Nan's Slice of Paradise

It's called Nan's Slice of Paradise for a reason! Our home has everything you need for a perfect vacation stay. Five minute walk to an uncrowded beach, three minutes to bike paths that cover the island, and minutes from convenient shopping. Enjoy the screened porch or the deck complete with an outside tiki shower. I also provide beach chairs, beach wagon, umbrellas, cooler, and lots of beach toys! I'm sorry but pets are not allowed.

Popular amenities for house rentals in Hilton Head Island

When is the best time to visit Hilton Head Island?

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Avg. price£220£237£284£318£314£382£386£330£280£259£267£264
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Quick stats about house rentals in Hilton Head Island

  • Total holiday rentals

    Explore 1,460 holiday rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 21,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,410 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 470 rentals that welcome pets

  • Holiday rentals with a pool

    1,260 properties feature pools

  • Rentals with dedicated workspaces

    940 properties have a dedicated workspace

  • Wifi availability

    1,430 of Hilton Head Island holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.7 Average rating

    Hilton Head Island stays receive an average rating of 4.7 out of 5 from guests

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