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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, 140 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
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, 108 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.

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, 125 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 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.
Home in Hilton Head Plantation
4.86 out of 5 average rating, 170 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.

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, 148 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 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, 123 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.

Top guest favourite
Home in Sea Pines
5 out of 5 average rating, 78 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.

Top guest favourite
A pristine pool area is surrounded by lush greenery, featuring a spacious pool and a relaxing spa. Poolside seating includes turquoise chairs and an umbrella. A dining table with outdoor chairs is situated nearby, all on a textured stone patio.
Home in Hilton Head Island
4.98 out of 5 average rating, 107 reviews

Private pool/spa : pool heat available : Kg master

Private pool and 4 person spa! Enjoy breakfast by the pool with the birds chirping and end your day relaxing in the spa under the stars! ‣1800 ft² , One level ‣Parking for 4 cars ‣Fully equipped kitchen ‣Washer/Dryer ‣2 Living/Seating areas ‣Dining table for 8/Island seats 4 ‣Bunk room with 2 triple bunkbeds ‣King master w/ desk space ‣Smart TVs ‣Pool Heating available for extra fee ➼Folly Field Beach: 0.5 mi/5 min bike/12 min walk

Top guest favourite
A charming circular home is nestled among tall trees, featuring a spacious deck with white lounge chairs. The wooden steps lead up to the entrance, showcasing large windows that allow ample natural light. The surrounding greenery enhances the sense of privacy and seclusion.
Home in Harbour Town
4.99 out of 5 average rating, 82 reviews

Harbour Town Treehouse | Deer Island | Pool

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

Guest favourite
The living room is designed with a large sectional couch and two blue accent chairs, with a neutral-toned area rug underneath. A flat-screen TV is mounted on the wall, and a mixture of shelves and decorations adds to the inviting space.
Home in Shipyard
5 out of 5 average rating, 9 reviews

Spacious 4Bd/3Ba Pet/Beach/Pool/Tennis/Pickleball

Newly updated four-bedroom, three-bathroom townhome only 1 mile from the beach, steps from shared pool, tennis and pickelball. Family friendly and well equipped to cook in or enjoy central location with easy biking to Cologny square and many other dining choices. Miles of bike trails on property, twenty-seven holes of golf, the perfect location for all your vacation needs.

Guest favourite
Home in Sea Pines
4.89 out of 5 average rating, 19 reviews

Pet Friendly ~ Coastal Casual & Refined Style

Sea Breeze Bliss is a light-filled 3BR, 2BA Sea Pines retreat that sleeps 8 and sits just 0.8 miles from the beach. Located in quiet Lawton Woods, this pet-friendly home features vaulted ceilings, soft coastal styling, a peaceful private patio, and Harbour Town Pool access (2 miles with free parking). Ideal for girls’ trips, couples, and relaxed island getaways.

Popular amenities for house rentals in Hilton Head Island

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Avg. price£222£239£286£320£317£385£389£332£283£261£270£266
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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 £53 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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