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, 391 reviews

Bluffton Farm Cottage: Enjoy a Low Country Summer

(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.

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

Guest favourite
A colorful dining area features sturdy wooden tables and benches, set beneath a shaded canopy. Tropical palm trees and a sandy path leading to the beach can be seen in the background, providing a relaxed atmosphere for guests.
Home in Hilton Head Island
4.91 out of 5 average rating, 77 reviews

Apartment in Hilton head resort

Hilton Head Resort. Great Mid- Island location, near Shelter Cove. Walk to the beach on the resort's private scenic boardwalk with lots of wildlife to spot. Gated community with so many amenities. 2 outdoor pools, one heated. 1 indoor heated pool, hot tub, tennis courts, fitness room, poolside deli, and Coco's Beach Bar. There are 2 bedrooms and 2 full baths and fully equipped kitchen for all your cooking needs. Balcony overlooking the indoor pool area and atrium. Smoking is prohibited.

Top Guest favourite
A welcoming living area showcases a comfortable gray sofa adorned with decorative pillows. A light wood coffee table is positioned in front, while a casual chair and a dining table with high stools are visible. Soft, natural light floods the space, enhancing the inviting ambiance.
Home in Hilton Head Island
4.89 out of 5 average rating, 37 reviews

NEW! Excellent Remodeled Best Beach & Tennis Villa

The beach is calling and you must come! Bring the whole family and enjoy this newly remodeled villa! Spacious with 2 bedrooms/2 baths. Sleeps 8 guests, total of 4 cozy queen sized beds. Fully equipped kitchen, & a dining area. Located within the Beach & Tennis resort. Enjoy the beautiful view of the lagoon from your balcony as you sip coffee in the morning or after a day at the private beach and oceanfront pool. The condo is located on the second floor and is a short 3 minute walk to the beach!

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, 381 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
Home in Hilton Head Island
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!

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, 100 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
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
4.85 out of 5 average rating, 61 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, 122 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 Island
4.85 out of 5 average rating, 165 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.

Top Guest favourite
The front exterior of the house features a welcoming porch with a central decorative door and flanking windows. Flowering plants are suspended from the eaves, while well-maintained shrubs frame the entrance. A clear pathway leads to the door, inviting guests into the home.
Home in Bluffton
4.96 out of 5 average rating, 130 reviews

Encanto of the Lowcountry in Old Town Bluffton

Welcome to the Heart of the Lowcountry - Bluffton South Carolina! Come stay in this vibrant & luxurious 2 BED / 2 BATH recently renovated home and enjoy the coastal way of life with cool river breezes as you discover the hub of businesses, shopping and community gatherings of eclectic Old Town. Spend time in the sun and sand on the nearby beaches of Hilton Head Island or visit the downtown waterfront of Historic Beaufort. Lots of local fun & activities! Welcome to Encanto of the Lowcountry.

Superhost
A charming exterior of a blue house is framed by neatly manicured shrubs and palm trees. A curved pathway leads to the entrance, where two bicycles are positioned nearby on well-maintained grass. Bright mulch enhances the landscaped yard, providing a welcoming appearance.
Home in Hilton Head Island
4.78 out of 5 average rating, 195 reviews

Tranquil Palm Retreat

Enjoy a relaxing vacation just minutes away from the beach. This property furnished with master suite with a private bathroom and full kitchen as well as 2 additional bedrooms and another private bathroom and a relaxing back yard with palm trees creating a relaxing area after a day at the beach. Folly Field Beach Park and Hilton Head Island Beach are just over a mile away. 4 bikes for you use at no charge. We advise helmets.. stay on main trails. 2 pets max ..fee $60 per pet DOGS ONLY

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