House holiday rentals in Hilton Head Island

5.0 out of 5 average rating, 94 reviews

Sea Pines house ~ Golf Sim / Putting Green / Games

Town of Hilton Head Island STR Permit Number: 064406 Centrally located in Hilton Head Island 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 & seating, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 kings and 4 doubles), 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 HHI.

FamilyLocationBarbecue

4.95 out of 5 average rating, 108 reviews

Steps to Beach, Pool, 5BR, Great Location

Make this brand new (2023) custom built home, Sur La Mer at Burkes Beach, your vacation destination! This 5 bedroom home is a guaranteed picture perfect destination for your family or group of up to 14 people and features a heated private pool* and a short walk to the beach. Sur Le Mer is located just steps from beach access and right next to Chaplin Community Park (basketball, playground, tennis, baseball diamond and open field). It's also short drive to local restaurants, bars, grocery store

LocationFamilyBarbecue

4.99 out of 5 average rating, 157 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!

FamilyLocationBarbecue

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.

4.87 out of 5 average rating, 404 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

FamilyLocationLaundry

4.84 out of 5 average rating, 268 reviews

A spacious screened porch equipped with a dining table and chairs offers a relaxing area for gatherings. Two ceiling fans provide comfort, and a fireplace adds a cozy touch. A large window showcases the private backyard, enhancing the connection to the outdoors.

Home in Shipyard

Private Beach Access-Pet Friendly-Hot Tub!

Welcome to The Beach House-A Family Fun Home! Immerse yourself in the ambiance of your 4-bdrm oasis, featuring a separate Bunk House for added privacy. Luxuriate in your hot tub under the stars in the HUGE backyard with Fire Pit and Covered Grill pole barn. Challenge your friends and family to ping pong or unwind in the screen porch with fireplace and dining area. With a Gorilla Cart at your disposal, hauling beach gear is a breeze. Get ready for endless fun and memories at your beach getaway!

ValueFamilySleep quality

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.

4.85 out of 5 average rating, 155 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 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. STR #071582

FamilyValueBiking

A newly constructed beach house is shown from the front, featuring a light blue exterior and a welcoming porch. Palm trees frame the scene, complemented by manicured landscaping. A driveway leads to a two-car garage beneath the home, creating a spacious entryway.

4.98 out of 5 average rating, 87 reviews

Beach House, Elevator, Sleeps 12

Stroll just a few steps from Fish Haul Beach to discover our haven of relaxation.This newly built beach house boasts 3 bedrooms and 2.5 baths complete with complimentary linens and bath towel sets.Enjoy a fully equipped kitchen, ample dining space,and 2 expansive balconies to soak in the coastal ambiance.Enhance your beach stay with included amenities such as boogie boards,backpack beach chairs and wagons.We've anticipated every need and are dedicated to ensuring your stay exceeds expectations!

LocationFamilyWi-Fi

A bright living area is presented with a cozy arrangement of a spacious sofa and a gray loveseat. Natural light filters through window treatments, highlighting a round coffee table and decorative accessories. A console table with a mirror and a soft lamp complete the inviting space.

4.94 out of 5 average rating, 108 reviews

Hilton Head Island Beach Cottage/House

Our house is located on the southern end of Hilton Head Island in the North Forest Beach neighborhood. The house is an easy 5 minute walk to Hilton Head's beautiful beach. Heron St offers its own private beach walk. It’s also a 10 minute walk to Coligny Plaza, offering local shopping, restaurants, and a grocery store. The house features a delightful outdoor shower, 2 bicycles and a shed loaded with 2 beach chairs, boogie boards, a frisbee and a surf fishing pole and tackle. STR Permit# 073978

ValueLocationGetting around

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.

5.0 out of 5 average rating, 122 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.

FamilyValueView

The private heated pool area features a calming blue water surface surrounded by a stone patio. Five lounge chairs are positioned for relaxation, and a grill is located nearby, with lush greenery providing a natural backdrop and a view of the golf course beyond.

4.86 out of 5 average rating, 121 reviews

Palmetto Dunes House: Private Pool, PDBeach, Golf

Magnolia & Maple is your upgraded resort destination. Sat to Sat rentals. Home includes a desk with hi-speed internet, surround sound in the living room and updated décor. This 3 BR, 2 BA home sits on a quite street and offers the opportunity to relax by the private heated pool, walk/bike the 3/4 of a mile to PD's famous beaches, or get some exercise with tennis, golf, or pickleball. Close to Shelter Cove shopping and dining. HHI is a pedestrian and bike friendly area with plenty to do.

FamilyLocationParking

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.

4.98 out of 5 average rating, 134 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. STR# 034482

FamilyValueBiking

A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.

4.99 out of 5 average rating, 116 reviews

6 BR, Sleeps 26, Beach Time

Just a short walk down Folly Field to the beach & locally managed by the Owner. This brand new beach house has 6 bedrooms and 4 full bathrooms. Linens, Bath Towel sets & Pool Towels included. An Amazing bunk room/play room with 6 full size bunk beds, high end furnishings, fully equipped kitchen, dining for the entire crew, 2 huge balconies with lovely lagoon views, large outdoor living area with television and shaded pool. We have thought of everything & we are at your service! PN: 040312

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Popular amenities for Hilton Head Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

4.84 out of 5 average rating, 147 reviews

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

FamilyLocationDecor

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.

4.96 out of 5 average rating, 136 reviews

Lovely 3BR in Palmetto Dunes w/ new pool & spa

FamilyLocationSleep quality

The exterior of the home is illuminated at night, highlighting a modern pool with vibrant blue lighting. The landscaped yard features well-maintained grass, a golf hole, and inviting lounge chairs near the pool. The cozy façade shows architectural details, adding charm to the scene.

4.99 out of 5 average rating, 69 reviews

Walk2Beach~Pool~Putting Green~Fenced Yard~EV

ValueLocationAmenities

4.93 out of 5 average rating, 40 reviews

A private pool area is surrounded by lush greenery and tall trees, providing privacy and a natural setting. The pool features a built-in spa and is bordered by a spacious stone patio. Four lounge chairs are positioned nearby for relaxation.

Home in Shipyard

Private Pool | Golf | Exq. Coffee | Seascape

FamilyLocationNearby

Superhost

5.0 out of 5 average rating, 3 reviews

Canopy House | Walk to Harbour Town | Marshfront

FamilyLocationBeach

A spacious living area is highlighted by vaulted ceilings and natural light streaming through plantation shutters. Comfortable seating arrangements are created with light-colored sofas adorned with decorative pillows. A prominent fireplace is complemented by built-in shelves displaying books and decorative items.

4.88 out of 5 average rating, 73 reviews

SeaPines - Private Beach Path, Private Pool, Bikes

LocationFamilyBiking

Superhost

5.0 out of 5 average rating, 4 reviews

Family Memories Are Made Better at Deer Run

FamilyHospitalityBackyard

5.0 out of 5 average rating, 14 reviews

Family Retreat | 1 Min to Beach | Pool Spa Theater

LocationFamilyAmenities

Weekly house rentals

A spacious brick patio is surrounded by lush greenery, featuring a large dining table with white wooden chairs, ideal for outdoor meals. A grill can be seen in the background, under a covered balcony that offers additional seating options.

5.0 out of 5 average rating, 7 reviews

Steps to Beach | Sea Pines | Private Courtyard

LocationFamilyIndoor spaces

An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.

4.97 out of 5 average rating, 64 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

LocationFamilyCheckout

A serene screened porch is featured, showcasing two wicker chairs with blue and white striped cushions and a round dining table. Lush greenery surrounds the area, while soft natural light filters through the screens. A glimpse of outdoor seating can be seen in the background.

4.99 out of 5 average rating, 81 reviews

SeaPines,2 main suites/screened porch

LocationFamilyBathroom

4.99 out of 5 average rating, 73 reviews

The exterior of a two-story villa features a light-colored facade and a welcoming entrance with steps leading to the front door. Lush greenery lines the path, with manicured shrubs and palm trees enhancing the natural setting. Large windows are present throughout the structure.

Home in Shipyard

The Caddyshack - Perfect Location!

ValueFamilyIndoor spaces

4.86 out of 5 average rating, 64 reviews

Luxury Home All New, Dogs OK, Near beach, NEW POOL

ValueLocationSleep quality

A spacious home is surrounded by lush greenery, featuring large windows that provide ample natural light. The deck, accessible via steps, includes a yellow umbrella for shade, while the well-maintained lawn adds to the home's inviting outdoor space.

5.0 out of 5 average rating, 14 reviews

Multi decks and 2 firepits /4 bikes/beach/Pets OK

FamilyLocationHospitality

5.0 out of 5 average rating, 21 reviews

Palmetto Dunes Beach House

FamilyLocationCondition

5.0 out of 5 average rating, 19 reviews

Dove's Nest - New Pool&Spa! Steps to beach&dining

FamilyLocationAmenities

Private house rentals

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.

4.99 out of 5 average rating, 70 reviews

80 Steps to Private Beach Access • Walk to Coligny

LocationFamilyComfort

The exterior of the villa features a three-level structure surrounded by lush greenery and palm trees. A driveway is visible leading to a single car garage. Balconies are seen on the upper level, providing outdoor access. The overall setting is serene and inviting.

4.95 out of 5 average rating, 55 reviews

Harbour Town Villa in Picturesque Sea Pines

ValueLocationBathroom

Luxe

A light-filled living room features high ceilings and large windows that offer views of the outdoors. A neutral-colored area rug covers the floor beneath a white coffee table. Soft sofas are adorned with decorative pillows, and a simple fireplace is positioned on one wall.

5.0 out of 5 average rating, 8 reviews

21 Shell Ring, Sea Pines: Relaxing Retreat

ValueFamilyAccuracy

An open-plan living area features a light-colored sofa facing a TV mounted above a fireplace. Natural light enters through sliding glass doors that lead to an outdoor space. A round side table with a lamp complements the seating, with a partial view of the kitchen area in the background.

4.99 out of 5 average rating, 80 reviews

“Vitamin Sea HHI” coastal comfort in Sea Pines

ValueLocationBeach

The spacious living area features high ceilings and a fan above. A soft gray sofa is positioned beside a coffee table with decorative items. The wall is adorned with a large flat-screen TV, and a fireplace adds a focal point. Large windows allow natural light to fill the space.

4.98 out of 5 average rating, 57 reviews

Sea Pines Home - Family Friendly, Great location!

FamilyLocationAccuracy

4.93 out of 5 average rating, 15 reviews

Walk to Beach + Golf Views | Palmetto Dunes

LocationFamilyQuiet

An open living space combines the dining area and kitchen, featuring a wooden table set for six with white dishware. A ceiling fan is visible above, and a comfortable sofa in neutral tones is positioned in the background. Natural light filters through the windows, highlighting the warm decor.

4.91 out of 5 average rating, 85 reviews

Beautiful Island Escape Villa ~Walk To Beach~ Pool

FamilyLocationTV

The outdoor area features a private pool surrounded by palm trees, with a spacious deck. Comfortable loungers and umbrellas are arranged nearby. Two inflatable swan floats rest on the water's surface, adding a playful touch to the serene setting.