
House holiday rentals in Hilton Head Island
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Top-rated house rentals in Hilton Head Island
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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

“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!

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.

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.

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.

Old Town Bluffton Cottage + FREE Golf Cart!
Beautiful & newly renovated Cottage in the heart of Old Town Bluffton shopping & dining district. Located directly across the street is the Heyward house, and with all the restaurant, parks, & Church of the Cross within a block or 2 from the front door, our home is literally steps away from it all. The beautiful new Wright Family Park which is right on the water with shore access & Fishing just a 4 minute walk away. Our home is a hidden gem in Bluffton & we are happy to share it with you!

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.

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.

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!

Wonderful Island's Retreat (With Private Pool)
Wonderful Island’s Retreat is found in the heart of Hilton Head Island. It is beautifully decorated with upscale decor. The decoration is personally chosen to fit the ambiance of a beach house. The beach is approximately 5 minutes away in car distance, 10 minutes in bike distance, and 15 to 20 minutes walking distance. In addition to that, you have nearby bike trails, shopping centers, and restaurants. This location is exceptional for anyone looking to visit HHI!

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.

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.
Popular amenities for house rentals in Hilton Head Island
House rentals with a pool

Governor’s Quarters Pet Friendly, Fenced in Yard

Palmetto Dunes Home on 1st Tee Fazio Golf Course

New Sea Pines Remodel Close To Beach

1 Osprey - Beach Cottage with HUGE pool! Steps to

28 Gunnery Lane – Sea Pines Retreat with Private P

Charming Lagoon view Townhome near Harbor Town

Extravagant Hilton Head Luxury Home Private Pool

Newly Renovated Condo HiltonHead
Weekly house rentals

Starfish Beach House with Pool and Bikes

The Caddyshack - Perfect Location!

Charming Beach Villa at Palmetto Dunes!

95 Sandcastle Court

Beach, Private Pool, Designer Decor, Exclusive

Spacious 4-bedroom retreat with backyard oasis

Wharf Street Coastal Escape - Premier Old Town 3BR

Updated! Sea Pines Lagoon View Oasis
Private house rentals

Flamingo House on HHI

Large home across from beach (@Sea Pines gate)

Short walk to the Beach!

Private [Heated] Pool on Golf Course Mins to Ocean

Sea Pines Home - Family Friendly, Great location!

Charming 3BR / 2 bath beach bungalow with hot tub!

Charming Pet-Friendly Beach Home

Pet-Friendly Palmetto Dunes House Walk to Beach &
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $376 SGD | $405 SGD | $484 SGD | $542 SGD | $535 SGD | $652 SGD | $658 SGD | $562 SGD | $478 SGD | $442 SGD | $456 SGD | $450 SGD |
| Avg. temp | 10°C | 12°C | 16°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 15°C | 12°C |
Quick stats about house rentals in Hilton Head Island

Total holiday rentals
Explore 1,340 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 20,040 verified reviews to help you choose

Family-friendly holiday rentals
1,330 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 470 rentals that welcome pets

Holiday rentals with a pool
1,120 properties feature pools

Rentals with dedicated workspaces
850 properties have a dedicated workspace

Wifi availability
1,340 of Hilton Head Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hilton Head Island rentals

4.8 Average rating
Hilton Head Island stays are highly rated by guests – averaging 4.8 out of 5!
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Enmarket Arena
- Edisto Beach State Park
- Skidaway Island State Park
- Fort Pulaski National Monument
- Cathedral of Saint John the Baptist
- Savannah College of Art and Design
- Old Fort Jackson
- Chippewa Square
- Hunting Island State Park
- Oatland Island Wildlife Center
- Coastal Discovery Museum
- Tybee Island Light Station
- Kiawah Beachwalker Park
- Tybee Island Marine Science Center
- Harbour Town Lighthouse
- Henry C Chambers Waterfront Park
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