Hilton Head Plantation holiday rentals

We found 7,206 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Hilton Head Plantation to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a washer and dryer. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Hilton Head Plantation

Showing deals for:22 Jan - 29 Jan

What a beautiful way to celebrate a special day!
Exceptional
(145 reviews)

OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!

Hilton Head Island

7% off
AU$2,411
for 7 nights, 1 apartment
AU$344 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
Exterior
Exceptional
(49 reviews)

Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor

Hilton Head Island

7% off
AU$2,394
for 7 nights, 1 villa
AU$342 per night
includes taxes & fees
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Looking from Entry through the Villa
Exceptional
(61 reviews)

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Hilton Head Island

7% off
AU$2,146
for 7 nights, 1 villa
AU$307 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Pool
Exceptional
(12 reviews)

55 Steps To The Beach - 2nd Row Ocean - Private Pool

Hilton Head Island

7% off
AU$9,583
for 7 nights, 1 home
AU$1,369 per night
includes taxes & fees
55 Steps To The Beach - 2nd Row Ocean - Private Pool
Outdoor dining
Exceptional
(19 reviews)

Resort of the Water w/ Indoor Outdoor Pools, Hot Tub, Tennis, Fitness Center !

Hilton Head Island

7% off
AU$1,414
for 7 nights, 1 apartment
AU$202 per night
includes taxes & fees
Resort of the Water w/ Indoor Outdoor Pools, Hot Tub, Tennis, Fitness Center !
Visit Beautiful Shelter Cove-less than 2 miles away!
Exceptional
(158 reviews)

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Hilton Head Island

7% off
AU$1,579
for 7 nights, 1 villa
AU$226 per night
includes taxes & fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Property grounds
Exceptional
(34 reviews)

Relaxing 2BR/2Ba Condo in HHI, minutes from the beach

Hilton Head Island

7% off
AU$1,229
for 7 nights, 1 apartment
AU$176 per night
includes taxes & fees
Relaxing 2BR/2Ba Condo in HHI, minutes from the beach
Living area
Wonderful
(55 reviews)

Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI

Hilton Head Island

8% off
AU$8,225
for 7 nights, 1 home
AU$1,175 per night
includes taxes & fees
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Outdoor dining
Wonderful
(322 reviews)

Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny

Hilton Head Island

7% off
AU$2,259
for 7 nights, 1 apartment
AU$323 per night
includes taxes & fees
Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny
Living area
Exceptional
(15 reviews)

Stunning OCEANVIEW from your private balcony! New Listing SPECIAL!!!

Hilton Head Island

7% off
AU$1,423
for 7 nights, 1 apartment
AU$203 per night
includes taxes & fees
Stunning OCEANVIEW from your private balcony! New Listing SPECIAL!!!
The Harbour Town Lighthouse is iconic!
Exceptional
(49 reviews)

Perfect Hilton Head Island Beach Getaway! “Newly Renovated”

Hilton Head Island

8% off
AU$2,801
for 7 nights, 1 apartment
AU$400 per night
includes taxes & fees
Perfect Hilton Head Island Beach Getaway! “Newly Renovated”
Brand new kids' playground at Low Country Celebration Park - go explore!
Exceptional
(143 reviews)

Book now for Fall 2026! Short walk to park/playground & Beach, near Coligny

Hilton Head Island

8% off
AU$1,874
for 7 nights, 1 villa
AU$268 per night
includes taxes & fees
Book now for Fall 2026! Short walk to park/playground & Beach, near Coligny
Children’s area
Exceptional
(73 reviews)

OCEANFRONT VILLA AMAZING VIEW. # 363

Hilton Head Island

7% off
AU$1,773
for 7 nights, 1 villa
AU$253 per night
includes taxes & fees
OCEANFRONT VILLA AMAZING VIEW. # 363
The beach in front of Hilton Head Resort is beautiful with much less traffic.
Exceptional
(106 reviews)

GREAT VALUE Hilton Head Resrt 2BR 2BA: GULF MARSH OCEAN VIEW. BEST BEACH

Hilton Head Island

8% off
AU$1,701
for 7 nights, 1 apartment
AU$243 per night
includes taxes & fees
GREAT VALUE Hilton Head Resrt 2BR 2BA: GULF MARSH OCEAN VIEW. BEST BEACH
Wonderful place to unwind and relax and hear the waves!
Exceptional
(107 reviews)

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

Hilton Head Island

7% off
AU$1,702
for 7 nights, 1 home
AU$243 per night
includes taxes & fees
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
Sea Cloisters beachfront property
Exceptional
(81 reviews)

Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool

Hilton Head Island

8% off
AU$3,118
for 7 nights, 1 apartment
AU$445 per night
includes taxes & fees
Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool
Harbour Town Lighthouse, Sea Pines.
Exceptional
(193 reviews)

Amazing Direct Oceanfront Views - Recently Updated End Unit at Seaside Villas I

Hilton Head Island

21% off
AU$2,021
for 7 nights, 1 apartment
AU$289 per night
includes taxes & fees
Amazing Direct Oceanfront Views - Recently Updated End Unit at Seaside Villas I
Welcome to Seaside Villas! An Ocean front Gated Complex!
Exceptional
(86 reviews)

RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views! #129

Hilton Head Island

7% off
AU$1,702
for 7 nights, 1 apartment
AU$243 per night
includes taxes & fees
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views! #129
The fully-equipped kitchen, upgraded with granite countertops and stainless steel appliances, invites culinary adventures with local specialties.
Excellent
(8 reviews)

Renovated Shelter Cove Condo w/ Harbor Views, Private Balcony & Pool Access

Hilton Head Island

5% off
AU$2,447
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Renovated Shelter Cove Condo w/ Harbor Views, Private Balcony & Pool Access
Wonderful view of the ocean, so relaxing!
Exceptional
(112 reviews)

Awesome Ocean View! Coligny Area! UPDATED and CLEAN 1 Bedroom! 2 Bikes! #132

Hilton Head Island

7% off
AU$1,636
for 7 nights, 1 apartment
AU$234 per night
includes taxes & fees
Awesome Ocean View! Coligny Area! UPDATED and CLEAN 1 Bedroom! 2 Bikes! #132
Indoor pool and hot tub
Exceptional
(41 reviews)

Walk to beach, updated 2/2 condo sleeps 6, in & outdoor pools, tennis, courtyard

Hilton Head Island

6% off
AU$1,817
for 7 nights, 1 apartment
AU$260 per night
includes taxes & fees
Walk to beach, updated 2/2 condo sleeps 6, in & outdoor pools, tennis, courtyard
Spend time strolling around the Costal Discovery Museum
Exceptional
(113 reviews)

Dog Friendly ~ Walk to the beach ~ Screened in porch ~ 3 pools ~ New Appliances!

Hilton Head Island

14% off
AU$2,350
for 7 nights, 1 villa
AU$336 per night
includes taxes & fees
Dog Friendly ~ Walk to the beach ~ Screened in porch ~ 3 pools ~ New Appliances!
Pool
Exceptional
(85 reviews)

Sunrise on the ocean - Best beach & pool view-Villamare

Hilton Head Island

15% off
AU$3,703
for 7 nights, 1 apartment
AU$529 per night
includes taxes & fees
Sunrise on the ocean - Best beach & pool view-Villamare
Living area boasts cozy modern furnishings, smart TV for movie nights or watching a game, ceiling fans for added ambiance
Exceptional
(9 reviews)

Pet Friendly Villa Next to Van Der Meer Tennis, 10 Min Walk to the Beach

Hilton Head Island

5% off
AU$2,263
for 7 nights, 1 villa
AU$323 per night
includes taxes & fees
Pet Friendly Villa Next to Van Der Meer Tennis, 10 Min Walk to the Beach
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Hilton Head Plantation getaway

Learn about the unique charm of Hilton Head Plantation with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Hilton Head Plantation

Are you searching for attractions to see in the area? Venture out of your holiday home and check out everything that Hilton Head Plantation has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Country Club of Hilton Head (1.1 mi / 1.7 km)
  • Port Royal Golf Club (3 mi / 4.8 km)
  • The Golf Courses of Palmetto Dunes (4.6 mi / 7.4 km)
  • Palmetto Dunes Club (5.3 mi / 8.5 km)
  • Hilton Head National Golf Club (5.9 mi / 9.5 km)
  • Shipyard Golf Course (6.1 mi / 9.9 km)

Exploring the natural landscape of Hilton Head Plantation

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Hilton Head Plantation is a great place to spend some time outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Folly Field Beach Park (3.6 mi / 5.7 km)
  • Folly Field Beach (3.7 mi / 6 km)
  • Burkes Beach (4 mi / 6.4 km)
  • Singleton Beach (4.1 mi / 6.6 km)
  • Palmetto Dunes Beach (5.3 mi / 8.5 km)
  • Sea Pines Forest Preserve (7.2 mi / 11.6 km)

Travelling to and around Hilton Head Plantation

Fly into Hilton Head Island, SC (HHH), the closest airport, located 1.9 mi (3.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Savannah - Hilton Head International Airport (SAV), which is 29.3 mi (47.2 km) away.

Frequently asked questions

What is the best area to stay in Hilton Head Plantation when booking a holiday rental?
When considering a holiday rental in Hilton Head Plantation, South Carolina, the area offers a delightful blend of natural beauty and recreational activities, making it an excellent choice for a relaxing getaway. One of the standout neighbourhoods is the plantation itself, known for its serene environment and access to beautiful scenery.Hilton Head Plantation features a variety of properties, from charming villas to spacious homes, suiting different tastes and budgets. The area is particularly appealing for those who enjoy outdoor activities, with the nearby Coastal Discovery Museum providing insights into the local ecosystem and history. Additionally, the plantation is home to stunning beaches and scenic walking trails, great for leisurely strolls or bike rides.Another great attraction is the nearby Port Royal Sound, where visitors can appreciate breathtaking views and engage in water sports such as kayaking and paddleboarding.
What are the top attractions in Hilton Head Plantation?
In Hilton Head Plantation, visitors can enjoy a range of attractions that showcase the area's natural beauty and recreational opportunities. The plantation itself is known for its scenic landscapes, with miles of walking and biking trails that wind through lush forests and along the coastline. The lovely beaches, such as those found at the nearby Hilton Head Island, offer pristine sands superb for sunbathing and water activities.One of the highlights of Hilton Head Plantation is the stunning Harbour Town, where guests can explore the iconic lighthouse and take in views of the marina. The area is also home to several golf courses, such as the renowned Country Club of Hilton Head, suiting golf enthusiasts looking for an enjoyable round amidst picturesque surroundings.For families, the Coastal Discovery Museum provides an educational experience with exhibits focused on the local ecology and history of the Lowcountry. Additionally, the nearby Sea Pines Forest Preserve features nature trails and opportunities for bird watching, making it ideal for those looking to immerse themselves in the region's natural environment.
Are all fees included in the Hilton Head Plantation holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Hilton Head Plantation holiday homes with parking?
Stayz offers a wide selection of holiday homes in Hilton Head Plantation with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Hilton Head Plantation holiday homes?
You can find great discounts on holiday homes in Hilton Head Plantation on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Hilton Head Plantation holiday home booking on Stayz?
To find Hilton Head Plantation holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Hilton Head Plantation?
A long-stay holiday home in Hilton Head Plantation is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Hilton Head Plantation holiday home?
Book your Hilton Head Plantation holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Hilton Head Plantation?
Prices for holiday homes in Hilton Head Plantation vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Hilton Head Plantation to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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