Hilton Head Plantation holiday homes

We found 7,168 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:13 Nov - 20 Nov

3 story, 6 BR / 6 BA Luxury Custom Home
Living area
upscale appliances including  6 burner Wolf range.
Designer touches throughout this luxury home.
Wonderful
(53 reviews)

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

Hilton Head Island

8% off
NZ$8,626
for 7 nights, 1 home
NZ$1,232 per night
includes taxes & fees
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or shuttle to best BEACH on HHI
22 Hickory Cove
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Comfortable Living Room
Dunes House on the Beach - 15 minute walk
Exceptional
(106 reviews)

Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!

Hilton Head Island

7% off
NZ$3,712
for 7 nights, 1 villa
NZ$530 per night
includes taxes & fees
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
Second level has a loft kitchenette area with access to the balcony
Elegant windows with views of the outdoors
Dining table with seating for 8
Cozy, inviting seating ideal for quality time with family and friends
Exceptional
(6 reviews)

20 Knotts Way @ North Forest Beach | Luxury Retreat | Steps from the Beach | Loaded with Amenities

Hilton Head Island

5% off
NZ$14,811
for 7 nights, 1 home
NZ$2,116 per night
includes taxes & fees
20 Knotts Way @ North Forest Beach | Luxury Retreat | Steps from the Beach | Loaded with Amenities
Beach
Pool
Dining
Aerial View - only steps away from the ocean
Exceptional
(8 reviews)

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

Hilton Head Island

14% off
NZ$10,977
for 7 nights, 1 home
NZ$1,568 per night
includes taxes & fees
55 Steps To The Beach - 2nd Row Ocean - Private Pool
Admirals Row Building is right on the beach
Enjoy sunrise right at balcony
Open bedroom
Living room and kitchen
Excellent
(171 reviews)

Admirals Row 306: True Direct Oceanfront W/Panoramic Oceanview

Hilton Head Island

8% off
NZ$3,053
for 7 nights, 1 villa
NZ$436 per night
includes taxes & fees
Admirals Row 306: True Direct Oceanfront W/Panoramic Oceanview
Oceanside Resort and Huge Oceanside Pool and Restaurant/Bar!
Exterior
Living area
Living area
Exceptional
(48 reviews)

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

Hilton Head Island

7% off
NZ$2,835
for 7 nights, 1 villa
NZ$405 per night
includes taxes & fees
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Private kitchen
Living area
Terrace/patio
Ground level entry
Exceptional
(84 reviews)

3BR Palmetto Dunes villa in beautiful, tranquil neighborhood-walk/bike to beach!

Hilton Head Island

7% off
NZ$3,725
for 7 nights, 1 villa
NZ$532 per night
includes taxes & fees
3BR Palmetto Dunes villa in beautiful, tranquil neighborhood-walk/bike to beach!
HOST & HOME presents...11 Pender Lane! Nestled within the tranquil ambience of Sea Pines Resort.
This house features an open floor plan to easily gather your group
Hilton Head Island - Shelter Cove Harbour & Marina
Dive into shimmering pool waters and spent lazy days soaking the sun on the tanning ledge
Exceptional
(10 reviews)

11 Pender Lane @ Sea Pines | Private Pool | Pet-Friendly | Golf & Tennis | Large Patio

Hilton Head Island

5% off
NZ$4,946
for 7 nights, 1 home
NZ$707 per night
includes taxes & fees
11 Pender Lane @ Sea Pines | Private Pool | Pet-Friendly | Golf & Tennis | Large Patio
Kiddie Pool on a quiet Evening
Looking from Entry through the Villa
Living area
King Comfort
Exceptional
(61 reviews)

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

Hilton Head Island

7% off
NZ$2,781
for 7 nights, 1 villa
NZ$397 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
A glass of wine anyone?
What a beautiful way to celebrate a special day!
Private kitchen
Private kitchen
Exceptional
(136 reviews)

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

Hilton Head Island

8% off
NZ$2,932
for 7 nights, 1 apartment
NZ$419 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
Dining
Pool
Room
Living area
Exceptional
(79 reviews)

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

Hilton Head Island

16% off
NZ$6,162
for 7 nights, 1 apartment
NZ$880 per night
includes taxes & fees
Sunrise on the ocean - Best beach & pool view-Villamare
Living area
Living area
Living area
Room
Exceptional
(13 reviews)

The Admiral's Roost ~ Steps to the beach and pool. Perfect for couples

Hilton Head Island

7% off
NZ$2,113
for 7 nights, 1 apartment
NZ$302 per night
includes taxes & fees
The Admiral's Roost ~ Steps to the beach and pool. Perfect for couples
Cook
Plenty of relaxing outdoor space
High ceilings abound
Ample dining space
Exceptional
(12 reviews)

Family-oriented lagoon-side home in Sea Pines close to Harbour Town

Hilton Head Island

15% off
NZ$4,175
for 7 nights, 1 home
NZ$596 per night
includes taxes & fees
Family-oriented lagoon-side home in Sea Pines close to Harbour Town
Dining
Children’s area
Property grounds
Exterior detail
Exceptional
(66 reviews)

OCEANFRONT VILLA AMAZING VIEW. # 363

Hilton Head Island

7% off
NZ$2,026
for 7 nights, 1 villa
NZ$289 per night
includes taxes & fees
OCEANFRONT VILLA AMAZING VIEW. # 363
Sleeper sofa in main room - with flat screen TV. Breakfast bar with granite top.
The beach in front of Hilton Head Resort is beautiful with much less traffic.
Indoor pool, spas, sauna, fitness center and track offer yearround amenities.
Private kitchen
Exceptional
(104 reviews)

FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH

Hilton Head Island

8% off
NZ$2,257
for 7 nights, 1 apartment
NZ$322 per night
includes taxes & fees
FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH
Living area
Interior
Dining
Private kitchen
Exceptional
(73 reviews)

3 BEDROOM LUXURY HOME PET FRIENDLY. 1-2 MINUTE WALK TO THE BEACH

Hilton Head Island

8% off
NZ$7,125
for 7 nights, 1 home
NZ$1,018 per night
includes taxes & fees
3 BEDROOM LUXURY HOME PET FRIENDLY. 1-2 MINUTE WALK TO THE BEACH
Dining Room and Living Room
Tennis Courts
Living Room
Picnic/Grilling Area
Exceptional
(58 reviews)

Beautiful, Hilton Head Island 2BR/2BA Villa.. 100 Yards from the Atlantic Ocean!

Hilton Head Island

7% off
NZ$2,070
for 7 nights, 1 villa
NZ$296 per night
includes taxes & fees
Beautiful, Hilton Head Island 2BR/2BA Villa.. 100 Yards from the Atlantic Ocean!
Living area with new sleeper sofa
Brand new kids' playground at Low Country Celebration Park - go explore!
Less than a 5 min walk to the brand new Low Country Celebration Park
Entry area with storage for shoes, jackets, beach towels, bike helmets, etc.
Exceptional
(139 reviews)

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

Hilton Head Island

8% off
NZ$2,207
for 7 nights, 1 villa
NZ$315 per night
includes taxes & fees
Book now for Fall 2026! Short walk to park/playground & Beach, near Coligny
Full kitchen with granite counters & tiled backsplash
One of three Hilton Head Resort pools located right below our villa
Dining area looking out to balcony
Living Area
Exceptional
(106 reviews)

Stunning Ocean & Tidal Creek Views -- Best Resort Vantage Point!

Hilton Head Island

7% off
NZ$2,109
for 7 nights, 1 apartment
NZ$301 per night
includes taxes & fees
Stunning Ocean & Tidal Creek Views -- Best Resort Vantage Point!
Open floorpan
Sea Cloisters beachfront property
Nice pool area to relax and rid your stress.
kitchen opens up to the living room
Exceptional
(76 reviews)

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

Hilton Head Island

8% off
NZ$3,546
for 7 nights, 1 apartment
NZ$507 per night
includes taxes & fees
Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool
Room
A View from our Sundeck!
Welcome to Seaside Villas! An Ocean front Complex!
A View of our own Sundeck!
Exceptional
(78 reviews)

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

Hilton Head Island

7% off
NZ$1,928
for 7 nights, 1 apartment
NZ$275 per night
includes taxes & fees
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views! #129
Great place to get some sun!
Wonderful sundeck!
View from the ocean of Sea Side Villas.
Very nicely appointed!
Exceptional
(90 reviews)

Awesome Condo! King size bed! Updated! Ocean Views! 2 Bikes! #218 Great Reviews!

Hilton Head Island

7% off
NZ$1,928
for 7 nights, 1 apartment
NZ$275 per night
includes taxes & fees
Awesome Condo! King size bed! Updated! Ocean Views! 2 Bikes! #218 Great Reviews!
Located in beautiful Palmetto Dunes resort
Lounge in the living room with 50” Smart TV and new, comfortable seating
Terrace/patio
Dining
Exceptional
(53 reviews)

Quick walk to beach in Palmetto Dunes, Tennis & Pickleball Paradise

Hilton Head Island

7% off
NZ$2,732
for 7 nights, 1 apartment
NZ$390 per night
includes taxes & fees
Quick walk to beach in Palmetto Dunes, Tennis & Pickleball Paradise
dining area
Living room
living room
living room
Wonderful
(91 reviews)

Beach Resort, Walk to the Ocean, Free Secure Wi-Fi in Building 1

Hilton Head Island

6% off
NZ$1,940
for 7 nights, 1 apartment
NZ$277 per night
includes taxes & fees
Beach Resort, Walk to the Ocean, Free Secure Wi-Fi in Building 1
  • 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:

  • Port Royal Golf Club (3 mi / 4.8 km)
  • The Golf Courses of Palmetto Dunes (4.6 mi / 7.4 km)
  • Robert Trent Jones Oceanfront Course (5 mi / 8.1 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)
  • Driessen Beach Park (3.6 mi / 5.8 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)

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

How much does it cost to rent a holiday home in Hilton Head Plantation?
Several things can affect what you'll pay for a holiday home in Hilton Head Plantation, including the time of year, length of stay and property type. But, all of our holiday homes have one thing in common — incredible value. Just enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Hilton Head Plantation?
Prices for beach houses in Hilton Head Plantation may differ depending on the style and size of the property and time of year you're travelling. Just enter your travel dates into Bookabach and how many guests to see your home options and prices. From there you can use the filters to refine your search results by ratings, nearby activities and more.
What are the top attractions for families in Hilton Head Plantation?
There are loads of awesome things to see and do with the family in Hilton Head Plantation, including:
  • Coligny Beach
  • The Sandbox
  • Folly Field Beach Park
How old do you have to be to rent a holiday home in Hilton Head Plantation?
The minimum required age is normally 16, 18 or 21. It can change across properties on Bookabach, so check the rules of your preferred Hilton Head Plantation holiday home before booking your escape.
How long can I rent a holiday home in Hilton Head Plantation for?
The amount of time you can rent a Hilton Head Plantation holiday home for depends on each property. Just put in your travel dates to browse options that offer long-term stays. They come with all you require to make your extended getaway more enjoyable and convenient, such as kitchens and yards. Some holiday homes might also offer discounted weekly or monthly prices, so you can have a longer stay for less.