Discover Your Perfect Hilton Head Vacation Homes

Best Vacation Homes in Hilton Head

Villa
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like-icon10.0
Exceptional
(349 Reviews)
1 Bedroom 1 Bath 2 Guests 520 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£171/Night 7 Nights - £1,196
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Villa
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like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 3 Baths 4 Guests 1539.24 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£210/Night 7 Nights - £1,469
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Bed & Breakfast
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Exceptional
(11 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
£333/Night 7 Nights - £2,332
Condo
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like-icon10.0
Exceptional
(225 Reviews)
1 Bedroom 1 Bath 4 Guests 520 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£248/Night 7 Nights - £1,733
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Apartment
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like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 3 Baths 8 Guests 1528.48 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£419/Night 7 Nights - £2,930
Condo
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like-icon10.0
Exceptional
(207 Reviews)
1 Bedroom 1 Bath 4 Guests 520 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£228/Night 7 Nights - £1,593
Villa
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like-icon10.0
Exceptional
(187 Reviews)
2 Bedrooms 2 Baths 8 Guests 1600 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£337/Night 7 Nights - £2,358
Condo
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like-icon10.0
Exceptional
(186 Reviews)
2 Bedrooms 2 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£268/Night 7 Nights - £1,873

Hilton Head Luxury Rentals

Hotel
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2 Baths
  • Hot Tub
    Hot Tub
  • Parking
    Parking
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Unlock the Best Price
Resort
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like-icon10.0
Exceptional
(11 Reviews)
2 Baths 8 Guests 1380 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£6,645/Night 7 Nights - £46,513
Resort
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like-icon10.0
Exceptional
(15 Reviews)
2 Baths 8 Guests 1380 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£6,645/Night 7 Nights - £46,513
Resort
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3 Baths 8 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£6,296/Night 7 Nights - £44,072
Resort
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3 Baths 8 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£6,173/Night 7 Nights - £43,210
Resort
Map-icon
3 Baths 8 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£6,173/Night 7 Nights - £43,210
Resort
Map-icon
3 Baths 8 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£6,173/Night 7 Nights - £43,210
Resort
Map-icon
3 Baths 8 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£6,173/Night 7 Nights - £43,210

Hilton Head Pet Friendly Vacation Rentals

House
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like-icon10.0
Exceptional
(117 Reviews)
2 Bedrooms 1 Bath 6 Guests 1066 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£350/Night 7 Nights - £2,449
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House
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like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 6 Guests 1420.84 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£139/Night 7 Nights - £971
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House
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
£1,227/Night 7 Nights - £8,590
Condo
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like-icon10.0
Exceptional
(116 Reviews)
2 Bedrooms 2 Baths 6 Guests 1230 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£270/Night 7 Nights - £1,889
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House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 9 Guests 1700.7 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£291/Night 7 Nights - £2,035
Cottage
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Exceptional
(110 Reviews)
2 Bedrooms 2 Baths 8 Guests 1500 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£426/Night 7 Nights - £2,982
Villa
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like-icon10.0
Exceptional
(106 Reviews)
2 Bedrooms 1 Bath 4 Guests 1100 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
£248/Night 7 Nights - £1,736
Villa
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like-icon10.0
Exceptional
(106 Reviews)
2 Bedrooms 2 Baths 5 Guests 1300 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£207/Night 7 Nights - £1,446

Hilton Head Large Vacation Homes

Villa
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like-icon10.0
Exceptional
(184 Reviews)
2 Bedrooms 2 Baths 6 Guests 950 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£272/Night 7 Nights - £1,906
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Villa
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 645.83 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£110/Night 7 Nights - £768
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Villa
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like-icon9.6
Exceptional
(5 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
£287/Night 7 Nights - £2,012
Villa
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like-icon10.0
Exceptional
(178 Reviews)
2 Bedrooms 2 Baths 6 Guests 825 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£434/Night 7 Nights - £3,037
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House
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like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 14 Guests 3143.06 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
£602/Night 7 Nights - £4,215
Villa
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like-icon10.0
Exceptional
(178 Reviews)
1 Bedroom 1 Bath 4 Guests 549 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£241/Night 7 Nights - £1,685
Villa
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like-icon10.0
Exceptional
(146 Reviews)
1 Bedroom 1 Bath 2 Guests 540 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£141/Night 7 Nights - £990
Villa
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like-icon10.0
Exceptional
(138 Reviews)
2 Bedrooms 2 Baths 6 Guests 1325 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£521/Night 7 Nights - £3,648

Why Choose Rent By Owner for your Hilton Head Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Hilton Head

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can greatly enhance your experience, as each season offers unique opportunities to enjoy the area's natural beauty and warm climate in comfort.

Peak Season Highlights

summer
Late Spring to Summer (May to August)

During these months, the area experiences warm weather and lively beach activities, making it perfect for outdoor adventures and enjoying the coastal scenery.

Average Temperature Daytime: 85°F - 90°F - Nighttime: 70°F - 75°F
autumn
Early Fall (September to October)

This time of year offers pleasant temperatures and less crowded beaches, ideal for exploring the region’s natural beauty and relaxing by the shore.

Average Temperature Daytime: 75°F - 80°F - Nighttime: 60°F - 65°F

Off-Season Highlights

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Winter (December to February)

The cooler months bring a quieter atmosphere, providing an excellent opportunity for peaceful getaways and scenic walks along the coast.

Average Temperature Daytime: 55°F - 60°F - Nighttime: 40°F - 45°F
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Early Spring (March to April)

As the area begins to awaken from winter, you can enjoy milder weather and fewer visitors, perfect for discovering the region at a relaxed pace.

Average Temperature Daytime: 65°F - 70°F - Nighttime: 50°F - 55°F

Weekly Weather Forecast for Hilton Head

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Hilton Head

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to private or shared outdoor pools to relax after a day at the beach.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertaining.
  • Make use of lush gardens or landscaped yards that surround your rental, ideal for leisurely strolls.
  • Benefit from outdoor grilling areas to prepare delicious meals with family and friends.
  • Relax in hammock zones or loungers set up for sunbathing and unwinding under the sun.
  • Utilize on-site sports courts such as tennis or pickleball for active outdoor fun.
  • Access nearby beaches or private shoreline points for walking, swimming, and water activities.
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Family Activities

  • Coligny Beach Park: Spend a relaxing day at this popular beach with your family, enjoying the soft sands and gentle waves just minutes from your vacation rental.
  • Sea Pines Forest Preserve: Explore miles of scenic trails and wildlife habitats within a peaceful setting that offers educational opportunities for children and adults alike.
  • Island Fun Park: Have an exciting day filled with family-friendly rides, mini-golf, and arcade games in this lively amusement park located conveniently nearby.
  • South Carolina State Park Adventures: Discover outdoor activities like camping, picnicking, and nature walks in the state's natural parks within easy reach of your stay here.
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Adult Activities

  • Golfing at Harbour Town Golf Links: You can enjoy world-class golf courses that offer stunning views and challenging gameplay in this renowned area.
  • Sailing and Water Sports: Take advantage of the calm coastal waters to participate in sailing, paddleboarding, or kayaking for a memorable day on the water.
  • Exploring Nature Trails and Birdwatching: Discover scenic nature trails and observe diverse bird species, perfect for outdoor enthusiasts seeking tranquility and wildlife encounters.
  • Dining and Nightlife Experiences: Indulge in exquisite Southern cuisine and vibrant nightlife that showcase the culinary scene of this picturesque region.

Other Places to Stay in Hilton Head, SC

Hilton Head Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Popular Seasons: Book your preferred vacation rentals early to secure the best options during peak times in this sought-after destination.
  • Explore Local Dining and Activities: Take advantage of the area’s renowned restaurants and recreational opportunities to fully immerse yourself in its vibrant culture.
  • Utilize Transportation Options: Use local transit or rent bikes to easily access beaches and attractions, maximizing your time here without hassle.
  • Respect the Environment: Follow eco-friendly practices to preserve the natural beauty of this region while enjoying everything it has to offer.

Transportation Options

  • Car Rentals: You can easily rent a car to explore the area at your own pace, enjoying the flexibility to visit popular beaches and attractions around Hilton Head.
  • Public Transportation: The local bus system offers affordable and convenient options for getting around here, connecting key destinations in the region.
  • Taxi and Rideshare Services: Taxis and rideshare apps provide quick, reliable transportation for short trips or last-minute travel needs within this destination.
  • Bicycle Rentals: Biking is a popular way to navigate the region, allowing you to enjoy scenic routes while reducing your environmental impact during your stay.

Local Customs Options

  • Gullah Culture: You’ll find that the Gullah heritage, rooted in African traditions, influences many local customs and crafts here, enriching your experience of this coastal region.
  • Sea Island Celebrations: Participating in regional festivals and events allows you to connect with the area's rich maritime history and community spirit.
  • Expect warm welcomes and courteous interactions, which reflect the region’s deep-rooted tradition of southern hospitality during your stay.
  • Shell Gathering Etiquette: When collecting shells along the shoreline, it’s customary to do so respectfully, mindful of preserving the natural beauty of this seaside destination.

Frequently Asked Questions About Hilton Head?

2. How many vacation rentals have private pools in Hilton Head?

3. Which vacation homes in Hilton Head are best for families?

If you are looking for a family-friendly vacation home in Hilton Head, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hilton Head:

4. How many Rentbyowner vacation rentals are available in Hilton Head?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 12146 in the Hilton Head area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Hilton Head. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property. You should review the listing details or contact the owner directly to understand the terms and any applicable fees.

6. How do I confirm my booking and secure my stay in the region?

Booking confirmation is typically sent after completing the reservation process on the listing page. Always verify your reservation details and contact the owner if you have questions before finalizing.

7. Are there any house rules or restrictions I should be aware of when staying here?

Yes, each vacation rental may have its own house rules. These are usually outlined in the listing description or communicated by the owner. Be sure to review them prior to booking.

8. What amenities are included with the vacation rentals in this destination?

Amenities vary by property but often include essentials such as Wi-Fi, parking, kitchen facilities, and climate control. Check the individual listing for a detailed list of amenities available during your stay.

9. How can I get assistance if I encounter issues during my stay in this region?

Support is typically provided through the owner or local property management. Contact information is available in your booking details, so reach out directly if you need assistance during your stay.

Hilton Head Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(233 Reviews)
7 Bedrooms 6 Baths 20 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,248/Night 7 Nights - £8,733
Villa
Map-icon
like-icon10.0
Exceptional
(219 Reviews)
3 Bedrooms 3 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£430/Night 7 Nights - £3,012
Villa
Map-icon
like-icon10.0
Exceptional
(218 Reviews)
3 Bedrooms 3 Baths 7 Guests 1750 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£412/Night 7 Nights - £2,881
Villa
Map-icon
like-icon10.0
Exceptional
(204 Reviews)
3 Bedrooms 2 Baths 6 Guests 1926 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
£343/Night 7 Nights - £2,401
Condo
Map-icon
like-icon10.0
Exceptional
(182 Reviews)
1 Bedroom 1 Bath 4 Guests 540 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£191/Night 7 Nights - £1,336
House
Map-icon
like-icon10.0
Exceptional
(181 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£235/Night 7 Nights - £1,646
Condo
Map-icon
like-icon10.0
Exceptional
(174 Reviews)
1 Bedroom 1 Bath 4 Guests 520 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
£115/Night 7 Nights - £802
Condo
Map-icon
like-icon10.0
Exceptional
(173 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
£319/Night 7 Nights - £2,230