Things to do in Hilton Head
Hilton Head Island offers a playground for outdoor enthusiasts, catering to a diverse range of interests and ages.
The Carolinas · South Carolina
Hilton Head
Hilton Head
vacation rentals
Explore privately owned Hilton Head vacation rentals, professionally managed with a destination specialist available to help you compare the options.
793 homes listed
199 beachfront
Up to 12 bedrooms
Sleeps up to 38
793Homes listed
199Beachfront
646Houses & villas
144Condos
About Hilton Head vacation rentals
Choosing a vacation rental in Hilton Head
Emerald Kite currently represents 793 professionally managed Hilton Head vacation rentals. The collection includes houses, villas and condos, including layouts with up to 12 bedrooms, homes sleeping up to 38 guests and 199 beachfront options. Each property is privately owned and represented by an established property-management company responsible for guest support during the stay.
Indulge in unparalleled luxury when staying at our exquisite Hilton Head vacation homes where opulence meets serenity. With our unrivaled commitment to excellence, we offer our esteemed guests complimentary access to exclusive, high end concierge services ensuring a seamless and unforgettable experience.
Beachfront
Villas & houses
Condos
Pet-friendly
793homes listed here
Your destination specialist
Speak to Trudy
Trudy looks after Hilton Head for Emerald Kite. Lines are open 7 days a week, 9 a.m. to 10 p.m. EST.
Find the right fit
Explore Hilton Head vacation rentals by size & style
Start with the space your group needs, then use the available property and experience links to narrow the collection. Each direct link opens matching Hilton Head vacation rentals, with the closest bedroom and guest-capacity matches shown first.
Hilton Head rentals by bedroom count
Property types and featured collections
Handpicked in Hilton Head
Search all 793 homes →
Featured Hilton Head vacation rentals
Compare a rotating selection of professionally managed houses, villas and condos in Hilton Head. Each card shows bedrooms, bathrooms, sleeping capacity and a starting rate where one has been supplied.
Gold 
Hilton Head
Hilton Head Vacation Rental Pet Friendly Beach Home with Pool & Loft
Call for rates
Gold 
Hilton Head
Hilton Head Vacation Rental – Three Bedroom Plus Loft Luxury Home
From $648 / night
Gold 
Hilton Head
Pet-Friendly Hilton Head Vacation Rental with Golf Views and Pool
From $365 / night
Around Hilton Head
Ways to spend the week
Eating in Hilton Head
Nestled in the heart of Hilton Head, Charlie's L'Etoile Verte is a renowned dining destination known for its elegant ambiance and exquisite French-inspired cuisine.
Good to know
Planning your trip to Hilton Head
Getting around Hilton Head
Hilton heads Breeze Trolley Service is convenient and free stopping and each stop approximately every 30 minutes or so. Operating 7 days a week through to Labor Day from 1pm- 10pm during the week days and up to midnight at weekends.
House or condo?
Of the homes represented here, 646 are houses and 144 are condos. A private house may offer more outdoor space and separation between generations; a condo may offer a convenient position or shared amenities.
Why book with us
Booking Hilton Head with Emerald Kite
Every home on this page is privately owned and represented by an established property-management company, with a destination specialist available to help you compare the options.
- Privately owned homes, each represented by an established management company
- Vetted on location, quality, amenities and the manager’s responsiveness — and removed if that slips
- A destination specialist helps compare the homes that fit your trip
- Payment, cancellation and check-in terms supplied before you book
- Villa Specialists available by phone
- A complimentary concierge service for dining, activities and directions
Guest stories
What guests wrote after staying in Hilton Head
Unedited notes sent to the Emerald Kite team after their stay.
“I just wanted to reach out and thank you all so much at Emerald Kite. Our stay was 18th - 25th July 2026. Our family had the best vacation and the house was wonderful!!! The customer service was top notch and everyone was so helpful with the process. We will...”
Hilton HeadJuly 2026
Good to know
Hilton Head vacation rental FAQs
Answers to common questions about choosing and booking a professionally managed stay in Hilton Head.
Are these Hilton Head homes professionally managed?
Yes. Every home is privately owned but represented by an established property-management company responsible for cleaning, maintenance and guest support during your stay. Before a property joins the portfolio it is assessed on location, the quality of the accommodation, access to amenities and the reputation and responsiveness of the management company, and it is removed if it stops meeting that standard.
Can we bring a dog?
It varies by property rather than by destination. Ask your agent to identify homes that currently accept pets, then confirm the type, number and size limits before booking. Property rules, including smoking policies, are supplied for the individual home.
How is my payment protected?
Payment schedules, cancellation terms and any protections vary by property manager and destination. Your agent will identify the contracting property manager and provide the applicable rental agreement and payment terms for review before you book.
What do Platinum, Gold and Silver mean on a listing?
They are our own rankings and they describe the interior furnishings only - not the price, the view or the location. A Platinum or Gold home can cost less than a Silver one in a better position. Rankings move up when a home is upgraded and down when it has not been refreshed in a while.
How much does a rental cost, and when do we check in?
Where a manager has supplied a starting rate you will see it on the listing; where they have not, rates are quoted on request because they change with season and length of stay. Check-in and checkout times vary by property and manager, and your agent will confirm both for the home you choose.
Need help choosing?
Tell us who is travelling and when, and a destination specialist will shortlist the homes that suit you.