Compare Hilton Head Island Vacation Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Hilton Head Island Rentals

0.75 mi from city center

Guests of Coral Sands Resorts by Palmera enjoy 3 outdoor pools, a lazy river, and a children's pool. If you decide to drive, there's free parking. Helpful staff can provide concierge services and a safe deposit box at the front desk. Other amenities at this golf aparthotel include a gym, outdoor tennis courts, and free WiFi in public areas.

Pool

Washer

5.43 mi from city center

At Island Links Resort by Palmera, guests enjoy 2 outdoor pools, a children's pool, and a gym. You can take advantage of free parking, along with a free beach shuttle. Staff members are on hand to provide concierge services and a safe deposit box at the front desk. Other amenities at this golf aparthotel include free WiFi in public areas, a business center, and a kids' club.

Pool

Kitchen

2.41 mi from city center

Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this golf vacation home include laundry facilities, a garden, and barbecue grills.

Pool

Hot Tub

Hilton Head Island Beach and Tennis Resort

5.1 mi from city center

Guests of this condo have access to free WiFi in public areas. You'll find limited parking.

Pool

Kitchen

5.91 mi from city center

Guests of Marriott's Barony Beach Club have access to a full-service spa, 3 outdoor pools, and an indoor pool. Self parking is available for USD 27.75 per day. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Other amenities at this beach condominium resort include a children's pool, a 24-hour gym, and 4 hot tubs.

Pool

Hot Tub

1.25 mi from city center

Guests of Marriott's Grande Ocean have access to a full-service spa, 5 outdoor pools, and an indoor pool. Self parking is available for USD 27.75 per day. The front desk is staffed 24/7 to help with access to locker space, concierge services, and luggage storage. Other amenities at this beach condominium resort include a lazy river, a children's pool, and a gym.

Pool

Hot Tub

2.77 mi from city center

At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.

Pool

Kitchen

5.6 mi from city center

At Seawatch at Island Club, guests enjoy a children's pool, a gym, and a sauna. Free parking is available if you drive. Other amenities at this beach condo building include free WiFi in public areas, a seasonal outdoor pool, and a terrace.

Pool

Kitchen

2.55 mi from city center

Guests staying at Marriott's Monarch at Sea Pines enjoy access to 2 outdoor pools, a 24-hour gym, and free WiFi in public areas. Self parking is available for USD 27.75 per day. The 24-hour front desk has staff standing by to help with luggage storage and concierge services. Other amenities at this beach condo building include a hot tub, free newspapers, and a terrace.

Pool

Hot Tub

1.05 mi from city center

An indoor pool and free WiFi in public areas are features at this condo. You'll find limited parking.

Pool

Washer

7.2 mi from city center

At this condo, guests have access to a gym, a sauna, and a hot tub. Additional amenities include laundry facilities and barbecue grills.

Hot Tub

Washer

5.37 mi from city center

At Bluewater Resort & Marina by Spinnaker Resorts, guests enjoy 2 outdoor pools, an indoor pool, and a lazy river. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this family-friendly aparthotel include a gym, 2 hot tubs, and a sauna.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Hilton Head Island

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hilton Head Island Large Group Rentals

NEW LISTING ~ 3 Bedroom ~ Pet Friendly ~ Coastal Casual & Refined Style ~ 8 Cotton Lane

Hilton Head Island

10/10 Exceptional! (16 reviews)

Recently Built House! Pets Stay Free! Close to Amenities

Hilton Head Island

10/10 Exceptional! (66 reviews)

Ideal Location in Downtown Bluffton ~Just Steps to the May River

Bluffton

10/10 Exceptional! (20 reviews)

Marriott's Harbour Club

144 Lighthouse Rd, Hilton Head Island, SC

9/10 Wonderful! (58 reviews)

Charming Pet-Friendly Beach Home

Hilton Head Island

8/10 Very Good! (1 review)

5 Mi to Beach: Spacious Home on Hilton Head Island

Hilton Head Island

How to Book Vacation Rentals in Hilton Head Island

🏠 What is the best price for Hilton Head Island vacation rentals?

Hilton Head Island vacation rentals range in price, starting at per night.

🏠 What types of vacation rentals in Hilton Head Island can I rent?

Orbitz offers a wide range of Hilton Head Island rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Hilton Head Island condo rentals.

🏠 Is it free to cancel my Hilton Head Island vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.

🏠 How do I find the best deals to rent a Hilton Head Island vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Hilton Head Island. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.

🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.

🏠 What are the advantages of booking a vacation rental in Hilton Head Island?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Hilton Head Island apartments and enjoy an extended stay.

🏠 Why should I book my vacation rental with Orbitz in Hilton Head Island?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Hilton Head Island package deals will get you even more savings.