Photo by Aaron D. Hunt

Mid Island vacation rentals

We found 3,588 vacation rentals — enter your dates for availability

Experience the enchanting shores of Hilton Head Island, where pristine beaches meet lush greenery and vibrant neighborhoods beckon with adventure. Whether you're soaking up the sun at Singleton Beach or engaging in thrilling water sports, there’s something for everyone in this family-friendly paradise. With a variety of accommodations from cozy condos to luxurious villas, you’ll enjoy the comforts of home while creating unforgettable memories with your loved ones in this idyllic getaway.

Holiday rentals with weekly discounts - Mid Island

Showing deals for:Jan 1 - Jan 8

Bar top seating for breakfast, or visiting with the chef of the night!
Large, open concept living room with floor to ceiling stone fireplace.
Pool side view of the fountain with morning coffee or tea. Heaven.
Our beach access bridge over the dunes.
Exceptional
(24 reviews)

Sea Glass- Walk 2 Beach! Private Pool,1 Level! Fountain Views, 2 Masters & Gear!

Hilton Head Island

8% off
$709
$4,960 for 7 nights
All fees included
Sea Glass- Walk 2 Beach! Private Pool,1 Level! Fountain Views, 2 Masters & Gear!
Private kitchen
What a beautiful way to celebrate a special day!
Private kitchen
Exterior
Exceptional
(143 reviews)

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

Hilton Head Island

8% off
$256
$1,794 for 7 nights
All fees included
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
Living area
Coco's on the Beach at end of boardwalk.
Building 3/Atrium - wi-fi lounge.
Entrance sign to resort at Highway 278.
Exceptional
(95 reviews)

7-Day Discounts in 3BR Villa at Hilton Head Resort!

Hilton Head Island

8% off
$379
$2,652 for 7 nights
All fees included
7-Day Discounts in 3BR Villa at Hilton Head Resort!
Spacious open-concept layout, perfect for group gatherings and socializing
Direct access from the balcony going to the fenced pool.
Cook like a pro or entertain with ease in this Chef's kitchen designed for culinary creativity with a big kitchen island that has a double dishwasher.
The open-concept living area flows effortlessly into the kitchen and dining space, creating a perfect gathering spot for everyone.
Exceptional
(6 reviews)

Sleeps 20, 7 Private Baths, Rooftop Fire Pit, 5 Min Walk to the Beach

Hilton Head Island

6% off
$945
$6,616 for 7 nights
All fees included
Sleeps 20, 7 Private Baths, Rooftop Fire Pit, 5 Min Walk to the Beach
Dining room with seating for 8, plus 4 at the bar
34 Bradley Circle is the perfect home base for your dream vacation.
Dining room with seating for 8, plus 4 at the bar
Gourmet kitchen with a gas range, Ninja air fryer, crock pot, and wine fridge.
Exceptional
(6 reviews)

Sleeps 24, Marsh Views, Game Room w/ PS5 & Arcade, Near Chaplin Park

Hilton Head Island

6% off
$856
$5,993 for 7 nights
All fees included
Sleeps 24, Marsh Views, Game Room w/ PS5 & Arcade, Near Chaplin Park
Fully Equipped Kitchen
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Comfortable Living Room
Dunes House on the Beach - 15 minute walk
Exceptional
(109 reviews)

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

Hilton Head Island

7% off
$221
$1,548 for 7 nights
All fees included
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
Sandy path to the big water takes you leisurely through the dunes.
View from the balcony, just steps from the beach boardwalk. Unit is the 5th in.
Fountain in front of the unit, alongside the boardwalk. A pretty bonus.
Boardwalk to the beach is only steps away!
Exceptional
(85 reviews)

Ocean View, Pool, Tennis, Pickleball, Seasonal Music

Hilton Head Island

8% off
$178
$1,245 for 7 nights
All fees included
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
View from front door. The kitchen is to the right.
Exterior
Oceanside Resort and Huge Oceanside Pool and Restaurant/Bar!
Living area
Exceptional
(49 reviews)

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

Hilton Head Island

8% off
$222
$1,551 for 7 nights
All fees included
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Living Room w/ Sleep Sofa
Back Deck with lagoon view
Front Entry
Kitchen
Exceptional
(39 reviews)

Beach, Tennis & Golf Escape - Free Tennis

Hilton Head Island

9% off
$257
$1,799 for 7 nights
All fees included
Beach, Tennis & Golf Escape - Free Tennis
Coconutz Sports Bar, on site
Our private oceanfront pool
Ottoman hold extra bedding and pillows for sofa bed functioning  as coffee table
Jamaica Joez beach bar is located right next to the oceanfront pool
Exceptional
(47 reviews)

BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN

Hilton Head Island

8% off
$176
$1,234 for 7 nights
All fees included
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
King Comfort
Looking from Entry through the Villa
Dining
Living area
Exceptional
(61 reviews)

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

Hilton Head Island

8% off
$198
$1,386 for 7 nights
All fees included
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Exterior
Outdoor dining
Interior
Pool
Exceptional
(156 reviews)

AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!

Hilton Head Island

8% off
$158
$1,109 for 7 nights
All fees included
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
Pool
Living area
Designer touches throughout this luxury home.
3 story, 6 BR / 6 BA Luxury Custom Home
Wonderful
(55 reviews)

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

Hilton Head Island

8% off
$774
$5,415 for 7 nights
All fees included
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Largest Pool on Hilton Head Island on-site
View from Our Balcony
(Zoom applied)
Kitchen Area
Queen sleeper with memory foam mattress
Exceptional
(118 reviews)

Oceanview Condo - overlooking pool and 100 yards to beach

Hilton Head Island

11% off
$132
$927 for 7 nights
All fees included
Oceanview Condo - overlooking pool and 100 yards to beach
Private kitchen
Living area
Living area
Living area
Exceptional
(54 reviews)

2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9

Hilton Head Island

7% off
$157
$1,097 for 7 nights
All fees included
2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9
Private kitchen
Property grounds
queen bed with attached bathroom
Property grounds
Exceptional
(32 reviews)

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

Hilton Head Island

8% off
$142
$991 for 7 nights
All fees included
Relaxing 2BR/2Ba Condo in HHI, minutes from the beach
Living area
Living area
Shelter Cove Tuesday Night Fireworks
Dining
Exceptional
(191 reviews)

Beach Lover's Retreat End Unit Villa House w Pet-Private Beach

Hilton Head Island

8% off
$178
$1,244 for 7 nights
All fees included
Beach Lover's Retreat End Unit Villa House w Pet-Private Beach
Kitchen and Living area with end unit side window....Light and Bright
Our Pool also has a shaded awning area if your getting too much sun
Balcony View - Spring - Beach Bar, Pool and Ocean
FRONT ROW Ocean Villa....close to Pool, Beach Bar and Boardwalk to the Beach
Exceptional
(135 reviews)

Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk

Hilton Head Island

8% off
$228
$1,593 for 7 nights
All fees included
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
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.
Living area
Indoor pool, spas, sauna, fitness center and track offer yearround amenities.
Exceptional
(106 reviews)

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

Hilton Head Island

8% off
$156
$1,094 for 7 nights
All fees included
FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH
Jamaica Joe’z Beach and Poolside Bar
Visit Beautiful Shelter Cove-less than 2 miles away!
Huge Oceanside Pool
Room
Exceptional
(156 reviews)

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

Hilton Head Island

8% off
$175
$1,228 for 7 nights
All fees included
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Interior
Living area
Living area
Living area
Exceptional
(34 reviews)

Beach Bliss 4U - Oceanfront Resort - Beachy Beautiful Condo w/ Views - OV A311

Hilton Head Island

5% off
$174
$1,219 for 7 nights
All fees included
Beach Bliss 4U - Oceanfront Resort - Beachy Beautiful Condo w/ Views - OV A311
Pool
Outdoor dining
Exterior
Property grounds
Exceptional
(19 reviews)

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

Hilton Head Island

7% off
$129
$906 for 7 nights
All fees included
Resort of the Water w/ Indoor Outdoor Pools, Hot Tub, Tennis, Fitness Center !
Private kitchen
Pool
Living area
Interior
Exceptional
(129 reviews)

Beach Front with Ocean View

Hilton Head Island

8% off
$134
$935 for 7 nights
All fees included
Beach Front with Ocean View
Dining
Indoor pool, kiddie pool and hot tub inside Building 3
kitchen
Living area
Exceptional
(33 reviews)

Family Getaway! Great amenities!

Hilton Head Island

8% off
$203
$1,419 for 7 nights
All fees included
Family Getaway! Great amenities!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

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

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Frequently asked questions

What is the most popular type of vacation rental in Mid Island?
In Mid Island, the most popular type of vacation rental is condos, with about 1,397 available throughout the area. These condos are typically located near the beach and local attractions, providing easy access to the beautiful coastline and recreational activities. Most units come with amenities such as fully equipped kitchens, comfortable living areas, and balconies or patios for enjoying the scenic views.In addition to condos, there are approximately 753 villas available, which offer a more spacious and luxurious experience. These properties often feature multiple bedrooms, private pools, and outdoor spaces, making them ideal for families or groups looking for a relaxing getaway. Vacation houses, numbering around 656, also provide ample space and are often equipped with amenities such as BBQ areas and large living spaces for gatherings.
Are there any beach house rentals in Mid Island?
In Mid Island, South Carolina, there are approximately 5,556 beach house rentals available. These properties are primarily located near the coastline, offering easy access to the beach and stunning ocean views. Travelers can expect a variety of amenities, including spacious living areas, fully equipped kitchens, and outdoor decks or patios ideal for enjoying the seaside atmosphere. Many beach houses are designed to accommodate families or groups, featuring multiple bedrooms and bathrooms, as well as additional amenities like private pools, BBQ grills, and direct beach access.
How much does it cost to rent a vacation home in Mid Island?
Prices for vacation rentals in Mid Island 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Mid Island to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Mid Island vacation house rentals?
You can find great discounts on house rentals in Mid Island on Vrbo, 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.
What are popular rental amenities in Mid Island?
In Mid Island, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals come equipped with a fully functional kitchen, allowing guests to prepare meals easily. Many properties also feature balconies or decks where visitors can enjoy the coastal breeze and take in views of the surroundings. Onsite parking is commonly available, providing convenience for those traveling with a vehicle. Additionally, rentals often include coffee and tea makers, ensuring guests can enjoy a warm beverage at their leisure.
Can I find family house rentals in Mid Island?
In Mid Island, South Carolina, there are numerous family-friendly vacation rentals available, with around 2,146 options to choose from. This area is known for its beautiful beaches and vibrant setting, making it a great destination for families. Many of these homes feature spacious living areas, fully equipped kitchens for convenient meal preparation, and outdoor spaces great for children to play. Additional amenities often include Wi-Fi, air conditioning, and access to beach gear, ensuring a comfortable and enjoyable stay.Visitors can explore nearby attractions such as local parks, nature trails, and family-friendly restaurants. The proximity to the coastline offers opportunities for beach activities, while the charming community vibe makes it easy to immerse in the local culture.
Can I rent a vacation home with a pool or hot tub in Mid Island?
In Mid Island, South Carolina, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 2,748 options that include pools and approximately 1,150 that offer hot tubs. This beautiful coastal area is known for its stunning beaches and charming neighborhoods, providing a variety of rental choices. Visitors can expect amenities such as private swimming pools, relaxing hot tubs, outdoor decks, and fully equipped kitchens, making these homes superb for both relaxation and entertaining.
Are there any Mid Island vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Mid Island with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
Can I book pet-friendly vacation rentals in Mid Island?
Yes, you can book pet-friendly vacation rentals in Mid Island, South Carolina. The area offers a variety of vacation rentals that welcome pets, with a total of 436 options available. Many of these properties feature amenities that cater to families and groups, such as spacious living areas, fully equipped kitchens, and outdoor spaces for relaxation.Mid Island is known for its beautiful beaches and proximity to natural attractions. Travelers will appreciate the nearby parks and walking trails, which provide excellent opportunities for outdoor activities with pets. Additionally, the local community often has pet-friendly dining options and shops, ensuring a welcoming environment for you and your furry companions.
Can I find long-stay vacation rentals in Mid Island?
A long-stay vacation rental in Mid Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Mid Island for a vacation rental?
The best time to visit Mid Island for a vacation rental is during the peak season from May to July, with June being the most popular month. This vibrant period attracts travelers, drawn by the warm temperatures and the allure of outdoor activities along the beautiful coastline. Expect delightful weather, with average highs in the mid-80s Fahrenheit, superb for beach days, water sports, and exploring the scenic surroundings.During these months, the island buzzes with energy, offering a variety of events, festivals, and opportunities for sightseeing. You can enjoy leisurely strolls on the beach, indulge in local cuisine at charming restaurants, and participate in various recreational activities. The mild evenings are ideal for sunset walks or enjoying a glass of wine on your rental's porch.For those looking for a more budget-friendly option, visiting in November can be a great choice. While the summer crowds have thinned, the weather remains pleasant, making it superb for peaceful beach walks and exploring the island's rich history. The quieter atmosphere allows for a more relaxed experience while still enjoying the natural beauty of Mid Island.Ultimately, your choice will depend on whether you prefer the lively summer vibe filled with activities or the tranquil charm of the off-peak months.
Are there any remote work vacation rentals in Mid Island?
In Mid Island, South Carolina, there are numerous options for remote work vacation rentals, with around 2,848 properties available. Many of these rentals are equipped with essential amenities for those looking to balance work and leisure. Travelers can expect to find high-speed internet services, including Wi-Fi in the rooms, which is often free and reliable, making it easier to stay connected.The area features a variety of accommodations, from cozy beachfront condos to spacious family homes, allowing for both comfort and productivity. Many properties offer dedicated workspaces or quiet corners, ideal for setting up a temporary office. Additionally, the proximity to beautiful beaches and local attractions provides great opportunities for relaxation after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Mid Island vacation rental?
Book your Mid Island vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Mid Island, South Carolina, United States of America?
In Mid Island, South Carolina, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. One of the main draws is the stunning beaches, where travelers can relax, sunbathe, and partake in water sports. The nearby Coligny Beach Park offers convenient access to amenities such as picnic areas, showers, and bike rentals, making it a favorite spot for families.Additionally, the island features several scenic bike paths and walking trails, particularly through the Sea Pines Forest Preserve, where nature enthusiasts can explore diverse ecosystems and spot local wildlife. For those interested in golf, Mid Island is home to several championship courses that provide beautiful views and challenging play.The area also boasts a variety of dining options, ranging from casual seafood shacks to upscale restaurants, many of which are located near the waterfront, allowing for picturesque dining experiences.
Can I change or cancel my Mid Island home rental booking on Vrbo?
To find Mid Island vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Mid Island vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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