Photo by Aaron D. Hunt

Mid Island vacation rentals

We found 3,506 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:Dec 11 - Dec 18

Private kitchen
The dining and kitchen area has stunning views right outside the windows.
Interior
Interior
Exceptional
(116 reviews)

2 Min.Walk to Beach!3 Primary Suites, new deck/private pool/Ping Pong

Hilton Head Island

8% off
$807
$5,649 for 7 nights
All fees included
2 Min.Walk to Beach!3 Primary Suites, new deck/private pool/Ping Pong
Hilton Head Island Beach & Tennis .  Our Villa is located in center "Y" building
Our private oceanfront pool
Coconutz Sports Bar, on site
Jamaica Joez beach bar is located right next to the oceanfront pool
Exceptional
(46 reviews)

BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN

Hilton Head Island

8% off
$170
$1,190 for 7 nights
All fees included
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
Kitchen eating area
Large balcony with lots of seating!
View from our covered balcony.  Perfect sunrise view!
View from balcony entrance into living room.
Exceptional
(88 reviews)

449 CAPTAINS WALK -OCEANFRONT Condo with DIRECT POOL and OCEAN VIEWS!

Hilton Head Island

8% off
$369
$2,586 for 7 nights
All fees included
449 CAPTAINS WALK -OCEANFRONT Condo with DIRECT POOL and OCEAN VIEWS!
Owner's suite
Palmetto Dunes Private Beach (gated community) just a 90 second walk from villa
Community Pool
Living Area
Exceptional
(172 reviews)

Completely Renovated Top Floor Villa Steps To Beach

Hilton Head Island

14% off
$167
$1,171 for 7 nights
All fees included
Completely Renovated Top Floor Villa Steps To Beach
Designer touches throughout this luxury home.
Living area
upscale appliances including  6 burner Wolf range.
3 story, 6 BR / 6 BA Luxury Custom Home
Wonderful
(53 reviews)

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

Hilton Head Island

8% off
$670
$4,687 for 7 nights
All fees included
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
View from front door. The kitchen is to the right.
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

8% off
$220
$1,538 for 7 nights
All fees included
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Building 3/Atrium - wi-fi lounge.
Coco's on the Beach at end of boardwalk.
Living area
Living area
Exceptional
(95 reviews)

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

Hilton Head Island

8% off
$375
$2,623 for 7 nights
All fees included
7-Day Discounts in 3BR Villa at Hilton Head Resort!
Private kitchen
Pool
Property grounds
Living area
Exceptional
(67 reviews)

FULLY RENOVATED, 5-MINUTE WALK TO BEACH - 2 POOLS - 4 Pickleball & Tennis Courts

Hilton Head Island

8% off
$187
$1,312 for 7 nights
All fees included
FULLY RENOVATED, 5-MINUTE WALK TO BEACH - 2 POOLS - 4 Pickleball & Tennis Courts
Bar (on property)
Outdoor dining
Exterior
Interior
Exceptional
(156 reviews)

AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!

Hilton Head Island

8% off
$157
$1,097 for 7 nights
All fees included
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
Living area
Looking from Entry through the Villa
Kiddie Pool on a quiet Evening
King Comfort
Exceptional
(61 reviews)

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

Hilton Head Island

8% off
$207
$1,448 for 7 nights
All fees included
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Dining
Pool
Room
Living area
Exceptional
(81 reviews)

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

Hilton Head Island

17% off
$476
$3,330 for 7 nights
All fees included
Sunrise on the ocean - Best beach & pool view-Villamare
Private kitchen
What a beautiful way to celebrate a special day!
Private kitchen
Exterior
Exceptional
(139 reviews)

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

Hilton Head Island

8% off
$228
$1,596 for 7 nights
All fees included
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
Dining area looking out to balcony
One of three Hilton Head Resort pools located right below our villa
Full kitchen with granite counters & tiled backsplash
Robert Trent Jones golf course - Palmetto Dunes - adjacent to Hilton Head Resort
Exceptional
(106 reviews)

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

Hilton Head Island

8% off
$181
$1,265 for 7 nights
All fees included
Stunning Ocean & Tidal Creek Views -- Best Resort Vantage Point!
Interior
Pool
Living area
Private kitchen
Exceptional
(125 reviews)

Beach Front with Ocean View

Hilton Head Island

8% off
$132
$926 for 7 nights
All fees included
Beach Front with Ocean View
Balcony View - Spring - Beach Bar, Pool and Ocean
Our Pool also has a shaded awning area if your getting too much sun
Kitchen and Living area with end unit side window....Light and Bright
Samsung TV / Hargray Platinum Cable Channels and Secure WIFI
Exceptional
(134 reviews)

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

Hilton Head Island

8% off
$203
$1,424 for 7 nights
All fees included
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Dining Room and Living Room
Tennis Courts
Pool
Living Room
Exceptional
(58 reviews)

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

Hilton Head Island

7% off
$162
$1,131 for 7 nights
All fees included
Beautiful, Hilton Head Island 2BR/2BA Villa.. 100 Yards from the Atlantic Ocean!
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.
Private kitchen
Living area
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
$1,089 for 7 nights
All fees included
FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH
Island Club sunning deck.
Interior
Main pool includes a wall of waterfall and lap swimming.
Interior
Exceptional
(149 reviews)

INCREDIBLY UPGRADED-COMPLETELY RENOVATED-TOP OF THE LINE LUXURY BEACH RENTAL!

Hilton Head Island

6% off
$226
$1,584 for 7 nights
All fees included
INCREDIBLY UPGRADED-COMPLETELY RENOVATED-TOP OF THE LINE LUXURY BEACH RENTAL!
Dining
Living area
There is a second pool on the resort...5 minute walk
Boardwalk from parking lot to the beach!
Exceptional
(38 reviews)

Admiral Row - first floor! Relax beachfront, pickleball & pool! Sun & Sea HHI

Hilton Head Island

8% off
$205
$1,437 for 7 nights
All fees included
Admiral Row - first floor! Relax beachfront, pickleball & pool! Sun & Sea HHI
Interior
Jamaica Joe's is beach- and pool-side. Ocean views with bar service.
HHB&T has the largest private pool on the island.
Exercise room has cardio machines, cycling and free weights for rain days.
Exceptional
(84 reviews)

Ocean View, Pool, Tennis, Pickleball, Seasonal Music

Hilton Head Island

7% off
$127
$887 for 7 nights
All fees included
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
Property grounds
Property grounds
Private kitchen
Dining
Exceptional
(32 reviews)

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

Hilton Head Island

7% off
$112
$781 for 7 nights
All fees included
Relaxing 2BR/2Ba Condo in HHI, minutes from the beach
2.4 mile drive to Shelter cove harbor
Fireworks at Shelter Cove
The pirates ship at Celebration Park
Lots of dining and shopping at Shelter Cove
Exceptional
(74 reviews)

GREAT OCEAN VIEW to Relax, Rest, and Restore on Beautiful Hilton Head Island🌴🌺☀️

Hilton Head Island

8% off
$196
$1,374 for 7 nights
All fees included
GREAT OCEAN VIEW to Relax, Rest, and Restore on Beautiful Hilton Head Island🌴🌺☀️
Huge Oceanside Pool
Visit Beautiful Shelter Cove-less than 2 miles away!
Exercise Room
Jamaica Joe’z Beach and Poolside Bar
Exceptional
(156 reviews)

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

Hilton Head Island

8% off
$258
$1,809 for 7 nights
All fees included
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Pool
Property grounds
Interior
Interior
Excellent
(8 reviews)

Beachfront Villa 2BR with indoor and outdoor Pool, Hot Tub, Sauna & Fitness Room

Hilton Head Island

8% off
$174
$1,217 for 7 nights
All fees included
Beachfront Villa 2BR with indoor and outdoor Pool, Hot Tub, Sauna & Fitness Room
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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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