Photo by Aaron D. Hunt

Mid Island holiday lettings

We found 3,590 holiday rentals — enter your dates for availability
Select from 373 houses, 447 flats and other holiday rentals to find the perfect place for your stay in Mid Island. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a hot tub and garden. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Mid Island

Showing deals for:1 Jan - 8 Jan

Pool side view of the fountain with morning coffee or tea. Heaven.
Large, open concept living room with floor to ceiling stone fireplace.
Gracious vaulted living room w/beautiful light, view of pool, lagoon & fountain.
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

7% off
£4,120
for 7 nights, 1 home
£589 per night
includes taxes & fees
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!
A glass of wine anyone?
Exterior
Exceptional
(143 reviews)

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

Hilton Head Island

7% off
£1,476
for 7 nights, 1 apartment
£211 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
Entrance sign to resort at Highway 278.
Coco's on the Beach at end of boardwalk.
Building 3/Atrium - wi-fi lounge.
Living area
Exceptional
(95 reviews)

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

Hilton Head Island

8% off
£2,162
for 7 nights, 1 villa
£309 per night
includes taxes & fees
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.
HOST & HOME presents… 23 Bradley Circle. Discover luxury at its finest in this stunning beach retreat just a 5-min walk from the sand in Bradley Beach
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

5% off
£5,973
for 7 nights, 1 home
£853 per night
includes taxes & fees
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.
The Pool can be heated for an additional $700/week. Please request pool heat by contacting the host prior to arrival.
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

5% off
£5,387
for 7 nights, 1 home
£770 per night
includes taxes & fees
Sleeps 24, Marsh Views, Game Room w/ PS5 & Arcade, Near Chaplin Park
22 Hickory Cove
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Fully Equipped Kitchen
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
£1,281
for 7 nights, 1 villa
£183 per night
includes taxes & fees
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
(86 reviews)

Ocean View, Pool, Tennis, Pickleball, Seasonal Music

Hilton Head Island

7% off
£1,019
for 7 nights, 1 apartment
£146 per night
includes taxes & fees
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
View from front door. The kitchen is to the right.
Exterior
Living area
Oceanside Resort and Huge Oceanside Pool and Restaurant/Bar!
Exceptional
(49 reviews)

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

Hilton Head Island

7% off
£1,284
for 7 nights, 1 villa
£183 per night
includes taxes & fees
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
Pool - 30 seconds from our Villa
Exceptional
(39 reviews)

Beach, Tennis & Golf Escape - Free Tennis

Hilton Head Island

8% off
£1,477
for 7 nights, 1 villa
£211 per night
includes taxes & fees
Beach, Tennis & Golf Escape - Free Tennis
Jamaica Joez beach bar is located right next to the oceanfront pool
Our private oceanfront pool
Ottoman hold extra bedding and pillows for sofa bed functioning  as coffee table
Coconutz Sports Bar, on site
Exceptional
(47 reviews)

BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN

Hilton Head Island

7% off
£1,008
for 7 nights, 1 villa
£144 per night
includes taxes & fees
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
Kiddie Pool on a quiet Evening
Looking from Entry through the Villa
Living area
Dining
Exceptional
(61 reviews)

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

Hilton Head Island

7% off
£1,145
for 7 nights, 1 villa
£164 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Bar (on property)
Outdoor dining
Pool
Exterior
Exceptional
(156 reviews)

AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!

Hilton Head Island

7% off
£908
for 7 nights, 1 apartment
£130 per night
includes taxes & fees
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
Pool
Living area
3 story, 6 BR / 6 BA Luxury Custom Home
Designer touches throughout this luxury home.
Wonderful
(55 reviews)

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

Hilton Head Island

7% off
£4,523
for 7 nights, 1 home
£646 per night
includes taxes & fees
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Kitchen Area
View from Our Balcony
(Zoom applied)
Largest Pool on Hilton Head Island on-site
Entrance/Front Hall
Exceptional
(118 reviews)

Oceanview Condo - overlooking pool and 100 yards to beach

Hilton Head Island

11% off
£755
for 7 nights, 1 apartment
£108 per night
includes taxes & fees
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
£887
for 7 nights, 1 apartment
£127 per night
includes taxes & fees
2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9
Property grounds
Property grounds
Dining
Private kitchen
Exceptional
(32 reviews)

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

Hilton Head Island

7% off
£807
for 7 nights, 1 apartment
£115 per night
includes taxes & fees
Relaxing 2BR/2Ba Condo in HHI, minutes from the beach
Interior
Palmetto Dunes Golf Courses
Shelter Cove Tuesday Night Fireworks
Sunrise at Palmetto Dunes Beach
Exceptional
(191 reviews)

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

Hilton Head Island

7% off
£1,023
for 7 nights, 1 villa
£146 per night
includes taxes & fees
Beach Lover's Retreat End Unit Villa House w Pet-Private Beach
Balcony View - Spring - Beach Bar, Pool and Ocean
Our Pool also has a shaded awning area if your getting too much sun
FRONT ROW Ocean Villa....close to Pool, Beach Bar and Boardwalk to the Beach
Kitchen and Living area with end unit side window....Light and Bright
Exceptional
(135 reviews)

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

Hilton Head Island

7% off
£1,291
for 7 nights, 1 apartment
£184 per night
includes taxes & fees
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Indoor pool, spas, sauna, fitness center and track offer yearround amenities.
The beach in front of Hilton Head Resort is beautiful with much less traffic.
Sleeper sofa in main room - with flat screen TV. Breakfast bar with granite top.
Private kitchen
Exceptional
(106 reviews)

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

Hilton Head Island

8% off
£885
for 7 nights, 1 apartment
£126 per night
includes taxes & fees
FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH
Room
Visit Beautiful Shelter Cove-less than 2 miles away!
Jamaica Joe’z Beach and Poolside Bar
Huge Oceanside Pool
Exceptional
(156 reviews)

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

Hilton Head Island

7% off
£1,002
for 7 nights, 1 villa
£143 per night
includes taxes & fees
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
£996
for 7 nights, 1 apartment
£142 per night
includes taxes & fees
Beach Bliss 4U - Oceanfront Resort - Beachy Beautiful Condo w/ Views - OV A311
Dining
Outdoor dining
Pool
Property grounds
Exceptional
(19 reviews)

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

Hilton Head Island

7% off
£738
for 7 nights, 1 apartment
£105 per night
includes taxes & fees
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

7% off
£770
for 7 nights, 1 apartment
£110 per night
includes taxes & fees
Beach Front with Ocean View
Pool
Interior
Private kitchen
Private kitchen
Exceptional
(7 reviews)

Beautiful 4th floor 2 BR, 2 BA condo in Hilton Head Beach & Tennis Resort

Hilton Head Island

7% off
£1,249
for 7 nights, 1 apartment
£178 per night
includes taxes & fees
Beautiful 4th floor 2 BR, 2 BA condo in Hilton Head Beach & Tennis Resort
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Mid Island?
Prices for holiday 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 holiday 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.
Are there any Mid Island holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Mid Island with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Mid Island?
A long-stay holiday rental in Mid Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Mid Island for a holiday rental?
The best time to visit Mid Island for a holiday rental is during the peak season from May to July, with June being particularly popular. This vibrant period attracts families and beach enthusiasts looking to enjoy the sun-soaked shores and a variety of outdoor activities. With warm temperatures ranging from 20 to 30 degrees Celsius, it's great for swimming, sunbathing, and exploring the beautiful coastline.During these summer months, you can expect a lively option, with plenty of opportunities for water sports, beach games, and local events that showcase the island's rich culture and community spirit. The mild evenings are ideal for enjoying al fresco dining at various nearby restaurants, enhancing your holiday experience.For those seeking a quieter getaway, November is an excellent option. While the bustling summer crowds have dispersed, you can still relish the mild weather and enjoy peaceful walks along the beach or scenic bike rides. This time of year allows for a more relaxed exploration of the island's natural beauty, with the bonus of lower rental rates.
How early should I book a Mid Island holiday rental?
Book your Mid Island holiday 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 holiday 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 range of attractions that highlight the area's natural beauty and recreational opportunities. The beaches along the coastline are among the top draws, offering a ideal setting for sunbathing, swimming, and water sports. Nearby, the picturesque Harbour Town Lighthouse in Hilton Head Island is a must-see, providing stunning views and a charming atmosphere with shops and restaurants.For outdoor enthusiasts, the Sea Pines Forest Preserve offers scenic trails and opportunities for wildlife spotting, making it ideal for hiking and biking. The area is also known for its golf courses, such as those within the Sea Pines community, which are popular among golf aficionados.Additionally, the Coastal Discovery Museum in nearby Hilton Head provides insight into the local ecology and history, featuring engaging exhibits and guided tours.
Can I change or cancel my Mid Island home rental booking on Vrbo?
To find Mid Island holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, 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 organising 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.

More holiday ideas