Photo by Aaron D. Hunt

Mid Island holiday rentals

We found 3,598 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:15 Jan - 22 Jan

A glass of wine anyone?
What a beautiful way to celebrate a special day!
Private kitchen
Exterior
Exceptional
(144 reviews)

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

Hilton Head Island

7% off
S$2,178
for 7 nights, 1 apartment
S$311 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
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
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.
Exceptional
(7 reviews)

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

Hilton Head Island

5% off
S$8,808
for 7 nights, 1 home
S$1,258 per night
includes taxes & fees
Sleeps 20, 7 Private Baths, Rooftop Fire Pit, 5 Min Walk to the Beach
Comfortable Living Room
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Fully Equipped Kitchen
22 Hickory Cove
Exceptional
(109 reviews)

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

Hilton Head Island

7% off
S$2,159
for 7 nights, 1 villa
S$308 per night
includes taxes & fees
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
Dining
Interior
Outdoor dining
Interior
Exceptional
(149 reviews)

Fabulous 7 Bedroom @ Singleton Beach - Private Pool - Walk to Beach - Sleeps 24

Hilton Head Island

14% off
S$5,756
for 7 nights, 1 home
S$822 per night
includes taxes & fees
Fabulous 7 Bedroom @ Singleton Beach - Private Pool - Walk to Beach - Sleeps 24
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
S$2,163
for 7 nights, 1 villa
S$309 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
Pool - 30 seconds from our Villa
Kitchen
Exceptional
(39 reviews)

Beach, Tennis & Golf Escape - Free Tennis

Hilton Head Island

8% off
S$2,530
for 7 nights, 1 villa
S$361 per night
includes taxes & fees
Beach, Tennis & Golf Escape - Free Tennis
Ottoman hold extra bedding and pillows for sofa bed functioning  as coffee table
Our private oceanfront pool
Jamaica Joez beach bar is located right next to the oceanfront pool
Coconutz Sports Bar, on site
Exceptional
(47 reviews)

BEAUTIFUL REMODELED VILLA, STEPS TO THE OCEAN - STR Permit #073298

Hilton Head Island

7% off
S$1,679
for 7 nights, 1 villa
S$240 per night
includes taxes & fees
BEAUTIFUL REMODELED VILLA, STEPS TO THE OCEAN - STR Permit #073298
Living area
Looking from Entry through the Villa
Kiddie Pool on a quiet Evening
Dining
Exceptional
(61 reviews)

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

Hilton Head Island

7% off
S$1,877
for 7 nights, 1 villa
S$268 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
upscale appliances including  6 burner Wolf range.
Living area
Designer touches throughout this luxury home.
Pool
Wonderful
(55 reviews)

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

Hilton Head Island

7% off
S$7,623
for 7 nights, 1 home
S$1,089 per night
includes taxes & fees
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Private kitchen
Living area
Living area
Living area
Exceptional
(55 reviews)

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

Hilton Head Island

7% off
S$1,514
for 7 nights, 1 apartment
S$216 per night
includes taxes & fees
2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9
FRONT ROW Ocean Villa....close to Pool, Beach Bar and Boardwalk to the Beach
Our Pool also has a shaded awning area if your getting too much sun
Balcony View - Spring - Beach Bar, Pool and Ocean
Samsung TV / Hargray Platinum Cable Channels and Secure WIFI
Exceptional
(135 reviews)

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

Hilton Head Island

7% off
S$2,027
for 7 nights, 1 apartment
S$290 per night
includes taxes & fees
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Private kitchen
Property grounds
queen bed with attached bathroom
Dining
Exceptional
(33 reviews)

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

Hilton Head Island

7% off
S$1,166
for 7 nights, 1 apartment
S$167 per night
includes taxes & fees
Relaxing 2BR/2Ba Condo in HHI, minutes from the beach
Property grounds
Sea Cloisters beachfront property
Open floorpan
Nice pool area to relax and rid your stress.
Exceptional
(80 reviews)

Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool

Hilton Head Island

8% off
S$2,987
for 7 nights, 1 apartment
S$427 per night
includes taxes & fees
Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool
Private kitchen
The beach in front of Hilton Head Resort is beautiful with much less traffic.
Indoor pool, spas, sauna, fitness center and track offer yearround amenities.
Sleeper sofa in main room - with flat screen TV. Breakfast bar with granite top.
Exceptional
(106 reviews)

GREAT VALUE Hilton Head Resrt 2BR 2BA: GULF MARSH OCEAN VIEW. BEST BEACH

Hilton Head Island

8% off
S$1,526
for 7 nights, 1 apartment
S$218 per night
includes taxes & fees
GREAT VALUE Hilton Head Resrt 2BR 2BA: GULF MARSH OCEAN VIEW. BEST BEACH
Resort Ocean Front Pool
Early morning walk on beach to catch sun rise,
Ceiling Fan In Living Room
Living area
Exceptional
(223 reviews)

5th Villa to Beach Remodeled for 2021- Steps to Open Beach SLEEPS 6

Hilton Head Island

6% off
S$1,089
for 7 nights, 1 apartment
S$156 per night
includes taxes & fees
5th Villa to Beach Remodeled for 2021- Steps to Open Beach SLEEPS 6
Private kitchen
Pool
Interior
Living area
Exceptional
(129 reviews)

Beach Front with Ocean View

Hilton Head Island

7% off
S$1,304
for 7 nights, 1 apartment
S$186 per night
includes taxes & fees
Beach Front with Ocean View
Private kitchen
Interior
Living area
Pool
Exceptional
(7 reviews)

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

Hilton Head Island

7% off
S$2,103
for 7 nights, 1 apartment
S$300 per night
includes taxes & fees
Beautiful 4th floor 2 BR, 2 BA condo in Hilton Head Beach & Tennis Resort
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
S$1,715
for 7 nights, 1 apartment
S$245 per night
includes taxes & fees
Beach Bliss 4U - Oceanfront Resort - Beachy Beautiful Condo w/ Views - OV A311
Exercise Room
Visit Beautiful Shelter Cove-less than 2 miles away!
Jamaica Joe’z Beach and Poolside Bar
Room
Exceptional
(157 reviews)

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

Hilton Head Island

7% off
S$1,727
for 7 nights, 1 villa
S$247 per night
includes taxes & fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Property grounds
Outdoor dining
Pool
Dining
Exceptional
(19 reviews)

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

Hilton Head Island

7% off
S$1,264
for 7 nights, 1 apartment
S$181 per night
includes taxes & fees
Resort of the Water w/ Indoor Outdoor Pools, Hot Tub, Tennis, Fitness Center !
Dining
Indoor pool, kiddie pool and hot tub inside Building 3
kitchen
Master bedroom with king size bed
Exceptional
(33 reviews)

Family Getaway! Great amenities!

Hilton Head Island

8% off
S$1,981
for 7 nights, 1 apartment
S$283 per night
includes taxes & fees
Family Getaway! Great amenities!
There is a second pool on the resort...5 minute walk
Living area
Dining
Boardwalk from parking lot to the beach!
Exceptional
(38 reviews)

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

Hilton Head Island

7% off
S$2,249
for 7 nights, 1 apartment
S$321 per night
includes taxes & fees
Admiral Row - first floor! Relax beachfront, pickleball & pool! Sun & Sea HHI
Brand new granite countertops
The fully-equipped kitchen, upgraded with granite countertops and stainless steel appliances, invites culinary adventures with local specialties.
Modern stainless appliances
Savor your morning coffee or enjoy happy hour with loved ones on the covered patio, where a fresh marine breeze adds to the ambiance.
Excellent
(8 reviews)

Renovated Shelter Cove Condo w/ Harbor Views, Private Balcony & Pool Access

Hilton Head Island

5% off
S$2,139
for 7 nights, 1 apartment
S$306 per night
includes taxes & fees
Renovated Shelter Cove Condo w/ Harbor Views, Private Balcony & Pool Access
Beach sunset
Miscellaneous
Hammocks on site just before beach entrance.
Beach overview from The Spa.
Exceptional
(33 reviews)

Peaceful HHI Escape! Private Beach Access, in/outdoor pools, hot tub, sauna!

Hilton Head Island

8% off
S$1,841
for 7 nights, 1 villa
S$263 per night
includes taxes & fees
Peaceful HHI Escape! Private Beach Access, in/outdoor pools, hot tub, sauna!
  • 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, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find a holiday rental in Mid Island?
Yes, there are holiday rentals in Mid Island close to Adventure Cove, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in Mid Island?
Choose from 373 Expedia holiday rentals in Mid Island for a memorable holiday.
What can I see and do in Mid Island?
Family-friendly attractions include Adventure Cove and Pirate's Island Adventure Golf, whereas Singleton Beach and Burkes Beach are a couple of great spots to enjoy the outdoors. While here, Shelter Cove Harbour and The Golf Courses of Palmetto Dunes are other places worth a visit.
What are holiday rentals like in Mid Island?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Mid Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip.

More holiday ideas