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

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
S$2,180
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!
Living area
Coco's on the Beach at end of boardwalk.
Living area
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
S$3,734
for 7 nights, 1 villa
S$533 per night
includes taxes & fees
7-Day Discounts in 3BR Villa at Hilton Head Resort!
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.
Direct access from the balcony going to the fenced pool.
Spacious open-concept layout, perfect for group gatherings and socializing
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
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
Fully Equipped Kitchen
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Comfortable Living Room
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$2,161
for 7 nights, 1 villa
S$309 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
S$1,515
for 7 nights, 1 apartment
S$216 per night
includes taxes & fees
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
Outdoor dining
Interior
Dining
Interior
Exceptional
(149 reviews)

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

Hilton Head Island

14% off
S$5,762
for 7 nights, 1 home
S$823 per night
includes taxes & fees
Fabulous 7 Bedroom @ Singleton Beach - Private Pool - Walk to Beach - Sleeps 24
Living area
Exterior
Oceanside Resort and Huge Oceanside Pool and Restaurant/Bar!
View from front door. The kitchen is to the right.
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$2,165
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
Front Entry
Exceptional
(39 reviews)

Beach, Tennis & Golf Escape - Free Tennis

Hilton Head Island

8% off
S$2,532
for 7 nights, 1 villa
S$362 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
Hilton Head Island Beach & Tennis .  Our Villa is located in center "Y" building
Coconutz Sports Bar, on site
Exceptional
(47 reviews)

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

Hilton Head Island

7% off
S$1,680
for 7 nights, 1 villa
S$240 per night
includes taxes & fees
BEAUTIFUL REMODELED VILLA, STEPS TO THE OCEAN - STR Permit #073298
Kiddie Pool on a quiet Evening
Looking from Entry through the Villa
Living area
King Comfort
Exceptional
(61 reviews)

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

Hilton Head Island

7% off
S$1,879
for 7 nights, 1 villa
S$268 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Pool
Living area
upscale appliances including  6 burner Wolf range.
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

7% off
S$7,630
for 7 nights, 1 home
S$1,090 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
(54 reviews)

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

Hilton Head Island

7% off
S$1,515
for 7 nights, 1 apartment
S$216 per night
includes taxes & fees
2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9
Kitchen Area
View from Our Balcony
(Zoom applied)
Queen sleeper with memory foam mattress
Largest Pool on Hilton Head Island on-site
Exceptional
(118 reviews)

Oceanview Condo - overlooking pool and 100 yards to beach

Hilton Head Island

11% off
S$1,259
for 7 nights, 1 apartment
S$180 per night
includes taxes & fees
Oceanview Condo - overlooking pool and 100 yards to beach
Property grounds
Property grounds
Dining
Private kitchen
Exceptional
(33 reviews)

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

Hilton Head Island

7% off
S$1,175
for 7 nights, 1 apartment
S$168 per night
includes taxes & fees
Relaxing 2BR/2Ba Condo in HHI, minutes from the 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
FRONT ROW Ocean Villa....close to Pool, Beach Bar and Boardwalk to the Beach
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$2,028
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
Open floorpan
Sea Cloisters beachfront property
Property grounds
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$2,990
for 7 nights, 1 apartment
S$427 per night
includes taxes & fees
Cheerful & Bright Spacious End Unit - Oceanfront, Porch w/ View, Pool
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)

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

Hilton Head Island

8% off
S$1,527
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,
Dining
Ceiling Fan In Living Room
Exceptional
(223 reviews)

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

Hilton Head Island

6% off
S$1,090
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
Interior
Pool
Interior
Private kitchen
Exceptional
(129 reviews)

Beach Front with Ocean View

Hilton Head Island

7% off
S$1,305
for 7 nights, 1 apartment
S$186 per night
includes taxes & fees
Beach Front with Ocean View
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$1,717
for 7 nights, 1 apartment
S$245 per night
includes taxes & fees
Beach Bliss 4U - Oceanfront Resort - Beachy Beautiful Condo w/ Views - OV A311
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
S$2,105
for 7 nights, 1 apartment
S$301 per night
includes taxes & fees
Beautiful 4th floor 2 BR, 2 BA condo in Hilton Head Beach & Tennis Resort
Jamaica Joe’z Beach and Poolside Bar
Visit Beautiful Shelter Cove-less than 2 miles away!
Exercise Room
Room
Exceptional
(157 reviews)

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

Hilton Head Island

7% off
S$1,728
for 7 nights, 1 villa
S$247 per night
includes taxes & fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Dining
Outdoor dining
Property grounds
Exterior
Exceptional
(19 reviews)

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

Hilton Head Island

7% off
S$1,265
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 !
kitchen
Indoor pool, kiddie pool and hot tub inside Building 3
Living area
Master bedroom with king size bed
Exceptional
(33 reviews)

Family Getaway! Great amenities!

Hilton Head Island

8% off
S$1,983
for 7 nights, 1 apartment
S$283 per night
includes taxes & fees
Family Getaway! Great amenities!
  • 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