Photo by Aaron D. Hunt

Mid Island holiday rentals

We found 3,597 holiday rentals — enter your dates for availability
Select from 376 houses, 441 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:18 Dec - 25 Dec

1st floor living room. Plenty of room!
Back of the house. Pool and spa (heated for a fee).
Grand stairway. Great for family photos.
Relaxing!
Exceptional
(105 reviews)

V. Large House with Pool/Elevator/Fire pit in Palmetto Dunes-2 min walk to beach

Hilton Head Island

27% off
S$21,615
for 7 nights, 1 home
S$3,088 per night
includes taxes & fees
V. Large House with Pool/Elevator/Fire pit in Palmetto Dunes-2 min walk to beach
22 Hickory Cove
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Comfortable Living Room
Fully Equipped Kitchen
Exceptional
(109 reviews)

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

Hilton Head Island

8% off
S$2,949
for 7 nights, 1 villa
S$421 per night
includes taxes & fees
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
Newly remodeled second kitchen and living space adjacent to bedroom.
View into primary bedroom from screened in porch.
Large screened in porch is part of the outdoor living space.
Additional view of conversation space and fireplace.
Exceptional
(46 reviews)

5 Bedroom home with Large Pool. 5 minute walk from Ocean. STR# 043892

Hilton Head Island

5% off
S$8,582
for 7 nights, 1 home
S$1,226 per night
includes taxes & fees
5 Bedroom home with Large Pool. 5 minute walk from Ocean. STR# 043892
Kitchen eating area
Large balcony with lots of seating!
View from our covered balcony.  Perfect sunrise view!
Bar eating area
Exceptional
(90 reviews)

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

Hilton Head Island

7% off
S$3,654
for 7 nights, 1 villa
S$522 per night
includes taxes & fees
449 CAPTAINS WALK -OCEANFRONT Condo with DIRECT POOL and OCEAN VIEWS!
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 JUST STEPS TO THE OCEAN

Hilton Head Island

7% off
S$1,647
for 7 nights, 1 villa
S$235 per night
includes taxes & fees
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
Designer touches throughout this luxury home.
Living area
Pool
upscale appliances including  6 burner Wolf range.
Wonderful
(54 reviews)

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

Hilton Head Island

8% off
S$6,530
for 7 nights, 1 home
S$933 per night
includes taxes & fees
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Living area
Exterior
View from front door. The kitchen is to the right.
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$2,099
for 7 nights, 1 villa
S$300 per night
includes taxes & fees
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Foyer - Bed/Bath on each side
Palmetto Dunes Private Beach (gated community) just a 90 second walk from villa
Living Area
Community Pool
Exceptional
(172 reviews)

Completely Renovated Top Floor Villa Steps To Beach

Hilton Head Island

13% off
S$1,592
for 7 nights, 1 villa
S$227 per night
includes taxes & fees
Completely Renovated Top Floor Villa Steps To Beach
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

7% off
S$1,811
for 7 nights, 1 villa
S$259 per night
includes taxes & fees
FULLY RENOVATED, 5-MINUTE WALK TO BEACH - 2 POOLS - 4 Pickleball & Tennis Courts
Interior
Outdoor dining
Bar (on property)
Exterior
Exceptional
(156 reviews)

AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!

Hilton Head Island

7% off
S$1,505
for 7 nights, 1 apartment
S$215 per night
includes taxes & fees
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
King Comfort
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$1,875
for 7 nights, 1 villa
S$268 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Private kitchen
What a beautiful way to celebrate a special day!
Exterior
Private kitchen
Exceptional
(141 reviews)

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

Hilton Head Island

8% off
S$2,158
for 7 nights, 1 apartment
S$308 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
Interior
Pool
Living area
Interior
Exceptional
(127 reviews)

Beach Front with Ocean View

Hilton Head Island

7% off
S$1,265
for 7 nights, 1 apartment
S$181 per night
includes taxes & fees
Beach Front with Ocean View
Garden walk to beach.
Swing on property, edge of beach.
Indoor pool open year round!
Ensuite primary bedroom
Exceptional
(29 reviews)

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

Hilton Head Island

8% off
S$1,651
for 7 nights, 1 villa
S$236 per night
includes taxes & fees
Peaceful HHI Escape! Private Beach Access, in/outdoor pools, hot tub, sauna!
Room
Pool
Dining
Property grounds
Exceptional
(82 reviews)

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

Hilton Head Island

16% off
S$4,499
for 7 nights, 1 apartment
S$643 per night
includes taxes & fees
Sunrise on the ocean - Best beach & pool view-Villamare
Private kitchen
Dining
Pool
Property grounds
Exceptional
(15 reviews)

Beautiful Condo TheSpa Resort w/Indoor Outdoor Pools Hot Tub Tennis Water Front!

Hilton Head Island

7% off
S$1,403
for 7 nights, 1 apartment
S$200 per night
includes taxes & fees
Beautiful Condo TheSpa Resort w/Indoor Outdoor Pools Hot Tub Tennis Water Front!
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
(134 reviews)

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

Hilton Head Island

8% off
S$2,355
for 7 nights, 1 apartment
S$336 per night
includes taxes & fees
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Dining area looking out to balcony
One of three Hilton Head Resort pools located right below our villa
Living Area
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
S$1,819
for 7 nights, 1 apartment
S$260 per night
includes taxes & fees
Stunning Ocean & Tidal Creek Views -- Best Resort Vantage Point!
Room
Living area
Beach
Pool
Exceptional
(59 reviews)

Oceanfront Bliss: 2BR/3rd Floor Condo with Pool & Beach Access in Palmetto Dunes

Hilton Head Island

7% off
S$2,235
for 7 nights, 1 apartment
S$319 per night
includes taxes & fees
Oceanfront Bliss: 2BR/3rd Floor Condo with Pool & Beach Access in Palmetto Dunes
Picnic/Grilling Area
Tennis Courts
Living Room
Dining Room and Living Room
Wonderful
(59 reviews)

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

Hilton Head Island

7% off
S$1,549
for 7 nights, 1 villa
S$221 per night
includes taxes & fees
Beautiful, Hilton Head Island 2BR/2BA Villa.. 100 Yards from the Atlantic Ocean!
Dining
Pool
Private kitchen
Dining
Exceptional
(49 reviews)

Ocean Views at Villamare 1405 in Palmetto Dunes, Right on the Beach!

Hilton Head Island

8% off
S$2,894
for 7 nights, 1 apartment
S$413 per night
includes taxes & fees
Ocean Views at Villamare 1405 in Palmetto Dunes, Right on the Beach!
After a day of exploring the island, unwind in a comfortable bed with the finest quality bedding, ensuring a restful night's sleep.
The fully-equipped kitchen, upgraded with granite countertops and stainless steel appliances, invites culinary adventures with local specialties.
Savor your morning coffee or enjoy happy hour with loved ones on the covered patio, where a fresh marine breeze adds to the ambiance.
Modern stainless appliances
Excellent
(8 reviews)

7104 Harbourside 1 @ Shelter Cove | Pool | Stunning Marina Views

Hilton Head Island

5% off
S$1,993
for 7 nights, 1 apartment
S$285 per night
includes taxes & fees
7104 Harbourside 1 @ Shelter Cove | Pool | Stunning Marina Views
Boardwalk from parking lot to the beach!
Living area
Dining
Private kitchen
Exceptional
(38 reviews)

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

Hilton Head Island

8% off
S$2,303
for 7 nights, 1 apartment
S$329 per night
includes taxes & fees
Admiral Row - first floor! Relax beachfront, pickleball & pool! Sun & Sea HHI
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.
Private kitchen
Sleeper sofa in main room - with flat screen TV. Breakfast bar with granite top.
Exceptional
(106 reviews)

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

Hilton Head Island

8% off
S$1,478
for 7 nights, 1 apartment
S$211 per night
includes taxes & fees
FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH
  • 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 376 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.

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