Photo by Aaron D. Hunt

Mid Island holiday rentals

We found 3,592 holiday rentals — enter your dates for availability
Select from 383 houses, 443 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:25 Dec - 1 Jan

Fully Equipped Kitchen
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Dunes House on the Beach - 15 minute walk
22 Hickory Cove
Exceptional
(109 reviews)

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

Hilton Head Island

8% off
S$3,030
for 7 nights, 1 villa
S$433 per night
includes taxes & fees
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
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.
Dining room with seating for 8, plus 4 at the bar
Exceptional
(6 reviews)

34 Bradley @ Singleton Beach | 100 Steps to Sand | Pool & Spa | Ocean Views

Hilton Head Island

5% off
S$11,610
for 7 nights, 1 home
S$1,659 per night
includes taxes & fees
34 Bradley @ Singleton Beach | 100 Steps to Sand | Pool & Spa | Ocean Views
Kitchen eating area
Large balcony with lots of seating!
View from balcony entrance into living room.
Bar eating area
Exceptional
(90 reviews)

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

Hilton Head Island

7% off
S$3,513
for 7 nights, 1 villa
S$502 per night
includes taxes & fees
449 CAPTAINS WALK -OCEANFRONT Condo with DIRECT POOL and OCEAN VIEWS!
Jamaica Joez beach bar is located right next to the oceanfront pool
Our private oceanfront pool
Coconutz Sports Bar, on site
Ottoman hold extra bedding and pillows for sofa bed functioning  as coffee table
Exceptional
(47 reviews)

BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN

Hilton Head Island

7% off
S$1,715
for 7 nights, 1 villa
S$245 per night
includes taxes & fees
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
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$2,098
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
Living area
Pool
Living area
Property grounds
Exceptional
(67 reviews)

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

Hilton Head Island

7% off
S$1,810
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
3 story, 6 BR / 6 BA Luxury Custom Home
Living area
Pool
Designer touches throughout this luxury home.
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$6,526
for 7 nights, 1 home
S$932 per night
includes taxes & fees
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Front Entry
Back Deck with lagoon view
Kitchen
Living Room w/ Sleep Sofa
Exceptional
(39 reviews)

Beach, Tennis & Golf Escape - Free Tennis

Hilton Head Island

8% off
S$2,144
for 7 nights, 1 villa
S$306 per night
includes taxes & fees
Beach, Tennis & Golf Escape - Free Tennis
Interior
Outdoor dining
Pool
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 !!!
Dining
Looking from Entry through the Villa
King Comfort
Living area
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!
A glass of wine anyone?
What a beautiful way to celebrate a special day!
Exterior
Private kitchen
Exceptional
(143 reviews)

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

Hilton Head Island

8% off
S$2,156
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!
55 inch TV
Swing on property, edge of beach.
Garden walk to beach.
Indoor pool open year round!
Exceptional
(30 reviews)

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

Hilton Head Island

8% off
S$1,738
for 7 nights, 1 villa
S$248 per night
includes taxes & fees
Peaceful HHI Escape! Private Beach Access, in/outdoor pools, hot tub, sauna!
Living area
Pool
Dining
Room
Exceptional
(82 reviews)

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

Hilton Head Island

16% off
S$4,497
for 7 nights, 1 apartment
S$642 per night
includes taxes & fees
Sunrise on the ocean - Best beach & pool view-Villamare
Interior
Pool
Private kitchen
Living area
Exceptional
(128 reviews)

Beach Front with Ocean View

Hilton Head Island

7% off
S$1,264
for 7 nights, 1 apartment
S$181 per night
includes taxes & fees
Beach Front with Ocean View
Property grounds
Dining
Private kitchen
Living area
Exceptional
(15 reviews)

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

Hilton Head Island

7% off
S$1,402
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!
Private kitchen
Interior
Pool
Living area
Exceptional
(7 reviews)

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

Hilton Head Island

7% off
S$2,040
for 7 nights, 1 apartment
S$291 per night
includes taxes & fees
Beautiful 4th floor 2 BR, 2 BA condo in Hilton Head Beach & Tennis Resort
Samsung TV / Hargray Platinum Cable Channels and Secure WIFI
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$2,422
for 7 nights, 1 apartment
S$346 per night
includes taxes & fees
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Living Area
One of three Hilton Head Resort pools located right below our villa
Dining area looking out to balcony
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$1,872
for 7 nights, 1 apartment
S$267 per night
includes taxes & fees
Stunning Ocean & Tidal Creek Views -- Best Resort Vantage Point!
Living Room
Tennis Courts
Picnic/Grilling Area
Pool
Wonderful
(59 reviews)

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

Hilton Head Island

7% off
S$1,548
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!
Room
Living area
Beach
Exterior
Exceptional
(60 reviews)

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

Hilton Head Island

7% off
S$2,233
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
Savor your morning coffee or enjoy happy hour with loved ones on the covered patio, where a fresh marine breeze adds to the ambiance.
The fully-equipped kitchen, upgraded with granite countertops and stainless steel appliances, invites culinary adventures with local specialties.
Brand new granite countertops
Modern stainless appliances
Excellent
(8 reviews)

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

Hilton Head Island

5% off
S$2,184
for 7 nights, 1 apartment
S$312 per night
includes taxes & fees
7104 Harbourside 1 @ Shelter Cove | Pool | Stunning Marina Views
Dining
Living area
Boardwalk from parking lot to the beach!
There is a second pool on the resort...5 minute walk
Exceptional
(38 reviews)

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

Hilton Head Island

8% off
S$3,178
for 7 nights, 1 apartment
S$454 per night
includes taxes & fees
Admiral Row - first floor! Relax beachfront, pickleball & pool! Sun & Sea HHI
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
(85 reviews)

Ocean View, Pool, Tennis, Pickleball, Seasonal Music

Hilton Head Island

7% off
S$1,990
for 7 nights, 1 apartment
S$284 per night
includes taxes & fees
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
Private kitchen
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.
Indoor pool, spas, sauna, fitness center and track offer yearround amenities.
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$1,477
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 383 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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