Harbor Island holiday rentals

We found 769 holiday rentals — enter your dates for availability
Select from 88 houses, 82 flats and other holiday rentals to find the perfect place for your stay in Harbor Island. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Harbor Island

Showing deals for:18 Dec - 25 Dec

downstairs twin bedroom with shared deck
Room
dinner is served!
aerial view of beach club....yours to enjoy as our guests!
Exceptional
(193 reviews)

Ocean & Marsh Views! 5BR 5BA, free Golf Cart, See Our Reviews!

Harbor Island

8% off
S$6,038
for 7 nights, 1 home
S$863 per night
includes taxes & fees
Ocean & Marsh Views! 5BR 5BA, free Golf Cart, See Our Reviews!
Interior
Interior
Welcome to our amazing happy place by the sea!
Private kitchen
Exceptional
(80 reviews)

1 Fiddlers Cove. Pet friendly and golf cart included.

Fripp Island

8% off
S$3,233
for 7 nights, 1 cottage
S$462 per night
includes taxes & fees
1 Fiddlers Cove. Pet friendly and golf cart included.
Room
Living area
Living area
Living area
Exceptional
(16 reviews)

Beautiful Ocean front home with stunning views. Golf cart included!

Fripp Island

12% off
S$7,025
for 7 nights, 1 home
S$1,004 per night
includes taxes & fees
Beautiful Ocean front home with stunning views. Golf cart included!
Kitchen bar
A view of the Marsh and Hunting Island from the deck
Pool at the Beach and Racquet Club - 1 of 3 available on the Island
Local island flowers
Exceptional
(163 reviews)

Large Deck with Awesome Ocean & Marsh View! Free WiFi! Free Hunting Island pass!

Harbor Island

7% off
S$1,688
for 7 nights, 1 villa
S$241 per night
includes taxes & fees
Large Deck with Awesome Ocean & Marsh View! Free WiFi! Free Hunting Island pass!
King Room
Heated Pool Cabana Club Pool
Seating in great room
View of the great room and open area from the dining area.
Exceptional
(54 reviews)

Enjoy our new 16x25 screened in porch on Ocean Point Golf course

Fripp Island

5% off
S$3,479
for 7 nights, 1 home
S$497 per night
includes taxes & fees
Enjoy our new 16x25 screened in porch on Ocean Point Golf course
Kitchen remodeled in March 2024
beach access #19 near the house
Ocean side of the house with huge deck
Eating area and kitchen remodeled March 2024
Exceptional
(48 reviews)

Tropical Paradise! 200' from Fripp Island Beach! Partial ocean views double lot

Fripp Island

8% off
S$4,634
for 7 nights, 1 home
S$662 per night
includes taxes & fees
Tropical Paradise! 200' from Fripp Island Beach! Partial ocean views double lot
Great Room
Seating in Kitchen area
Screen porch off kitchen
poolside bar
Exceptional
(9 reviews)

The Seashelle is a New Four Bedroom, Four ½ Bath home with a Pool.

Fripp Island

5% off
S$4,585
for 7 nights, 1 home
S$655 per night
includes taxes & fees
The Seashelle is a New Four Bedroom, Four ½ Bath home with a Pool.
Rain or shine for afternoon tea or coffee in the kitchen.
View of the home and observation deck
Chair, dresser and new fan in the loft.
TV in living/dining area.
Exceptional
(196 reviews)

Private Retreat - Coastal Beaufort Sea Islands, So. Carolina

Saint Helena Island

8% off
S$2,731
for 7 nights, 1 home
S$390 per night
includes taxes & fees
Private Retreat - Coastal Beaufort Sea Islands, So. Carolina
Pool
View of House From Beach
Fully Equipped Kitchen
Upper porch
Exceptional
(118 reviews)

⛱🏝🏖 OCEAN VIEW Just steps to beach/pools Golf cart-fenced yard-pet friendly

Harbor Island

19% off
S$3,673
for 7 nights, 1 home
S$525 per night
includes taxes & fees
⛱🏝🏖 OCEAN VIEW Just steps to beach/pools Golf cart-fenced yard-pet friendly
bar seating for 4
ocean views from the balcony
Living room with comfortable seating.  Murphy bed pulls down easily.
view from the vanity area looking back to the front door.  Bright and open.
Very good
(39 reviews)

Oceanside, steps to the Beach, pets considered, cards avail, Beach Club Complex

Fripp Island

7% off
S$1,457
for 7 nights, 1 apartment
S$208 per night
includes taxes & fees
Oceanside, steps to the Beach, pets considered, cards avail, Beach Club Complex
Carolina Room View of Marsh and Atlantic Ocean
Carolina Room View of Marsh and Atlantic Ocean
Back of house facing marsh and ocean
Carolina Room View of Marsh and Atlantic Ocean
Exceptional
(65 reviews)

Gorgeous Marsh Views!

Harbor Island

6% off
S$3,425
for 7 nights, 1 home
S$489 per night
includes taxes & fees
Gorgeous Marsh Views!
Exterior
Living area
Private kitchen
Private kitchen
Exceptional
(12 reviews)

Secluded Shoreline Retreat

Saint Helena Island

8% off
S$4,898
for 7 nights, 1 home
S$700 per night
includes taxes & fees
Secluded Shoreline Retreat
Property grounds
Room
Living area
Exterior
Wonderful
(15 reviews)

Charming Beach House by Deer Lake Pool & Pond

Fripp Island

8% off
S$3,061
for 7 nights, 1 home
S$437 per night
includes taxes & fees
Charming Beach House by Deer Lake Pool & Pond
Living area
Pool
Exterior
Outdoor dining
Exceptional
(252 reviews)

Cute Ocean Front Condo. Brand new deck to enjoy the ocean view.

Harbor Island

8% off
S$1,397
for 7 nights, 1 apartment
S$200 per night
includes taxes & fees
Cute Ocean Front Condo. Brand new deck to enjoy the ocean view.
Exterior
Sunrise from the balcony
Interior
Interior
Exceptional
(16 reviews)

Fripp Island, SC

Fripp Island

8% off
S$2,192
for 7 nights, 1 apartment
S$313 per night
includes taxes & fees
Fripp Island, SC
Pool
Living area
Dining
Room
Very good
(71 reviews)

1st Floor 'Home in Paradise' Ocean front, Free Wi-Fi, Exercise and Laundry room

Harbor Island

9% off
S$1,937
for 7 nights, 1 apartment
S$277 per night
includes taxes & fees
1st Floor 'Home in Paradise' Ocean front, Free Wi-Fi, Exercise and Laundry room
Property grounds
Property grounds
Pool
Exceptional
(11 reviews)

Breathtaking Ocean Sunrise Views. Relax at 3 pools with a BBQ. No Crowds!

Harbor Island

8% off
S$2,721
for 7 nights, 1 apartment
S$389 per night
includes taxes & fees
Breathtaking Ocean Sunrise Views. Relax at 3 pools with a BBQ. No Crowds!
Kitchen Counter
Seating in Great Room
Neighborhood Playground
Dinning Table and Kitchen Counter
Wonderful
(10 reviews)

Fripp Island home located in Saw Grass neighborhood golf cart Included

Fripp Island

5% off
S$2,877
for 7 nights, 1 home
S$411 per night
includes taxes & fees
Fripp Island home located in Saw Grass neighborhood golf cart Included
Property grounds
Pool
Room
Interior
Exceptional
(41 reviews)

Beach Hideaway! Home away from Home! Pool/Beach View - New listing

Harbor Island

7% off
S$2,341
for 7 nights, 1 apartment
S$334 per night
includes taxes & fees
Beach Hideaway! Home away from Home! Pool/Beach View - New listing
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    Enjoy full kitchens, laundry, pools, gardens and more
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The waterfront setting of Harbor Island is ready to explore

Enjoy the history and other features of Harbor Island. Renowned for its island views, wildlife and parks, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Harbor Island

Do you want to find attractions to visit in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Harbor Island a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Ocean Point Golf Course (4.7 mi / 7.6 km)
  • Ocean Creek Golf Club (6 mi / 9.7 km)
  • Legends Golf Course at Parris Island (14.8 mi / 23.7 km)
  • Edisto Island Serpentarium (15.1 mi / 24.2 km)
  • Plantation Course at Edisto (9.2 mi / 14.9 km)
  • Sanctuary Golf Club (12 mi / 19.3 km)

Exploring the natural landscape of Harbor Island

Whether you're an adventurous traveller or just want to appreciate the scenery, Harbor Island is a great place to get out in nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Fripp Island Beach (5.5 mi / 8.8 km)
  • Coosaw Island (9.9 mi / 16 km)
  • Henry C. Chambers Waterfront Park (13.5 mi / 21.7 km)
  • The Sands (14 mi / 22.5 km)
  • Spanish Moss Trail (14.4 mi / 23.2 km)
  • Hunting Island (1.7 mi / 2.8 km)

Transport options to and around Harbor Island

Fly into Hilton Head Island, SC (HHH), the closest airport, located 18.6 mi (29.9 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Harbour Island?
Condos are the most popular style of holiday rental in Harbour Island, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in all shapes and sizes. Look over our options to find your perfect match.
How much does it cost to rent a holiday rental in Harbour Island?
The average price for a holiday rental in Harbour Island depends on several factors, including property type, length of stay and time of year. Whether you're in search of a villa with space for extended family or a cosy condo just enough for two, just add your travel dates to see stays with fantastic value.
How much does it cost to rent a beach house in Harbour Island?
Prices for beach houses in Harbour Island can differ depending on the type and size of the property and when you plan to travel. Simply enter your travel dates into Vrbo and the number of guests to view available options and prices. From there you can use our filter tool to narrow your search by ratings, nearby activities and more.
Are there pet-friendly holiday rentals in Harbour Island?
With six properties that welcome four-legged guests, your furry best friend can join you on your Harbour Island break. Use the filter tool to browse our pet-friendly holiday rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in Harbour Island?
Pack your swimming gear and inflatable flamingo, because there are six houses with a private pool in Harbour Island. Stay at one of these superb holiday homes and every day can be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular rental amenities in Harbour Island?
A swimming pool, tennis and a beach view top the list of most popular rental amenities in Harbour Island. Whether you plan to travel solo, with your better half or a group of best friends, Vrbo will help you find a holiday home that suits your style with all the conveniences you're looking for.
Are there large group holiday rentals in Harbour Island?
With two Harbour Island properties that can accommodate five or more people, you can bring a few extra pals or family members along. Whether you're planning an informal get-together or a special celebration, we'll help you find a comfy space for the occasion.
Are there holiday rentals in Harbour Island that welcome kids?
Harbour Island has six family-friendly holiday rentals to pick from. And securing a stay that welcomes kiddos is a cinch with Vrbo's "Properties good for families" filter. Besides having the entire place to yourselves, you'll enjoy access to perks and conveniences like multiple bedrooms, pools and kitchens.
What are the top attractions for families in Harbour Island?
Keeping the kids occupied during your stay in Harbour Island is a breeze with these fabulous family-friendly attractions:
  • Penn Centre
  • York W. Bailey Museum
  • Hunting Island Lighthouse
Are there one-bedroom holiday rentals in Harbour Island?
Harbour Island has two one-bedroom rentals on offer. Often located in prime areas due to their smaller size, a one-bedroom rental is ideal if you're getting away with a buddy or your partner. And with plenty of home comforts like wireless internet and more privacy than a standard hotel, you'll be able to relax while discovering this awesome destination.
Can I find two-bedroom holiday rentals in Harbour Island?
You can select from two two-bedroom homes in Harbour Island. Put your little ones in the second room or maybe fill it with a couple of your nearest and dearest friends. There's ample space for whoever's lucky enough to be joining your journey.
Are there holiday rentals with WiFi in Harbour Island?
You can choose from three holiday rentals with WiFi in Harbour Island. If you want to disconnect from the world on your break, but still need to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Harbour Island?
Pick your dates and then use the filter tool to view holiday rentals with ac in Harbour Island on Vrbo. With six air-conditioned properties available here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Harbour Island?
The minimum age is usually 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your chosen Harbour Island holiday rental before booking your escape.
How long can I rent a holiday rental in Harbour Island for?
The amount of time you can stay in a Harbour Island holiday home for is up to each property. Just put in your travel dates to see options that offer extended stays. They include everything you need to make your extended getaway more comfortable and enjoyable, like kitchens and yards. Some properties may also offer weekly or monthly discounts, so you can stay even longer for less.