Book Holiday Homes in Harbor Island

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Featured Holiday Homes in Harbor Island

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Hilton Head Island SC
With a stay at this vacation home in Hilton Head Island (Mid Island), you'll be within a 10-minute drive of Palmetto Dunes Club and Folly Field Beach.
Opens in a new windowBeach. View. Suite. 1 br. 1 ba. Sleeps 5
Cottage:  3005 Palmetto Blvd.

Cottage: 3005 Palmetto Blvd.

Edisto Beach SC
Located in Edisto Island (Edisto Beach), this vacation home is within a 5-minute drive of Edisto Beach State Park and Plantation Course at Edisto.
Opens in a new windowCottage: 3005 Palmetto Blvd.
New to VRBO-One Particular Marsh-Sunrise Views,Marina Living-Golf Cart Included

New to VRBO-One Particular Marsh-Sunrise Views,Marina Living-Golf Cart Included

Fripp Island SC
With a stay at this vacation home in Fripp Island (Bonito Boathouses), you'll be steps from Fripp Island Marina and 3 minutes by foot from Sunset View Park.
Opens in a new windowNew to VRBO-One Particular Marsh-Sunrise Views,Marina Living-Golf Cart Included
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Relax on Huge Porch Overlooking Marsh- Short Walk to Beach

Relax on Huge Porch Overlooking Marsh- Short Walk to Beach

Edisto Beach SC
The price is AU$504 per night from 27 Mar to 28 Mar
AU$504
27 Mar - 28 Mar
includes taxes & fees
Located in Edisto Island (Edisto Beach), this vacation home is within a 5-minute drive of Edisto Beach State Park and Plantation Course at Edisto.
Opens in a new windowRelax on Huge Porch Overlooking Marsh- Short Walk to Beach
Beachy Bungalow- walk downtown, close to MCAS, and Parris Island!

Beachy Bungalow- walk downtown, close to MCAS, and Parris Island!

Beaufort SC
With a stay at this vacation home in Beaufort (Hundred Pines), you'll be within a 15-minute drive of Marine Corps Recruit Depot Parris Island and Spanish Moss ...
Opens in a new windowBeachy Bungalow- walk downtown, close to MCAS, and Parris Island!
The Gulls Nest Beach House

The Gulls Nest Beach House

Edisto Island SC
With a stay at this vacation home in Edisto Island (Edisto Beach), you'll be a 1-minute drive from Edisto Beach State Park and 5 minutes from Plantation Course ...
Opens in a new windowThe Gulls Nest Beach House
#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

Hilton Head Island SC
With a stay at this vacation home in Hilton Head Island (Mid Island), you'll be within a 10-minute drive of Palmetto Dunes Club and Adventure Cove.
Opens in a new window#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room
Remodeled Center Island Marsh Retreat, 2 
Golf Carts, Excellent Views, Private

Remodeled Center Island Marsh Retreat, 2 Golf Carts, Excellent Views, Private

Fripp Island SC
When you stay at this vacation home in Fripp Island, you'll be by the sea, within a 10-minute walk of Fripp Island Beach and Ocean Point Golf Course.
Opens in a new windowRemodeled Center Island Marsh Retreat, 2 Golf Carts, Excellent Views, Private
23 Bradley Circle @ Bradley Beach | Ocean-View Deck | Private Heated Pool | Sleeps 20

23 Bradley Circle @ Bradley Beach | Ocean-View Deck | Private Heated Pool | Sleeps 20

Hilton Head Island SC
With a stay at this vacation home in Hilton Head Island (Mid Island), you'll be within a 10-minute drive of Palmetto Dunes Club and Burkes Beach.
Opens in a new window23 Bradley Circle @ Bradley Beach | Ocean-View Deck | Private Heated Pool | Sleeps 20
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Harbor Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Harbor Island vacation homes are the perfect way for you to wing it.

Holiday houses in Harbor Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Harbor Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Harbor Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Harbor Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Harbor Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Harbor Island Holiday Homes essential information

Accommodation
1901 Holiday Homes
Lowest Price
AU$188
Highest Price
AU$504
Popular accommodation
Beach. View. Suite. 1 br. 1 ba. Sleeps 5, Cottage: 3005 Palmetto Blvd., New to VRBO-One Particular Marsh-Sunrise Views,Marina Living-Golf Cart Included, Relax on Huge Porch Overlooking Marsh- Short Walk to Beach, Beachy Bungalow- walk downtown, close to MCAS, and Parris Island!, The Gulls Nest Beach House, #1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room, Remodeled Center Island Marsh Retreat, 2 Golf Carts, Excellent Views, Private, 23 Bradley Circle @ Bradley Beach | Ocean-View Deck | Private Heated Pool | Sleeps 20

Top trending hotels in Harbor Island

Oceanview, Pet Friendly in Pelican Point

Oceanview, Pet Friendly in Pelican Point

Saint Helena Island SC
With a stay at this vacation home in Harbor Island (Beachwalk), you'll be within a 15-minute drive of Butchers Island and Hunting Island Lighthouse.
Opens in a new windowOceanview, Pet Friendly in Pelican Point
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is AU$363 per night from 12 Apr to 13 Apr
AU$363
12 Apr - 13 Apr
includes taxes & fees
Located in Hilton Head Island (Mid Island), The Westin Hilton Head Island Resort & Spa is within a 10-minute drive of Shelter Cove Harbour and Coastal Discovery ...
Opens in a new windowThe Westin Hilton Head Island Resort & Spa
Hampton Inn Hilton Head

Hampton Inn Hilton Head

2.5 out of 5
1 Dillon Road Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 29 Mar to 30 Mar
AU$188
29 Mar - 30 Mar
includes taxes & fees
With a stay at Hampton Inn Hilton Head in Hilton Head Island (Mid Island), you'll be within a 5-minute drive of Port Royal Golf Club and Folly Field Beach ...
Opens in a new windowHampton Inn Hilton Head
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Beaufort Inn

Beaufort Inn

3.5 out of 5
809 Port Republic St Beaufort SC
Fully refundableReserve now, pay when you stay
The price is AU$320 per night from 5 Apr to 6 Apr
AU$320
5 Apr - 6 Apr
includes taxes & fees
With a stay at Beaufort Inn, you'll be centrally located in Beaufort, steps from John Mark Verdier House and Beaufort Museum.
Opens in a new windowBeaufort Inn
Don't see what you're looking for?
See all available properties in Harbor Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

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^Subject to availability and chosen travel dates.