Harbor Island Vacations

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Find the Best Harbor Island Vacation Packages

Harbor Island Hotel Deals

Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!

Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!

Harbor Island SC
9.6/10 Exceptional! (202 reviews)
Great location.with an excellent ocean view Very responsive owner. Would rent there again

Reviewed on Oct 29, 2025

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Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!
Oceanview, Pet Friendly in Pelican Point

Oceanview, Pet Friendly in Pelican Point

Saint Helena Island SC
9.4/10 Exceptional! (12 reviews)
The house was clean, well equipped, comfortable and convenient. Overall this house was one of our best short term rental experiences. However the screen porch needs repair to be able to enjoy it when the mosquitoes are out - most of the time - and some of that furniture needs replacing.

Reviewed on Sep 22, 2025

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Oceanview, 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 ￥19,778 per night from Dec 21 to Dec 22
￥19,778
￥28,868 total
Dec 21 - Dec 22
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Safe, quiet, clean.

Reviewed on Nov 21, 2025

The Westin Hilton Head Island Resort & Spa
See all 4,399 properties in Harbor Island
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.

Frequently asked questions

Can I cancel my flight booking to Harbor Island due to COVID-19?
In these times of uncertainty, many carriers are offering greater flexibility. Check out our Customer Service Portal to find important information about changing or canceling your flight due to COVID-19.
What's the best way to find cheap flights to Harbor Island that have flexible change policies?
It's as easy as counting to three with Expedia. Step 1: Type in your preferred dates and destination and press "Search." Step 2: Check the "No change fee" box below the "Flexible change policies" filter to the left of your screen. Step 3. Bag your cheap and flexible ticket to Harbor Island.
What are some of the general tips for travelers to Harbor Island during the COVID-19 outbreak?
Due to the COVID-19 pandemic, traveling now comes with a few more challenges. Take note of these valuable tips before jumping on your plane to Harbor Island:
  • Before you book a flight, check if any travel restrictions or bans apply — in both your origin and destination. Get up-to-date information by checking government travel advisories.
  • You must wear a face mask at the airport, including at screening checkpoints. You should be prepared to lower your mask for ID verification when asked.
  • Rather than handing a TSA agent your boarding pass, place it directly on the reader yourself. Then, hold it up for inspection.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag to be screened.
  • Remove personal items from your pocket, like your wallet, phone and small change, and put them in your carry-on instead of the bins. This will minimize handling during the screening process.
  • Separate any food you have for X-ray scanning. Placing it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Harbor Island?
Delta operates flights into or near Harbor Island, including 547 that arrive at Charleston Intl. Airport (CHS) each month. Pick your vacation dates and then lock in your airfare early for an awesome deal.
How can I find cheap tickets to Harbor Island?
One of the easiest ways to get your hands on cheap tickets to Harbor Island is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It will bring up the cheapest prices for nearby days. The best price for a flight to Harbor Island in the last seven days was . Booking well ahead will usually help you walk away with an even bigger bargain.
How much is a flight to Harbor Island?
There were plenty of low-cost fares for the taking in the last seven days, with the price of a return flight to Harbor Island varying between and . Many lucky vacationers scored one-way flights from () for only .
What are the most popular airports to fly into in Harbor Island?
Book your flight to Charleston Intl. Airport (CHS) and sample everything that Harbor Island has to offer. As the region's main point of entry, approximately 2891 flights land here each month.
When is the cheapest time to fly to Harbor Island?
If you'd rather spend your cash enjoying the delights of Harbor Island rather than on getting there, leave early in the week. The most affordable day to travel is generally Tuesday, with Monday running a close second. With many people keeping their travel to weekends, Saturday tends to have the costliest fares.
How much is a plane ticket to Harbor Island?
Ticket prices to Harbor Island ranged from to in the last seven days. Generally, the sooner you book the better the price.
Which airlines with flights to Harbor Island employ COVID-19 cleanliness policies?
Social distancing is just the start of new aviation measures to lessen the spread of COVID-19. From check-in to arrival, these carriers will whisk you away to Harbor Island with comfort and confidence:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.