Harbor Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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Harbor Island Hotel Deals

Harbor Island Bliss: 2BR Condo, Beach Access, Resort Pool, & Stunning Views!

Harbor Island Bliss: 2BR Condo, Beach Access, Resort Pool, & Stunning Views!

Saint Helena Island SC
10/10 Exceptional! (16 reviews)
"Harbor Island condo was such an oasis for us! It’s right on the secluded beach; as we walked in early AM and evening, we hardly saw anyone. We also witnessed sea turtle in a lagoon, pelicans, sting rays, dolphins chasing a shrimp boat, etc. The condo is clean and functional. Kitchen and living room ..."

Reviewed on Jun 14, 2026

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Harbor Island Bliss: 2BR Condo, Beach Access, Resort Pool, & Stunning Views!
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 CA $425 per night from Jul 26 to Jul 27
CA $425
CA $532 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Beautiful place, right next to the beach, beds super comfy. Had issue with the bathroom and the TV. Not a lot of reasonable food options."

Reviewed on Jul 3, 2026

The Westin Hilton Head Island Resort & Spa
5 Mi to Downtown Beaufort: Pet-friendly Cottage!

5 Mi to Downtown Beaufort: Pet-friendly Cottage!

3 out of 5
Beaufort SC
9.4/10 Exceptional! (3 reviews)
"Enjoyed our weekend stay!"

Reviewed on Apr 7, 2026

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5 Mi to Downtown Beaufort: Pet-friendly Cottage!
See all 4,158 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Harbor Island vacation package cost?
We make it simple to see the world, with Harbor Island vacation packages starting from as low as . You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a few tours and activities to your itinerary?
How do I get a cheap travel package to Harbor Island?
Bundle your hotels and flights with Expedia to save big on your next getaway. With more than 550 air carriers and 1,000,000 properties worldwide, your Harbor Island vacation package can be tailored exactly to suit your budget. With all that extra money, why not throw in one or more interesting tours and experiences? It's an easy way to unlock even more discounts. Your dream vacation in Harbor Island is much closer than you thought!
What are the top hotels in Harbor Island?
Many savvy travelers opt to stay at Gated Resort Condo With Ocean View And Pool in Beachwalk. If it's your first visit to Harbor Island, you'll get a warm welcome here.
How far in advance should I book my Harbor Island vacation?
Be rewarded with the biggest variety at the lowest prices by booking your vacation to Harbor Island nice and early. Airlines generally publish flights around a year before departure, so start your planning as soon as possible. Having said that, Expedia is dedicated to providing you with the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Harbor Island travel package include?
That depends on what you're after. If you're traveling by yourself, you might decide to bundle hotels and flights. Bringing the whole family to Harbor Island? A travel package including flights, hotels and rental cars might suit you better. Expedia gives you the freedom to tailor-make your travel package.
What should I know before booking a Harbor Island travel package?
Locking in all the parts of your getaway together is one of the best ways to save. Bundle car rentals, airfares and hotels into a tidy little package. But your options don't end at hotels. Expedia features all kinds of properties, including vacation rentals such as oceanfront condos and city residences. The list is almost endless!
Can I choose my airline with a Harbor Island Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to select from worldwide. With such a big range of choice, finding the perfect carrier to take you to Harbor Island will be a snap.
If I'm not able to travel, can I cancel my Harbor Island vacation package?
Because we know life can throw you a few curveballs, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

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