Dataw Island Vacations from $692
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Your Dataw Island Vacation
Say farewell to the stress of planning and hello to a Dataw Island vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Historic Downtown, which is great for dining, history and cafes. You'll want to go sightseeing during your trip to Dataw Island. Find time for big-name attractions such as Bay Street, Henry C. Chambers Waterfront Park and University of South Carolina-Beaufort. Expedia will help you escape your routine. Tailor your vacation to Dataw Island to match your travel style, whatever that may be.
The Latest Dataw Island vacation packages
Price found within the past 48 hours. Click for updated prices.
The Ryder Hotel
Charleston Historic District
$1,322
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,121 reviews)
The only reason that I gave this hotel 4 stars instead of 5 is because of our check in experience. We traveled by plane and arrived to the hotel 3 hours before check in time. I asked if it was possible to get an early check in if our room was ready. We were told we could if our room was ready for us. The room was ready, but then she broke the news to us that it’s a hotel policy that we pay $50 for an early check in. I think it’s ridiculous when we are already paying a lot of money to stay at the hotel (we were staying for 3 nights, not just 1). I’ve never had to pay an extra fee for early check in, ever, and we have stayed in a lot of hotels over the past year. The fee is completely unnecessary and it was always in the back of our mind while we stayed there. It seemed like a big old scam that we were being charged extra.
The positives - The hotel is in a great location and there are a lot of things within walking distance. The rooms are retro and really cute. The beds were comfortable. We got room service one night and it was really good. Having the outdoor pool at the hotel was wonderful.
Reviewed on Aug 15, 2026
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The Westin Hilton Head Island Resort & Spa
2 Grasslawn Ave Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$257 nightly
$282 total
Sep 14 - Sep 15
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Great property!! Great staff! Check In was smooth!"
Reviewed on Aug 15, 2026
5 Mi to Downtown Beaufort: Pet-friendly Cottage!
Beaufort SC
9.4/10 Exceptional! (3 reviews)
"Enjoyed our weekend stay!"
Reviewed on Apr 7, 2026
Hotel Carolina
9 Marina Side Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$98 nightly
$108 total
Aug 24 - Aug 25
Total with taxes and fees
8/10 Very Good! (139 reviews)
"Reasonable place for a short stay"
Reviewed on Aug 15, 2026
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.
Find the Best Dataw Island Vacation Packages
Dataw Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Hilton Head Island Airport (HHH) |
Top Sights | Penn Center, York W. Bailey Museum and Hunting Island Lighthouse |
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Frequently asked questions
How much does a Dataw Island vacation package cost?
Offering excellent value package deals from $692 on Expedia, you'll be pleasantly surprised at how much a vacation to Dataw Island costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Dataw Island?
You can typically find reduced prices and greater availability in October, November and December. Explore our cheap Dataw Island vacation packages and you could score some great off-season discounts.
How many days is enough for Dataw Island?
The ideal duration of your Dataw Island vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to go to all the leading attractions and explore some hidden spots along the way.
How to find the best Dataw Island package deals?
Landing a cheap Dataw Island package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Dataw Island package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Dataw Island vacation as a package?
You can enjoy significant savings on your next Dataw Island retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Dataw Island?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Dataw Island escape.
Does Expedia offer Book Now, Pay Later Dataw Island vacation packages?
Set off on your dream getaway to Dataw Island with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.