Dataw Island Vacations from $648

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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.
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,005, price is now $648 per person
$648
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (41 reviews)
Island club is awesome!

Reviewed on Apr 23, 2026

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,545, price is now $919 per person
$919
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
8.8/10 Excellent! (1,008 reviews)
It was a beautiful hotel. Many up charges.

Reviewed on May 8, 2026

Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,177, price is now $806 per person
$806
per person
Jul 19 - Jul 23
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
8.8/10 Excellent! (13 reviews)
We were there only a couple of days. Very clean and comfortable. 3 pools were great

Reviewed on Apr 22, 2025

Planters Inn

Planters Inn

4.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,466, price is now $1,020 per person
$1,020
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
9.6/10 Exceptional! (1,004 reviews)
Expensive and the room was only ok.

Reviewed on May 8, 2026

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,212, price is now $844 per person
$844
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (1,542 reviews)
The Staff was amazing

Reviewed on May 6, 2026

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Dataw Island Hotel Deals

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
$340 nightly
The price is $374 total per night from May 10 to May 11
$374 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (1,015 reviews)
What used to feel like a relaxing, family-friendly destination now feels more like a crowded convention center. From the moment we arrived, it felt like guests were more of a nuisance than welcomed visitors. The atmosphere was chaotic, staff seemed overwhelmed, and there was very little of the warm, ...

Reviewed on May 7, 2026

The Westin Hilton Head Island Resort & Spa
Hilton Garden Inn Hilton Head

Hilton Garden Inn Hilton Head

3 out of 5
1575 Fording Island Rd Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $141 total per night from Jun 7 to Jun 8
$141 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
Convenient to the Island, shopping and restaurants.

Reviewed on May 4, 2026

Hilton Garden Inn Hilton Head
Hotel Carolina

Hotel Carolina

2 out of 5
9 Marina Side Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from May 12 to May 13
$94 total
May 12 - May 13
Total with taxes and fees
7.8/10 Good! (44 reviews)
I love the no contact check in with code. I loved the floorplan of the suite. I bring a hotplate to make our meals. This is a perfect room for a beach trip ir extended stay.

Reviewed on May 8, 2026

Hotel Carolina
See all 5,159 properties in Dataw 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.

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 $648 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.