Diamondhead Vacations from $341

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Your Diamondhead Vacation

When a city escape is calling, answer it with a Diamondhead vacation package. With all your travel arrangements in place before you go, all you have to do here is concentrate on having fun. Eager to explore? Hollywood Casino, Diamondhead Country Club and Hancock County Sports Complex are just three of the top-rated places to visit during your trip to Diamondhead. Browse Expedia's wide range of travel options and book your dream vacation to Diamondhead now.

The Latest Diamondhead vacation packages

Price found within the past 48 hours. Click for updated prices.
The Pass Picture Book

The Pass Picture Book

2.5 out of 5
Save 100% on your flight
Price was $444, price is now $341 per person
$341
per person
Aug 12 - Aug 15
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Gulfport (GPT)
No reviews

Authentic Ocean Springs Cottage

Authentic Ocean Springs Cottage

2 out of 5
Save 100% on your flight
Price was $1,171, price is now $722 per person
$722
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Gulfport (GPT)
No reviews

Gil's Bayou Cabins

Gil's Bayou Cabins

3 out of 5
Price was $493, price is now $390 per person
$390
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Gulfport (GPT)
10/10 Exceptional! (13 reviews)

Landing Furnished Apartments Ocean Springs - Gulf Hills

Landing Furnished Apartments Ocean Springs - Gulf Hills

3 out of 5
Save 100% on your flight
Price was $539, price is now $433 per person
$433
per person
Aug 12 - Aug 15
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Gulfport (GPT)
No reviews

Porter Condos

Porter Condos

3 out of 5
Price was $468, price is now $382 per person
$382
per person
Aug 12 - Aug 15
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Gulfport (GPT)
10/10 Exceptional! (8 reviews)
Great!

Reviewed on May 4, 2026

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Stay near popular Diamondhead attractions

Diamondhead Country Club

8.0/10 (44 reviews)
Enjoy a round of golf in Diamondhead at Diamondhead Country Club. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.
See properties

Diamondhead Hotel Deals

Ramada by Wyndham Diamondhead I-10/Gulfport

Ramada by Wyndham Diamondhead I-10/Gulfport

2.5 out of 5
103 Live Oak Drive Diamondhead MS
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $81 total per night from Jul 12 to Jul 13
$81 total
Jul 12 - Jul 13
Total with taxes and fees
7.8/10 Good! (736 reviews)
"The staff was fine. The lobby very nice. The place smells bad. The room we were in had a dirty floor and human and pet hair in the blankets. The pool water didn't seem clean and made me feel gross. I use the pool at my gym and it never makes me feel like that."

Reviewed on Jul 10, 2026

Ramada by Wyndham Diamondhead I-10/Gulfport
Econo Lodge Inn & Suites Diamondhead

Econo Lodge Inn & Suites Diamondhead

2 out of 5
441 Yacht Club Dr Diamondhead MS
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $82 total per night from Jul 19 to Jul 20
$82 total
Jul 19 - Jul 20
Total with taxes and fees
7.4/10 Good! (626 reviews)
"The staff were most helpful and the place was clean. Quite during the night. Thank you Econo Log. 🏆"

Reviewed on Jul 7, 2026

Econo Lodge Inn & Suites Diamondhead
Best Western Seaway Inn

Best Western Seaway Inn

2.5 out of 5
9475 US 49 Gulfport MS
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Jul 12 to Jul 13
$94 total
Jul 12 - Jul 13
Total with taxes and fees
8.8/10 Excellent! (1,550 reviews)
"Book!!!! Book!!! Book!!! You will love it here & the prices are very reasonable! I enjoy the poolside."

Reviewed on Jul 10, 2026

Best Western Seaway Inn
See all 1,388 properties in Diamondhead
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 Diamondhead Vacation Packages

Diamondhead Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Gulfport - Biloxi Intl. Airport (GPT)
Population
8,100
Max Temp Winter
60ºF
Max Temp Summer
90ºF
Top Sights
Buccaneer Bay Waterpark, Buccaneer State Park and Bay St. Louis Little Theater

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Frequently asked questions

How much does a Diamondhead vacation package cost?
You'll find cheap prices from $341 on Expedia for your Diamondhead break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Diamondhead costs.
What are the cheapest months to go to Diamondhead?
You can usually find reduced prices and better availability in January, August and September. Explore our cheap Diamondhead vacation packages and you could land some great off-season deals.
How many days is enough for Diamondhead?
The ideal length for your Diamondhead vacation depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to hit all the leading sights and explore some hidden gems along the way.
How to find the best Diamondhead package deals?
Begin your search for a Diamondhead package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Diamondhead package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Diamondhead escape underway.
Is it cheaper to book a Diamondhead vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Diamondhead vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Diamondhead?
If you're considering a spur-of-the-moment Diamondhead getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Diamondhead vacation packages?
Your Diamondhead break is meant to be a relaxing escape from your daily routine, not a source of money worries. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.