Diamondhead Vacations from $334

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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.
Country Inn & Suites by Radisson, Biloxi-Ocean Springs, MS

Country Inn & Suites by Radisson, Biloxi-Ocean Springs, MS

2.5 out of 5
Price was $370, price is now $334 per person
$334
per person
Sep 7 - Sep 10
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Gulfport (GPT)
6.6/10 (1,011 reviews)
We enjoyed the pool and the beds were luxurious

Reviewed on Jul 3, 2026

Landing Furnished Apartments Ocean Springs - Gulf Hills

Landing Furnished Apartments Ocean Springs - Gulf Hills

3 out of 5
Price was $633, price is now $536 per person
$536
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Gulfport (GPT)
No reviews

Authentic Ocean Springs Cottage

Authentic Ocean Springs Cottage

2 out of 5
Price was $1,100, price is now $955 per person
$955
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Gulfport (GPT)
No reviews

Super 8 by Wyndham Diberville Biloxi Area

Super 8 by Wyndham Diberville Biloxi Area

2 out of 5
Price was $374, price is now $341 per person
$341
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Gulfport (GPT)
7.2/10 Good! (615 reviews)
Nice

Reviewed on Jun 27, 2026

The Markham Hotel

The Markham Hotel

3 out of 5
Price was $475, price is now $438 per person
$438
per person
Sep 7 - Sep 10
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Gulfport (GPT)
9.8/10 Exceptional! (155 reviews)
The hotel has been impeccably remodeled with modern touches and honoring its past. The rooftop view is beautiful.

Reviewed on Jul 3, 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
$78 nightly
The price is $85 total per night from Jul 15 to Jul 16
$85 total
Jul 15 - Jul 16
Total with taxes and fees
7.8/10 Good! (725 reviews)
"Good place to stay for a night or 2 very clean room ."

Reviewed on Jul 4, 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 12 to Jul 13
$82 total
Jul 12 - Jul 13
Total with taxes and fees
Econo Lodge Inn & Suites Diamondhead
Centennial Plaza Resort Gulfport

Centennial Plaza Resort Gulfport

2.5 out of 5
200 E. Beach Blvd Gulfport MS
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $198 total per night from Aug 2 to Aug 3
$198 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (1,008 reviews)
"Nice place to stay really enjoyed the time and that it has restraunts and pool bar"

Reviewed on Jul 3, 2026

Centennial Plaza Resort Gulfport
See all 1,391 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 $334 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.