Diamondhead Vacations from $254

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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.
Super 8 by Wyndham Diberville Biloxi Area

Super 8 by Wyndham Diberville Biloxi Area

2 out of 5
per person
Sep 4 - Sep 7
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Gulfport (GPT)
7.2/10 Good! (568 reviews)
The property was good. And the staff was nice. The television didn’t pick up signal in our room. But the WiFi did work so the kids can watch tv.

Reviewed on Apr 28, 2025

OS Hotel

OS Hotel

3 out of 5
Save 100% on your flight
per person
Sep 4 - Sep 7
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Gulfport (GPT)
8/10 Very Good! (5 reviews)
Very nice and up to date. Will definitely be staying there again.

Reviewed on Jun 22, 2025

Heritage Inn Picayune

Heritage Inn Picayune

2 out of 5
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Gulfport (GPT)
8.2/10 Very Good! (271 reviews)
Quiet, easy to get to. Staff was excellent

Reviewed on Feb 11, 2025

Super 8 by Wyndham Picayune

Super 8 by Wyndham Picayune

2 out of 5
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Gulfport (GPT)
6.6/10 (216 reviews)
Our bath tub drained extremely slow. Like the water was filling up bottom of tub.

Reviewed on May 27, 2025

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

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

2.5 out of 5
per person
Aug 29 - Sep 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Gulfport (GPT)
6.8/10 (1,006 reviews)
Property and rooms need an updating.

Reviewed on Jun 25, 2025

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Discover the most popular places to visit in Diamondhead

Diamondhead Country Club

4/5(21 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.

Diamondhead Country Club

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, I-10 and Exit 16 (behind Dairy Queen), Diamondhead, MS
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $85 total per night from Jun 29 to Jun 30
$85 total
Jun 29 - Jun 30
Total includes taxes and fees
7.8/10 Good! (439 reviews)
"Friendly staff, very clean rooms"

Reviewed on Jun 25, 2025

Ramada by Wyndham Diamondhead I-10/Gulfport
Econo Lodge Inn & Suites
Econo Lodge Inn & Suites
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 6 to Jul 7
$82 total
Jul 6 - Jul 7
Total includes taxes and fees
7.2/10 Good! (562 reviews)
"Great stay!! Clean and very comfortable. Pool was nice. Enjoyed our stay. Staff was great."

Reviewed on Jun 24, 2025

Econo Lodge Inn & Suites
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 Jun 29 to Jun 30
$94 total
Jun 29 - Jun 30
Total includes taxes and fees
8.6/10 Excellent! (1,164 reviews)
"Beautifully designed rooms. Comfortable overall."

Reviewed on Jun 24, 2025

Best Western Seaway Inn
See all 1,355 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 $254 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.