Diamondhead Vacations from $508
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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 Inn at Long Beach
$508
per person
Oct 22 - Oct 26
found 23 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Gulfport (GPT)
9.6/10 Exceptional! (1,021 reviews)
Breakfast was great, staff is very friendly, beds were comfortable, location is great. Carpet in our room needed updating. Door key to our room was a little hard to open (usually took several attempts of swiping room card for door to open). Definitely would stay again.
Reviewed on Aug 8, 2026
The Downtown Cedar
$558
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Gulfport (GPT)
9/10 Wonderful! (2 reviews)
Nice little home that’s located close to downtown. It was great for what we needed. It is not handicapped friendly, tho. Currently (May 2026), there is a high 1-step front door entry that could be easily fixed with a sturdy second platform step up from the nice front porch to make it easier to get in and out. It also has a nice upgraded single bathroom, but the claw tub is deep without a handrail and no suction in-tub bath mat to keep a person from
falling. The rain shower is great however. Kitchen has good amenities, and the dining and living room areas are nice. Good amount of seating, large TV. Overall, for an older home, it’s nice and, a big plus, it doesn’t have a musty smell.
Reviewed on Jun 3, 2026
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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.
Diamondhead Hotel Deals
Ramada by Wyndham Diamondhead I-10/Gulfport
103 Live Oak Drive Diamondhead MS
Fully refundableReserve now, pay when you stay
$74 nightly
$81 total
Aug 23 - Aug 24
Total with taxes and fees
7.8/10 Good! (772 reviews)
"We enjoyed our stay. The staff was friendly. The breakfast was good."
Reviewed on Aug 5, 2026
Econo Lodge Inn & Suites Diamondhead
441 Yacht Club Dr Diamondhead MS
Fully refundable
$67 nightly
$73 total
Aug 30 - Aug 31
Total with taxes and fees
Centennial Plaza Resort Gulfport
200 E. Beach Blvd Gulfport MS
Fully refundableReserve now, pay when you stay
$144 nightly
$159 total
Sep 8 - Sep 9
Total with taxes and fees
9/10 Wonderful! (1,020 reviews)
"As an elderly couple we made a poor choice in selecting this resort. We had hoped to use the lazy river for leisurely float but it was still crowded with kids our bad. The room was smaller than a cruise ship, But the resort is great for family with kids"
Reviewed on Aug 8, 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 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 $508 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.
Explore a world of travel with Expedia
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- Bellissimo Spa & Salon
- Bay Saint Louis Municipal Harbor
- Bay St. Louis Little Theater
- Visit Kiln
- Visit Old Town Bay St Louis
- Lazy Magnolia Brewing Company
- Nasa Stennis Space Center
- Biloxi Beach
- Infinity Science Center
- Visit Pass Christian
- Port of Gulfport
- Hancock County Sports Complex
- Pass Christian Vacations
- Buccaneer Bay Waterpark
- Gulfport Vacations
- Hard Rock Casino Biloxi
- Thou Art Gallery & GIfts
- Visit Diamondhead
- Alice Moseley Folk Art and Antique Museum
- Gulfport SportsPlex
- Island View Casino
- Bay St Louis Vacations
- Plantation Pines Miniature Golf
- Memorial Hospital at Gulfport
- Biloxi Vacations
- Buccaneer State Park
- Visit Bay St Louis
- Gulf Islands Waterpark
- Bridges Golf Club
- Silver Slipper Casino
- Gulfport Premium Outlets
- 100 Men D.B.A. Hall
- Hollywood Casino
- Visit Biloxi
- Diamondhead Country Club
- Mississippi Aquarium
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.