Diamondhead Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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.
Top Diamondhead Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hollywood Casino Gulf Coast
CA $1,540
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Gulfport (GPT)
8/10 Very good! (1,015 reviews)
Clean hotel and property. Great bar staff. Casino is decent. The room televisions need major upgrades (they're 720p). Direct TV is quality not great.
Reviewed on Oct 12, 2026
The Downtown Cedar
CA $1,715
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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
Ready to book your vacation to Diamondhead?
Diamondhead Hotel Deals
Ramada by Wyndham Diamondhead I-10/Gulfport
103 Live Oak Drive Diamondhead MS
Fully refundableReserve now, pay when you stay
CA $100
CA $109 total
Oct 14 - Oct 15
includes taxes & fees
7.8/10 Good! (816 reviews)
"Clean rooms. Just what we needed a clean bed, hot shower and a TV with a timer."
Reviewed on Oct 12, 2026
Econo Lodge Inn & Suites Diamondhead
441 Yacht Club Dr Diamondhead MS
Fully refundable
CA $96
CA $104 total
Nov 4 - Nov 5
includes taxes & fees
7.4/10 Good! (636 reviews)
"It was cheap, the breakfast was a joke. The room was mediocre. Typical for this chain… but I’m low key surprised they’re allowed to keep their chain affiliates with choice hotels with the breakfast being so disappointing. They wouldn’t allow us to utilize the pool (to be fair it was one min past ..."
Reviewed on Oct 9, 2026
The Markham Hotel
2301 14th St Gulfport MS
Fully refundableReserve now, pay when you stay
CA $155
CA $173 total
Nov 12 - Nov 13
includes taxes & fees
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.
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.
Frequently asked questions
How much does a Diamondhead vacation package cost?
You'll find cheap prices from CA $1,439 on Expedia for your Diamondhead escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Diamondhead costs.
What are the cheapest months to go to Diamondhead?
If you're hoping to snag a cheap Diamondhead vacation package, consider travelling in January, April and September. You'll generally find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Diamondhead?
With a well-organized travel plan, you can easily visit the most popular Diamondhead attractions in a few days. But if you'd like to discover hidden gems or go on day trips, think about booking your Diamondhead vacation for longer.
How to find the best Diamondhead package deals?
Begin your search for a Diamondhead package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Diamondhead package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Diamondhead adventure off to a flying start.
Is it cheaper to book a Diamondhead vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Diamondhead trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Diamondhead?
If you're considering a spur-of-the-moment Diamondhead trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Diamondhead?
- Pick your travel dates: What you want to do in Diamondhead and your favourite season can help you decide when to get away.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and food to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Diamondhead.
- Set the duration of your trip: Start by making a list of all the attractions and activities you want to get to in Diamondhead. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Diamondhead vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
