Diamondhead Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Holiday Inn Express Picayune-Stennis Space Center by IHG
CA $1,157
per person
Oct 9 - Oct 14
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gulfport (GPT)
8.8/10 Excellent! (703 reviews)
Bugs/roaches in room.
No air in lobby or halls.
Ran out of coffee on Saturday morning
Reviewed on Aug 19, 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 $95
CA $104 total
Sep 18 - Sep 19
includes taxes & fees
7.8/10 Good! (788 reviews)
"No comment"
Reviewed on Aug 25, 2026
Econo Lodge Inn & Suites Diamondhead
441 Yacht Club Dr Diamondhead MS
Fully refundable
CA $98
CA $107 total
Sep 2 - Sep 3
includes taxes & fees
Centennial Plaza Resort Gulfport
200 E. Beach Blvd Gulfport MS
Fully refundableReserve now, pay when you stay
CA $170
CA $218 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (1,029 reviews)
"Great stay! Needed more counter help at bar/restaurant but staff was very helpful."
Reviewed on Aug 26, 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.
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 $1,157 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.
