Diamondhead Vacation Packages

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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.
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 22 - Aug 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gulfport (GPT)
6.8/10 (1,013 reviews)
Property and rooms need an updating.

Reviewed on Jun. 25, 2025

Hilton Garden Inn Gulfport Airport

Hilton Garden Inn Gulfport Airport

3 out of 5
per person
Aug 22 - Aug 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gulfport (GPT)
8.8/10 Excellent! (999 reviews)
the staff were really courteous, property was noisy due to the airport, and we heard thumping and banging all throughout the 2 nights we stayed from the floor or floors above us

Reviewed on Jun. 2, 2025

OS Hotel

OS Hotel

3 out of 5
per person
Aug 22 - Aug 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gulfport (GPT)
8.6/10 Excellent! (7 reviews)
Very nice and up to date. Will definitely be staying there again.

Reviewed on Jun. 22, 2025

Centennial Plaza Resort Gulfport

Centennial Plaza Resort Gulfport

2.5 out of 5
per person
Aug 22 - Aug 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gulfport (GPT)
9.2/10 Wonderful! (1,013 reviews)
Property was clean and well maintained. Room was spacious. Staff was friendly.

Reviewed on Jun. 26, 2025

Hotel Vela

Hotel Vela

2 out of 5
per person
Aug 22 - Aug 29
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Gulfport (GPT)
9.4/10 Exceptional! (127 reviews)
First, I loved this place from the jump. The staff are

Reviewed on Jun. 15, 2025

Ready to book your vacation to Diamondhead?

 

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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
The price is CA $107 per night from Jul 1 to Jul 2
CA $107
CA $116 total
Jul 1 - Jul 2
includes taxes & 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
The price is CA $103 per night from Jul 6 to Jul 7
CA $103
CA $112 total
Jul 6 - Jul 7
includes taxes & 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
The price is CA $115 per night from Jul 6 to Jul 7
CA $115
CA $129 total
Jul 6 - Jul 7
includes taxes & 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Diamondhead vacation package cost?
You'll find cheap prices from CA $1,044 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?

  1. Pick your travel dates: What you want to do in Diamondhead and your favourite season can help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.

Discover the most popular places to visit in Diamondhead

Diamondhead Country Club

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.