Diamondhead Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Diamondhead

Ramada by Wyndham Diamondhead I-10/Gulfport

Ramada by Wyndham Diamondhead I-10/Gulfport

2.5 out of 5
103 Live Oak Drive Diamondhead MS
Fully refundableReserve now, pay when you stay
The price is S$106 per night from 13 Jul to 14 Jul
S$106
13 Jul - 14 Jul
includes taxes & fees
7.8/10 Good! (737 reviews)
"The staff were understanding and accommodating. The carpet should be removed from the wet areas and the staff should be more stern at enforcing quiet times."

Reviewed on 11 Jul, 2026

Ramada by Wyndham Diamondhead I-10/Gulfport
Econo Lodge Inn & Suites Diamondhead

Econo Lodge Inn & Suites Diamondhead

2 out of 5
441 Yacht Club Dr Diamondhead MS
Fully refundableReserve now, pay when you stay
The price is S$106 per night from 28 Jul to 29 Jul
S$106
28 Jul - 29 Jul
includes taxes & fees
7.4/10 Good! (626 reviews)
"The staff were most helpful and the place was clean. Quite during the night. Thank you Econo Log. 🏆"

Reviewed on 7 Jul, 2026

Econo Lodge Inn & Suites Diamondhead
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 S$122 per night from 20 Jul to 21 Jul
S$122
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (1,551 reviews)
"Book!!!! Book!!! Book!!! You will love it here & the prices are very reasonable! I enjoy the poolside."

Reviewed on 10 Jul, 2026

Best Western Seaway Inn
See all 1,391 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.

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 visit its top-notch restaurants.
See properties

Frequently asked questions

How much does a Diamondhead holiday package cost?
You'll find cheap prices on Expedia for your Diamondhead break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Diamondhead costs.
What are the cheapest months to go to Diamondhead?
January, April and September are great times to search for cheap Diamondhead holiday packages. Choosing to travel in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Diamondhead?
The ideal length for your Diamondhead holiday depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to visit all the top sights and explore some hidden treasures 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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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.
How to plan a trip to Diamondhead?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Diamondhead.
  2. Set your budget: Factor in costs such as flights, transportation and food when calculating how much to put aside for your trip to Diamondhead. Then, pick a hotel that matches your budget, whether that's a wallet-friendly option or a more upscale getaway.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you'd like to get to in Diamondhead. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodation: After you've nailed down your dates and duration, book the right Diamondhead holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.