Diamond Head Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Your Diamond Head Vacation

When you book a Diamond Head vacation package, it's all about enjoying your escape to the fullest. Delve into the best parts of this fun-filled city knowing that all your travel arrangements have been organized in advance. Every trip to Diamond Head needs a well-planned itinerary. Fill yours with big-name attractions like North Haven Beach, Pilot Beach and Kattang Nature Reserve. Your ultimate Diamond Head vacation is just clicks away. Explore hotels, flights and more on Expedia for a trip that's tailored to suit your travel style.

Ready to book your vacation to Diamond Head?

Choose your dates

Diamond Head Hotel Deals

Rydges Port Macquarie

Rydges Port Macquarie

1 Hay Street Port Macquarie NSW
Fully refundableReserve now, pay when you stay
CA $246
CA $271 total
Sep 21 - Sep 22
includes taxes & fees
9.4/10 Exceptional! (327 reviews)
"We held our conference there and it was awesome."

Reviewed on Sep 16, 2026

Rydges Port Macquarie
Sails Port Macquarie - By Rydges

Sails Port Macquarie - By Rydges

20 Park Street Port Macquarie NSW
Fully refundableReserve now, pay when you stay
CA $243
CA $267 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Great spot, helpful friendly staff, comfortable bed, spacious room. Wish we stayed longer"

Reviewed on Sep 18, 2026

Sails Port Macquarie - By Rydges
Comfort Resort Waters Edge

Comfort Resort Waters Edge

1 Buller Street Port Macquarie Nsw 2444 Port Macquarie NSW
Fully refundableReserve now, pay when you stay
CA $161
CA $178 total
Oct 11 - Oct 12
includes taxes & fees
8/10 Very good! (1,000 reviews)
"It's truly such a gorgeous stay. Unbeatable views and so close to cafes. Plenty of parking too."

Reviewed on Sep 15, 2026

Comfort Resort Waters Edge
See all 525 properties in Diamond Head
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.

Frequently asked questions

How much does a Diamond Head vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. However, how much your vacation to Diamond Head costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Diamond Head?
May, June and July are the best times to look for cheap Diamond Head vacation packages. Choosing to travel in quieter months means you'll typically find lower prices on flights and accommodations.
How many days is enough for Diamond Head?
The ideal duration of your Diamond Head vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to check out all the top sights and explore some hidden treasures along the way.
How to find the best Diamond Head package deals?
Start your search for a Diamond Head package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Diamond Head package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Diamond Head getaway off to a flying start.
Is it cheaper to book a Diamond Head vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Diamond Head vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Diamond Head?
If you've got your Diamond Head travel dates locked in, book as soon as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Diamond Head?
  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Diamond Head.
  2. Set your budget: Factor in costs like flights, food and transportation when calculating how much to set aside for your trip to Diamond Head. Then, pick a property that fits your budget, whether that's a low-cost stay or a more upscale getaway.
  3. Work out your trip length: Think about how long you'd like to spend exploring Diamond Head. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Diamond Head vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.