Pearl City Vacations from $724

Book a Hotel + Flight or Car together to unlock savings

Photo by Kaylee Spinhirn
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Your Pearl City Vacation

Experience the unique character and personality of Pearl City with a tailor-made Pearl City vacation package. From its diversity to its family-friendly attractions, you'll never have a boring moment in this city. Like to explore your new surroundings? USS Arizona Memorial, USS Missouri Memorial and Waikele Premium Outlets are just three of the top-rated places to visit during your trip to Pearl City. A couple of quick clicks is all it takes to put together a tailored Pearl City vacation on Expedia.

The Latest Pearl City vacation packages

Price found within the past 48 hours. Click for updated prices.
Waikiki Resort Hotel
Ala Moana Hotelcondo by Luana Vacation Rental
Ilikai by Luana Hawaii Vacation Rentals
Paradise Bay Resort
OUTRIGGER Waikiki Beach Resort
Don't see what you're looking for?
See all available trips from Des Moines to Pearl City
View all trips

Discover the most popular places to visit in Pearl City

What to do in Pearl City

Pearl City Hotel Deals

Sheraton Waikiki Beach Resort

Sheraton Waikiki Beach Resort

4.5 out of 5
2255 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
$511 nightly
The price is $603 total per night from Aug 26 to Aug 27
$603 total
Aug 26 - Aug 27
Total with taxes and fees
9/10 Wonderful! (2,357 reviews)
"Good very good"

Reviewed on Aug 24, 2025

Sheraton Waikiki Beach Resort
Hilton Hawaiian Village Waikiki Beach Resort

Hilton Hawaiian Village Waikiki Beach Resort

4.5 out of 5
2005 Kalia Rd, Honolulu, HI
Fully refundableReserve now, pay when you stay
$291 nightly
The price is $344 total per night from Sep 22 to Sep 23
$344 total
Sep 22 - Sep 23
Total with taxes and fees
8.2/10 Very Good! (8,383 reviews)
"It's pretty amazing location since we're on 28th floor odd# where we can see the fireworks perfectly out the balcony ."

Reviewed on Aug 21, 2025

Hilton Hawaiian Village Waikiki Beach Resort
Hyatt Regency Waikiki Beach Resort & Spa

Hyatt Regency Waikiki Beach Resort & Spa

4 out of 5
2424 Kalakaua Ave, Honolulu, HI
Fully refundableReserve now, pay when you stay
$276 nightly
The price is $326 total per night from Sep 14 to Sep 15
$326 total
Sep 14 - Sep 15
Total with taxes and fees
8.8/10 Excellent! (4,406 reviews)
"This is a great property to stay at and we will def be coming back! However, the valet parking is overpriced and needs to be more organized!"

Reviewed on Aug 22, 2025

Hyatt Regency Waikiki Beach Resort & Spa
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.

More vacations you might like

Frequently asked questions

How much does a Pearl City vacation package cost?
Offering excellent value package deals from $724 on Expedia, you'll be thrilled with how little a vacation to Pearl City costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Pearl City?
September, October and December are great times to search for cheap Pearl City vacation packages. Choosing to travel in quieter months means you'll typically find reduced prices on flights and hotels.
How many days is enough for Pearl City?
The ideal length for your Pearl City vacation depends on what you'd like to see. Usually, a few days to a week will give you plenty of time to visit all the main attractions and explore some hidden spots along the way.
How to find the best Pearl City package deals?
Use Expedia's filter tool to find some tempting Pearl City package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Pearl City package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Pearl City vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights individually. Better still, you can personalize your Pearl City escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Pearl City?
If you've got your Pearl City travel dates finalized, book as soon as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Pearl City?

  1. Choose when to go: Check your diary and get your bags packed. Your favorite season and the type of activities available will also help you decide when to escape to Pearl City.
  2. Budget wisely: Besides the cost of your accommodations, you'll need to factor in other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Pearl City.
  3. Use our trip planning tool to explore Pearl City: Research every part of your trip to Pearl City with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you're more familiar with Pearl City, you can work out the right length of your vacation. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Pearl City vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Have a look at our dedicated travel guide to find some exciting things to do in Pearl City in Pearl City. Book tickets or make reservations as soon as you can to save time and avoid the stress of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Pearl City vacation packages?
If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Pearl City trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.