Kaupakulua Vacations from $1,173
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Your Kaupakulua Vacation
Say farewell to the stress of planning and hello to a Kaupakulua vacation package. With the finer details organized before you leave, you can focus on discovering every inch of this city, starting with Haiku, which is great for views, walking and nature. Fill your schedule with tours of Hookipa Beach Park, Kuau Bay Beach and Maui Spa Retreat, some of the top attractions you really should see during a trip to Kaupakulua. Your dream Kaupakulua vacation is clicks away. Search accommodations, flights and more on Expedia for a trip that's tailored just for you.
The Latest Kaupakulua vacation packages
Price found within the past 48 hours. Click for updated prices.
The Kalama Residence
South Kihei
$5,254
per person
Nov 10 - Nov 17
found 9 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (3 reviews)
The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.
Reviewed on Jan 4, 2026
What to do in Kaupakulua
Road to Hana Maui Tour: Self-Guided Audio Drive
$17
per traveler
84% of travellers recommend
Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)
$47
per adult
100% of travellers recommend
Maui: Road to Hana Adventure with Farm to Table Lunch
$259
per adult
96% of travellers recommend
Kaupakulua Hotel Deals
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$220 nightly
$261 total
Sep 20 - Sep 21
Total with taxes and fees
9.6/10 Exceptional! (2,664 reviews)
"Amazing hotel. Super convenient to the beach!"
Reviewed on Aug 30, 2026
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$786 nightly
$933 total
Sep 13 - Sep 14
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
"Amazing Resort!"
Reviewed on Aug 30, 2026
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$208 nightly
$247 total
Oct 1 - Oct 2
Total with taxes and fees
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.
Find the Best Kaupakulua Vacation Packages
Kaupakulua Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Max Temp Winter | 75ºF |
Max Temp Summer | 80ºF |
Top Sights | Twin Falls and Haiku Park |
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Frequently asked questions
How much does a Kaupakulua vacation package cost?
Offering great value package deals from $1,173 on Expedia, you'll be thrilled with how little a vacation to Kaupakulua costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Kaupakulua?
You're likely to find lower rates and greater availability in September, October and December. Explore our cheap Kaupakulua vacation packages and you could land some great off-season discounts.
How many days is enough for Kaupakulua?
The ideal duration for your Kaupakulua vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to visit all the main sights and discover some hidden spots along the way.
How to find the best Kaupakulua package deals?
Use Expedia's handy filters to find some tempting Kaupakulua package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Kaupakulua package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Kaupakulua vacation as a package?
You can enjoy significant savings on your next Kaupakulua retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Kaupakulua?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Kaupakulua getaway.
Does Expedia offer Book Now, Pay Later Kaupakulua vacation packages?
Jet off on your perfect trip to Kaupakulua with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snap up bargains while they last.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
