Kaupakulua Vacations from $629

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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.
Kahana Villa
Kahana Beach Vacation Club
The Gardens at West Maui
Maui Beach Vacation Club
Maui Banyan Vacation Club
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Kaupakulua Hotel Deals

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $291 total per night from Dec 10 to Dec 11
$291 total
Dec 10 - Dec 11
Total with taxes and fees
9.4/10 Exceptional! (2,275 reviews)
Beautifully renovated rooms, modern, clean, and well-appointed with a mini fridge, microwave, keurig, and free laundry room! The kids loved the multiple pools, hot tubs, poolside dining and live music, too.

Reviewed on Nov 21, 2025

Maui Coast Hotel
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$647 nightly
The price is $763 total per night from Dec 10 to Dec 11
$763 total
Dec 10 - Dec 11
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Great hotel

Reviewed on Nov 9, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $250 total per night from Dec 4 to Dec 5
$250 total
Dec 4 - Dec 5
Total with taxes and fees
8.8/10 Excellent! (1,178 reviews)
The grounds were beautiful. The staff was really nice. The rooms are dated but adequate.

Reviewed on Nov 19, 2025

Maui Seaside Hotel
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 $629 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.