Kaupakulua Vacations

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Kaupakulua Vacation Packages

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
The price is ₩263,141 per night from Sep 6 to Sep 7
₩263,141
₩374,454 total
Sep 6 - Sep 7
includes taxes & fees
9.4/10 Exceptional! (2,126 reviews)
"Room very clean and comfortable Major drawback: Lacking good dining Option"

Reviewed on Aug 18, 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
The price is ₩956,538 per night from Aug 26 to Aug 27
₩956,538
₩1,218,682 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Amazing property"

Reviewed on Aug 19, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI
The price is ₩1,101,293 per night from Sep 20 to Sep 21
₩1,101,293
₩1,380,848 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (998 reviews)
"I love this property. The beach access, the staff, the pools (adult pool) totally make the price tag worth it. The food could use a little love, its not bad but not great. Best food options are definitely outside of this hotel."

Reviewed on Aug 12, 2025

Andaz Maui at Wailea Resort - a concept by Hyatt
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 Kaupakulua vacation package cost?
Offering great value package deals 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?
January, February and April are the best times to search for cheap Kaupakulua vacation packages. Opting to travel in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for Kaupakulua?
The ideal length of your Kaupakulua vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to go to all the major attractions and explore some hidden treasures 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.
How to plan a trip to Kaupakulua?

  1. Choose your dates: What you plan to do in Kaupakulua and your favorite season can help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Kaupakulua.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Kaupakulua. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book the ideal Kaupakulua vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.