Kaupakulua Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to Rp16.000.000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Kaupakulua
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
Rp13.039.381
Rp16.635.925 total
29 Aug - 30 Aug
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"This was a lovely stay. We ended up in the Napua wing and it truly was great. The staff was very kind and remembered our names instantly. A lazy river should come with every hotel hahaha!"
Reviewed on 14 Aug 2026
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
Rp3.363.955
Rp4.818.638 total
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (2,639 reviews)
"I was going to book the Four Seasons but at $2,400 a night? Nope. I got a super nice suite for much less than that. Staff were so nice, attentive and receptive to all my wants."
Reviewed on 15 Aug 2026
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
Rp17.274.363
Rp21.755.345 total
17 Aug - 18 Aug
includes taxes & 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.
What to do in Kaupakulua
Maui Beach Parks Self-Guided Driving Audio Tour
Rp270.794
per traveller
90% of travellers recommend
Haleakala Sunset and Stargazing Audio Tour
Rp361.119
per traveller
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
Rp2.511.035
per adult
88% of travellers recommend
Frequently asked questions
How much does a Kaupakulua holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Kaupakulua holiday as a package?
You can enjoy significant savings on your next Kaupakulua retreat by booking a customised holiday 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 holiday 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?
- Choose your dates: What you plan to do in Kaupakulua and your favourite season can help you decide when to go.
- Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodation will likely be the largest expense during your trip to Kaupakulua.
- 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.
- Bundle your airfare and accommodation: After you've nailed down your trip dates and duration, book the ideal Kaupakulua holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
