Kaupakulua Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
S$332
20 Sept - 21 Sept
includes taxes & fees
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
S$1,185
8 Sept - 9 Sept
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"It’s a great resort . The only disappointment was a couple things were closed like the game room , Tarzan swing . And the water elevator is no longer in operation. But the staff was great . The pools are great . The aesthetic is great . Food is wildly expensive at any of the restaurants related to ..."
Reviewed on 25 Aug, 2026
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
S$1,776
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (1,022 reviews)
"I booked this for my son and daughter in-laws honeymoon. They had a great time and loved this resort. While it was on the reservation and I called the day before to tell them the couple was on their honeymoon, it was only recognized as they were settling up their fees at the end of the visit. The ..."
Reviewed on 23 Aug, 2026
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: Road to Hana Adventure with Farm to Table Lunch
S$334
per adult
94% of travellers recommend
Maui Beach Parks Self-Guided Driving Audio Tour
S$19
per traveller
90% 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
