Kaupakulua Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
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.
Top Kaupakulua Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Kalama Residence
South Kihei
CA $5,688
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) 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
The Residences at Kamaole Sands Resort
South Kihei
CA $3,166
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
10/10 Exceptional! (3 reviews)
We had a wonderful stay! The unit was exactly what we were looking for - spacious, comfortable, and in a great location close to the beach. The agent was extremely responsive and helpful throughout our stay, always quick to answer any questions. We really appreciated the excellent communication and would happily stay here again!
Reviewed on Aug 23, 2026
Ready to book your vacation to Kaupakulua?
Kaupakulua Hotel Deals
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
CA $252
CA $363 total
Sep 20 - Sep 21
includes taxes & 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
CA $1,017
CA $1,298 total
Sep 12 - Sep 13
includes taxes & fees
Maui Seaside Hotel
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
CA $274
CA $367 total
Sep 15 - Sep 16
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: Road to Hana Adventure with Farm to Table Lunch
CA $358
per adult
96% of travellers recommend
Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)
CA $66
per adult
100% of travellers recommend
Maui Beach Parks Self-Guided Driving Audio Tour
CA $21
per traveller
90% of travellers recommend
Frequently asked questions
How much does a Kaupakulua vacation package cost?
You'll find cheap prices from CA $3,097 on Expedia for your Kaupakulua break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Kaupakulua costs.
What are the cheapest months to go to Kaupakulua?
You can usually find lower rates and better availability in January, February and April. Browse our cheap Kaupakulua vacation packages and you could land some excellent off-season deals.
How many days is enough for Kaupakulua?
The ideal length for your Kaupakulua vacation depends on what you'd like to do. Generally, a handful of days to a week will give you plenty of time to check out all the main attractions and discover some hidden gems along the way.
How to find the best Kaupakulua package deals?
Landing a cheap Kaupakulua package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Kaupakulua package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Kaupakulua vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Kaupakulua vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Kaupakulua?
If you're considering an impromptu Kaupakulua adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Kaupakulua?
- Pick your travel dates: What you want to do in Kaupakulua and your preferred season will help you decide when to get away.
- Set a budget: Consider costs like transportation, flights and meals when calculating how much to save for your trip to Kaupakulua. Then, select a property that suits your budget, whether that's an economical option or a high-end getaway.
- Decide how long to go for: Now that you're more familiar with Kaupakulua, you can figure out the right length of your vacation. Pull together a rough itinerary and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Kaupakulua vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
