Kaupakulua Vacations from $1,336

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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.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was $2,215, price is now $1,336 per person
$1,336
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (370 reviews)
Room is clean with full kitchen, nice beaches just across the road

Reviewed on May 28, 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $4,308, price is now $2,604 per person
$2,604
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
Everything was Amazing!! Will be coming back

Reviewed on Apr 18, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,761, price is now $1,671 per person
$1,671
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (871 reviews)
Nice and relaxing experience. We just stayed here for 7 nights and our kids and our family enjoyed the pool multiple times with rarely any disturbance by other guests or residents. Our condo was well appointed, clean, well stocked with the basics for our stay. No a/c but it was not needed, open doors and windows and the ocean breeze is more than enough. The ceiling fans are mighty and they make air circulate well. All appliances, dinner and cooking ware were basically unused. The beach only a few steps from the property. Great beach, perfect for a morning walk/run or meditating and relaxing. The views 3rd floor condo. Will definitely consider this property again when we return to Maui.

Reviewed on May 28, 2026

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,870, price is now $1,784 per person
$1,784
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (539 reviews)
Was great, very spacious and a great stay

Reviewed on May 25, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Save 100% on your flight
Price was $5,698, price is now $3,974 per person
$3,974
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Great time and wonderful staff, restaurants were very good. Only thing that could have been better is alittle cleaner like the halls going to the rooms but other than that everything was great!

Reviewed on May 29, 2026

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Discover the most popular places to visit in Kaupakulua

Twin Falls

4.5/5(69 reviews)

Commune with nature and explore the great outdoors at Twin Falls during your travels in Haiku. While you're in the area, stroll along the beautiful beaches.

Twin Falls

Haiku Park

Explore the great outdoors at Haiku Park, a lovely green space in Pauwela. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Haiku Park

Haleakala Bike Company

You can take time to visit Haleakala Bike Company during your travels to Pauwela. Wander the beautiful beaches and seaside in the area.

Haleakala Bike Company

What to do in Kaupakulua

Kahului: Self-Driving Audio Tour of Road to Hana

Road to Hana Maui Tour: Self-Guided Audio Drive

$15
per traveler
82% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
Maui Zipline Eco Adventure: 8 Lines through the Jungle

Maui Zipline Eco Adventure: 8 Lines through the Jungle

$177
per adult
100% of travellers recommend
Maui Zipline Eco Adventure: 8 Lines through the Jungle
Orchid Airport Lei Greeting

Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)

$47
per adult
100% of travellers recommend
Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)
See all activities in Kaupakulua

Kaupakulua Hotel Deals

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$845 nightly
The price is $1,003 total per night from Jun 2 to Jun 3
$1,003 total
Jun 2 - Jun 3
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."

Reviewed on May 25, 2026

Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$967 nightly
The price is $1,148 total per night from Jun 22 to Jun 23
$1,148 total
Jun 22 - Jun 23
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"Good"

Reviewed on May 31, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,149 nightly
The price is $1,364 total per night from Jun 20 to Jun 21
$1,364 total
Jun 20 - Jun 21
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
"Great time and wonderful staff, restaurants were very good. Only thing that could have been better is alittle cleaner like the halls going to the rooms but other than that everything was great!"

Reviewed on May 29, 2026

Fairmont Kea Lani Maui
See all 6,082 properties in Kaupakulua
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 $1,336 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.