Kaupakulua Vacations from $701

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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.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,405, price is now $701 per person
$701
per person
May 7 - May 11
found 2 days ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (744 reviews)
Clean and quiet. Kitchen was well stocked with kitchen items. Easy check in process. We had an awesome ocean view.

Reviewed on Feb 26, 2026

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,861, price is now $935 per person
$935
per person
May 7 - May 11
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.2/10 Very Good! (453 reviews)
The room was great!! Super spacious, comfortable, and affordable. The staff were nice as well.

Reviewed on Feb 19, 2026

Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,109, price is now $1,147 per person
$1,147
per person
May 2 - May 9
found 2 days ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.6/10 Excellent! (203 reviews)
The condo was clean, roomy and perfect. The location was great! I would recommend!

Reviewed on Jan 30, 2026

Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $1,613, price is now $890 per person
$890
per person
May 7 - May 11
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (351 reviews)
Staff was very helpful. Room was clean. Shows a lot of wear but was kept up.

Reviewed on Feb 26, 2026

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,462, price is now $856 per person
$856
per person
May 7 - May 11
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,465 reviews)
The staff is so kind!!! I was so surprised by how genuine the staff all seemed it wasn't I'm just here for the money!!

Reviewed on Feb 28, 2026

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Discover the most popular places to visit in Kaupakulua

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

Twin Falls

4.5/5(68 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

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

$17
per traveler
84% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
Fun zipping in the jungle.

Maui Zipline Eco Adventure: 8 Lines through the Jungle

$164
per adult
100% of travellers recommend
Maui Zipline Eco Adventure: 8 Lines through the Jungle
Orchid Lei

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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$882 nightly
The price is $1,047 total per night from Mar 14 to Mar 15
$1,047 total
Mar 14 - Mar 15
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Everything was great especially the grounds absolutely stunning. The only knock i would give it is the outside of the overall hotel needs a bit of paint or some refreshment other than that the rooms were spacious clean and the grounds were gorgeous kids loved the pool and beach very much overall ...

Reviewed on Feb 25, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $251 total per night from Mar 9 to Mar 10
$251 total
Mar 9 - Mar 10
Total with taxes and fees
8.8/10 Excellent! (1,296 reviews)
Everything about this stay was excellent. Rooms clean very courteous staff.

Reviewed on Feb 28, 2026

Maui Seaside Hotel
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$334 nightly
The price is $396 total per night from Mar 3 to Mar 4
$396 total
Mar 3 - Mar 4
Total with taxes and fees
9.6/10 Exceptional! (2,525 reviews)
Staff was easy to work with. Clean room. Nice Pool

Reviewed on Feb 28, 2026

Maui Coast Hotel
See all 6,087 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 $701 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.