Kaupakulua Vacations from $969

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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

South Kihei
Save 100% on your flight
$969
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (395 reviews)
Good. Well equipped, microwave and kitchen. Standing shower. Clise to kamaole beaches

Reviewed on Oct 12, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
Save 100% on your flight
$1,466
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.4/10 Very Good! (961 reviews)
Hotel Wailea Maui

Hotel Wailea Maui

Wailea
Save 100% on your flight
$2,249
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

Save 100% on your flight
$1,306
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.6/10 Exceptional! (8 reviews)
Kihei Surfside - Maui Condo & Home

Kihei Surfside - Maui Condo & Home

South Kihei
Save 100% on your flight
$1,530
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.6/10 Excellent! (70 reviews)
We booked this room because we had planned a family trip for my mother's 60th birthday and traveled with 3 other families that also booked rooms in the same building. As soon as we walked in we noticed the disgusting carpet that is stained, worn, wrinkled and just felt disgusting to step on. Then the pullout couch was old and broken. Just touching the cushions felt like we needed to wash our hands. Then the bedroom comforter and bed was disgusting and old. Looked orginal from 1980's same with all the furniture in the room was just old and grungy. My allergies which are not bad we're completely triggered every night with the musty nasty mix of humid carpet and old furniture and bed sheet smell. It was terrible. Then they do not provide any beach towels and only provided 5 shower towels for a 5 night 6 day stay. We had to email for more shower towels which they brought 3. Even the coffee machine was old and gross. The drapes are old and gross and had to call maintenance because the cord to pull them up and down broke. Just over all terrible place to stay! On the flip side, the other family rooms were completely updated, beautiful, smelt clean, and comfortable. This owner clearly doesn't care to upkeep or care about customer experience. We paid really good money for this unit and the only reason I gave two stars is because of the view. I would not recommend to anyone. Save your money and poor experience.

Reviewed on Jul 29, 2026

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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
Kahului Airport Custom Lei Greeting - Choose Your Lei

Kahului Airport Custom Lei Greeting - Choose Your Lei (OGG)

$62
per child
94% of travellers recommend
Kahului Airport Custom Lei Greeting - Choose Your Lei (OGG)
Maui Beach Parks Self-Guided Driving Tour

Maui Beach Parks Self-Guided Driving Audio Tour

$15
per traveler
90% of travellers recommend
Maui Beach Parks Self-Guided Driving Audio Tour
See all activities in Kaupakulua

Kaupakulua Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
$813 nightly
$965 total
Oct 29 - Oct 30
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$240 nightly
$285 total
Oct 19 - Oct 20
Total with taxes and fees
Maui Coast Hotel
Maui Seaside Hotel

Maui Seaside Hotel

100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$193 nightly
$229 total
Nov 14 - Nov 15
Total with taxes and fees
Maui Seaside Hotel
See all 6,097 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 $969 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.