Kaupakulua Holidays from NZ$2,606

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The Latest Kaupakulua Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Aston at the Maui Banyan

Aston at the Maui Banyan

3 out of 5
South Kihei
Price was NZ$3,216, price is now NZ$2,606 per person
NZ$2,606
per person
15 Aug - 22 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
7.8/10 Good! (1,001 reviews)
Cat at the front desk was amazing! Our flight got delayed until the next day, and I went down to the desk in a panic. She helped me get our room booked for another night and was just super helpful!

Reviewed on 9 July 2026

Kaupakulua Holiday

Our pick of the best 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
The price is NZ$1,781 per night from 25 July to 26 July
NZ$1,781
25 July - 26 July
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Beautiful property, amazing pools and wonderful service."

Reviewed on 9 July 2026

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

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is NZ$2,760 per night from 28 July to 29 July
NZ$2,760
28 July - 29 July
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"Excellent staff and service!"

Reviewed on 8 July 2026

Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is NZ$2,181 per night from 2 Aug to 3 Aug
NZ$2,181
2 Aug - 3 Aug
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Y"

Reviewed on 7 July 2026

Fairmont Kea Lani Maui
See all 6,020 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.

What to do in Kaupakulua

Maui Luau: Gilligans' Island Luau in Kihei

Maui Luau: Gilligans' Island Luau in Kihei

NZ$276
per adult
76% of travellers recommend
Maui Luau: Gilligans' Island Luau in Kihei
Orchid Airport Lei Greeting

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

NZ$83
per adult
100% of travellers recommend
Orchid Airport Lei Greeting (Maui, Kahului Airport, OGG)
Maui Pineapple Farm Tour

Maui Pineapple Farm Tour

NZ$158
per adult
92% of travellers recommend
Maui Pineapple Farm Tour
See all activities in Kaupakulua

Frequently asked questions

How much does a Kaupakulua holiday package cost?
Offering great value package deals from NZ$2,606 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?

  1. Choose your dates: What you plan to do in Kaupakulua and your favourite season can help you decide when to go.
  2. 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.
  3. 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.
  4. Bundle your airfare and accommodation: After you've nailed down your trip dates and duration, book the ideal Kaupakulua holiday package for you.

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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.