Kaupakulua Holidays

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Top hotels in Kaupakulua

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 22.711.424 ₫ per night from 6 Aug to 7 Aug
22.711.424 ₫
28.668.501 ₫ total
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Property and pool is why you come. Room was large but dated. Staff is the worst part of the experience. Less than helpful. Not very friendly, specially front desk and pool staff. Make you pay to use beach chairs and umbrellas! Make you pay to use Teen Club ( The Cave). What the heck is my resort ..."

Reviewed on 23 Jul 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
The price is 23.920.335 ₫ per night from 21 Aug to 22 Aug
23.920.335 ₫
30.239.410 ₫ total
21 Aug - 22 Aug
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"We had a nice time and the hotel was nice. It’s definitely fairly lively with kiddos. The adult pool is close to a main restaurant so not a lot of true quiet time anywhere on property. Rooms are spacious, clean and nice verandas. All the restaurants were tasty. The kids slide for those coming with ..."

Reviewed on 19 Jul 2026

Fairmont Kea Lani Maui
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr Kihei HI
The price is 25.236.085 ₫ per night from 23 Aug to 24 Aug
25.236.085 ₫
31.510.320 ₫ total
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"This hotel is stunning! lt was an oasis and isn’t extremely crowded."

Reviewed on 20 Jul 2026

Andaz Maui at Wailea Resort - a concept by Hyatt
See all 6,025 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.

Frequently asked questions

How much does a Kaupakulua holiday package cost?
Offering great value package deals 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.