Kaupakulua Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Kaupakulua

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is 5.341.691 ₫ per night from 10 Sept to 11 Sept
5.341.691 ₫
7.509.094 ₫ total
10 Sept - 11 Sept
includes taxes & fees
9.4/10 Exceptional! (2,119 reviews)
Excellent service
"*Convenient location - Approx. 3 mins walk to beach but we preferred beaches in West Maui where the water is clear/blue/waves for surfing. However great for a morning/evening walk, can watch sunset, walkable to food trucks, restaurants, pharmacy etc. *Hotel is well maintained and clean *Concierge ..."

Reviewed on 10 Aug 2025

Maui Coast Hotel
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 18.017.362 ₫ per night from 19 Aug to 20 Aug
18.017.362 ₫
22.955.120 ₫ total
19 Aug - 20 Aug
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Good food great area"

Reviewed on 10 Aug 2025

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 18.488.625 ₫ per night from 5 Sept to 6 Sept
18.488.625 ₫
21.809.552 ₫ total
5 Sept - 6 Sept
includes taxes & fees
9.6/10 Exceptional! (999 reviews)
Best hotel ever…
"Everything was top rate! Can’t wait to go back."

Reviewed on 3 Aug 2025

Four Seasons Resort Maui at Wailea
See all 5,878 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.

Popular places to visit

Twin Falls

Twin Falls

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

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.