Kaupulehu Holidays from AU$1,401

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Your Kaupulehu Holiday

With a Kaupulehu holiday package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your journey has been taken care of before you depart, so you can spend more time experiencing this awesome city. A trip to Kaupulehu is a terrific opportunity to go sightseeing. Be sure to look around renowned attractions like Four Seasons Resort Hualalai Golf Course, Kua Bay and Kailua-Kona Beaches. Expedia has what you need to escape your routine. Tailor your holiday to Kaupulehu to suit your travel style, whatever that may be!

Top Holiday Package Deals in Kaupulehu

Price found within the past 48 hours. Click for updated prices.
Kona Reef, A Raintree Vacation Club Resort
Kona Islander Vacation Club
Hawaii Island Retreat
Hilton Pool Pass Incl. Serene Resort Gem
Villa Sea Renity

Our guide on where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu

Our pick of the best Kaupulehu Hotel Deals

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive, Kailua-Kona, HI
The price is AU$2,151 per night from 8 Oct to 9 Oct
AU$2,151
8 Oct - 9 Oct
includes taxes & fees
9.6/10 Exceptional! (466 reviews)
"Beautiful resort, wonderful staff, they make you feel like they know you and are incredibly quick and helpful. Room was modern and clean, all facilities very clean. Don’t miss doing reiki with Kyle at the spa!!"

Reviewed on 1 Oct 2025

Four Seasons Resort Hualalai
Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
72 300 Maheawalu Drive, Kailua-Kona, HI
The price is AU$2,115 per night from 19 Oct to 20 Oct
AU$2,115
19 Oct - 20 Oct
includes taxes & fees
9.4/10 Exceptional! (64 reviews)
"Food was not great…. Every restaurant has the same menu…. Food wasn’t worth the trip or the price…. But the staff and surroundings were fab…. Went to the Canoe House for great food ( Mauna Lani)"

Reviewed on 30 Sept 2025

Kona Village, A Rosewood Resort
Royal Kona Resort

Royal Kona Resort

3.5 out of 5
75-5852 Alii Dr, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is AU$391 per night from 13 Oct to 14 Oct
AU$391
13 Oct - 14 Oct
includes taxes & fees
8.2/10 Very Good! (2,677 reviews)
"Love it there"

Reviewed on 4 Oct 2025

Royal Kona Resort
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 Kaupulehu holiday package cost?
You can pick up a holiday package to this popular destination from AU$1,401 on Expedia. However, how much your holiday to Kaupulehu costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Kaupulehu?
August, October and December are the best times to search for cheap Kaupulehu holiday packages. Travelling in less busy months means you can usually find better prices on flights and hotels.
How many days is enough for Kaupulehu?
The ideal duration for your Kaupulehu holiday depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Kaupulehu package deals?
Bagging a cheap Kaupulehu package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most affordable Kaupulehu package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Kaupulehu holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and stays separately. Better still, you can personalise your Kaupulehu getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Kaupulehu?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Kaupulehu trip.
How to plan a trip to Kaupulehu?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Kaupulehu.
  2. Set a budget: Factor in expenses such as flights, transportation and food when calculating how much to set aside for your trip to Kaupulehu. Then, pick a property that matches your budget, whether that's an economical option or a more luxurious getaway.
  3. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in Kaupulehu. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customised Kaupulehu holiday package.

Discover the most popular places to visit in Kaupulehu

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.