Kaupulehu Holidays

Photo by Sascia EmMa

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
Volcanic rocks along the coast and expanding the size of the island from time to time. Power of nature creating more land ...

Holualoa Village

While visiting Holualoa Village, you might make a stop by sights like Sadie Seymour Botanical Garden and Honl's Beach.

Find hotels in Holualoa Village

Top hotels in Kaupulehu

Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
72 300 Maheawalu Drive Kailua-Kona HI
The price is S$1,786 per night from 25 Jan to 26 Jan
S$1,786
25 Jan - 26 Jan
includes taxes & fees
9.6/10 Exceptional! (74 reviews)
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Reviewed on 11 Jan, 2026

Kona Village, A Rosewood Resort
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive Kailua-Kona HI
The price is S$2,147 per night from 25 Jan to 26 Jan
S$2,147
25 Jan - 26 Jan
includes taxes & fees
9.6/10 Exceptional! (475 reviews)
What an amazing property but even more importantly what a superamazing staff!! Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!! Isiah from in room dining was great ...

Reviewed on 15 Oct, 2025

Four Seasons Resort Hualalai
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
75-5646 Palani Rd Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is S$304 per night from 26 Jan to 27 Jan
S$304
26 Jan - 27 Jan
includes taxes & fees
8.2/10 Very Good! (2,141 reviews)
Very clean overall, front desk area rooms bathrooms. And very friendly staff

Reviewed on 8 Jan, 2026

PACIFIC 19 Kona
See all 5,579 properties in Kaupulehu
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 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.