Kaupulehu Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Kaupulehu

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive, Kailua-Kona, HI
The price is 31.629.600 ₫ per night from 1 Sept to 2 Sept
31.629.600 ₫
37.521.772 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (463 reviews)
"Beautiful grounds, attentive staff and excellent facilities. Everything top-notch."

Reviewed on 7 Jul 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 33.395.586 ₫ per night from 30 Aug to 31 Aug
33.395.586 ₫
41.725.993 ₫ total
30 Aug - 31 Aug
includes taxes & fees
9.4/10 Exceptional! (61 reviews)
"The best resort we’ve ever stayed in! 100 % Coming back next year"

Reviewed on 15 Aug 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 4.964.793 ₫ per night from 6 Sept to 7 Sept
4.964.793 ₫
6.634.045 ₫ total
6 Sept - 7 Sept
includes taxes & fees
8/10 Very Good! (2,627 reviews)
"Overall it was very nice stay. The resort needs renovated but the rooms were still clean and well stocked."

Reviewed on 20 Aug 2025

Royal Kona Resort
See all 5,463 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.

Popular places to visit

Magic Sands Beach

Magic Sands Beach

Why not spend a care-free afternoon at Magic Sands Beach during your travels in Kailua-Kona?

Magic Sands Beach
Kahalu\'u Beach Park which includes rugged coastline, a coastal town and surfing

Kahalu'u Beach Park

During your trip to Kailua-Kona, enjoy the surf and sand at Kahalu'u Beach Park along with the snorkelling. Wander the area's seaside or simply enjoy one of its seafood restaurants.

Kahalu'u Beach Park
Kailua-Kona Wharf

Kailua-Kona Wharf

Explore the waterfront of Kailua-Kona Wharf and enjoy activities such as snorkelling in Kailua-Kona. Discover the area's beautiful sunsets and top-notch restaurants.

Kailua-Kona Wharf

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.