Kaupulehu Packages (Flight + Hotel)
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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
Keauhou
2 out of top 10 points of interest in this area
This ancient Hawai’ian haven on the Kona coast sits on a beautiful shoreline dotted with temples, schools of magnificent manta rays and luxurious resorts.
Kahaluu-Keauhou
1 out of top 10 points of interest in this area
If you're spending some time in Kahaluu-Keauhou, Keauhou Shopping Center and Keauhou Bay Beach are top sights worth seeing.
Holualoa Village
While visiting Holualoa Village, you might make a stop by sights like Honl's Beach and Sadie Seymour Botanical Garden.
Historic Kailua Village
1 out of top 10 points of interest in this area
Are you interested in stunning beaches, island views and popular shops? A visit to Historic Kailua Village might be the perfect thing. You can also explore top sights like Kona Brewing Company and Kamakahonu Beach.
Kalaoa
1 out of top 10 points of interest in this area
Unique features of Kalaoa include the coffee shops and seaside views. Make a stop by Kaloko-Honokohau National Historical Park or Kailua-Kona Beaches while you're exploring the area.
Top hotels in Kaupulehu
Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
฿40,324
฿48,138 total
3 Oct - 4 Oct
includes taxes & fees
9.6/10 Exceptional! (505 reviews)
"It doesn’t get better than this hotel! Been going here for 25 years and it’s still the best hotel ever and no wonder it was named #1 resort in the world! It will forever be my favorite place."
Reviewed on 26 Sept 2026
Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
฿48,210
฿60,994 total
29 Oct - 30 Oct
includes taxes & fees
Royal Kona Resort
75-5852 Alii Dr Kailua-Kona HI
฿6,537
฿8,751 total
20 Oct - 21 Oct
includes taxes & fees
8.4/10 Very good! (3,007 reviews)
"Great view, close to everything. Very clean and quiet!! Would stay again! I"
Reviewed on 29 Sept 2026
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?
- 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.
- 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.
- 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.
- 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.
Stay near popular Kaupulehu attractions
Photo by Bill Dillard
Kailua-Kona Beaches
9.2/10 (80 reviews)
Why not spend a lazy afternoon at Kailua-Kona Beaches during your trip to Kailua-Kona? Stroll along the beaches or visit the spas in this romantic area.
Kua Bay
9.2/10 (379 reviews)
Get off the beaten track to discover one of Hawaii’s most serene stretches of coast.
Photo by Shoba Krishnamurthy
Manini'owali Beach
9.0/10 (128 reviews)
If a restful holiday is part of your travel plans, Manini'owali Beach might be the perfect place to visit during your trip to Kailua-Kona. Take some time to visit the spas in this relaxing area.
Four Seasons Resort Hualalai Golf Course
8.4/10 (309 reviews)
Play a round of golf in Kailua-Kona at Four Seasons Resort Hualalai Golf Course, and enjoy other activities such as snorkelling. Wander through the beautiful beaches and seaside in this romantic area.
Kikaua Point Beach Park
Why not spend a lazy afternoon at Kikaua Point Beach Park during your trip to Kukio? Stroll along the beaches or visit the spas in this relaxing area.
Kaʻupulehu Cultural Center
10.0/10 (4 reviews)
Enjoy an outing to Kaʻupulehu Cultural Center during your stay in Kailua-Kona. Stroll along the seaside or discover the sunsets in this romantic area.
King's Pond
Commune with nature and explore the great outdoors at King's Pond during your travels in Kailua-Kona. Wander the seaside or discover the sunsets in this relaxing area.
Things to do
Deep Ocean Water Foot Soak in Kailua Kona
฿656
per adult
100% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
฿2,919
per adult
96% of travellers recommend
Big Island Adventure Bundle: 5 Epic Audio Driving Tours
฿1,148
per traveller
78% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.