Kaupulehu Holidays from AU$3,314
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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.
Gingerhill Farm Retreat
AU$3,314
per person
23 Dec - 30 Dec
found 1 hour ago
Return direct flight included
Sydney (SYD) to Kailua-Kona (KOA)
9/10 Wonderful! (96 reviews)
The property is good for people who love the nature and wild. The noise of the frogs is loud and if you can’t handle noise at night do not stay here. The shower was outside with no door and the bathrooms are also outside but you can’t flush you have to use dirt.
Reviewed on 22 Sept 2026
Lea Casa at Casa de Emdeko
Holualoa Village
AU$3,678
per person
1 Jan - 8 Jan
found 9 hours ago
Return flight included
Melbourne (MEL) to Kailua-Kona (KOA)
9/10 Wonderful! (78 reviews)
This place is really nice! Solo traveler and felt really safe. Place is very clean and has a really nice view of the ocean.
Reviewed on 14 Oct 2026
Kona Islander Vacation Club
Historic Kailua Village
AU$3,499
per person
1 Jan - 8 Jan
found 9 hours ago
Return flight included
Melbourne (MEL) to Kailua-Kona (KOA)
7/10 Good! (392 reviews)
not bad but individually owned and can be grungy. The property management company is really unimpressive.
Reviewed on 14 Oct 2026
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
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.
Holualoa Village
While visiting Holualoa Village, you might make a stop by sights like Honl's Beach and Sadie Seymour Botanical Garden.
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.
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.
Our pick of the best Kaupulehu Hotel Deals
Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
AU$2,316
1 Nov - 2 Nov
includes taxes & fees
Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
AU$2,199
18 Oct - 19 Oct
includes taxes & fees
Royal Kona Resort
75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
AU$375
19 Oct - 20 Oct
includes taxes & fees
8.4/10 Very good! (3,023 reviews)
"Nice"
Reviewed on 17 Oct 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 from AU$3,314 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
Kua Bay
9.2/10 (379 reviews)
Leave the crowds behind and head to this hidden beach paradise, one of Hawaii Island’s best-kept secrets.
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.
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.
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.
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.
Activities
Glass-Bottom Boat Tour in Waikoloa
AU$70
per adult
94% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
AU$125
per adult
96% of travellers recommend
Mauna Kea Summit & Stars Adventure
AU$417
per traveller
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.