Kaupulehu Vacation Packages
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Your Kaupulehu Vacation
Excellent adventures await when you book a vacation package to Kaupulehu. Whether you're a foodie, art enthusiast or just a traveler who loves discovering new places, there's something for everyone in this exciting city. If taking in sights is part of the plan during your trip to Kaupulehu, look around popular attractions like Four Seasons Resort Hualalai Golf Course, Kailua-Kona Beaches and Kua Bay. Don't put off your visit to this city any longer. Your perfect Kaupulehu vacation is just a few clicks away with Expedia.
Top Holiday Package Deals in Kaupulehu
Price found within the past 48 hours. Click for updated prices.
Lea Casa at Casa de Emdeko
Holualoa Village
CA $1,596
per person
Dec 14 - Dec 18
found 16 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9/10 Wonderful! (78 reviews)
Great location. View of the ocean is spectacular. Can eat at cabana and watch the waves, sunset. Ocean pool was unfortunately closed during our stay due to high surf.
Reviewed on Sep 12, 2026
Kona Reef, A Raintree Vacation Club Resort
Historic Kailua Village
CA $2,168
per person
Nov 1 - Nov 8
found 22 hours ago
Roundtrip flight included
Winnipeg (YWG) to Kailua-Kona (KOA)
8.4/10 Very good! (500 reviews)
This was our 5th time here. The resort is beginning to address deferred maintenance that should have started 7 years ago. They need to up the wireless security and the cable tv in our unit was glitchy. But the view was still spectacular, the pool was clean and the sunsets were spectacular.
Reviewed on Sep 27, 2026
Hilton Pool Pass Luxurious Penthouse Oasis
CA $8,355
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
10/10 Exceptional! (4 reviews)
Such a beautiful property with a gorgeous view of ocean, golf course, and lava rocks. Very spacious and crafty with all necessities
Reviewed on Mar 27, 2026
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
While visiting Kahaluu-Keauhou, you might make a stop by sights like Keauhou Shopping Center and Keauhou Bay Beach.
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
Visitors to Historic Kailua Village rave about its stunning beaches, island views, and popular shops. You might also want to make some time to see Kona Brewing Company or Kamakahonu Beach while you're exploring the neighborhood.
Kalaoa
1 out of top 10 points of interest in this area
Unique features of Kalaoa include the coffeehouses and seaside views. Make a stop by Kaloko-Honokohau National Historical Park or Kailua-Kona Beaches while you're exploring the area.
Kaupulehu Hotel Deals
Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
CA $1,697
CA $2,026 total
Oct 17 - Oct 18
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 Sep 26, 2026
Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
CA $1,863
CA $2,370 total
Sep 30 - Oct 1
includes taxes & fees
Royal Kona Resort
75-5852 Alii Dr Kailua-Kona HI
CA $275
CA $368 total
Oct 28 - Oct 29
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 Sep 29, 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 vacation package cost?
You can grab a vacation package to this destination from CA $1,596 on Expedia. However, how much your vacation to Kaupulehu costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Kaupulehu?
August, October and December are great times to look for cheap Kaupulehu vacation packages. Travelling in quieter periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Kaupulehu?
Typically, a handful of days is enough to explore the top attractions during your Kaupulehu vacation. But if you want to have more time to relax or go on day tours, consider extending your itinerary.
How to find the best Kaupulehu package deals?
Finding a cheap Kaupulehu package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Kaupulehu package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Kaupulehu vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize your Kaupulehu getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Kaupulehu?
If you're planning a spontaneous Kaupulehu adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Kaupulehu?
- Pick your dates: The things you'd like to do in Kaupulehu and your favourite season can help you decide when to go.
- Set a budget: Factor in costs such as flights, transportation and food when calculating how much to put aside for your trip to Kaupulehu. Then, choose a property that fits your budget, whether that's an affordable option or a deluxe getaway.
- Work out your trip length: Consider how much time you want to spend exploring Kaupulehu. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Kaupulehu vacation 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 vacation is part of your travel plans, Manini'owali Beach might be the perfect place to seek out 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 snorkeling. Wander 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
Glass-Bottom Boat Tour in Waikoloa
CA $70
per adult
94% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
CA $123
per adult
96% of travellers recommend
Mauna Kea Summit & Stars Adventure
CA $415
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.