Kaupulehu Vacations from ￥401,032
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The Latest Kaupulehu Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Kona Islander Vacation Club
Historic Kailua Village
￥401,032
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 Oct 14, 2026
Hilton Pool Pass Luxurious Penthouse Oasis
￥955,154
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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.
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
While visiting Kahaluu-Keauhou, you might make a stop by sights like Keauhou Shopping Center and Keauhou Bay Beach.
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
Kona Village, A Rosewood Resort
72 300 Maheawalu Drive Kailua-Kona HI
￥198,495
￥253,354 total
Nov 1 - Nov 2
includes taxes & fees
Four Seasons Resort Hualalai
72-100 Ka'upulehu Drive Kailua-Kona HI
￥189,720
￥240,561 total
Nov 1 - Nov 2
includes taxes & fees
Royal Kona Resort
75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
￥30,774
￥41,194 total
Oct 18 - Oct 19
includes taxes & fees
8.4/10 Very Good! (3,022 reviews)
"So, for what hotel is it was great! The staff was super friendly and helpful. The hotel is in great need of updating, but was clean enough (room wise). The desk clerk was amazing and let us check in early so we could freshen up for the luau. We had breakfast in the morning and it was so beautiful ..."
Reviewed on Oct 15, 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 pick up a vacation package to this popular destination from ￥401,032 on Expedia. However, how much your vacation 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 vacation packages. Traveling 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 vacation 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 traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Kaupulehu vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays 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 rental car. Check out our great deals to see how much you can save.
When to book a vacation 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 customized Kaupulehu vacation package.
Stay near popular Kaupulehu attractions
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 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 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.
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.
Things to do
Glass-Bottom Boat Tour in Waikoloa
￥7,844
per adult
94% of travellers recommend
Kona Catamaran Day or Sunset Sail aboard Spirit of Aloha
￥13,962
per adult
96% of travellers recommend
Big Island Adventure Bundle: 5 Epic Audio Driving Tours
￥5,489
per traveler
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.