Kaupulehu Vacations from $547

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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.

The Latest Kaupulehu vacation packages

Price found within the past 48 hours. Click for updated prices.
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Save 100% on your flight
Price was $834, price is now $547 per person
$547
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
7/10 Good! (325 reviews)
Pleasantly surprised! Close to everything!

Reviewed on Aug 13, 2025

Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Save 100% on your flight
Price was $1,250, price is now $657 per person
$657
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
8.6/10 Excellent! (435 reviews)
Staff was great. The screen door to the patio in unit E-3 is a pain to open. It could use some work. Other than that, happy with the stay, and would stay again on my next visit to Kona.

Reviewed on Sep 16, 2025

Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
Price was $1,531, price is now $931 per person
$931
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,110 reviews)
The tv in the bedroom did not work

Reviewed on Sep 17, 2025

Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
Price was $3,359, price is now $2,131 per person
$2,131
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,004 reviews)
The hotel is 6 stories with great ocean views and lovely sitting areas. Loved walking down to the beach and having a chaise and towels available. The pools were also inviting.

Reviewed on Sep 12, 2025

Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Holualoa Village
Save 100% on your flight
Price was $1,371, price is now $898 per person
$898
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
9/10 Wonderful! (977 reviews)
Amazing property and centrally located

Reviewed on Sep 10, 2025

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Discover the most popular places to visit in Kaupulehu

Kailua Pier featuring general coastal views, tropical scenes and a bay or harbor

Kailua Pier

Find out about the history of Kailua-Kona with a stop at Kailua Pier. Stroll along the seaside or discover the area's beautiful sunsets.

Kailua Pier
Magic Sands Beach which includes general coastal views, a beach and tropical scenes

Magic Sands Beach

4.5/5(436 reviews)

One of the closest beaches to Kona, this stretch of sand on the Big Island earned its name for an unusual shoreline occurrence.

Magic Sands Beach
Kahalu\'u Beach Park featuring rugged coastline, a coastal town and tropical scenes

Kahalu'u Beach Park

4.5/5(572 reviews)

Snorkel with tropical fish and swim with sea turtles at this great dive location.

Kahalu'u Beach Park

What to do in Kaupulehu

Manta Ray Night Snorkeling Adventure in Kailua-Kona

Manta Ray Night Snorkeling Adventure in Kailua-Kona

$75
per adult
100% of travellers recommend
Manta Ray Night Snorkeling Adventure in Kailua-Kona
Captain Cook Dinner Cruise to Kealakekua Bay

Captain Cook Dinner Cruise to Kealakekua Bay

$189
per adult
90% of travellers recommend
Captain Cook Dinner Cruise to Kealakekua Bay
See all activities in Kaupulehu

Kaupulehu Hotel Deals

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive, Kailua-Kona, HI
$1,208 nightly
The price is $1,424 total per night from Sep 25 to Sep 26
$1,424 total
Sep 25 - Sep 26
Total with taxes and fees
9.6/10 Exceptional! (463 reviews)
"Beautiful grounds, attentive staff and excellent facilities. Everything top-notch."

Reviewed on Jul 7, 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
$1,270 nightly
The price is $1,498 total per night from Oct 9 to Oct 10
$1,498 total
Oct 9 - Oct 10
Total with taxes and fees
9.4/10 Exceptional! (62 reviews)
"The best resort we’ve ever stayed in! 100 % Coming back next year"

Reviewed on Aug 15, 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
$220 nightly
The price is $259 total per night from Sep 22 to Sep 23
$259 total
Sep 22 - Sep 23
Total with taxes and fees
8/10 Very Good! (2,648 reviews)
"Room was perfect"

Reviewed on Sep 15, 2025

Royal Kona Resort
See all 5,493 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.

Kaupulehu Beach Vacation

Whether you're traveling by yourself or with the whole family, it'll be easy to kick back and relax on your Kaupulehu vacation. Grab a bucket and hunt around for unique seashells or kick back on the shore and listen to the waves. Whatever you like to do, your trip to Kaupulehu is sure to be memorable. Manini'owali Beach, located 1 mile (2 km) from the city center, is a great choice for those who value convenience. Many visitors also book Kaupulehu vacation deals closer to Kailua-Kona Beaches, another excellent option.

Things You Should Know About Kaupulehu

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Frequently asked questions

How much does a Kaupulehu vacation package cost?
You can pick up a vacation package to this popular destination from $547 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?
If you'd like to snag a cheap Kaupulehu vacation package, consider traveling in April, May and September. You'll usually find better rates on hotels and flights during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Kaupulehu?
Usually, a handful of days is enough to check out the main sights during your Kaupulehu vacation. But if you want to have time to chill out or take day tours, think about extending your trip.
Is it worth booking a vacation package to Kaupulehu?
Kaupulehu offers everything you need for a wonderful escape. Begin your Kaupulehu vacation on a high note by exploring major attractions like Kua Bay.
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?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Kaupulehu.
  2. Set your budget: Consider costs like flights, transportation and food when working out how much to set aside for your trip to Kaupulehu. Then, choose a hotel that matches your budget, whether that's an economical option or a deluxe getaway.
  3. Use our trip planning tool to discover Kaupulehu: Research every aspect of your trip to Kaupulehu with this handy planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how many days away: Start by compiling a list of the activities and sights you want to get to in Kaupulehu. Then, estimate how long you'll need for each, as well as any travel time.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Kaupulehu vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some fun things to do in Kaupulehu. Book tickets or make reservations in advance to save time and avoid the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Kaupulehu vacation packages?
If you're anything like us, you love exploring new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Kaupulehu vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.