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 Kaupulehu Vacation Deals

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
Price was CA $2,183, price is now CA $1,081 per person
CA $1,081
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
7/10 Good! (324 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
Price was CA $2,721, price is now CA $1,280 per person
CA $1,280
per person
Oct 27 - Nov 3
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Kailua-Kona (KOA)
8.6/10 Excellent! (431 reviews)
My husband and I enjoyed the secure building, ample parking, the pool, and the beach next door with shops and restaurants just down the street. Leilani the property manager was attentive and friendly.

Reviewed on Aug. 12, 2025

Hawaii Island Retreat

Hawaii Island Retreat

4 out of 5
Price was CA $3,258, price is now CA $1,766 per person
CA $1,766
per person
Oct 11 - Oct 18
found 20 hours ago
Roundtrip flight included
Montreal (YUL) to Kailua-Kona (KOA)
8/10 Very Good! (14 reviews)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Price was CA $2,669, price is now CA $1,721 per person
CA $1,721
per person
Nov 7 - Nov 13
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,104 reviews)
ワイキキとは違う、でも美しい海が見渡せるすばらしい景観で、お部屋も広くとても快適でした。 チェックイン可能な16時以降でしたがフロントスタッフが1名で、前に並んでいたご家族のチェックインが終わるのに30分程待ちました。 いい意味でも悪い意味でもハワイアンな時間の使い方だなぁと。

Reviewed on Aug. 20, 2025

Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Holualoa Village
Price was CA $2,072, price is now CA $1,366 per person
CA $1,366
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9/10 Wonderful! (193 reviews)
My stay was exceptional! Quite and peaceful, with tranquil views of the forest and ocean!

Reviewed on Jun. 9, 2025

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 2 kilometres 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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Kaupulehu Hotel Deals

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive, Kailua-Kona, HI
The price is CA $1,665 per night from Sep 1 to Sep 2
CA $1,665
CA $1,975 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (462 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
The price is CA $1,645 per night from Aug 22 to Aug 23
CA $1,645
CA $2,064 total
Aug 22 - Aug 23
includes taxes & fees
9.4/10 Exceptional! (60 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
The price is CA $270 per night from Aug 24 to Aug 25
CA $270
CA $359 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (2,627 reviews)
"Overall it was very nice stay. The resort needs renovated but the rooms were still clean and well stocked."

Reviewed on Aug. 20, 2025

Royal Kona Resort
See all 5,466 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Kaupulehu

Kailua Pier

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

Magic Sands Beach

4/5(69 reviews)

Why not spend a carefree afternoon at Magic Sands Beach during your travels in Kailua-Kona?

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

Kahalu'u Beach Park

4.5/5(100 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

CA $103
per adult
100% of travellers recommend
Manta Ray Night Snorkeling Adventure in Kailua-Kona
Big Island Parasailing Experience

Big Island Parasailing Experience

CA $188
per adult
92% of travellers recommend
Big Island Parasailing Experience
See all activities in Kaupulehu

Frequently asked questions

How much does a Kaupulehu vacation package cost?
You can grab a vacation package to this destination from CA $1,081 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?

  1. Pick your dates: The things you'd like to do in Kaupulehu and your favourite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.

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