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

Lea Casa at Casa de Emdeko

3.5 out of 5
Holualoa Village
Price was CA $3,625, price is now CA $2,237 per person
CA $2,237
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9/10 Wonderful! (77 reviews)
This place was awesome, it’s right on the beach and we saw eels, crabs, and fish playing in the reef below. Perfect viewing for sunsets as well. Check in and out was a breeze. Having the full kitchen is nice so we could cook breakfast before we went out and explored. Having the beach towels, coolers, and chairs already at the place really helped when packing for the trip. The place is beautiful surrounded with amazing plants all around. Perfect place to stay in Hawaii.

Reviewed on Apr 18, 2026

Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Price was CA $3,742, price is now CA $2,368 per person
CA $2,368
per person
Jul 14 - Jul 19
just found
Roundtrip flight included
Edmonton (YEG) to Kailua-Kona (KOA)
8.4/10 Very Good! (489 reviews)
The condo was very nice and clean; with all you needed to enjoy the stay. The only issue we had was that the toilet had a leak at the base and caused the bathroom floor to be wet. We did let the office know but it was not fixed by the time we had to leave. We solved the problem by wrapping a beach towel around the base on the toilet.

Reviewed on May 2, 2026

Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Price was CA $6,202, price is now CA $4,091 per person
CA $4,091
per person
Jun 13 - Jun 19
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Kailua-Kona (KOA)
9.4/10 Exceptional! (1,002 reviews)
Mauna Lani is one of the best properties we have ever stayed at. The staff is amazing and their subtle but amazing hospitality was wonderful. I just loved everything and the team was around to help with all our needs.

Reviewed on May 8, 2026

Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Holualoa Village
Price was CA $3,766, price is now CA $2,661 per person
CA $2,661
per person
Jul 19 - Jul 26
found 6 hours ago
Roundtrip flight included
Vancouver (YVR) to Kailua-Kona (KOA)
8.6/10 Excellent! (583 reviews)
It was a 9 out 10 the only thing was the parking guest can only park in parking stalls without numbers because there’s residence that live there so finding a parking spot with no number is slim pickings but besides that the place is amazing kitchen was perfect. Everything we needed room was a 10 beautiful property had an amazing time. Quiet not a place for small kids real relaxed would stay there again no questions asked

Reviewed on May 1, 2026

Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

4 out of 5
Price was CA $5,337, price is now CA $3,967 per person
CA $3,967
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
9/10 Wonderful! (10 reviews)
Very comfortable. Kitchen was well stocked with plates, pots & pans. Even had beach chairs, beach umbrellas, beach towels, snorkel gear, boogie boards and a wagon to haul. Whole family (including 2 teens) loved. Would stay here again!

Reviewed on Aug 16, 2025

Where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
Aerial view of Kahikolu Congregation Church, Kealakekua Bay, Big Island, Hawaii, United States of America, North America

Holualoa Village

While visiting Holualoa Village, you might make a stop by sights like Honl's Beach and Sadie Seymour Botanical Garden.

Find hotels in Holualoa Village

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 $1,641 per night from May 31 to Jun 1
CA $1,641
CA $1,959 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (488 reviews)
I cannot begin to explain the EXCEPTIONAL service, amenities, accommodations and experience at this resort. We fell in love with Hualalai and will 1000% be returning. I came here with my husband for my 50th birthday and was treated with such kindness. The staff here are above and beyond and honestly, ...

Reviewed on May 6, 2026

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 $2,333 per night from May 17 to May 18
CA $2,333
CA $2,922 total
May 17 - May 18
includes taxes & fees
9.4/10 Exceptional! (87 reviews)
Beyond lovely! A spectacular resort.

Reviewed on May 1, 2026

Kona Village, A Rosewood Resort
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
75-5646 Palani Rd Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is CA $243 per night from May 13 to May 14
CA $243
CA $329 total
May 13 - May 14
includes taxes & fees
8.4/10 Very Good! (2,583 reviews)
Location was great. Walkable to town which is right there. Partial view room was great. Had our own “back deck.” Water and ice machine were nice. Coffee bar in the am was very basic. Just coffee. Pay for parking $25/night and make sure you park in the lines. We received a less than polite call informing ...

Reviewed on May 9, 2026

PACIFIC 19 Kona
See all 5,575 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
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Family Vacations

Frequently asked questions

How much does a Kaupulehu vacation package cost?
You can grab a vacation package to this destination from CA $2,237 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.