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.
Sea Village

Sea Village

3.5 out of 5
Holualoa Village
Price was CA $2,114, price is now CA $1,571 per person
CA $1,571
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
8.8/10 Excellent! (158 reviews)
Nice place, good value. Great overall experience.

Reviewed on Jun 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 $3,623, price is now CA $2,614 per person
CA $2,614
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kailua-Kona (KOA)
8.4/10 Very good! (492 reviews)
The check in process was very easy, even for late check in. The property was beautiful. We had an ocean view. There was construction going on in other parts of the complex, but did not bother us. They offered beach chairs and pool noodles for the nice pool. Had the pool to ourselves most times. Loved to be able to walk out and see the sunset every night. The room was nice. Loved having laundry and a full sized fridge. The fridge had some rust and the pull out bed had some kind of sand or something on it, but we just used one of our sheets to cover over it. The staff was very friendly. We loved the location. Just a short walk to the shops and restaurants in town. Overall we had a great experience!

Reviewed on Jun 13, 2026

Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Price was CA $2,559, price is now CA $1,853 per person
CA $1,853
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Kailua-Kona (KOA)
7/10 Good! (364 reviews)
Liked the front desk staff, and the location. Room was okay, but small.

Reviewed on Jun 20, 2026

Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Holualoa Village
Price was CA $3,709, price is now CA $2,708 per person
CA $2,708
per person
Jul 26 - Aug 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) 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

Stylish Villa with Pool Access

Stylish Villa with Pool Access

4 out of 5
Price was CA $3,214, price is now CA $2,434 per person
CA $2,434
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kailua-Kona (KOA)
No reviews

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 Dovetail and Honl's Beach.

Find hotels in Holualoa Village

Kaupulehu Hotel Deals

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 $2,127 per night from Jul 9 to Jul 10
CA $2,127
CA $2,684 total
Jul 9 - Jul 10
includes taxes & fees
9.2/10 Wonderful! (93 reviews)
"Fantastic experience staying at the Kona Village Resort. Staff's attention to detail was phenomenal. The atmosphere was like Paradise. Food was delicious, too. Everything you could want in a special vacation."

Reviewed on Jun 13, 2026

Kona Village, A Rosewood Resort
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive Kailua-Kona HI
The price is CA $2,064 per night from Jul 2 to Jul 3
CA $2,064
CA $2,462 total
Jul 2 - Jul 3
includes taxes & fees
9.6/10 Exceptional! (494 reviews)
"This is an exceptional property, large, expansive and beautifully integrated into the landscape. The staff is exceptional and will impress you from the moment of your arrival. The rooms are nicely decorated in an authentic, local character. We only dined at one restaurant, ULU, and it was excellent. ..."

Reviewed on Jun 13, 2026

Four Seasons Resort Hualalai
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr Waikoloa HI
Fully refundableReserve now, pay when you stay
The price is CA $460 per night from Jul 8 to Jul 9
CA $460
CA $617 total
Jul 8 - Jul 9
includes taxes & fees
8.4/10 Very good! (1,184 reviews)
"This property is a beautiful location and offers a variety of activities. The staff was very helpful and willing to be of service. I would recommend this property to anyone!"

Reviewed on Jun 24, 2026

Hilton Waikoloa Village
See all 5,600 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
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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 $1,571 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.

Discover the most popular places to visit in Kaupulehu

Kua Bay

Kua Bay

Get off the beaten track to discover one of Hawaii’s most serene stretches of coast.

Kua Bay
Manini'owali Beach

Manini'owali Beach

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 romantic area.

Manini'owali Beach

Four Seasons Resort Hualalai Golf Course

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.

Four Seasons Resort Hualalai Golf Course

Things to do

Young girl holding a sea urchin on the glass bottom boat in the Pacific Ocean near the Big Island of Hawaii

Glass-Bottom Boat Tour in Waikoloa

CA $69
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
Snow covering the top of the Mauna Kea volcano in Hawaii

Mauna Kea Summit & Stars Adventure

CA $457
per traveller
90% of travellers recommend
Mauna Kea Summit & Stars Adventure
Pelagic Whale Watch Tour

Guaranteed Dolphin and Whale Watch

CA $179
per adult
100% of travellers recommend
Guaranteed Dolphin and Whale Watch
See all activities in Kailua-Kona
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.