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.
Hawaii Island Retreat

Hawaii Island Retreat

4 out of 5
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
8/10 Very Good! (14 reviews)
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Kailua-Kona (KOA)
8.6/10 Excellent! (430 reviews)
Loved the pool and perfect sunset view

Reviewed on Aug. 2, 2025

Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,003 reviews)
I’m almost afraid to review this place because it was so nice and I don’t want others to know about it. The place was beautiful. The room was clean and well-equipped ed. They have self-serve laundry on site with four washing machines and dryers. The staff was wonderful. Only downside is all the food options close early (around 9) so be prepared for that. there is a grocery store down the street though so you can stock up there. The beach was nice. It was wonderful Would definitely stay again.

Reviewed on Jul. 31, 2025

OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
Kahaluu-Keauhou
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
8.6/10 Excellent! (1,020 reviews)
This is probably the nicest place in Kona. Sure if you go all the out to Waikoloa you get 5 star. But the Outrigger has been redone and is quite nice and very spacious.

Reviewed on Aug. 6, 2025

Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Kailua-Kona (KOA)
8.8/10 Excellent! (1,104 reviews)
When we checked in, we found out we were on the third floor. The elevator was broken. I had just had foot surgery within the last three weeks and had just been hospitalized for a week 10 days prior to our arrival. Third floor without an elevator was not an option. Luanne at the front desk did find us a first floor room with a working elevator. When we got into the room, we found the sleeping arrangements would not accommodate the four of us. They ended up putting us in two rooms for four of the five nights. Originally they were going to charge us for the second room, but then comped us for the second room- we did all have to stay on the third floor, without an elevator, for our last night. Luanne and Sandy were wonderful! Very thankful that they could get my daughter and myself on the first floor room.

Reviewed on Jul. 31, 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

Ready to book your vacation to 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 $1,649 per night from Aug 18 to Aug 19
CA $1,649
CA $1,956 total
Aug 18 - Aug 19
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 $1,822 per night from Sep 1 to Sep 2
CA $1,822
CA $2,271 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (58 reviews)
"Just lack of enough staffs in the main lobby to take care of us"

Reviewed on Aug. 4, 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 $267 per night from Aug 10 to Aug 11
CA $267
CA $356 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (2,609 reviews)
"Beautiful resort. We stayed in a newly renovated room on the top floor and the views are fantastic. We enjoyed walking to nearby restaurants and shops."

Reviewed on Aug. 3, 2025

Royal Kona Resort
See all 5,444 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

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

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

Kahalu'u Beach Park

What to do in Kaupulehu

Deluxe Snorkel & Dolphin Watch

Deluxe Snorkel & Dolphin Watch

CA $156
per adult
94% of travellers recommend
Deluxe Snorkel & Dolphin Watch
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
Sunset private charter

Glass-Bottom Boat Reef Tour

CA $97
per adult
86% of travellers recommend
Glass-Bottom Boat Reef Tour
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 $1,516 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.