Kaupulehu Vacations from ￥69,272

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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
Price was ￥159,428, price is now ￥69,272 per person
￥69,272
per person
Sep 27 - Oct 2
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) 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
Price was ￥344,822, price is now ￥206,106 per person
￥206,106
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
8.6/10 Excellent! (432 reviews)
We really enjoyed our stay. The staff was friendly, the condo was roomy and cozy. The only reason I didn’t leave 5 stars is because the pool was having maintenance done 4 out of the 6 days we were there and we weren’t made aware prior. Also, the extra linens for the pull out bed were soiled. But having a washer and dryer in the condo it was an easy fix.

Reviewed on Aug 24, 2025

Castle Kanaloa at Kona

Castle Kanaloa at Kona

3 out of 5
Kahaluu-Keauhou
Save 100% on your flight
Price was ￥119,706, price is now ￥74,308 per person
￥74,308
per person
Sep 27 - Oct 2
found 21 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
7.6/10 Good! (451 reviews)
The view of this property was simply out of this world amazing. Every single morning we felt like we were in heaven! The room was lovely with plenty of space for everyone in our party. It almost felt like we were in a place outside of time. We will definitely be coming back here.

Reviewed on Jul 25, 2025

Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Save 100% on your flight
Price was ￥114,941, price is now ￥77,112 per person
￥77,112
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9/10 Wonderful! (75 reviews)
It's a very unique place to stay and you're truly surrounded by nature. At night the frogs and insects are loud and it rained one night we were there and that was very loud! It would have been nice to have a fan in the tent since it was very hot on our first night. Bathrooms, showers, and the kitchen were fairly close but it was a bit of a walk every time you need to go. We couldn't figure out where the main house or place where staff were was so we were mainly alone during our stay. The video they sent us on how to find our tent was helpful and necessary. It would also be helpful to provide a wheelbarrow or cart to help get luggage from the car to the tents. It is a bit of a walk carrying everything. Overall we enjoyed it as an adventure but we're glad it was only 2 nights.

Reviewed on Aug 10, 2025

Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
Price was ￥458,282, price is now ￥322,168 per person
￥322,168
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Kailua-Kona (KOA)
9.2/10 Wonderful! (1,000 reviews)
Beautiful resort - peaceful beach, quiet rooms, multiple options for relaxing in the sun and/or shade and accessing water for a cool dip. The Canoe restaurant is absurdly overpriced. A glass of cab wine for $38 and standard cocktails at $27? We easily hit $450 after tip for two people. Good luck finding an ice machine - one per floor and hidden away in a staff only closet. The beach scene is wonderful - as was the beach waitstaff. The early morning water excursions were great. Skip the Luau - it felt like a large format wedding tucked back behind the hotel away from the water/no view of the sunset. However, if you really want the luau experience, pay up for the VIP tickets for superior seating and open bar.

Reviewed on Aug 19, 2025

Find the Best Kaupulehu Vacation Packages

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 kilometers 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

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 ￥177,276 per night from Aug 31 to Sep 1
￥177,276
￥210,301 total
Aug 31 - Sep 1
includes taxes & 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
The price is ￥175,208 per night from Aug 27 to Aug 28
￥175,208
￥219,749 total
Aug 27 - Aug 28
includes taxes & fees
9.4/10 Exceptional! (61 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 ￥27,717 per night from Sep 1 to Sep 2
￥27,717
￥37,053 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (2,642 reviews)
"Ok"

Reviewed on Aug 25, 2025

Royal Kona Resort
See all 5,463 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.

Discover the most popular places to visit in Kaupulehu

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
Kaloko-Honokohau National Historical Park featuring tropical scenes, general coastal views and a sandy beach

Kaloko-Honokohau National Historical Park

4.5/5(286 reviews)

Discover ancient Hawaii at this historic settlement.

Kaloko-Honokohau National Historical Park
Kamakahonu Beach showing general coastal views, a beach and tropical scenes

Kamakahonu Beach

Why not spend a lazy afternoon at Kamakahonu Beach during your trip to Kailua-Kona? Discover the beautiful sunsets and top-notch restaurants in this walkable area.

Kamakahonu Beach

What to do in Kaupulehu

Manta Ray Night Snorkeling Adventure in Kailua-Kona

Manta Ray Night Snorkeling Adventure in Kailua-Kona

￥11,085
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

￥27,962
per adult
90% of travellers recommend
Captain Cook Dinner Cruise to Kealakekua Bay
See all activities in Kaupulehu

Frequently asked questions

How much does a Kaupulehu vacation package cost?
You can pick up a vacation package to this popular destination from ￥69,272 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?
August, October and December are the best times to search for cheap Kaupulehu vacation packages. Traveling in less busy months means you can usually find better prices on flights and hotels.
How many days is enough for Kaupulehu?
The ideal duration for your Kaupulehu vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
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 right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Kaupulehu.
  2. Set a budget: Factor in expenses such as flights, transportation and food when calculating how much to set aside for your trip to Kaupulehu. Then, pick a property that matches your budget, whether that's an economical option or a more luxurious getaway.
  3. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in Kaupulehu. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Kaupulehu vacation package.

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