Kaupulehu Vacations from ￥63,224

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The Latest Kaupulehu Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Castle Kanaloa at Kona

Castle Kanaloa at Kona

3 out of 5
Kahaluu-Keauhou
Save 100% on your flight
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
7.6/10 Good! (442 reviews)
Wonderful ocean front location. Gated security. Enjoyed the pool and hot tub after the day’s adventures. Just note the fees stated that will be paid onsite. Grateful I noticed other reviews stated air conditioning has a separate fee. That wasn’t easily clear in the listing. We went early June and didn’t need A/C for our visit.

Reviewed on Jun 24, 2025

Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
7/10 Good! (320 reviews)
Kona Islander Inn is a great low cost option for staying in Kona. Its location on Alii Drive makes everything walkable.

Reviewed on Jun 15, 2025

Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Save 100% on your flight
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9/10 Wonderful! (73 reviews)
Peaceful and quiet, a great place to unplug and detach from the modern world and all its amenities. The only down side is the outdoor shower. Basically you have to shower early while the sun is still out. We came back late to our cottage and opted to shower in the morning.

Reviewed on Jun 9, 2025

Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Save 100% on your flight
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
9.6/10 Exceptional! (60 reviews)
Gold Experience was awesome!

Reviewed on Jun 25, 2025

Castle at Royal Sea Cliff

Castle at Royal Sea Cliff

2 out of 5
Holualoa Village
Save 100% on your flight
per person
Sep 20 - Sep 22
found 11 hours ago
Roundtrip flight included
Honolulu (HNL) to Kailua-Kona (KOA)
No reviews

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 ￥202,258 per night from Jul 7 to Jul 8
￥202,258
￥239,743 total
Jul 7 - Jul 8
includes taxes & fees
9.6/10 Exceptional! (459 reviews)
"Excellent stay at Hualalai. Great experience in Hawaii that was not too far from the town of Kona that created a peaceful escape but also allowed for exploration of the island of Hawaii"

Reviewed on May 1, 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 ￥177,554 per night from Jul 13 to Jul 14
￥177,554
￥222,228 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (56 reviews)
"My favorite property in Hawaii thus far! Love love love!"

Reviewed on Jul 2, 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 ￥28,121 per night from Aug 3 to Aug 4
￥28,121
￥37,434 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (2,600 reviews)
"Loved our stay! Gorgeous property and awesome staff!!"

Reviewed on Jul 1, 2025

Royal Kona Resort
See all 5,241 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

Big Island Manta Ray Night Snorkel

Big Island Manta Ray Night Snorkel

￥13,597
per adult
96% of travellers recommend
Big Island Manta Ray Night Snorkel
Voyagers of the Pacific Luau at the Royal Kona Resort

Voyagers of the Pacific Luau at the Royal Kona Resort

￥25,688
per adult
86% of travellers recommend
Voyagers of the Pacific Luau at the Royal Kona Resort
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 ￥63,224 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.