Kaupulehu Vacations

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Find the Best Kaupulehu Vacation Packages

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 AED 4,407 per night from Jun 6 to Jun 7
AED 4,407
AED 5,229 total
includes taxes & fees
6 Jun - 7 Jun
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 1 May 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 AED 4,308 per night from Jun 11 to Jun 12
AED 4,308
AED 5,407 total
includes taxes & fees
11 Jun - 12 Jun
9.4/10 Exceptional! (53 reviews)
"Amazing property. Will come back."

Reviewed on 8 May 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 AED 715 per night from Jun 5 to Jun 6
AED 715
AED 952 total
includes taxes & fees
5 Jun - 6 Jun
8/10 Very Good! (2,581 reviews)
"Please provide an area for recycling. It would be great if you had a placard on the bed that we could leave there to say NOT to change sheets and hanging towels. It would save an enormous amount of energy, water and staff time. Mahalo!"

Reviewed on 31 May 2025

Royal Kona Resort
See all 5,115 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.

Frequently asked questions

How much does a Kaupulehu vacation package cost?
You can pick up a vacation package to this popular destination 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 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.

Discover the most popular places to visit in Kaupulehu

Magic Sands Beach which includes general coastal views, a beach and tropical scenes

Magic Sands Beach

4.5/5(436 reviews)

If a restful vacation is part of your travel plans, Magic Sands Beach might be the perfect place to seek out during your trip to Kailua-Kona. Amble around the area's seaside or seek out the snorkeling spots.

Magic Sands Beach
Kailua Pier featuring general coastal views, tropical scenes and a bay or harbor

Kailua Pier

Find out about the history of Kailua-Kona with a stop at Kailua Pier. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

Kailua Pier
Kahalu\'u Beach Park featuring rugged coastline, a coastal town and tropical scenes

Kahalu'u Beach Park

4.5/5(572 reviews)

During your trip to Kailua-Kona, enjoy the surf and sand at Kahalu'u Beach Park along with the snorkeling. Wander the area's seaside or simply enjoy one of its seafood restaurants.

Kahalu'u Beach Park