Kaupulehu Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Sascia EmMa

Where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
Sadie Seymour Botanical Garden featuring tropical scenes and a park

Holualoa Village

While visiting Holualoa Village, you might make a stop by sights like Sadie Seymour Botanical Garden and Honl's Beach.

Find hotels in Holualoa Village

Top hotels in Kaupulehu

Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
72 300 Maheawalu Drive Kailua-Kona HI
The price is 28.249.083 ₫ per night from 25 Jan to 26 Jan
28.249.083 ₫
36.478.419 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9.6/10 Exceptional! (73 reviews)
Amazing in every way.

Reviewed on 31 Dec 2025

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 36.776.600 ₫ per night from 25 Jan to 26 Jan
36.776.600 ₫
43.868.389 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9.6/10 Exceptional! (475 reviews)
What an amazing property but even more importantly what a superamazing staff!! Ryan deserves all the credit. Her quick thinking kindness solved our issue so elegantly. This is indeed a VIP in all the senses. The fact that she is so likeablle made it even better!! Isiah from in room dining was great ...

Reviewed on 15 Oct 2025

Four Seasons Resort Hualalai
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
75-5646 Palani Rd Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is 4.580.158 ₫ per night from 27 Jan to 28 Jan
4.580.158 ₫
6.216.862 ₫ total
27 Jan - 28 Jan
includes taxes & fees
8.2/10 Very Good! (2,154 reviews)
Price and location

Reviewed on 12 Jan 2026

PACIFIC 19 Kona
See all 5,582 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 holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday packages. Travelling 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 holiday 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 travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Kaupulehu holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and stays separately. Better still, you can personalise 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 holiday 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 customised Kaupulehu holiday package.

Popular places to visit

Manini'owali Beach

Manini'owali Beach

If a restful holiday is part of your travel plans, Manini'owali Beach might be the perfect place to visit during your trip to Kailua-Kona. Take some time to visit the spas in this relaxing area.

Manini'owali Beach
Magic Sands Beach

Magic Sands Beach

Why not spend a care-free afternoon at Magic Sands Beach during your travels in Kailua-Kona?

Magic Sands Beach
Kahalu\'u Beach Park which includes rugged coastline, a coastal town and surfing

Kahalu'u Beach Park

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

Kahalu'u Beach Park