Kaupulehu Holidays

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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 showing 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 S$1,997 per night from 14 Dec to 15 Dec
S$1,997
14 Dec - 15 Dec
includes taxes & fees
9.4/10 Exceptional! (71 reviews)
I have to rant about this place. I have traveled all over the world and this resort is the most beautiful place I have been. The food is out of this world. The staff is absolutely the best I have ever seen. The rooms are top notch all the way. I can’t not say enough about this resort and the people ...

Reviewed on 22 Nov, 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 S$1,846 per night from 30 Nov to 1 Dec
S$1,846
30 Nov - 1 Dec
includes taxes & fees
9.6/10 Exceptional! (474 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
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
78-128 Ehukai Street Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is S$332 per night from 15 Dec to 16 Dec
S$332
15 Dec - 16 Dec
includes taxes & fees
8.6/10 Excellent! (1,019 reviews)
Overall very nice! Lobby was gorgeous. They are doing some construction in some outdoor parts, so didn’t get the full experience of their grounds. Rooms and pool areas were nice. Wait staff at pools would have been a nice option. Food and drinks at the pool bar were a little lackluster for the price. ...

Reviewed on 26 Nov, 2025

OUTRIGGER Kona Resort and Spa
See all 5,581 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

Kua Bay which includes a beach and a coastal town

Kua Bay

Leave the crowds behind and head to this hidden beach paradise, one of Hawaii Island’s best-kept secrets.

Kua Bay

Four Seasons Resort Hualalai Golf Course

Play a round of golf in Kailua-Kona at Four Seasons Resort Hualalai Golf Course, and enjoy other activities such as snorkelling. Wander through the beautiful beaches and seaside in this romantic area.

Four Seasons Resort Hualalai Golf Course

Kaʻupulehu Cultural Center

You can learn about the history of Kailua-Kona with a trip to Kaʻupulehu Cultural Center. Discover the sunsets in this relaxing area or seek out the snorkelling spots.

Kaʻupulehu Cultural Center

Things to do

Hawaii’s GOAT Experience: Mauna Kea Summit, Sunset & Stars

Big Island GOAT Experience: Mauna Kea Summit, Sunset & Stars

S$378
per adult
94% of travellers recommend
Big Island GOAT Experience: Mauna Kea Summit, Sunset & Stars
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

S$65
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
Captain Cook Reef Snorkeling of Kealakekua Bay

Captain Cook Reef Snorkeling of Kealakekua Bay

S$105
per adult
Captain Cook Reef Snorkeling of Kealakekua Bay
See all activities in Kailua-Kona

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.