Kaupulehu Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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 Honl's Beach and Sadie Seymour Botanical Garden.

Find hotels in Holualoa Village

Top hotels in Kaupulehu

Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive, Kailua-Kona, HI
The price is S$1,844 per night from 10 Oct to 11 Oct
S$1,844
10 Oct - 11 Oct
includes taxes & fees
9.6/10 Exceptional! (466 reviews)
"Beautiful resort, wonderful staff, they make you feel like they know you and are incredibly quick and helpful. Room was modern and clean, all facilities very clean. Don’t miss doing reiki with Kyle at the spa!!"

Reviewed on 1 Oct, 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 S$1,758 per night from 28 Oct to 29 Oct
S$1,758
28 Oct - 29 Oct
includes taxes & fees
9.4/10 Exceptional! (64 reviews)
"Food was not great…. Every restaurant has the same menu…. Food wasn’t worth the trip or the price…. But the staff and surroundings were fab…. Went to the Canoe House for great food ( Mauna Lani)"

Reviewed on 30 Sept, 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 S$336 per night from 13 Oct to 14 Oct
S$336
13 Oct - 14 Oct
includes taxes & fees
8.2/10 Very Good! (2,681 reviews)
"Very helpful staff. Beautiful resort. Thanks"

Reviewed on 6 Oct, 2025

Royal Kona Resort
See all 5,549 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 romantic area or seek out the snorkelling spots.

Kaʻupulehu Cultural Center

Things to do

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$64
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$116
per adult
Captain Cook Reef Snorkeling of Kealakekua Bay
Manta Ray Night Snorkel Experience of a Lifetime

Manta Ray Night Snorkel Experience of a Lifetime

S$139
per adult
100% of travellers recommend
Manta Ray Night Snorkel Experience of a Lifetime
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.