Kaupulehu Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Kaupulehu Beach Holiday

Whether you're travelling by yourself or with the whole family, it'll be easy to kick back and relax on your Kaupulehu holiday. 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 kilometres from the city centre, is a great choice for those who value convenience. Many visitors also book Kaupulehu holiday deals closer to Kailua-Kona Beaches, another excellent option.

Things You Should Know About Kaupulehu

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$2,112 per night from 5 Jul to 6 Jul
S$2,112
5 Jul - 6 Jul
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 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 S$1,958 per night from 13 Jul to 14 Jul
S$1,958
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (56 reviews)
"My favorite property in Hawaii thus far! Love love love!"

Reviewed on 2 Jul, 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$330 per night from 3 Aug to 4 Aug
S$330
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (2,601 reviews)
"great"

Reviewed on 1 Jul, 2025

Royal Kona Resort
See all 5,244 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.

Popular places to visit

Kaloko-Honokohau National Historical Park

Kaloko-Honokohau National Historical Park

4/5(1 review)

Learn all about the ancient culture and traditions of native Hawaiian populations at this fascinating national park, home to both archaeological and natural wonders.

Kaloko-Honokohau National Historical Park
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 Kaupulehu 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

What to do in Kaupulehu

Manta Ray Night Snorkeling Adventure in Kailua-Kona

Manta Ray Night Snorkeling Adventure in Kailua-Kona

S$96
per adult
100% of travellers recommend
Manta Ray Night Snorkeling Adventure in Kailua-Kona
Big Island Parasailing Experience

Big Island Parasailing Experience

S$113
per adult
88% of travellers recommend
Big Island Parasailing Experience
See all activities in Kaupulehu

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.

* 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.