Kaupulehu Holidays

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Your Kaupulehu Holiday

With a Kaupulehu holiday package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your journey has been taken care of before you depart, so you can spend more time experiencing this awesome city. A trip to Kaupulehu is a terrific opportunity to go sightseeing. Be sure to look around renowned attractions like Four Seasons Resort Hualalai Golf Course, Kua Bay and Kailua-Kona Beaches. Expedia has what you need to escape your routine. Tailor your holiday to Kaupulehu to suit your travel style, whatever that may be!

Price found within the past 48 hours. Click for updated prices.
  • 2 outdoor pools, pool loungers
    Jul 21 - Jul 29

    Lea Casa at Casa de Emdeko + Flight

    Holualoa Village
    8 nights
    3.5 star property
    9.0/10 - Wonderful (77 reviews)
    "This place was awesome, it’s right on the beach and we saw eels, crabs, and fish playing in the reef below. Perfect viewing for sunsets as well. Check in and out was a breeze. Having the full kitchen is nice so we could cook breakfast before we went out and explored. Having the beach towels, coolers, and chairs already at the place really helped when packing for the trip. The place is beautiful surrounded with amazing plants all around. Perfect place to stay in Hawaii. "
    Reviewed April 18, 2026
    Return • Oahu (HNL) - Kona Coast (KOA)
    HNL - KOA • Direct KOA - HNL • Direct
    AU$3,374
    AU$1,581
    per traveller
    found 1 hour ago
    Lea Casa at Casa de Emdeko
  • Exterior
    Aug 14 - Aug 28

    Kona Reef, A Raintree Vacation Club Resort + Flight

    Historic Kailua Village
    14 nights
    3.0 star property
    8.4/10 - Very good (490 reviews)
    "The condo was very nice and clean; with all you needed to enjoy the stay. The only issue we had was that the toilet had a leak at the base and caused the bathroom floor to be wet. We did let the office know but it was not fixed by the time we had to leave. We solved the problem by wrapping a beach towel around the base on the toilet."
    Reviewed May 2, 2026
    Return • Melbourne (MEL) - Kona Coast (KOA)
    MEL - KOA • 2 stops KOA - MEL • 2 stops
    Save 100% on your flight
    AU$6,848
    AU$3,592
    per traveller
    found 1 day ago
    Kona Reef, A Raintree Vacation Club Resort
  • Waterslide
    Jul 21 - Jul 29

    OUTRIGGER Kona Resort & Spa + Flight

    Keauhou
    8 nights
    4.0 star property
    8.8/10 - Excellent (1,093 reviews)
    "Staff had alot of Aloha, very friendly and hotel was clean and comfortable."
    Reviewed June 2, 2026
    Return • Oahu (HNL) - Kona Coast (KOA)
    HNL - KOA • Direct KOA - HNL • Direct
    AU$3,021
    AU$1,588
    per traveller
    found 1 hour ago
    OUTRIGGER Kona Resort & Spa
  • Exterior
    Jul 21 - Jul 29

    Sea Village + Flight

    Holualoa Village
    8 nights
    3.5 star property
    8.8/10 - Excellent (155 reviews)
    "Most amazing views. We enjoyed sunset every night. The washer/dryer and fully stocked kitchen were part of why I booked here and it was much appreciated. We utilized both amenities. We did not want to leave- absolutely loved the oceanfront views."
    Reviewed May 28, 2026
    Return • Oahu (HNL) - Kona Coast (KOA)
    HNL - KOA • Direct KOA - HNL • Direct
    AU$3,391
    AU$1,892
    per traveller
    found 1 hour ago
    Sea Village
  • Outdoor pool
    Jul 21 - Jul 29

    Fairway Villas Waikoloa by OUTRIGGER + Flight

    Waikoloa
    8 nights
    4.0 star property
    8.8/10 - Excellent (522 reviews)
    "Highly recommend!"
    Reviewed May 30, 2026
    Return • Oahu (HNL) - Kona Coast (KOA)
    HNL - KOA • Direct KOA - HNL • Direct
    AU$3,841
    AU$2,149
    per traveller
    found 1 hour ago
    Fairway Villas Waikoloa by OUTRIGGER

Our guide on where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
Panorama, coconut palms on golf course fairways

Keauhou

1 out of top 10 points of interest in this area

This ancient Hawai’ian haven on the Kona coast sits on a beautiful shoreline dotted with temples, schools of magnificent manta rays and luxurious resorts.

Find hotels in Keauhou

Our pick of the best 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 AU$1,996 per night from 21 June to 22 June
AU$1,996
21 June - 22 June
includes taxes & fees
9.6/10 Exceptional! (492 reviews)
"Excellent property and staff. Food was mediocre at best."

Reviewed on 23 May 2026

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 AU$2,721 per night from 16 June to 17 June
AU$2,721
16 June - 17 June
includes taxes & fees
9.4/10 Exceptional! (88 reviews)
"Incredible place. A ++"

Reviewed on 26 May 2026

Kona Village, A Rosewood Resort
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 AU$349 per night from 7 June to 8 June
AU$349
7 June - 8 June
includes taxes & fees
8.4/10 Very Good! (2,611 reviews)
"Nice updates and good value"

Reviewed on 1 June 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.
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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.

Discover the most popular places to visit in Kaupulehu

Kua Bay

Kua Bay

4/5(4 reviews)

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

5/5(1 review)

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

Kikaua Point Beach Park

Why not spend a lazy afternoon at Kikaua Point Beach Park during your trip to Kukio? Stroll along the beaches or visit the spas in this relaxing area.

Kikaua Point Beach Park

Activities

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

AU$69
per adult
94% of travellers recommend
Glass-Bottom Boat Tour in Waikoloa
Snow covering the top of the Mauna Kea volcano in Hawaii

Mauna Kea Summit & Stars Adventure

AU$455
per traveller
90% of travellers recommend
Mauna Kea Summit & Stars Adventure
Pelagic Whale Watch Tour

Guaranteed Dolphin and Whale Watch

AU$178
per adult
100% of travellers recommend
Guaranteed Dolphin and Whale Watch
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.