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.
  • 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 - KOA2 stops KOA - MEL2 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
  • Aug 14 - Aug 28

    Fairway Villas Waikoloa by OUTRIGGER + Flight

    Waikoloa
    14 nights
    4.0 star property
    8.8/10 - Excellent (522 reviews)
    "Highly recommend!"
    Reviewed May 30, 2026
    Return Melbourne (MEL) - Kona Coast (KOA)
    MEL - KOA2 stops KOA - MEL2 stops
    Save 100% on your flight
    AU$7,403
    AU$4,345
    per traveller
    found 1 day ago
    Fairway Villas Waikoloa by OUTRIGGER
  • Aug 14 - Aug 28

    OUTRIGGER Kona Resort & Spa + Flight

    Keauhou
    14 nights
    4.0 star property
    8.8/10 - Excellent (1,091 reviews)
    "Second time staying here and we love how relaxing and not-busy this resort is. Unfortunately, this time there were some issues that could’ve been and should’ve been handled. We had 2 rooms and both didn’t have any soap for bathroom sink provided. We had to call housekeeping to get some so that we could wash our hands after using the bathroom and it took over and hour and 2 calls to get it. We found cockroaches in a couple of areas (the pool and outside our room) and when we called to have..."
    Reviewed May 31, 2026
    Return Melbourne (MEL) - Kona Coast (KOA)
    MEL - KOA2 stops KOA - MEL2 stops
    Save 100% on your flight
    AU$6,385
    AU$3,755
    per traveller
    found 1 day ago
    OUTRIGGER Kona Resort & Spa
  • Aug 14 - Aug 28

    Royal Sea Cliff Kona by OUTRIGGER + Flight

    Holualoa Village
    14 nights
    4.0 star property
    8.6/10 - Excellent (585 reviews)
    "It was a 9 out 10 the only thing was the parking guest can only park in parking stalls without numbers because there’s residence that live there so finding a parking spot with no number is slim pickings but besides that the place is amazing kitchen was perfect. Everything we needed room was a 10 beautiful property had an amazing time. Quiet not a place for small kids real relaxed would stay there again no questions asked"
    Reviewed May 1, 2026
    Return Melbourne (MEL) - Kona Coast (KOA)
    MEL - KOA2 stops KOA - MEL2 stops
    Save 100% on your flight
    AU$6,511
    AU$3,889
    per traveller
    found 1 day ago
    Royal Sea Cliff Kona by OUTRIGGER
  • Aug 14 - Aug 28

    Sea Village + Flight

    Holualoa Village
    14 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 Melbourne (MEL) - Kona Coast (KOA)
    MEL - KOA2 stops KOA - MEL2 stops
    Save 100% on your flight
    AU$7,113
    AU$4,252
    per traveller
    found 1 day ago
    Sea Village

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

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$2,000 per night from 6 June to 7 June
AU$2,000
6 June - 7 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$2,409 per night from 6 June to 7 June
AU$2,409
6 June - 7 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$350 per night from 7 June to 8 June
AU$350
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
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.

Discover the most popular places to visit in Kaupulehu

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.