Hoolehua Vacation Packages

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Your Hoolehua Vacation

When you book a Hoolehua vacation package, you can really enjoy your adventure to the fullest. Delve into the best parts of this exciting city knowing that all your travel arrangements have been looked after before you go. Every trip to Hoolehua needs a well-planned itinerary. Fill yours with famous sights like Kapuaiwa Coconut Grove, Molokaʻi Museum & Cultural Center and Ironwood Hills Golf Club. Check out Expedia's extensive range of travel options and start planning your ideal vacation to Hoolehua today.

Top Hoolehua Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
Price was CA $1,234, price is now CA $857 per person
CA $857
per person
Oct 1 - Oct 8
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Hoolehua (MKK)
7.2/10 Good! (164 reviews)
Lovely oceanfront condo with beautiful clean pool. Cant remember the security guards name but she was so nice and friendly to talk story with.

Reviewed on Aug. 15, 2025

Molokai Shores

Molokai Shores

2 out of 5
Price was CA $1,417, price is now CA $1,339 per person
CA $1,339
per person
Nov 7 - Nov 11
found 11 hours ago
Roundtrip flight included
Montreal (YUL) to Hoolehua (MKK)
6/10 (2 reviews)
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was CA $2,270, price is now CA $1,986 per person
CA $1,986
per person
Oct 2 - Oct 8
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Hoolehua (MKK)
8.2/10 Very Good! (622 reviews)
Excellent staff and location. Beautiful grounds complete with Molokai chickens and cats. Excellent parking. . Effective air conditioning.. Quiet and peaceful on the ocean.

Reviewed on Aug. 18, 2025

Paniolo Hale

Paniolo Hale

2 out of 5
Price was CA $2,122, price is now CA $2,001 per person
CA $2,001
per person
Oct 2 - Oct 8
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Hoolehua (MKK)
No reviews
Wavecrest

Wavecrest

3 out of 5
Price was CA $2,053, price is now CA $1,939 per person
CA $1,939
per person
Oct 2 - Oct 8
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Hoolehua (MKK)
8.6/10 Excellent! (4 reviews)
I didn’t like 3 flights of stairs when I I’m han

Reviewed on Jan. 30, 2025

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Hoolehua Hotel Deals

Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
109 Ala Malama St, Building D, Unit A, Kaunakakai, HI
7/10 Good! (166 reviews)
"Lovely oceanfront condo with beautiful clean pool. Cant remember the security guards name but she was so nice and friendly to talk story with."

Reviewed on Aug. 15, 2025

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Castle at Moloka'i Shores
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
1300 Kamehameha V Hwy, Kaunakakai, HI
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Aug 22 to Aug 23
CA $248
CA $334 total
Aug 22 - Aug 23
includes taxes & fees
8.2/10 Very Good! (623 reviews)
"Excellent staff and location. Beautiful grounds complete with Molokai chickens and cats. Excellent parking. . Effective air conditioning.. Quiet and peaceful on the ocean."

Reviewed on Aug. 18, 2025

Hotel Moloka'i
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

Kaunakakai
9.4/10 Exceptional! (136 reviews)
Perfect!
"So relaxing! Beautiful! So fun watching the deer and birds from the lanai. Great pool. Well-stocked kitchen and bathroom. Thanks, Ann!"

Reviewed on Jul. 4, 2025

Get rates
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
See all 228 properties in Hoolehua
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a Hoolehua vacation package cost?
You can pick up a vacation package to this popular destination from CA $857 on Expedia. But how much your vacation to Hoolehua costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Hoolehua?
You can typically find lower rates and greater availability in January, February and September. Browse our cheap Hoolehua vacation packages and you could land some great off-season discounts.
How many days is enough for Hoolehua?
The ideal duration of your Hoolehua vacation depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to go to all the top sights and discover some hidden gems along the way.
How to find the best Hoolehua package deals?
Start your search for a Hoolehua package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Hoolehua package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hoolehua adventure off to a flying start.
Is it cheaper to book a Hoolehua vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Hoolehua vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Hoolehua?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Hoolehua getaway.
How to plan a trip to Hoolehua?

  1. Pick your dates: The things you'd like to do in Hoolehua and your favourite season can help you decide when to go.
  2. Plan your budget wisely: Besides the price of your accommodations, you'll need to factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could arise during your trip to Hoolehua.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Hoolehua. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Hoolehua vacation package that brings all your bookings together.

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