Hoolehua Vacations from $676

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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.

The Latest Hoolehua vacation packages

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 $912, price is now $676 per person
$676
per person
Nov 8 - Nov 14
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Hoolehua (MKK)
7.2/10 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

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,420, price is now $1,125 per person
$1,125
per person
Nov 8 - Nov 14
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Hoolehua (MKK)
8.2/10 Very Good! (624 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

Molokai Shores

Molokai Shores

2 out of 5
Price was $1,466, price is now $1,281 per person
$1,281
per person
Nov 8 - Nov 14
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Hoolehua (MKK)
6/10 (2 reviews)
Wavecrest

Wavecrest

3 out of 5
Price was $1,215, price is now $1,076 per person
$1,076
per person
Nov 8 - Nov 14
found 2 hours ago
Roundtrip flight included
Dallas (DFW) 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

Paniolo Hale

Paniolo Hale

2 out of 5
Price was $777, price is now $771 per person
$771
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hoolehua (MKK)
No reviews
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Discover the most popular places to visit in Hoolehua

Coffees of Hawaii Plantation Store

Enjoy an outing to Coffees of Hawaii Plantation Store during your stay in Hoolehua. Stroll along the seaside or experience the live music in this relaxing area.

Coffees of Hawaii Plantation Store

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

Get rates
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
$224 nightly
The price is $264 total per night from Aug 30 to Aug 31
$264 total
Aug 30 - Aug 31
Total with taxes and fees
8.2/10 Very Good! (621 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
Get rates
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
See all 194 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.

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Frequently asked questions

How much does a Hoolehua vacation package cost?
You'll find cheap prices from $676 on Expedia for your Hoolehua break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Hoolehua costs.
What are the cheapest months to go to Hoolehua?
You can typically find lower prices and greater availability in October, November and December. Explore our cheap Hoolehua vacation packages and you could score 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 handful of days to a week will give you enough time to hit all the top attractions 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 preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Hoolehua package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hoolehua escape underway.
Is it cheaper to book a Hoolehua vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can personalize your Hoolehua getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Hoolehua?
Enjoy incredible bargains by reserving your flights ahead of time 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. Choose when to travel: Check your calendar and get your bags packed. Your favorite season and the type of activities available will also help you decide when to escape to Hoolehua.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Hoolehua.
  3. Use our trip planning tool to discover Hoolehua: Research every part of your trip to Hoolehua with this handy planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how much time you'd like to spend exploring Hoolehua. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Hoolehua vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Have a look at our dedicated travel guide to find some incredible things to do in Hoolehua. Book tickets or make reservations in advance to save time and avoid the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Hoolehua vacation packages?
Secure your dream trip to Hoolehua with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up cheap deals before they disappear.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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