Cheap Vacations in Kalaupapa

Choose two or more items and save on your trip:

Kalaupapa vacations

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 $285, price is now $235 per person
$235
per person
May 25 - May 27
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $418, price is now $360 per person
$360
per person
May 25 - May 27
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Paniolo Hale

Paniolo Hale

2 out of 5
Price was $756, price is now $716 per person
$716
per person
May 25 - May 29
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Kepuhi Beach Resort

Kepuhi Beach Resort

3 out of 5
Price was $652, price is now $622 per person
$622
per person
May 25 - May 29
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Ke Nani Kai

Ke Nani Kai

2 out of 5
Price was $785, price is now $780 per person
$780
per person
May 25 - May 29
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)

3-night Kalaupapa vacations

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 $390, price is now $331 per person
$331
per person
May 19 - May 22
found 19 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $585, price is now $533 per person
$533
per person
May 19 - May 22
found 19 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)

4-night Kalaupapa vacations

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 $517, price is now $439 per person
$439
per person
May 25 - May 29
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $771, price is now $671 per person
$671
per person
May 25 - May 29
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Paniolo Hale

Paniolo Hale

2 out of 5
Price was $756, price is now $716 per person
$716
per person
May 25 - May 29
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Kepuhi Beach Resort

Kepuhi Beach Resort

3 out of 5
Price was $652, price is now $622 per person
$622
per person
May 25 - May 29
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)
Ke Nani Kai

Ke Nani Kai

2 out of 5
Price was $785, price is now $780 per person
$780
per person
May 25 - May 29
found 6 hours ago
Roundtrip flight included
Honolulu (HNL) to Hoolehua (MKK)

5-night Kalaupapa vacations

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 $778, price is now $678 per person
$678
per person
May 14 - May 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Hoolehua (MKK)
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,141, price is now $1,060 per person
$1,060
per person
May 7 - May 12
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Hoolehua (MKK)

6-7 night Kalaupapa vacations

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 $916, price is now $798 per person
$798
per person
May 5 - May 11
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Hoolehua (MKK)
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,307, price is now $1,210 per person
$1,210
per person
May 5 - May 11
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Hoolehua (MKK)

Flight deals to Kalaupapa

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, May 21 - Sun, May 24
HNL
Oahu
MKK
Molokai
$219 Roundtrip, found 6 days ago
$219
Roundtrip
found 6 days ago
Select Southern Airways Express flight, departing Thu, May 21 from Oahu to Molokai, returning Sun, May 24, priced at $219 found 6 days ago
Thu, May 21 - Sun, May 24
HNL
Oahu
MKK
Molokai
$224 Roundtrip, found 6 days ago
$224
Roundtrip
found 6 days ago
Select Southern Airways Express flight, departing Thu, May 21 from Oahu to Molokai, returning Sun, May 24, priced at $224 found 6 days ago
Thu, May 21 - Sun, May 24
HNL
Oahu
MKK
Molokai
$229 Roundtrip, found 6 days ago
$229
Roundtrip
found 6 days ago
Select Southern Airways Express flight, departing Thu, May 21 from Oahu to Molokai, returning Sun, May 24, priced at $229 found 6 days ago
Thu, May 21 - Sun, May 24
HNL
Oahu
MKK
Molokai
$263 Roundtrip, found 6 days ago
$263
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, May 21 from Oahu to Molokai, returning Sun, May 24, priced at $263 found 6 days ago
Sun, Sep 6 - Fri, Sep 11
DEN
Denver
JHM
Kapalua
$813 Roundtrip, found 4 days ago
$813
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Sep 6 from Denver to Kapalua, returning Fri, Sep 11, priced at $813 found 4 days ago
Fri, May 29 - Tue, Jun 2
MSP
Minneapolis
JHM
Kapalua
$1,607 Roundtrip, found 6 days ago
$1,607
Roundtrip
found 6 days ago
Select United flight, departing Fri, May 29 from Minneapolis to Kapalua, returning Tue, Jun 2, priced at $1,607 found 6 days ago

Top rated hotels for your Kalaupapa vacation

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
25.09 mi from city center
$344 nightly
The price is $408 total per night
$408 total
Apr 5 - Apr 6
Total with taxes and fees
When you stay at Aston Kaanapali Shores in Kaanapali, you'll be on the beach, within a 10-minute drive of Whalers Village and Kaanapali Beach.
Pool
Hot Tub
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place Kaanapali HI
25.07 mi from city center
$333 nightly
The price is $395 total per night
$395 total
Apr 15 - Apr 16
Total with taxes and fees
When you stay at Hilton Vacation Club Ka'anapali Beach Maui in Kaanapali, you'll be on the beach, within a 10-minute drive of Whalers Village and Napili Bay.
Pool
Restaurant
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
24.81 mi from city center
$868 nightly
The price is $1,030 total per night
$1,030 total
Apr 20 - Apr 21
Total with taxes and fees
When you stay at The Ritz-Carlton Maui, Kapalua in Kapalua, you'll be on the beach, within a 15-minute drive of Whalers Village and Napili Bay.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Kalaupapa
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.