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 $854, price is now $763 per person
$763
per person
Aug 6 - Aug 10
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Hoolehua (MKK)
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,586, price is now $1,326 per person
$1,326
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hoolehua (MKK)
Paniolo Hale

Paniolo Hale

2 out of 5
Price was $1,335, price is now $1,282 per person
$1,282
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Kepuhi Beach Resort

Kepuhi Beach Resort

3 out of 5
Price was $1,275, price is now $1,232 per person
$1,232
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Ke Nani Kai

Ke Nani Kai

2 out of 5
Price was $1,588, price is now $1,547 per person
$1,547
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Molokai Shores

Molokai Shores

2 out of 5
Price was $1,327, price is now $1,298 per person
$1,298
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Wavecrest

Wavecrest

3 out of 5
Price was $1,330, price is now $1,301 per person
$1,301
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Vacasa at Hotel Molokai

Vacasa at Hotel Molokai

2 out of 5
Price was $1,330, price is now $1,327 per person
$1,327
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $854, price is now $763 per person
$763
per person
Aug 6 - Aug 10
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Hoolehua (MKK)

5-night Kalaupapa vacations

Price found within the past 48 hours. Click for updated prices.
Kepuhi Beach Resort

Kepuhi Beach Resort

3 out of 5
Price was $1,275, price is now $1,232 per person
$1,232
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,586, price is now $1,326 per person
$1,326
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hoolehua (MKK)
Paniolo Hale

Paniolo Hale

2 out of 5
Price was $1,335, price is now $1,282 per person
$1,282
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Ke Nani Kai

Ke Nani Kai

2 out of 5
Price was $1,588, price is now $1,547 per person
$1,547
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Molokai Shores

Molokai Shores

2 out of 5
Price was $1,327, price is now $1,298 per person
$1,298
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Wavecrest

Wavecrest

3 out of 5
Price was $1,330, price is now $1,301 per person
$1,301
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Hoolehua (MKK)
Vacasa at Hotel Molokai

Vacasa at Hotel Molokai

2 out of 5
Price was $1,330, price is now $1,327 per person
$1,327
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $1,552, price is now $1,341 per person
$1,341
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Hoolehua (MKK)

Flight deals to Kalaupapa

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

Sat, Jul 4 - Sun, Jul 5
HNL
Oahu
JHM
Kapalua
$346 Roundtrip, found 12 hours ago
$346
Roundtrip
found 12 hours ago
Select Southern Airways Express flight, departing Sat, Jul 4 from Oahu to Kapalua, returning Sun, Jul 5, priced at $346 found 12 hours ago
Mon, Jun 29 - Thu, Jul 2
DEN
Denver
LNY
Lanai
$906 Roundtrip, found 14 hours ago
$906
Roundtrip
found 14 hours ago
Select United flight, departing Mon, Jun 29 from Denver to Lanai, returning Thu, Jul 2, priced at $906 found 14 hours ago
Mon, Jun 29 - Thu, Jul 2
DEN
Denver
LNY
Lanai
$952 Roundtrip, found 14 hours ago
$952
Roundtrip
found 14 hours ago
Select United flight, departing Mon, Jun 29 from Denver to Lanai, returning Thu, Jul 2, priced at $952 found 14 hours 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 mi from city center
$309 nightly
The price is $367 total per night
$367 total
Jun 17 - Jun 18
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 Black Rock.
Pool
Hot Tub
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
$958 nightly
The price is $1,137 total per night
$1,137 total
Jun 17 - Jun 18
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
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
$295 nightly
The price is $350 total per night
$350 total
Jun 28 - Jun 29
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 Black Rock.
Pool
Restaurant
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.