Kaunakakai Vacation Packages 2026 from $929

Kaunakakai flight + hotel vacation packages

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

Castle at Moloka'i Shores

$929

per person

Mar 16 - Mar 20

found 18 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Hoolehua (MKK)

An outdoor pool is featured at this condo, along with free WiFi in public areas and a picnic area. Laundry facilities, free newspapers, and barbecue grills are also on offer.

Hotel Moloka'i

$1,023

per person

Feb 7 - Feb 9

found 17 hours ago

Roundtrip flight included

Kansas City (MCI) to Hoolehua (MKK)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and luggage storage are also on offer.

Molokai Shores

$1,075

per person

Feb 7 - Feb 9

found 17 hours ago

Roundtrip flight included

Kansas City (MCI) to Hoolehua (MKK)

An outdoor pool is featured at this condo, along with barbecue grills. Take advantage of the free self parking.

Wavecrest

$1,070

per person

Feb 7 - Feb 9

found 17 hours ago

Roundtrip flight included

Kansas City (MCI) to Hoolehua (MKK)

This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

Top Kaunakakai hotels deals

Hotel Moloka'i

1300 Kamehameha V Hwy Kaunakakai HI

Free Cancellation

Reserve now, pay when you stay

$244 nightly

$290 total

Jan 7 - Jan 8

Total with taxes and fees

Pool

Pet friendly

Castle at Moloka'i Shores

109 Ala Malama St Kaunakakai HI

Get rates

An outdoor pool is featured at this condo, along with free WiFi in public areas and a picnic area. Laundry facilities, free newspapers, and barbecue grills are also on offer.

Pool

Kitchen

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$531 nightly

$630 total

Jan 9 - Jan 10

Total with taxes and fees

A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Bring the family and enjoy the children's club, waterslide, and kid-friendly dining.

Pool

Hot Tub

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$310 nightly

$368 total

Jan 14 - Jan 15

Total with taxes and fees

This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a shopping center shuttle.

Pool

Spa

OUTRIGGER Kaanapali Beach Resort

2525 Kaanapali Parkway Lahaina HI

Free Cancellation

Reserve now, pay when you stay

$356 nightly

$422 total

Jan 14 - Jan 15

Total with taxes and fees

This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate perks like free WiFi and a free area shuttle.

Pool

Pet friendly

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI

$854 nightly

$1,013 total

Jan 4 - Jan 5

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and 6 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities.

Pool

Hot Tub

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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.

Popular places to visit

Halawa Bay Beach

Why not spend a carefree afternoon at Halawa Bay Beach during your travels in Kaunakakai? Stroll along this relaxing area's seaside, or simply enjoy its bars.

Molokai Harbor

Commune with nature and explore the great outdoors at Molokai Harbor during your travels in Kaunakakai. Stroll along this relaxing area's beaches, or simply enjoy its bars.

Wailau Beach

Why not spend a carefree afternoon at Wailau Beach during your travels in Kaunakakai? Experience the live music and entertainment venues in this relaxing area.

Frequently asked questions

How much are vacation packages to Kaunakakai?

You can land a great flight and hotel bundle for a mere $929. With one of our Travelocity vacation packages, a visit to Kaunakakai has never looked more irresistible! Save your time and cash and get an early start with packing your suitcases.

Where can I get the best vacation package deals for Kaunakakai?

Travelocity will be able to help you snag a great Kaunakakai package deal. With more than 400 air carriers and 1,000,000 properties around the world, there's no doubt you'll be able to put together the perfect itinerary.

Why should I book my Kaunakakai vacation bundle with Travelocity?

Travel should be about making cherished memories and leaving all your stresses behind — which is why we provide you with a team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our terrific range of destinations. So what are you waiting for? There's no time like the present to lock in the vacation you've always dreamed of.

Can I save on my Kaunakakai car rental if I combine it with my hotel or flight?

Combining your bookings into a Kaunakakai vacation package will save you a tidy sum. Bundle a car and flight; a flight, car and hotel; or a car and hotel. You won't find a better way to discover the greater Kaunakakai region than from behind the wheel of your own rental car. You can also add experiences and activities to your Travelocity package.