Deals on vacations and trips to Kaanapali Hillside

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Kaanapali Hillside flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $2,032, price is now $1,169 per person
$1,169
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and barbecue grills are also on offer.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Save 100% on your flight
Price was $3,185, price is now $1,588 per person
$1,588
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are featured at this eco-certified hotel. 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.
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $2,180, price is now $1,263 per person
$1,263
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This aparthotel features an outdoor pool and a gym. Enjoy the outdoor tennis court and perks like free self parking. A garden, laundry facilities, and concierge services are also on offer.
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $2,824, price is now $1,665 per person
$1,665
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This condo's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a garden, and a picnic area are also on offer.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $3,122, price is now $1,855 per person
$1,855
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
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.

Top Kaanapali Hillside hotels deals

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
$344 nightly
The price is $406 total per night
$406 total
Oct 28 - Oct 29
Total with taxes and fees
This aparthotel's full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are some of the highlights. Enjoy the 2 hot tubs and gym, and unwind with a drink at the bar/lounge.
Pool
Hot Tub
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
$302 nightly
The price is $356 total per night
$356 total
Nov 2 - Nov 3
Total with taxes and fees
This aparthotel features a full-service spa, 2 outdoor pools, and 2 hot tubs. There's a restaurant and a bar/lounge for dining and drinks, and also a 24-hour gym on site.
Pool
Hot Tub
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
$252 nightly
The price is $298 total per night
$298 total
Nov 4 - Nov 5
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are featured at this eco-certified hotel. 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
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
$536 nightly
The price is $632 total per night
$632 total
Oct 15 - Oct 16
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
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
$296 nightly
The price is $349 total per night
$349 total
Oct 31 - Nov 1
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
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy, Lahaina, HI
Free Cancellation
$329 nightly
The price is $388 total per night
$388 total
Oct 7 - Oct 8
Total with taxes and fees
A full-service spa, 5 restaurants, and 3 outdoor tennis courts are all featured at this smoke-free resort. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking.
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.

Frequently asked questions

How much are vacation packages to Kaanapali Hillside?
Your vacation daydreams can become reality in Kaanapali Hillside for as low as $1,169. Vacation packages include flights and hotels, so organizing everything should be a cinch. The only thing you'll have to concentrate on is getting out there and having a great time.
Where can I get the best vacation package deals for Kaanapali Hillside?
Travelocity is here to help you lock in an unbeatable Kaanapali Hillside package deal. With 400 airlines and 1,000,000 properties around the world, there's no doubt you'll find the perfect combination.
Why should I purchase my Kaanapali Hillside vacation package with Travelocity?
From our 24/7 customer support to our range of exhilarating destinations, we're committed to giving you the most unforgettable escape. All you'll have to do is to click and book — our Price Match Guarantee will make sure you score the cheapest price.
Will I save money on my Kaanapali Hillside car rental if I bundle it with my hotel or flight?
Combining your car, flight and hotel into a Kaanapali Hillside vacation package is a surefire way to score the best deal. Plus, having your own wheels gives you absolute freedom to get to all those big-name sights you'd like to see. Located 75 mi from Kaanapali Hillside, Diamond Head is one place that should be on your must-do list. Fasten your seat belt and make a day trip of it.
Which airport is best for Kaanapali Hillside?
Kahului Airport (OGG) (16 mi away from downtown), Molokai Airport (MKK) (30 mi away from central Kaanapali Hillside) and Lanai Airport (LNY) (20 mi away from central Kaanapali Hillside) are the top options for Kaanapali Hillside.
Where should I stay when visiting Kaanapali Hillside?
Many people stay at the Splash of Maui (Paki Maui in Hawaiian) Paradise. It's an excellent base for your Kaanapali Hillside vacation.

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