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.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,606, price is now $1,528 per person
$1,528
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A garden and barbecue grills are also provided.
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Price was $5,454, price is now $3,375 per person
$3,375
per person
Dec 27 - Dec 31
found 2 days ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free beach shuttle.
Maui Banyan - Maui Condo & Home

Maui Banyan - Maui Condo & Home

3 out of 5
South Kihei
Price was $2,597, price is now $1,872 per person
$1,872
per person
Dec 30 - Jan 4
found 2 days ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
2 outdoor pools, an outdoor tennis court, and a hot tub are all featured at this smoke-free condo. A picnic area and barbecue grills are also provided.
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

3 out of 5
Wailea
Save 100% on your flight
Price was $2,432, price is now $1,768 per person
$1,768
per person
Dec 5 - Dec 12
found 22 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Kahului (OGG)
5 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free condo. Barbecue grills are provided for your convenience.
Kauhale Makai - Maui Condo & Home

Kauhale Makai - Maui Condo & Home

2.5 out of 5
Central Kihei
Price was $2,122, price is now $1,545 per person
$1,545
per person
Dec 30 - Jan 4
found 2 days ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Enjoy the sauna and conveniences like a picnic area and laundry facilities.

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
$256 nightly
The price is $304 total per night
$304 total
Oct 28 - Oct 29
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are featured at this smoke-free aparthotel. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 hot tubs and perks like free WiFi.
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
$270 nightly
The price is $321 total per night
$321 total
Nov 1 - Nov 2
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
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
$450 nightly
The price is $534 total per night
$534 total
Oct 30 - Oct 31
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
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Free Cancellation
Reserve now, pay when you stay
$193 nightly
The price is $229 total per night
$229 total
Nov 11 - Nov 12
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Self parking and luggage storage are also offered on site.
Pool
Free airport shuttle
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
Free Cancellation
Reserve now, pay when you stay
$215 nightly
The price is $255 total per night
$255 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the conference center, conference space, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Pool
Free airport shuttle
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
$290 nightly
The price is $344 total per night
$344 total
Oct 29 - Oct 30
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
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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 $1,528. 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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