Kaanapali Hillside Holiday Rentals from €330: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Kaanapali Hillside has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32 : This holiday home rental outside of Kaanapali Hillside is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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Our top choices for Kaanapali Hillside holiday rentals

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

Lahaina

Deborah

includes taxes & fees

23 Apr - 24 Apr

Aston Kaanapali Shores

Lahaina

Megan Ruth

includes taxes & fees

30 Mar - 31 Mar

includes taxes & fees

9 Apr - 10 Apr

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Top Kaanapali Hillside Hotel Reviews

Royal Lahaina Resort & Bungalows

6/10 Okay

"-clean room -little to no amenities -no room service"

OUTRIGGER Kaanapali Beach Resort

2/10 Terrible

"This resort has NO AMENITIES..NO HOT TUB, NO HEATED POOL. NO GYM NO ATHLETIC FACILITIES. NO ROOM SERVICE. NO BAR. NO SPA NO LOUNGERS ON THE BEACH. NOTHING!! I'm not sure how this can be called a resort as it's just a motel. This is worse than any Holiday Inn Express in Anytown USA. Yes, it is on the beach but that is its only redeeming quality. We endured our room flooding through the patio door, a fire alarm going off in the middle of the night, a door that wouldn't shut, a broken elevator that beeped all night, and no wifi for an entire day. They charge for basics like a lounger on the beach ($35/day), a resort fee every day ($45 plus taxes), and self parking ($25/day). I have no idea what the resort fee is for because there is no service here. The property is dated -- peeling paint on walls, cracked pool cement from a 1960s pool (tiny btw), and deck chairs used in its lobby. There is absolutely no cache or cool esthetic at all. Just dull, old, outdated, sad. I'm embarrassed for Maui in offering so little to people who come here with high hopes. As for the Maui Brewing Company restaurant on site, it is AWFUL. OVERPRICED AND TASTELESS.You need to drive away from whalers village to get anything worth eating. So really there is no food at this facility. In a nutshell, do not stay at this hotel. It is well past its prime and will disappoint you. "

Find out more about Kaanapali Hillside

Everything you need to know about Kaanapali Hillside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaanapali Hillside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaanapali Hillside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kaanapali Hillside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaanapali Hillside. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaanapali Hillside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaanapali Hillside holiday rentals we have selected for you start as low as €330 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kaanapali Hillside rentals

At Expedia, we put the best Kaanapali Hillside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kaanapali Hillside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaanapali Hillside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaanapali Hillside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Kaanapali Hillside?

Yes, there are holiday rentals close to the most popular sights in Kaanapali Hillside, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kaanapali Hillside has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This holiday home rental outside of Kaanapali Hillside is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What’s there to see and do in Kaanapali Hillside?

Explore the area and family-friendly sights such as Hawaii Nature Center of Iao Valley, or get out into nature at a spot like Kaanapali Beach. Whalers Village and Kaanapali Kai Course at Kaanapali Golf Resort are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaanapali Hillside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaanapali Hillside. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.

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