Owner Direct Family Rentals in Kaanapali
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Explore the Best Kaanapali Family Rentals
Looking for the perfect Family Rentals in Kaanapali? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Kaanapali character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
- Family Rentals
- luxury Family Rentals
- Family Friendly Family Rentals
- pet-friendly Family Rentals
- Top rated
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- Pet Friendly
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- Pet Friendly
- Pet Friendly
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What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Family Rentals Near Kaanapali
- Air Conditioner
- Pool
- TV
- Air Conditioner
- View
- Ocean View
- Air Conditioner
- Parking
- View
- Balcony/Terrace
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- View
- Balcony/Terrace
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- Child Friendly
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- Child Friendly
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- Parking
- Pool
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Popular Neighborhoods for Kaanapali Family Rentals
What are the best areas to stay in Kaanapali
Discover the top neighborhoods in Kaanapali and choose a Family Rentals that suits your stay.
Wednesday May 13
Kaanapali, Lahaina







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Kaanapali vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Eco-Friendly Family Rentals You May Like Near Kaanapali
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How to Reserve Your Kaanapali Family Rentals
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
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Kaanapali Family Rentals FAQs
There are a lot of options in Kaanapali. If you plan on staying in the Kaanapali area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Kaanapali:
- HOKULANI 436-CORNER UNIT 2BD/2BA w/OCEAN & MOUNTAIN VIEWS,505SQFT LANAI BALCONY
- SLEEP NUMBER BED! #759 1bdrm-A Guest Favorite-Ocean/Beach View w/XBOX & ROKU!
- The Whaler! ~Beautifully remodeled ground floor courtyard studio~
- Maui Resort Rentals: Hokulani 605 – Premier 6th-Floor Oceanview Penthouse | Closest 2BR Column to the Ocean!
- Honua Kai 825 3BD Oceanfront Retreat w/Lanai, Floor-to-Ceiling Views & Modern Kitchen
- Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
- The Whaler 814, Black Rock, All 5 Stars. Ocean and Beachfront Views
- Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!
- Maui Resort Rentals: The Whaler 1015 - Gorgeously Remodeled 10th Floor Interior Courtyard Studio, Spectacular Ocean and Mountain Views!
- +BEACHFRONT RESORT+OCEAN VIEW STUDIO A-317+CENTRAL A/C+FULLY EQUIPPED KITCHEN+
The average price per night for a family holiday rental in Kaanapali is $1,427. Check the list of kid-friendly accommodations in Kaanapali.
There are 3785 2-bedroom rental properties that are available in Kaanapali. You can book for your next trip with Ownerdirect.
Yes, here are some top-rated family vacation rentals in Kaanapali that have a private swimming pool:
- KBM Resorts FREE CAR The Whaler Ocean view Studio with Stunning Sunset WH1-1218
- Honua Kai | Ocean Front | 4 FREE Rental Cars | KBM Resorts | Ocean Front | 4 Units, 10 Bedrooms | HK ML-2609
- Whaler Resort by KBM
- Maui Westside Properties - The Whaler 359
Check all holiday rentals with a pool in Kaanapali on Ownerdirect.
Yes, We have 3785 direct by owner rentals in Kaanapali.