We found 6,473 holiday rentals — enter your dates for availability
Discover a selection of 92 apartments, 1478 flats and other holiday rentals in Kaanapali that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts – Kaanapali
Showing deals for:29 Jan - 5 Feb
Image gallery for You will love our Kahana Outrigger Beachfront 3- bedroom Condo #1A2 in Paradise.
1010 out of 10, Exceptional, (168 reviews)
Exceptional
(168 reviews)
You will love our Kahana Outrigger Beachfront 3- bedroom Condo #1A2 in Paradise.
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value
Find out more about Kaanapali
Why visit Kaanapali
Pristine Beaches: Enjoy sunbathing and water sports along Kaanapali's stunning, well-maintained coastline.
Outdoor Adventures: Explore scenic bays and take part in various water-based activities perfect for families and couples alike.
Golfing Excellence: Experience a round at the renowned Royal Kaanapali Golf Course set against a tropical backdrop.
Urban Parks: Relax and unwind in beautifully landscaped urban parks ideal for picnics and leisurely strolls.
Luxury Condos: Stay in modern, comfortable accommodations that enhance your tropical escape without compromising on style.
Top attractions in and around Kaanapali
Kaanapali, Hawaii, United States of America offers a delightful blend of beachside charm and outdoor adventure. Enjoy sunbathing on pristine beaches, exploring scenic bays, and relaxing in urban parks. The region is perfect for family holidays and outdoor enthusiasts, with attractions like the renowned Royal Kaanapali Golf Course enhancing your visit. Experience a memorable getaway with the natural beauty and engaging activities that define this captivating coastal destination.
Black Rock: A stunning beach in Kaanapali with vibrant beach vibes offering a perfect spot for sunbathing and water activities.
Napili Bay: A scenic bay located 6km away, providing a picturesque setting and outdoor beach experiences.
Honokowai Beach Park: An urban park 2km away, ideal for family outings and enjoying the outdoors in a city setting.
Things to do recommended for couples
Experience a romantic getaway in Kaanapali, Hawaii. Enjoy a leisurely walk along the pristine beach, savoring local flavours. Embrace scenic views and intimate moments, perfect for couples seeking a genuine local adventure.
Things to do recommended for families
Families visiting Kaanapali can enjoy an exciting day at the Maui Ocean Center and explore the interactive exhibits at the nearby Whalers Village Museum, providing a fun and educational experience for kids.
Things to do recommended for groups
Experience the thrill of Skyline Eco Adventure's zipline and ropes course in Kaanapali, where adventure meets the great outdoors, perfect for group travellers seeking an authentic local escapade.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
What do I need to keep in mind when booking a vacation in Kaanapali
If you’re planning a trip with a group, family, or pets, or if you’re seeking longer stays, it’s important to prioritise your filters accordingly. Here are some helpful Vrbo booking tips to assist you.
Traveling to Kaanapali with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily filter for these options and more on Vrbo.
Traveling to Kaanapali with young kids: Traveling with young kids can be challenging. You need to prioritise their comfort and safety, along with age-appropriate amenities like a private swimming pool. It’s also wise to consider your proximity to family-friendly activities.
Taking your pets with you to Kaanapali: For many, a family holiday isn’t complete without the company of their furry companion. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
Planning for a long term stay visiting Kaanapali: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right place. With the appropriate filter, you can easily find and save on monthly accommodations. You might also want to include options such as a parking space, a well-equipped kitchen, or a private pool in your search.
Where to stay near Kaanapali
Kaanapali, Hawaii, offers a stunning tropical escape with its renowned beach and luxury condos, perfect for families and couples alike. The vibrant atmosphere invites outdoor adventures and relaxing days by the ocean. Visitors can indulge in various water sports, explore the scenic coastline, and enjoy the warm Hawaiian sun. With its blend of relaxation and adventure, Kaanapali is an ideal destination for a memorable holiday experience in paradise.
Napili: Napili is a charming village located 6km from Kaanapali, renowned for its stunning beaches and picturesque scenery. Visitors flock to Napili to soak up the sun on its pristine beaches, perfect for swimming and sunbathing. The area also offers a variety of outdoor activities, including golfing and exploring local parks. With its close proximity to shopping centres, Napili provides ample opportunities to pick up unique souvenirs and indulge in local cuisine. Notable landmarks include the beautiful Napili Bay, where families can enjoy a safe and enjoyable beach experience together.
Lahaina: Just 6km from Kaanapali, Lahaina is a historic town that buzzes with energy and charm. Known for its vibrant atmosphere, this city attracts tourists seeking a blend of beach relaxation and family-friendly activities. Lahaina's waterfront is lined with shops and restaurants, offering a delightful shopping experience. Visitors can explore the famous Front Street, which is rich in history and culture. The area's beaches and bays are ideal for swimming, snorkelling, and enjoying the beautiful Hawaiian sunsets, making it a perfect spot for family outings.
Honokowai: Situated a mere mile from Kaanapali, Honokowai is a quaint village that embodies the natural beauty of Hawaii. Travellers are drawn to its stunning beaches and scenic views, making it an excellent destination for outdoor enthusiasts. Honokowai boasts convenient access to shopping centres and local markets, allowing visitors to experience the local culture. The area is home to family-friendly beaches, where guests can engage in water activities or relax on the shore. Its proximity to Kaanapali makes Honokowai an inviting stop for those looking to explore the region.
Best time to go to Kaanapali
If you're planning a trip to Kaanapali, it's a good idea to check both the weather and property rates. The warmest month is September.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
73.2°F (22.9°C)
No Rain (Dry)
Mostly Sunny
Average
February
72.7°F (22.6°C)
No Rain (Dry)
Mostly Sunny
Average
March
72.7°F (22.6°C)
No Rain (Dry)
Mostly Sunny
Slightly High
April
73.8°F (23.2°C)
No Rain (Dry)
Mostly Sunny
Slightly High
May
75.0°F (23.9°C)
No Rain (Dry)
Mostly Sunny
Average
June
76.3°F (24.6°C)
No Rain (Dry)
Mostly Sunny
Average
July
77.2°F (25.1°C)
No Rain (Dry)
Mostly Sunny
Slightly High
August
77.9°F (25.5°C)
No Rain (Dry)
Mostly Sunny
Average
September
78.1°F (25.6°C)
No Rain (Dry)
Mostly Sunny
Average
October
77.7°F (25.4°C)
No Rain (Dry)
Mostly Sunny
Slightly Low
November
76.3°F (24.6°C)
No Rain (Dry)
Mostly Sunny
Slightly Low
December
74.3°F (23.5°C)
Light Rain
Mostly Sunny
Slightly Low
Booking with Vrbo is a breeze
Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can differ. You might also find that booking a longer stay offers significant savings. To discover the ideal Vrbo property that fits your budget, simply use our filters to search by price, location, and type of holiday rental—ensuring you get the best value for your next adventure.
Vrbo Trips: Planning as easy as it gets
Vrbo’s Trip Board offers a handy space where you can create new journeys, resume where you last left off, or review and organise your plans. You’ll see properties you’ve saved or booked sorted under Potential, Upcoming, or Current Trips. To get started with Trip Boards, head over to: https://www.bookabach.co.nz/trips.
**Based on Vrbo properties bookings.
Frequently Asked Questions
What is the best area to stay in Kaanapali when booking a holiday rental?
Kaanapali is a fantastic choice for a holiday rental, offering a beautiful blend of stunning beaches and vibrant local culture. One of the best areas to stay in Kaanapali is along the beachfront, where you'll find a variety of properties ranging from luxurious resorts to cosy condos. This prime location allows easy access to the famous Kaanapali Beach, known for its golden sands and crystal-clear waters, great for swimming and sunbathing.
In addition to the beach, you'll be close to Whalers Village, a delightful shopping centre featuring an array of shops, restaurants, and cultural attractions. Here, you can enjoy a pleasant day of shopping or indulge in delicious local cuisine while taking in stunning ocean views. For those interested in history, the nearby Black Rock is an iconic spot for snorkelling and diving, where you can explore vibrant marine life.
When is the best time to visit Kaanapali for a holiday rental?
The peak season for visiting Kaanapali falls between March and May, when travellers flock to this Hawaiian paradise to enjoy its sun-soaked beaches and vibrant local culture. This time of year offers ideal weather for outdoor activities, with average temperatures ranging from 20 to 30 degrees Celsius, making it great for lounging on the beach, snorkelling in crystal-clear waters, or hiking along scenic trails.
July is particularly popular, as it provides a lively option filled with festive events and a bustling beach scene. This month is a favourite for families and groups seeking fun in the sun, with many activities such as luaus and water sports readily available. However, be prepared for larger crowds during this vibrant time.
If you're looking for a more budget-friendly option, consider visiting Kaanapali in October. This month is part of the low season, offering a quieter atmosphere while still allowing you to bask in warm weather and enjoy the stunning natural beauty of the area. You'll find that many holiday rentals offer attractive rates, making it a great time for those seeking value without compromising on quality.
What are the top attractions in Kaanapali?
In Kaanapali, Hawaii, visitors can enjoy a range of attractions that highlight the area's natural beauty and cultural significance. The famous Kaanapali Beach is a major draw, offering stunning sunsets, water sports, and opportunities for relaxation on the golden sands. Nearby, the Whalers Village provides shopping, dining, and cultural experiences, including hula shows and craft demonstrations, all set against a picturesque ocean backdrop.
For those interested in history, the iconic Black Rock is not only a great spot for snorkeling and diving but also holds cultural significance as a site for cliff diving, where visitors can witness or participate in this thrilling tradition. Additionally, the nearby Lahaina town, a historical whaling village, is filled with charming shops, art galleries, and restaurants, providing a taste of local culture and history.
Are all fees included in the Kaanapali holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Kaanapali holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Kaanapali with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Kaanapali holiday homes?
You can find great discounts on holiday homes in Kaanapali on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Kaanapali holiday home booking on Bookabach?
To find Kaanapali holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Kaanapali?
A long-stay holiday home in Kaanapali is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Kaanapali holiday home?
Book your Kaanapali holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.
*Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Kaanapali?
Prices for holiday homes in Kaanapali vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Kaanapali to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way.
Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.