Vacation Rentals & Apartments in Kaanapali

Vacation Rentals & Apartments in Kaanapali

Start comparing over 975 rentals in Kaanapali and book at the best price!

Find Vacation Rentals and Apartments in Kaanapali

Prices and availability

Current Vacation rental prices Kaanapali

CA$1,041for 6 Dec - 13 Dec
CA$1,068 annual average
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Average price per week

Current vacation rental availability Kaanapali

28%for 6 Dec - 13 Dec
58% annual average
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Percentage of available rentals

Discover the Perfect Vacation Rentals in Kaanapali

Tropical Paradise Accommodations on Maui's Golden Coast

Vacation rentals in Kaanapali represent the pinnacle of Hawaiian luxury accommodation, offering guests an unparalleled island experience on Maui's spectacular west shore. This premier resort destination boasts pristine golden sand beaches, world-class golf courses, and breathtaking ocean views that stretch across the channel to the neighboring islands of Lanai and Molokai. The vacation accommodation in Kaanapali features diverse property types including elegant beachfront condominiums, spacious villas, cozy bungalows, and luxurious vacation homes, each designed to capture the essence of Hawaiian paradise while providing modern comfort and convenience.

What sets vacation rentals in Kaanapali apart is their exceptional blend of tropical aesthetics and premium amenities that cater to every vacation need. These properties showcase the quintessential Hawaiian architectural style with expansive lanais, floor-to-ceiling windows, and open-concept living spaces that seamlessly integrate indoor and outdoor living.

Many are family-owned properties lovingly maintained for generations, ensuring each guest receives the authentic aloha spirit that makes Hawaii so special. The accommodations range from intimate studio retreats perfect for romantic getaways to sprawling multi-bedroom estates ideal for family reunions and group celebrations.

Guests staying in these exceptional properties can expect an impressive array of world-class amenities designed to enhance their tropical vacation experience:

  • Private or shared swimming pools with oceanfront settings
  • Fully equipped gourmet kitchens with premium appliances
  • Central air conditioning and ceiling fans for optimal comfort
  • Complimentary high-speed internet and entertainment systems
  • Spacious balconies and terraces with panoramic ocean views
  • On-site parking and convenient beach access
  • Built-in grilling facilities for outdoor dining experiences
  • Luxury linens, towels, and high-end furnishings throughout

Who Should Choose Vacation Rentals in Kaanapali

Perfect Destination for Every Type of Traveler

Beach enthusiasts and ocean lovers will find their paradise in this stunning destination, where the golden sands of Kaanapali Beach consistently rank among the world's most beautiful shorelines. Water sports enthusiasts can indulge in exceptional snorkeling at Black Rock, world-class surfing breaks, and seasonal whale watching opportunities from December through April when temperatures average a comfortable 27°C (81°F).

Golf aficionados will appreciate the two championship courses designed by Robert Trent Jones Sr., while families with children will love the calm, protected swimming areas and resort amenities. Vacation homes in Kaanapali provide the perfect base for couples seeking romantic sunset dinners, adventure seekers exploring the Road to Hana, and culture enthusiasts discovering traditional Hawaiian heritage at nearby Lahaina Historic District. The shoulder seasons of late spring and early fall offer the best value, with property availability around 70+ options and average weekly rates of CAD $950-$1,100, while peak winter months see prices rise to CAD $1,200-$1,350 as snowbirds escape colder climates for this tropical haven.

Top 5 Must-Experience Attractions in Kaanapali

Essential Activities and Hidden Gems

Discover the most captivating experiences this Hawaiian paradise has to offer with these carefully curated recommendations that showcase the natural beauty, cultural richness, and adventure opportunities unique to this magnificent destination.

  1. Black Rock Snorkeling Adventure
  2. Ka'anapali Golf Courses Championship Play
  3. Whalers Village Shopping and Dining
  4. Kaanapali Beach Boardwalk Sunset Stroll
  5. Traditional Hawaiian Luau at Myths of Maui

Black Rock Snorkeling Adventure

The ancient lava rock formation at the northern end of Kaanapali Beach offers some of Maui's most accessible and spectacular snorkeling experiences. This sacred site, known as Pu'u Keka'a in Hawaiian, provides crystal-clear waters teeming with colorful tropical fish, green sea turtles, and vibrant coral formations just steps from shore.

Ka'anapali Golf Courses Championship Play

Two world-renowned Robert Trent Jones Sr. designed championship courses offer golfers breathtaking ocean views and challenging play across 36 holes of pristine fairways. The Royal Ka'anapali Course features dramatic elevation changes and panoramic vistas, while the Ka'anapali Kai Course provides a more forgiving layout perfect for all skill levels.

Whalers Village Shopping and Dining

This open-air shopping center combines retail therapy with cultural education, featuring over 90 shops, restaurants, and galleries alongside fascinating whaling museum exhibits. The beachfront location offers stunning sunset dining opportunities and easy access to water activities and beach services.

Kaanapali Beach Boardwalk Sunset Stroll

The paved beachfront pathway extends three miles along pristine golden sand, connecting resort properties and providing endless opportunities for morning jogs, evening walks, and beachcombing adventures. The southern section offers the most spectacular sunset viewing locations with unobstructed western horizon views.

Traditional Hawaiian Luau at Myths of Maui

Experience authentic Polynesian culture through traditional music, dance, storytelling, and cuisine at this acclaimed cultural celebration. The oceanfront venue provides an intimate setting to learn about Hawaiian history while enjoying a feast featuring kalua pig, poi, fresh fish, and tropical desserts prepared using ancient cooking methods.

Kaanapali Beach was ranked the #1 beach in America and #4 in the world by TripAdvisor in 2024, stretching three miles of golden sand.

Top-Rated Dining Experiences in Kaanapali

Exceptional Culinary Destinations

The culinary scene in this tropical paradise offers an impressive array of dining options that showcase both local Hawaiian flavors and international cuisine, with several establishments earning exceptional ratings from guests worldwide.

  • Duke's Beach House Maui (4.4 stars, 5,394 reviews) - This oceanfront restaurant serves exceptional fresh seafood, American cuisine, and tropical cocktails while offering stunning beach views and live Hawaiian music performances throughout the week.
  • Monkeypod Kitchen by Merriman (4.5 stars, 5,147 reviews) - Celebrity chef Peter Merriman's acclaimed restaurant features farm-to-table Hawaiian regional cuisine, craft cocktails, and an extensive selection of local beers in a vibrant, family-friendly atmosphere.
  • The Fish Market Maui (4.5 stars, 2,629 reviews) - A local favorite specializing in the freshest daily catch prepared with innovative techniques and traditional Hawaiian preparations, offering both casual dining and gourmet takeaway options.

Essential Information for Your Kaanapali Getaway

Local Insights and Sustainable Travel Tips

Local hosts consistently recommend visiting during the shoulder seasons of late spring and early fall when vacation homes to rent in Kaanapali offer the best value while maintaining ideal weather conditions with minimal rainfall and gentle trade winds. Many property owners emphasize their commitment to sustainable tourism practices, including solar water heating systems, water-conservation programs, and partnerships with local organic farms to reduce environmental impact.

The resort community actively participates in coral reef protection initiatives and encourages guests to use reef-safe sunscreen and practice responsible snorkeling and diving.

Cultural etiquette plays an important role in Hawaiian hospitality, and hosts recommend learning basic Hawaiian phrases like "aloha" (hello/goodbye/love) and "mahalo" (thank you) to show respect for local traditions.

The Friday night Farmer's Market in nearby Lahaina offers an authentic taste of local produce and artisan crafts while supporting the island's agricultural community. Many accommodations provide complimentary beach equipment including snorkel gear, boogie boards, and sand toys, eliminating the need for expensive rental fees while reducing waste from disposable items.

Transportation within the resort area is convenient with complimentary shuttle services connecting major hotels and attractions, while the local bus system provides affordable access to other parts of Maui. Hosts strongly recommend making dinner reservations well in advance, especially during peak season, as popular oceanfront restaurants fill up quickly.

For those seeking the ultimate Hawaiian experience, consider booking a luxury vacation rental in Kaanapali with oceanfront views that includes private beach access and concierge services to enhance your stay with personalized local recommendations and exclusive activity bookings.

FAQs: Vacation Rentals and Apartments in Kaanapali

How much does it cost to rent a vacation rental in Kaanapali?

Based on our data, Kaanapali has an average price of CA$699.13 per night, a relatively high one under the cities in the USA.

When are vacation rentals cheaper in Kaanapali?

Travelers who want to save as much as possible visit Kaanapali in September, October, and August, which are the months that offer the most discount, with average prices of CA$580.85, CA$591.99, and CA$606.5 per night, respectively, based on data collected in 2020.

When does the price of vacation rentals in Kaanapali go up the most?

Following the data observed in 2020, costs per night for accommodation here are usually higher, on average, during the months of January (CA$911.85), February (CA$905.95), and March (CA$820.44).

Is Kaanapali a good location for a last-minute getaway?

It is better to book sooner than later in Kaanapali as only 36% of the properties remain available throughout the year, following the data observed in 2020.

Which months offer the highest availability?

The most available months are, on average, September (with an availability of 55%), August (52.8%), and July (52%), according to the trends observed in 2020.

When will it be harder to find an available vacation rental in Kaanapali?

According to data from 2020, the months when it is most difficult to find accommodation in Kaanapali are, in order, February (with 2.8% of available rentals), January (5%), and March (11%).

How many vacation rentals does Holidu have in Kaanapali?

In Kaanapali we offer you an extensive catalogue of around 2300 properties, with options to suit everyone, thanks to our 5 local and international providers.

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