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Vacation rentals in Kaanapali

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Quick stats about vacation rentals in Kaanapali

  • Total vacation rentals

    Explore 5,110 vacation rentals in Kaanapali

  • Nightly prices starting at

    Kaanapali vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 46,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,800 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    4,760 properties feature pools

  • Rentals with dedicated workspaces

    3,370 properties have a dedicated workspace

  • Wifi availability

    5,090 of Kaanapali vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in, and Gym across Kaanapali rentals

  • 4.8 Average rating

    Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Kaanapali

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A lanai offers a view of the ocean, framed by tall palm trees swaying in the breeze. In the foreground, a small table is set with two wine glasses, inviting relaxation and enjoyment of the coastal scenery.
Condo in Kaanapali

Kaanapali Shores Double Oceanview Resort Living

It gets no better than world class Kaanapali Beach! Add our gorgeous yet sensibly priced condo great for singles, up to 3 couples and perfect for families saving the high cost of 2 bedroom units! We are hotel zoned in a beautiful resort, not being barred from short term rental. Wake to ocean views from the king bed and from the living room and lanai (balcony). Enjoy resort amenities with no resort fee! You're beach ready with included beach umbrella, chairs, boogie boards, cooler and toys!

4.88 out of 5 average rating, 321 reviews
Top guest favourite
A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.
Condo in Kapalua

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & located next to The Resort at Kapalua Bay (formerly Montage). Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

4.99 out of 5 average rating, 168 reviews
Top guest favourite
The open-concept living space features a modern kitchen with sleek cabinetry and a bar top overlooking a sunlit living area. Floor-to-ceiling windows reveal panoramic ocean views and access to a comfortable seating area, inviting relaxation in a coastal setting.
Condo in Kaanapali

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

4.99 out of 5 average rating, 160 reviews
Top guest favourite
Cottage in Kaanapali

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

4.93 out of 5 average rating, 151 reviews
Top guest favourite
A spacious balcony features a simple dining table surrounded by two chairs, offering an unobstructed view of the ocean. Palm trees frame the scene, while a bottle and glass sit on the table, reflecting the bright blue sky above and the serene water below.
Apartment in Napili-Honokowai

Maui Full Oceanfront Paradise

Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

4.97 out of 5 average rating, 107 reviews
Guest favourite
Condo in Kaanapali

Stunning Kaanapali Oceanfront!

Welcome to Mahana 1107! Located on the eleventh-floor, this one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands! Highlights include hardwood floors, 55" HD TV, and sectional with queen sofa bed. Kitchen has granite countertops with stainless steel appliances and the bathroom features a large tiled walk-in shower. This unit also includes a workspace with free Wi-Fi and printer. Plush King Mattress, AC & Washer/dryer.

5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Kaanapali

Ocean View Condo with Beachfront Cabana for Guests

This charming studio places you in the heart of Kāʻanapali, one of Maui's most iconic destinations. Enjoy ocean and golf course views from your private lanai and inside you'll find a fully equipped kitchen, A/C, king bed, and Wi-Fi for a comfortable stay. Guests have access to Maui Eldorado’s private beachfront cabana, which includes beach chairs, towels, restrooms, and a full kitchen. Additional resort amenities include 3 pools, fitness center, BBQ grills, covered parking and more.

5.0 out of 5 average rating, 24 reviews
Top guest favourite
Condo in Kaanapali

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.

4.98 out of 5 average rating, 207 reviews
Top guest favourite
Apartment in Kaanapali

Oceanfront Mahana Panoramic Pacific Views

Welcome! The home is well maintained and exactly as shown in the listing photos. Wake to the sound of waves in this peaceful, direct oceanfront condo at the Mahana. Floor-to-ceiling windows frame sweeping Pacific views, where whales breach in season and sunsets unfold nightly. Enjoy a quiet, hotel-zoned retreat designed for relaxation, comfort, and unforgettable Maui moments.

5.0 out of 5 average rating, 22 reviews
Top guest favourite
A spacious lanai offers a stunning ocean view, featuring a glass-top table with two wicker chairs. Bright blue beverages are placed on the table, while blue skies and gentle waves stretch out towards the horizon.
Condo in Kaanapali

Stylish Love Hideaway, Maui Kaanapali Oceanfront

Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

4.98 out of 5 average rating, 140 reviews
Superhost
A spacious outdoor area features a private pool with clear blue water, framed by stone landscaping. An arched structure offers shade near the pool, and a red bowl sculpture adds a pop of color. Lush greenery surrounds the space, enhancing the serene environment.
Villa in Kaanapali

Kaanapali Fairway Villa 3BR/3BA.

Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.

4.81 out of 5 average rating, 118 reviews
Guest favourite
A comfortable lanai features a dining table surrounded by cushioned chairs, with an unobstructed view of the ocean and beach. Lush palm trees frame the scene, while gentle waves reflect the blue sky and distant islands.
Condo in Napili-Honokowai

Absolute Beachfront with Million-Dollar Views!

My place is close to Kaanapali, Napili and Lahaina. The beach out front is small and quiet. You’ll love my place because of the view, the beach, and close proximity to Kaanapali, Kapalua, Napili, and all the beautiful scenery that West Maui has to offer. My place is good for couples, solo adventurers, and families (with kids).

4.94 out of 5 average rating, 172 reviews

Popular amenities for Kaanapali vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Kaanapali's top sights

Kaanapali Beach

104 locals recommend

Whalers Village

200 locals recommend

Aston Kaanapali Shores

4 locals recommend

Black Rock Beach

101 locals recommend

Kahekili Beach Park

63 locals recommend

Ka'anapali Golf Courses

41 locals recommend

Other great vacation rentals in Kaanapali

Superhost
Apartment in Kaanapali

Ocean View steps from beach, dining, shopping 723

5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Napili-Honokowai

Turtles & Tides: Maui Oceanfront Whale Watch - AC

5.0 out of 5 average rating, 22 reviews
Guest favourite
Condo in Kaanapali

2BR/2BA | @ Alii Beachfront Resort | Sleeps 8

4.96 out of 5 average rating, 55 reviews
Top guest favourite
Large windows provide unobstructed ocean views, allowing natural light to fill the living area. A comfortable blue sofa and a textured chair are positioned near a stylish side table. Neutral tones enhance the serene ambiance, inviting relaxation while enjoying the scenery.
Apartment in Kaanapali

Mahana 1215 Penthouse

5.0 out of 5 average rating, 16 reviews
Top guest favourite
Condo in Kaanapali

Ocean View Kaanapali Shores Condo | Pool & Beach

4.94 out of 5 average rating, 31 reviews
Top guest favourite
A serene sandy beach is shown with gentle waves lapping against the shore. Sunbathers are positioned leisurely on the sand, and a few umbrellas provide shade nearby. Lush palm trees line the back of the beach, creating a tranquil atmosphere under a clear blue sky.
Home in Kaanapali

Newly Remodeled Cottage

4.99 out of 5 average rating, 76 reviews
Guest favourite
A dining area features a glass table surrounded by wooden chairs, set with place settings. Large windows frame a stunning ocean view, displaying vibrant blue waters and a clear sky. A comfortable seating area is partially visible, suggesting a relaxing space with natural light.
Condo in Kaanapali

1 Bedroom Corner Oceanfront #701

5.0 out of 5 average rating, 22 reviews
Superhost
A tropical outdoor area features lounge chairs beside a heated swimming pool. Palm trees sway in the gentle breeze, with a shaded seating area visible under a pergola. The expansive ocean view is framed by lush landscaping, creating a serene atmosphere for relaxation.
Home in Lahaina

Serene and Peaceful with Heated Pool

4.88 out of 5 average rating, 42 reviews

When is the best time to visit Kaanapali?

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Frequently Asked Questions

  • What are the best places to stay in Kaanapali?

    Kaanapali has beachfront resorts and vacation rentals set along its scenic coastline and near lively open-air shopping and dining areas. Many guests also choose stays near golf courses or within landscaped neighborhoods for a relaxed island atmosphere.

  • What are the best things to do in Kaanapali with kids?

    Families can explore the sandy beaches, swim in gentle waves, or try paddleboarding together. The area often features snorkeling spots, cultural performances, and interactive programs that highlight local traditions and marine life.

  • What are some of the best things to do in Kaanapali?

    Kaanapali has a lively beachfront, snorkeling near vibrant reefs, and rounds of golf amid ocean views. Exploring Whalers Village, watching traditional ceremonies, or taking part in a sunset cruise are frequently suggested experiences.

  • How is the weather in Kaanapali?

    Kaanapali experiences warm temperatures year-round, ranging from 64–90°F (18–32°C), with drier, sunnier months in late spring through early fall. Occasional showers are more common in winter, but even then, the area often sees plenty of sunshine.

  • What are the best places to visit in Kaanapali?

    Popular spots include Kaanapali Beach, Whalers Village, and Black Rock, which is known for snorkeling and daily cliff diving ceremonies. The lush beachfront path and landscaped gardens create relaxed spaces to wander and take in island views.

  • What are some hiking trails in Kaanapali?

    Trails near Kaanapali range from coastal boardwalk paths lined with native plants to lush areas just outside the resort zone. Nearby, visitors can often explore gentle walks or venture to forested routes with volcanic views.

  • What are some family activities we can do in Kaanapali?

    Families often enjoy swimming and snorkeling at Kaanapali Beach, exploring Whalers Village’s hands-on exhibits, or participating in lei-making workshops. Boat tours and wildlife watching trips help introduce younger travelers to local nature.

  • What are some of the best day trip ideas from Kaanapali?

    Travelers often take day trips to explore lush upcountry towns, scenic coastal areas, or the historic center of Lahaina. Journeys to volcanic landscapes or traditional communities introduce rich history, art studios, and farm experiences.

  • Are there any pet friendly accommodations available in Kaanapali?

    Many vacation rentals and some resort areas in Kaanapali have pet-friendly options, often including nearby green spaces and walking paths. It is helpful to check each listing’s amenities for current pet policies and facilities.

  • What are some local tips for visiting Kaanapali?

    Bring reef-safe sunscreen, as local waters and coral are sensitive to chemicals. Early mornings are often quieter for popular spots, and learning a few Hawaiian phrases helps connect with the community.

  • What is Kaanapali known for?

    Kaanapali is known for its sweeping beach, clear waters, and lively mix of outdoor recreation and island culture. Cliff diving ceremonies at Black Rock and beachfront pathways draw travelers seeking both relaxation and local traditions.

  • What are the best hidden gems to explore in Kaanapali?

    Around Kaanapali, seek out quiet garden pathways, tucked-away coves, or small art galleries featuring local creators. Seasonal pop-up markets and shell-strewn stretches of beach often reward curious explorers.

  • What are the best foods to try in Kaanapali?

    Sample fresh poke bowls, grilled fish with local spices, and tropical fruit desserts like haupia or shave ice. Many eateries also feature plate lunches and Japanese, Filipino, or Hawaiian-influenced dishes.

  • What should I bring for a trip to Kaanapali?

    Pack lightweight clothing, sandals, a hat, and reef-safe sunscreen for sunny days, plus a light jacket for occasional evening breezes. Snorkel gear and a reusable water bottle can be handy for outdoor excursions.

  • What is the nightlife in Kaanapali like?

    Nightlife in Kaanapali has relaxed beachfront bars, live music venues, and hula performances. Many evenings also feature sunset gatherings, open-air lounges, and opportunities to sample local craft cocktails.

  • What are the most popular events or festivals in Kaanapali?

    Kaanapali frequently hosts hula celebrations, culinary festivals, and cultural events tied to traditional Hawaiian music and dance throughout the year. Whale season, often marked by educational activities, draws many visitors between late fall and early spring.

  • Are there family friendly vacation rentals in Kaanapali?

    Kaanapali has a variety of family-friendly vacation rentals, including spacious condos, beachfront apartments, and homes with shared pools and outdoor areas. Search for listings featuring kid-friendly amenities like full kitchens or gathering spaces.

  • When is the best time to visit Kaanapali?

    Late spring through early fall is often recommended for clearer skies and minimal rainfall, with temperatures that typically range from 68–90°F (20–32°C). Winter visits offer a chance to experience cultural events and humpback whale sightings along the coast.

Destinations to explore