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Holiday rentals in Kaanapali

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Top-rated holiday rentals in Kaanapali

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Top guest favourite
A private lanai features a dining table set for two, overlooking palm trees and the ocean. Fresh fruit and beverages are arranged on the table. The interior space, visible through open sliding glass doors, includes a smart TV and stylish furnishings.
Apartment in Lahaina
4.97 out of 5 average rating, 245 reviews

Ka'anapali Oceanfront Dream-view Retreat with AC!

This serene oceanfront retreat is located along the Kaanapali coast, less than 50' from the beach and waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue/green ocean, crashing waves, swaying palm trees, adjacent islands, starry skies and sea life (sea turtles and monk seals all year long, migrating humpback whales from late Dec through April). The interior is clean, nicely appointed, & has lots of amenities to make your stay comfortable & enjoyable.

Top guest favourite
A vibrant cultural performance takes place on an outdoor stage. Performers in traditional attire, featuring skirts made from green leaves and floral necklaces, are seen dancing with wooden sticks. The backdrop is enhanced by tiki torches, creating an immersive atmosphere.
Apartment in Lahaina
4.93 out of 5 average rating, 193 reviews

Maui Eldorado Resort Ka’anapali & Whalers Village

* The Eldorado resort charges a one time $65 plus $20 per day resort fee at check in. Maui Eldorados beach resort Unit # K110 is a beautifully updated large studio suite with a privacy wall that sleeps 4 comfortably. Featuring a gorgeous fully equipped kitchen, tile floors, AC, new washer/ dryer and beautifully remodeled bathroom suite. The beach cabana with everything you need fronts the nicest stretch of beach in all of Ka'anapali. Whalers village is an easy 5 minute walk from the resort.

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.
Apartment in Lahaina
4.99 out of 5 average rating, 142 reviews

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 & centrally located next to the Montage Resort. 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, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

Top guest favourite
A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.
Townhouse in Lahaina
4.95 out of 5 average rating, 168 reviews

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

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.
Apartment in Lahaina
4.99 out of 5 average rating, 136 reviews

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.

Guest favourite
A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.
Apartment in Lahaina
4.92 out of 5 average rating, 134 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

Guest favourite
The living area showcases a spacious seating arrangement facing an unobstructed ocean view through large windows. A dining table is visible nearby, accompanied by a ceiling fan and modern decor. Natural light enhances the airy feel, while the tranquil ocean can be seen in the distance.
Apartment in Lahaina
4.89 out of 5 average rating, 146 reviews

Absolutely Oceanfront - Corner Unit- Amazing Views

Absolutely Best Direct Ocean Front With Unobstructed Views if Molokai and Lanai Not from the side of a building or overlooking other units - Deluxe Corner High Floor Apartment - Additional Side Window - Plus Bedroom and Bathroom View Windows - Guests tell us the views from our high floor apartment is better than whale watching tours - Closest building to the Ocean on Maui - Memory Foam King Bed (not Queen) - No Bedbugs here/Bed Bug Protective King Mattress and pillow covers.

Top guest favourite
Apartment in Lahaina
4.97 out of 5 average rating, 127 reviews

Ocean's Edge Romance: Sunsets, Whales, Views!

Bask as you wake to the sound of the waves crashing below and the sight of pristine turquoise water and expansive rainbows. You may pinch yourself as you take it all in, thinking you are still dreaming. We are excited to be able to offer Maui Kai 807, a studio condo in the original beach front high-rise on Maui's west side. No other resort in Kaanapli will put you closer to the ocean's edge. Enjoy the sights of sunsets, turtles, dolphins, and whales (Dec-March) right from your lanai.

Guest favourite
A bright studio condo features a spacious bed with decorative pillows, complemented by a seating area with a chair and small table. Floor-to-ceiling glass doors provide unobstructed views of the ocean, leading to a covered lanai, where the tranquil sea can be seen.
Apartment in Lahaina
4.92 out of 5 average rating, 142 reviews

WOW! What a view! Ka’anapali condo w/AC, King Bed!

Enjoy the relaxing, peaceful Maui vacation you have been dreaming of! Maui Kai #202 greets you with breathtaking ocean views as soon as you open the door! You’ll love being right on the ocean in this recently updated studio condo at Maui Kai. You're so close to the ocean, you'll feel like you're on a cruise (without the swaying of the ship!). Let your troubles melt away with each crashing wave… Note: This is a permitted vacation rental located in the “hotel zone”.

Top guest favourite
The image captures a vibrant pool surrounded by natural stone features and lush tropical landscaping. The resort's multi-story buildings are visible in the background, framed by swaying palm trees under a partly cloudy sky. A wooden bridge crosses the pool area, adding to the serene atmosphere.
Apartment in Lahaina
4.99 out of 5 average rating, 167 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

*** NO RESORT OR PARKING FEES! *** Honua Kai is a Four Star resort with four pools, five spas, a fitness center, Aina Gourmet Market, and beachfront Dukes Restaurant on premises. Our one bedroom condo has a partial ocean view from the lanai, has a KING sized bed in the bedroom AND queen SOFA SLEEPER for additional guests. We stock our condo with four beach chairs, umbrella, two coolers, boogie boards, and pool toys for you to use.

Top guest favourite
An outdoor dining area is presented on a private lanai, featuring a table set with two glasses and plates of food. In the background, palm trees sway against a clear blue sky, overlooking stunning ocean views that include distant islands.
Apartment in Lahaina
4.98 out of 5 average rating, 187 reviews

Sunsets and Turtles and Whales, Oh My!

Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking

Top guest favourite
An outdoor lanai features a small table and two wicker chairs, offering a direct view of the expansive Pacific Ocean. The ocean's vibrant blue waters stretch toward the horizon under a partly cloudy sky, creating a serene and inviting area for relaxation.
Apartment in Lahaina
4.99 out of 5 average rating, 201 reviews

Direct Ocean front studio w ocean is ur back yard!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

Popular amenities for Kaanapali holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Kaanapali

Guest favourite
Apartment in Lahaina
4.93 out of 5 average rating, 15 reviews

Maui Eldorado Condo H105

Superhost
A view of the expansive outdoor pool area surrounded by lounge chairs, leading to a sandy beach and the ocean. Lush palm trees and scenic greenery enhance the tranquil setting, while the sky is clear with light clouds, contributing to a serene atmosphere.
Flat in Lahaina
4.92 out of 5 average rating, 13 reviews

OCEAN VIEW Condo Resort Kaanapali Beach Sleeps 4

Top guest favourite
A spacious living area showcases modern tropical design with large windows providing unobstructed views of the ocean and sunset. A comfortable brown sofa and armchairs create a cozy seating arrangement, complemented by a round coffee table and woven area rug. Decorative plants add a touch of nature.
Apartment in Lahaina
5 out of 5 average rating, 43 reviews

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

Guest favourite
A bright living space features comfortable seating with soft cushions and a light-colored sofa. Large windows allow natural light to fill the room, showcasing expansive ocean views. Tropical-inspired decor, including a ceiling fan with leaf-shaped blades, complements the inviting atmosphere.
Apartment in Lahaina
4.92 out of 5 average rating, 12 reviews

Sleep at the Ocean and watch Sunsets + Whales

Guest favourite
A bright living area is featured, showcasing a comfortable seating arrangement with tropical-themed cushions and a glass coffee table. Large windows offer views of lush greenery, while a dining table for four is positioned nearby. A TV is mounted on the wall opposite the seating.
Apartment in Lahaina
4.92 out of 5 average rating, 90 reviews

Beachfront Resort! Easy Access Ground Floor Condo

Top guest favourite
Apartment in Lahaina
5 out of 5 average rating, 43 reviews

Papakea Penthouse K-401 2 Bed 2 Bath with A/C

Guest favourite
A spacious bedroom is presented with a large white bed, complemented by blue decorative pillows. Floor-to-ceiling windows reveal stunning ocean views, while a wooden dresser and two patterned chairs enhance the inviting atmosphere. Natural light fills the room, creating a bright and airy ambiance.
Apartment in Lahaina
4.89 out of 5 average rating, 62 reviews

Stunning Maui Villa

Guest favourite
A private lanai features a round table with a glass top, surrounded by two metal-framed chairs. The ocean stretches into the distance, reflecting the clear blue sky, with a soft glow from the sun casting light on the serene waters.
Flat in Lahaina
4.89 out of 5 average rating, 47 reviews

Oceanfront Tranquility: 1BR Studio w/ Views

When is the best time to visit Kaanapali?

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Avg. price€ 352€ 365€ 387€ 384€ 344€ 432€ 447€ 434€ 340€ 275€ 292€ 344
Avg. temp23°C23°C23°C24°C25°C26°C27°C27°C27°C26°C25°C24°C

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.

Quick stats about holiday rentals in Kaanapali

  • Total holiday rentals

    Explore 4,230 holiday rentals in Kaanapali

  • Verified guest reviews

    Over 42,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,010 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    4,030 properties feature pools

  • Rentals with dedicated workspaces

    2,780 properties have a dedicated workspace

  • Wifi availability

    4,200 of Kaanapali holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Free parking on premises across Kaanapali rentals

  • 4.8 Average rating

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

Destinations to explore

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