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Holiday rentals in Kaanapali

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Top-rated holiday rentals in Kaanapali

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

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Top guest favourite
A spacious studio features large windows that offer panoramic ocean views. A cozy seating area with a sofa and table complements a queen-size bed adorned with turquoise accents. A television is mounted on the wall, while a sliding door provides access to a private lanai.
Flat in Lahaina
4.99 out of 5 average rating, 279 reviews

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

Top guest favourite
The living area features a gray sofa with patterned cushions facing a wooden coffee table. A wall-mounted TV is positioned nearby, and large glass doors bring in natural light, opening to a private lanai with views of the outdoors. Decor is minimalistic and modern.
Apartment in Lahaina
4.96 out of 5 average rating, 149 reviews

3 Min to Beach, King Bed and Beach Gear

- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

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, 144 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
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, 141 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.

Top guest favourite
A tranquil pool area is surrounded by lush tropical vegetation, with a mix of vibrant flowers and palm trees. Relaxing lounge chairs are positioned near the water, offering scenic views of distant mountains and the ocean. The sky is clear, enhancing the inviting atmosphere.
Apartment in Lahaina
4.87 out of 5 average rating, 190 reviews

MKV Beach Resort Ka'anapali - Ocean & Sunset Views

Note... MKV resort charges $35 per day due at check in. Beautifully updated spacious studio with ocean view. Amazing sunsets and whale watching are found here. Features new modern furniture, fresh paint and new decor throughout. MKV has direct beach access, two swimming pools, hot tubs, spa, gym, shuffleboard, outdoor BBQ's and Castaway's ocean front bar & grill. Parking is super convenient & free. Free trolly rides to Whalers village and Ka'anapali restaurants, markets and golf courses.

Top guest favourite
Apartment in Lahaina
4.95 out of 5 average rating, 147 reviews

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Escape to a Slice of Paradise – Where the Fairway Meets the Ocean. This beautifully appointed condo offers the best of Kaanapali living, featuring a prime golf course front position with serene, sweeping views and a sparkling partial ocean view that will take your breath away. Wake up to the sight of golfers setting off on the world-renowned Kaanapali Golf Courses. In the afternoon, relax on your private lanai and watch the sunset paint the Pacific Ocean in hues of gold and orange.

Guest favourite
A spacious living area is furnished with a soft gray sofa adorned with decorative pillows, complemented by a wooden coffee table with glass top. A vibrant ocean view is framed by large windows, and a cozy dining set is positioned on the lanai, enhancing the inviting space.
Apartment in Lahaina
4.96 out of 5 average rating, 114 reviews

Direct Waterfront, Air conditioned, Amazing Views!

Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

Top guest favourite
A small balcony is furnished with a wooden table and two chairs, adorned with a vase containing green leaves and a red flower. A rainbow is visible in the background, with lush greenery surrounding the space.
Apartment in Lahaina
4.98 out of 5 average rating, 119 reviews

Private Napili Nest Near Beach

Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet, low-density complex, this place is ideal for up to two guests seeking a peaceful getaway, living among locals. Busy nightlife fans would be happier in other parts of Maui.

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, 195 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
A spacious lanai features a comfortable daybed and is surrounded by a protective glass railing. The unobstructed ocean view displays vibrant blue waters and swaying palm trees, creating a serene coastal atmosphere. Natural light floods the area, highlighting the tropical setting.
Apartment in Lahaina
4.99 out of 5 average rating, 175 reviews

Amazing Ocean Views from 8th Floor! No Resort Fees

** NO RESORT FEES ** The Mahana on Kaanapali Beach is a beachfront resort that offers a prime location, close to many great shops and restaurants. Enjoy the peacefulness and privacy of this tropical resort. Unit 802 is high above the palm trees, for an unobstructed Ocean view overlooking neighboring islands of Molokai and Lanai. Perfect for whale watching or relaxing on the daybed on the lanai.

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, 206 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.

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.
Apartment in Lahaina
4.99 out of 5 average rating, 113 reviews

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

Popular amenities for Kaanapali holiday rentals

When is the best time to visit Kaanapali?

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Avg. price£299£311£329£326£293£367£381£370£289£234£248£293
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 4,330 holiday rentals in Kaanapali

  • Nightly prices starting at

    Kaanapali holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 44,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    4,230 properties feature pools

  • Rentals with dedicated workspaces

    2,840 properties have a dedicated workspace

  • Wifi availability

    4,310 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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