Holiday rentals in Kaanapali

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Top-rated holiday rentals in Kaanapali

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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
4.88 out of 5 average rating, 195 reviews

MKV Resort - Last Minute Cancellation Sweet Deal

Note.. MKV charges $35 per day resort fee due at check in. Beautifully updated spacious studio with an 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
A charming bungalow is surrounded by lush greenery and tropical landscaping, with tall palm trees framing the entrance. A dark blue SUV is parked in the driveway, positioned beside the front door. Bright sunlight highlights the vibrant plants and landscaping, creating a welcoming atmosphere.
Bungalow in Lahaina
4.99 out of 5 average rating, 214 reviews

Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack

Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @thoughtfulstays

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 Kapalua
4.99 out of 5 average rating, 148 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
An inviting outdoor living area features wooden seating arrangements adorned with plush cushions. Lush greenery surrounds the space, and decorative string lights create a warm ambiance overhead. A shaded daybed offers a comfortable spot for relaxation amid the tropical landscape.
Cottage in Lahaina
4.93 out of 5 average rating, 147 reviews

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.

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, 143 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
Apartment in Lahaina
4.96 out of 5 average rating, 137 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.

Top guest favourite
Apartment in Lahaina
4.95 out of 5 average rating, 151 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.

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.
Apartment in Lahaina
4.87 out of 5 average rating, 305 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

Top guest favourite
Flat in Kaanapali
4.95 out of 5 average rating, 103 reviews

Kaanapali Shores Resort Studio #334 ~ West Maui ~

Welcome to #334 at Kaanapali Shores Resort, located on the famous Kaanapali Beach in beautiful Westside of Maui. Looking for the ultimate spot for a family vacation, a romantic getaway, or just a chill time with friends? Look no further than Kaanapali Shores—it's got everything you need!. Stay at this newly updated charming studio & create unforgettable memories. We can't wait to welcome you as our guest at this incredible Maui retreat!

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, 117 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

Top 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.
Apartment in Lahaina
4.94 out of 5 average rating, 163 reviews

Absolute Beachfront with Million-Dollar Views!

My place is close to Kaanapali, Napili and Lahaina. The beach out front has gated access from only three resorts. 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).

Top guest favourite
A sea turtle rests on a sandy beach surrounded by large black rocks. Lush greenery and palm trees line the shore, while gentle waves lap at the edge of the beach under a partly cloudy sky.
Apartment in Lahaina
4.96 out of 5 average rating, 138 reviews

Oceanview Maui Condo, Turtles, Whales, Rainbows

Breathtaking ocean views from the lanai. Lush gardens, flowers, butterflies and birds. Just steps to snorkel. Watch the whales from the lanai. On property tennis, shuffleboard, pool and putting green. A luxurious king size bed to sink into after a day of exploring.

Popular amenities for Kaanapali holiday rentals

When is the best time to visit Kaanapali?

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Avg. price£306£318£337£334£299£376£389£378£296£283£301£358
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 Gym 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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