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Holiday rentals in Kaanapali

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Top-rated holiday rentals in Kaanapali

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Guest favourite
A serene pool area is surrounded by lush greenery and palm trees, with lounge chairs arranged nearby. Soft lighting highlights the pool and adjacent amenities, while the ocean can be glimpsed in the background under a dusky sky.
Apartment in Lahaina
4.94 out of 5 average rating, 34 reviews

Newly Renovated Kahana Sunset ocean view

Kahana Sunsets is your place for an ocean front resort. This is a ground level condo with ocean views from the patio, bedroom and living room. This condo is fully renovated and all new items with many upgrades. Enjoy the secluded beach, BBQ's (either poolside or oceanfront) all beach essentials provided. Loungers and chairs provided on the oceanfront grass to watch the whales, sunsets and rainbows. A rental agreement will emailed after booking.*Please note there is a payment processing fee charg

Guest favourite
The outdoor view features swaying palm trees against a vibrant blue ocean backdrop. A pool is situated among the lush landscaping, with lounge chairs nearby. The gentle waves are visible in the distance, contributing to the serenity of the coastal environment.
Home in Kapalua
5 out of 5 average rating, 11 reviews

Incredible Oceanviews, Spacious Kapalua Bay Villa!

Stay at Kapalua Bay Villa 16B3 for the perfect mix of luxury, breathtaking views, and unparalleled tranquility in one of Maui’s most exclusive locations. Nestled along the scenic coastline, this ocean view villa offers spacious comforts of home, a private lanai and 3 pools. An ideal unit for creating unforgettable experiences for any romantic getaway to family retreat. Relax or seek adventure, with nearby zip-lining, mountain biking, paddleboarding, surfing, fishing, snorkeling, hiking and more.

Top guest favourite
A private balcony features two comfortable chairs with blue cushions and a small table, overlooking vibrant blue ocean waters. Decorative wall art is displayed nearby, while a distant island and fluffy clouds are visible in the clear sky.
Apartment in Lahaina
4.91 out of 5 average rating, 45 reviews

Direct Oceanfront Mahana Steps from Beach

"Within minutes of arriving, we saw green sea turtles in the water and on the beach, a breathtaking sunset, and more whales breaching than we could count! Thank you for a magical time and for one of the best Airbnb experiences - we can't wait to return. Cara 2025 "It was a grand slam! Highly recommend, it’s amazing!" -Nancy 2024 "This place is 5 stars. Pura vida paradise. I would stay here for an eternity." Lacy 2024 Add my listing to your wishlist by clicking the ❤ in the upper-right corner

Guest favourite
A view of the expansive ocean is framed by the sliding glass doors. A round dining table and four chairs are visible on the private lanai, with green palm trees gently swaying in the breeze. The distant mountains create a picturesque backdrop against the blue sky.
Flat in Lahaina
5 out of 5 average rating, 14 reviews

Remodeled Lux Oceanview resort condo, AC, & more

Welcome to Whaler 508. This condo is situated in a quiet North Tower location providing stunning ocean & Black Rock views. Admire sunsets, whales, sailboats, & Black Rock torch lighting from your large private lanai. This spacious 1 bedroom/2 bath floorpan provides can comfortably accommodate 4 guests. Remodeled in 2024 with new cabinetry, quartz countertops, high end appliances, new bathrooms, furniture, lux vinyl flooring, sofa sleeper, smart TV, Sonos Sound System, & more. Book 508 today!

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, 142 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.

Superhost
Apartment in Lahaina
4.73 out of 5 average rating, 11 reviews

Kuleana Club #511-Oceanview -1 bd 1 ba- 2nd Floor

Located on Maui's tropical west coast, the Kuleana Club has a panoramic view of the Pacific and the lovely offshore islands of Molokai and Lanai. This unit is a 2nd floor ocean view condo, only steps to the ocean, surrounded by a plush Hawaiian garden. Enjoy swimming in our heated pool, playing tennis on our full sized court, playing shuffle board in the garden, or using our propane gas grills overlooking the ocean at sunset. Everywhere you look at the Kuleana Club is a Hawaiian paradise.

Top guest favourite
A welcoming outdoor seating area features a small table set with a wine bottle and glasses, accompanied by a bowl of fruit. Lush green grass stretches out to a view of palm trees and the ocean in the background under clear blue skies.
Apartment in Lahaina
5 out of 5 average rating, 91 reviews

Amazing Oceanview, Kaanapali Beach, Prime Location

Amazing ocean view! Right in the heart of Kaanapali. This prime location offers something for everyone! Our beautiful studio suite w/ AC is walking distance to the world famous Kaanapali Beach, Black Rock, Whaler's Village. Walk the boardwalk and stop to eat at the many restaurants. Enjoy snorkeling, boogie boarding, swimming and surfing right at Kaanapali Beach. Relax at our Beach Cabana, exclusive to guests and owners. Golf the Royal Kaanapali Golf Course. We call all this paradise!

Guest favourite
A hallway leads to an outdoor area with views of the turquoise ocean and swaying palm trees. The scene is framed by a solid railing, showcasing the tropical coastal environment and vibrant colors of the water, with gentle waves visible in the distance.
Apartment in Lahaina
4.89 out of 5 average rating, 338 reviews

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking

Honokowai area. Fresh & clean island vibe on the top floor, one unit away from the end. Practically hanging over the water's edge. Beautiful views of Molokai out the screened front door, as well as Lanai off the lanai. Striking floor-ceiling mirrors capture ocean views from virtually anywhere inside. Location in building catches wonderful trade winds. Listen to the sounds of the waves, just steps away & enjoy the endless sea turtle traffic right under your nose.

Superhost
Flat in Lahaina
5 out of 5 average rating, 3 reviews

Westin Nanea Hawaiian 2-BdrmVilla October 24-31st

Relax and enjoy yourself when you stay in this beautiful villa in Lahaina, Hawaii. With a full kitchen, two spacious bedrooms, and two full bathrooms, you'll feel right at home! Step outside on the balcony to feel the warm tropical breeze, then head down to one of the luxurious Westin pools & the soft sands of the beach. Take the scenic boardwalk to shops & restaurants for a fun night out. You'll return home refreshed & recharged!

Superhost
The open kitchen features a large island with a sink and modern cabinetry, facing a spacious living area. Oversized windows provide ample natural light and showcase panoramic views of the West Maui Mountains. A dining area with a table and woven chairs is visible in the background.
Apartment in Lahaina
5 out of 5 average rating, 6 reviews

Maui Resort Rentals: Kaanapali Alii 286

This beautifully remodeled full 2BR/2BA residence delivers stunning views of the West Maui Mountains and neighboring golf course from its highly sought-after 8th-floor corner floor plan. Enjoy numerous upgrades throughout, abundant natural light, and plenty of room to gather with your group in the 1700 sq ft interior.

Guest favourite
A dining table set for two, featuring a selection of fresh fruit, pastries, and beverages. The table is positioned on a private lanai with a view of the ocean in the background, complemented by a gentle breeze and soft sunlight.
Apartment in Lahaina
4.94 out of 5 average rating, 125 reviews

Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)

Welcome to Mahana 1015, a breathtaking oceanfront condo located on one of the top floors of the exclusive Aston Mahana at Ka’anapali Resort. Offering two full bathrooms and spacious accommodations, this one-bedroom suite is the perfect place to indulge in Maui’s natural beauty with unmatched comfort and style.

Guest favourite
Lush tropical gardens and palm trees are visible alongside a well-manicured lawn. A blue ocean stretches into the distance under a partly cloudy sky. In the foreground, a swimming pool area features lounge chairs, while a community building can be seen to the left.
Apartment in Lahaina
4.88 out of 5 average rating, 128 reviews

Condo in Lahaina, New Remodel, Amazingly Peaceful

Welcome to the POPULAR Papakea Beach Resort, which is adjacent to the FAMOUS North Kaanapali Beach! This is a wonderful one bedroom and one bathroom ground floor unit that provides a wonderful tropical garden and ocean view. BOOK 6 DAYS AND GET A 5% DISCOUNT!!!

Popular amenities for Kaanapali holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Kaanapali

Guest favourite
Apartment in Lahaina
4.92 out of 5 average rating, 36 reviews

Come and enjoy Ocean front luxury! C203

Guest favourite
A balcony with a glass table and two chairs overlooks the ocean and shoreline. The distant view includes lush greenery and beach areas, while the sky is filled with soft clouds and hints of blue, creating a serene coastal setting.
Apartment in Lahaina
4.8 out of 5 average rating, 15 reviews

Whaler 1218 | FREE CAR | KBM Resorts

Guest favourite
Apartment in Lahaina
4.94 out of 5 average rating, 86 reviews

Paradise at Papakea Resort,2 Bed/2 Bath, Specials!

Apartment in Lahaina
4.67 out of 5 average rating, 18 reviews

Ground floor direct access private yard

Top guest favourite
Sun loungers are arranged on a grassy area next to the water, with palm trees swaying in the light breeze. The ocean is visible in the background, with distant mountains on the horizon. The sky is partly cloudy, creating a peaceful atmosphere.
Holiday home in Lahaina
4.95 out of 5 average rating, 87 reviews

Marvelous Maui, Oceanfront Paradise!

The image captures a serene ocean view with gentle waves lapping against a shoreline lined with palm trees. The clear blue sky is punctuated by soft white clouds, while rock formations and a sandy beach are visible in the foreground.
Flat in Lahaina
4.76 out of 5 average rating, 67 reviews

Maui Turtle Haven 70 ft 2 Ocean ground floor Lanai

Guest favourite
A private cottage is nestled among vibrant tropical foliage along a gravel path. Lush greenery surrounds the home, showcasing a blend of colorful flowers and palm trees. The cottage features a welcoming porch, perfect for enjoying the serene garden views.
Cottage in Haiku
5 out of 5 average rating, 13 reviews

Privacy, Luxury, Ocean View Cottage, HotTub, K-Bed

Guest favourite
Apartment in Lahaina
4.85 out of 5 average rating, 41 reviews

Papakea E203 Oceanview - Lahaina, HI

When is the best time to visit Kaanapali?

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Avg. price£306£318£336£333£299£375£389£377£295£282£300£357
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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