Resort vacation rentals in Kaanapali

5.0 out of 5 average rating, 11 reviews

Luxury 2BR Maui Villa

A truly unforgettable getaway awaits you at The Westin Ka’anapali Ocean Resort Villas. Discover the island of Maui's breathtaking beauty, culture and unique activities during your stay. The resort boasts an ideal location between the shimmering Pacific Ocean and West Maui Mountains, providing an oceanfront escape on North Ka’anapali Beach. The resort features sparkling pools and waterfalls, direct beach access, delicious restaurants, and so much more. FREE WI-FI & FREE PARKING! NO RESORT FEES!

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Oceanview studio -Westin Kaanapali Ocean Resort

Relaxing ocean studio unit at a top notch resort. The pictures are representative (not actual) of the room you will receive. The resort will assign a room at check-in with the category of “Oceanview -studio” This listing is for January 2, 2027 to January 9, 2027. The resort does collect an additional hotel occupancy tax of approximately $25/night Please note, I will need to collect your name, address, email and phone # after you make a reservation to change the reservation into your name

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Top guest favorite

A large pool is surrounded by lush greenery and palm trees, with loungers positioned on a deck nearby. Thatched umbrellas provide shade, and a gentle waterfall feature adds to the tranquil atmosphere. The ocean is visible in the distance beneath a clear blue sky.

5.0 out of 5 average rating, 30 reviews

Ocean View @ MKV Corner Unit! 1BR-5th Floor

We look forward to welcoming you to our ocean view condo in the Maui Kaanapali Villas located on the famous Kaanapali Beach in Maui! Our unit is in an exceptional location that is both quiet and relaxing as well as close to all the entertainment, shopping and adventures that the beach is known for. The complex sits on a secluded, oceanside location just steps from the legendary Black Rock. The resort features 2 pools, a fitness & activity center and free trolley to Whalers Village and more!

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5.0 out of 5 average rating, 8 reviews

A spacious resort area is showcased with a sprawling pool surrounded by palm trees and lounge chairs. The Pacific Ocean is visible in the background, with distant islands completing the serene coastline. The clear blue sky enhances the relaxing outdoor setting.

Resort in Lahaina

Studio-Westin Ka’anapali Ocean Resort

The upscale Westin Ka’anapali beachside timeshare villas were built in 2003 on the Ka’anapali coast overlooking the BEST spot for whale watching! There is abundant snorkeling and whale watching right outside your door. Many restaurants and grocery stores are a short walk away on the oceanside sidewalk… and charming Whalers Village is only 10 minutes down the road via free shuttle or your car. Come and relax in paradise! You'll have a great time at this comfortable place to stay.

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A scenic view of a resort is presented, featuring lush palm trees and landscaped gardens surrounding a large pool area. The ocean glistens in the background, complemented by a vibrant sunset casting warm hues across the sky.

4.8 out of 5 average rating, 5 reviews

The Westin Kā‘anapali Ocean Resort North-Studio

Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on the island. All tickets for activities arranged through the Concierge will be available at the Concierge desk when you arrive. Step outside your villa retreat and embrace a welcoming abundance of amenities at every turn.

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A serene pool area is surrounded by lush palm trees and tropical plants. Loungers line the pool's edge, and the water's blue hues reflect the clear sky above. In the distance, the ocean can be seen, enhancing the tranquil ambiance.

5.0 out of 5 average rating, 4 reviews

The Westin Nanea Resort - Two Bedroom

Located on Maui's Kaanapali beach, the Westin Nanea Ocean Villas offers relaxation and luxury all in one place. The two-bedroom villa offers two king beds and a pull-out sleeper couch. The kitchen is completely furnished with everything you need to enjoy a meal in your home away from home. Enjoy relaxing at the pool or take in the ocean views at the beach. Concierge services help you plan all aspects of your stay. You will be subject to a $18 tax per night payable to the resort.

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Aerial view of a lagoon-style pool surrounded by lush tropical greenery and lounge chairs. Ocean waves can be seen in the distance beneath a clear blue sky. Nearby structures feature multiple stories, complementing the landscape.

2BR Beach front: HIlton's Ka'anapali Beach Club

A rare early-December stay in Ka’anapali—one of the best times to experience Maui, with warm weather and fewer crowds before the holiday rush. This spacious 2BR oceanfront resort suite features a full kitchen, living & dining area, and comfortably sleeps up to 6. Enjoy direct beach access, an acre-wide lagoon-style pool, tropical gardens, waterfalls, and on-site dining. Close to the airport and minutes from Kapalua golf—relax, unwind, and enjoy Maui without peak-season pricing.

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A resort pool area features a winding lagoon-style pool surrounded by lush landscaping and palm trees. Thatched umbrellas provide shade over numerous lounge chairs, creating a relaxed environment. The ocean is visible in the background, offering a scenic view of the coastline.

4.5 out of 5 average rating, 6 reviews

THE WESTIN KAANAPALI OCEAN RESORT VILLAS NORTH

As the timeshare owner of this resort, I am responsible for paying the annual maintenance fee, you will not be required to pay for cleaning and parking. This room is studio(not a one bedroom)with king bed and sofa bed 4 people can stay in this room. Prior to booking, kindly send a message to inquire about availability for your dates. Once confirmed, I will be pleased to make a reservation and provide you with a reservation confirmation via message.

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Top guest favorite

A dining table is adorned with a vibrant floral centerpiece, featuring red and orange blossoms. In the background, ocean views and lush green palm trees create a tranquil setting, emphasizing the beauty of the surrounding landscape.

5.0 out of 5 average rating, 45 reviews

Oceanview Kaanapali Condo at Maui Eldorado Resort

Unit# K216 Ocean View Studio Indulge in a 5-star experience at our studio condo boasting breathtaking views of the ocean and the lush greens of the Royal Kaanapali North Course. Newly redecorated, this gem offers floor-to-ceiling double paned sliding glass doors leading to your private Lanai, where you can relish in mesmerizing sunsets over Molokai and Lanai Islands. Book your Maui Eldorado escape today and experience paradise like never before!

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Top guest favorite

Resort in Napili-Honokowai

4.85 out of 5 average rating, 165 reviews

Fall Escape Napili Bay | A/C Pools No Resort Fees

Fall Specials! Escape to beautiful Napili Shores, an oceanfront resort just a 2–3 minute stroll to world-famous Napili Bay. Snorkel with sea turtles, relax by two pools, enjoy sunset dining, and unwind in our remodeled upstairs studio with A/C, vaulted ceilings, a Queen Murphy bed, sleeper sofa, full kitchen, lanai with peek-a-boo ocean views, beach gear, fast Wi-Fi, and no resort or parking fees. Hotel-zoned for worry-free bookings.

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A sweeping view of the resort features a large, curved swimming pool surrounded by lush landscaping and lounge chairs. The blue ocean meets the horizon, complemented by nearby buildings and palm trees, creating an inviting outdoor environment.

4.92 out of 5 average rating, 26 reviews

Ka'anapali Beach Club- 1 bedroom scenic view

Escape to an exotic island surrounded by glistening, white sandy shores, flourishing tropical scenery and intriguing wild life. The symphony of gently lapping waves beckons visitors to explore Maui’s many hidden wonders. Dive down to the depths of the ocean and discover indescribable beauty hiding in the sapphire blue waters. Take a boat cruise on a whale-watching excursion, or survey the diverse landscape on a scenic hike.

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A spacious bedroom is equipped with a king size bed, complemented by bedside tables featuring blue decorative lamps. A ceiling fan and wooden dresser provide functionality. A door leads to another room, and a large window allows natural light to fill the space.

4.82 out of 5 average rating, 11 reviews

*Ka'anapali Beach Club- 1 bedroom scenic view

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Popular amenities for Kaanapali resort rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly resort rentals

5.0 out of 5 average rating, 4 reviews

Marriotts Maui Ocean - Studio

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A serene pool area is surrounded by lush tropical landscaping and palm trees. A waterfall cascades over natural rock formations, and vibrant flowers add splashes of color. Sun loungers can be seen under shaded areas, creating inviting spots for relaxation in a tranquil setting.

4.96 out of 5 average rating, 23 reviews

Westin Ka’anapali Resort Maui studio villa 1 bed

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A sprawling resort area features a large pool surrounded by palm trees and lounge chairs. A sandy space is visible, leading to the ocean, with a variety of cabanas available for relaxation. The vibrant greens of the lawn contrast with the blue ocean beyond.

5.0 out of 5 average rating, 3 reviews

Beach Resort in Paradise

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A tropical landscape is captured, showcasing a beachfront resort surrounded by palm trees. A rainbow arcs gracefully over the building, with lush green mountains in the background. The calm ocean is visible in the foreground, reflecting the natural beauty of the setting.

4.8 out of 5 average rating, 5 reviews

Westin Ka'anapali Ocean Resort 1BR Studio ‘26/‘27

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Aerial view of a resort showcasing a large pool surrounded by lounge chairs and palm trees. The ocean can be seen in the background, complemented by distant mountains. Lush gardens and a beach are part of the landscape, enhancing the overall tropical setting.

4.64 out of 5 average rating, 11 reviews

Hilton Ka'anapali Beach Club Ocean View

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A spacious bedroom features a large bed with patterned bedding and plush pillows. A ceiling fan circulates air above, while mirrored walls reflect the serene ocean views visible through the glass doors leading to the private lanai. A small table and rattan chairs are positioned on the lanai.

4.86 out of 5 average rating, 7 reviews

Premier Oceanfront Penthouse at The Mahana 1b/1b

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Aerial view of a sprawling resort complex set against a backdrop of lush green hills and the ocean. The beachfront features golden sands, while landscaped gardens and palm trees enhance the outdoor space. Multiple buildings are visible, showcasing a blend of accessible amenities and scenic surroundings.

5.0 out of 5 average rating, 15 reviews

Westin Kaanapali Ocean Resort - Studio

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A tranquil pool area is surrounded by vibrant tropical landscaping, featuring lush palm trees and colorful flowers. The crystal clear water mirrors the blue sky, creating a serene atmosphere. A soft waterfall cascades over rocks, enhancing the natural beauty of the resort.

4.96 out of 5 average rating, 26 reviews

Westin Kaanapali Ocean Resort North

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Resort rentals with a pool

A stone sign displaying 'The Westin Kā'anapali Ocean Resort Villas' is set before a cascading waterfall surrounded by lush tropical plants. The resort buildings rise in the background against a warm, evening sky.

4.67 out of 5 average rating, 6 reviews

Westin Kaanapali Ocean Resort Villa One bedroom

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A serene view showcases the oceanfront with gentle waves lapping at sandy shores. Lush palm trees frame the scene, while a clear blue sky and distant land are visible across the water, creating a calming atmosphere.

Hotel room in Wailea

4.59 out of 5 average rating, 17 reviews

Beachfront, Hear the Ocean, Sunsets, Drinks, Relax

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A dining area features a round glass table surrounded by four woven chairs. A colorful artwork hangs on the wall above, and a fully equipped kitchen is visible in the background with modern appliances. Natural light brightens the space through overhead fixtures.

Hotel room in Kaanapali

Stunning Whaler Condo right on the Beach

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The resort grounds feature multiple pools interspersed among vibrant tropical landscaping. Palm trees sway gently near the water, and the ocean can be seen in the background, reflecting the hues of a vibrant sunset.

Resort in Lahaina/Kaanapali

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Westin Nanea 1bd over Thanksgiving 2026

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An expansive view of the resort showcases a lush landscape with interconnected pools surrounded by palm trees. The ocean is visible in the background, while the sunset casts a soft glow over the scene, highlighting the tranquil atmosphere of the property.

Marriott Maui Ocean Club Resort - Studio Suite

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Spacious Oceanfront Villa

New place to stay

Amazing Ocean View From this 1 bed 2 Bath Condo

Resort rentals with a gym

Westin Ka'anapali -2 Bdrm Villa

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A tranquil waterfall is featured at the entrance to The Westin Ka'anapali Ocean Resort Villas North, surrounded by lush tropical plants and rocks. The resort's name is prominently displayed on a large sign, set against a backdrop of well-maintained buildings.

Maui Invitational -and- Thanksgiving!

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A view of the resort's expansive pool area surrounded by lush palm trees and lounge chairs. The ocean glistens in the background, with the islands of Moloka'i and Lana'i visible on the horizon. The well-maintained grounds create a serene atmosphere.

Westin Nanea Ocean Villas Kaanapali 2bed Suite

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Aerial view of the Westin Ka'anapali Ocean Resort Villas, showcasing a collection of well-appointed buildings set along a pristine beach. Lush greenery surrounds the property, with the azure ocean enhancing the coastal landscape, providing a serene backdrop to this vacation destination.

The Westin Ka’anapali 1 bedroom with full kitchen

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The resort features a sprawling beachfront structure with multiple levels, surrounded by lush green landscaping and clear blue waters. Towering mountains are visible in the background, providing a serene setting against the vibrant coastline.

Maui-Kaananapali paradise ocean front beach studio

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An aerial view showcases the resort's beautifully landscaped grounds, featuring multiple swimming pools surrounded by lush greenery and tropical palm trees. The ocean sparkles in the background, while the well-maintained resort building stands gracefully beside the shimmering coastline.

Marriott's Maui Ocean Club Lahaina 1BED Villa Ste

The pool area is surrounded by lush palm trees and vibrant tropical flowers. Gentle ripples are visible in the inviting blue water, while comfortable lounge chairs are positioned along the perimeter, offering a serene atmosphere with views of the ocean in the distance.

Spectacular 1 Bedroom at Westin Villas

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An aerial view of the resort captures its beachfront location along the gentle curve of a sandy coastline. The clear turquoise waters meet the shore, while the resort buildings are nestled amidst lush greenery, presenting a serene coastal atmosphere.