Vacation rentals in Kaanapali

4.99 out of 5 average rating, 268 reviews

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.

Apartment in Lahaina

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.

A private lanai features a round dining table with four chairs, surrounded by lush palm trees and stunning ocean views. The table is set with dinnerware and a vase of tropical flowers, offering an inviting space for outdoor dining.

4.97 out of 5 average rating, 230 reviews

Ka'anapali Oceanfront 1BR w/ Dream-views & AC!

This serene beachfront 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.

4.99 out of 5 average rating, 137 reviews

A charming cottage is nestled among lush tropical foliage, illuminated by warm lights from within. The peaked roof and extensive windows create an inviting atmosphere, while a spacious deck offers a glimpse of the surrounding nature, enhancing a serene setting under the dusk sky.

Home in Makawao

Private Luxurious Cottage

This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

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.

4.99 out of 5 average rating, 131 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.

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.

4.99 out of 5 average rating, 130 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.

A glass table is paired with two cushioned chairs on the lanai, providing an oceanfront view of turquoise waters. A pineapple and decorative flowers are arranged on the table, complemented by two drinks. The serene sea and distant horizon complete the inviting atmosphere.

4.97 out of 5 average rating, 122 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.

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.

4.86 out of 5 average rating, 177 reviews

Crazy Good Deal MKV Resort Ka'anapali - Ocean View

Crazy low prices, book now. If Maui is on your bucket list, Here is your golden opportunity! 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. MKV resort charges $35 per day due at check in.

The resort's large oasis pool is surrounded by lush tropical landscaping, featuring palm trees and vibrant flora. Comfortable lounge chairs and umbrellas are positioned around the pool area, while several guests enjoy the serene water. The four-story buildings create a welcoming atmosphere against a bright blue sky.

4.85 out of 5 average rating, 118 reviews

Kaanapali Shores Modern Beachside Resort Condo

Located on Kaanapali Beach, Kaanapali Shores is a full service resort offering amenities that surpass other resorts. Lavish tropical landscaping, waterfalls, large oasis pool and lap pool at the ocean edge, 2 hot tubs, sauna, ocean activities center, retail stores, Fitness Center, Pickle Ball Court and other great amenities. The on-site Beach Club Restaurant offers ocean views live music and a great Happy Hour! Unit 538 has substantial upgrades compared to other units in the resort.

The image captures a serene beachfront view, featuring soft sandy shores meeting clear turquoise waters. Gentle waves lap against the shore, with palm tree shadows gracefully cast upon the sand. A distant horizon showcases the outline of mountains under a clear blue sky.

4.97 out of 5 average rating, 104 reviews

True Beachfront Luxury! Downstairs unit oceanfont!

BEACHFRONT ON MAUI at the Pikake Escape to paradise with our comfortable ground floor condo at The Pikake in Maui! Experience true luxury with this one-bedroom. Has split unit air conditioning in bedroom only, a king tempur-pedic, one-bathroom rain shower, beachfront oasis located on the desirable West side of the island. You can experience amazing views of the ocean just steps away. With no deposits, resort fees, or check-in fees, your stay is hassle-free and unforgettable.

The living room features comfortable seating with a light-colored sectional sofa and matching ottoman. A large wall-mounted TV displays a serene beach scene. Natural light streams in through expansive glass doors, offering views of the outdoors and creating an airy atmosphere.

4.99 out of 5 average rating, 138 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

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.

4.98 out of 5 average rating, 103 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.

A light-filled living area showcases a beige couch and two patterned chairs, positioned around a wooden coffee table. Floor-to-ceiling windows reveal expansive ocean views, allowing natural light to enhance the space. A ceiling fan adds to the comfort, while a mounted TV is visible on the sideboard.

4.97 out of 5 average rating, 131 reviews

Beachfront Designer Remodel/AC, 180⁰ Ocean View

Watch the Whales breach during their migration and boats sailing by while sitting up in your dreamy oceanfront bedroom with a cup of coffee! If you love the sound of the ocean, then this is the place for you. Luxuriously remodeled Island Oasis, just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Super private, secluded corner unit located on the 5th floor of Valley Isle Resort in Kahana. Inside the Hotel Zone.

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Popular amenities for Kaanapali vacation rentals

Laptop-friendly workspace

Kaanapali beach vacation rentals

A comfortable living area features a large window with stunning ocean views. The space is furnished with a beige sofa, a wooden coffee table, and a glass dining table. A ceiling fan adds a breezy touch, while sliding glass doors lead to a private balcony.

4.94 out of 5 average rating, 150 reviews

Dream-like ocean views! Steps from the Ocean

4.91 out of 5 average rating, 130 reviews

An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.

Apartment in Kihei

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

A spacious living area features a comfortable sofa adorned with decorative pillows. A light-colored coffee table is positioned centrally on a patterned rug. The open kitchen is visible in the background, equipped with modern appliances and sleek cabinetry. Bar stools line the kitchen counter.

4.96 out of 5 average rating, 141 reviews

Beautiful Papakea 1 Bedroom with A/C

A spacious lanai features outdoor seating, including two cushioned chairs and a dining table. The scene showcases a panoramic view of the beach and ocean, with palm trees swaying in the gentle breeze. The clear blue sky complements the tranquil waters in the distance.

4.93 out of 5 average rating, 150 reviews

Absolute Beachfront with Million-Dollar Views!

A well-maintained putting green is framed by lush tropical vegetation and tall palm trees. A vibrant rainbow arcs gracefully over the ocean, with hints of blue water visible in the background. The scene captures a tranquil atmosphere, ideal for leisure and relaxation.

4.78 out of 5 average rating, 325 reviews

Ocean Front Luxury Condo - Swim with the turtles

4.99 out of 5 average rating, 196 reviews

A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.

Condo in Kihei

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

5 out of 5 average rating, 172 reviews

A private lanai offers a breathtaking view of the ocean and sandy beach. Two light-colored chairs with striped cushions are positioned around a small round table, accompanied by two glasses of water. Lush greenery and palm trees frame the serene setting.

Condo in Kihei

Sugar Beach Resort Beach / Ocean Front Unit 426

A spacious living area features a light gray sectional sofa and a round coffee table on a patterned rug. A ceiling fan offers airflow, while a colorful painting of a sunset adds visual interest. The open kitchen with granite counters and bar seating is visible in the background.

4.94 out of 5 average rating, 135 reviews

Stunning! Oceanfront! Remodeled! Summer Specials!

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Kaanapali condo rentals

A resort view captures a lush landscape with swaying palm trees, leading to a sandy beach and blue ocean. The multi-story building stands in the background, while guests relax near the pool area surrounded by manicured gardens.

4.95 out of 5 average rating, 65 reviews

Westin Ka'anapali Resort Studio King Bed

A comfortable living space presents a patterned sofa and a coffee table. Expansive glass doors open to a patio with outdoor seating, providing views of lush greenery and the ocean beyond. Soft natural light fills the room, creating an inviting atmosphere.

4.96 out of 5 average rating, 54 reviews

Beautiful Ground floor! Ocean and Beach Access

A serene outdoor dining area features a small table paired with two woven chairs, positioned on a lanai overlooking the ocean. A potted plant sits at the center of the table, while the expansive blue sea and distant mountains create a tranquil backdrop.

4.96 out of 5 average rating, 112 reviews

Pohailani 113 - Vacation West Maui - Gorgeous w/AC

A spacious lanai features a glass dining table surrounded by two chairs. A bottle of champagne, fresh fruit, and a decorative bowl are displayed on the table. The view overlooks the ocean and nearby islands, with palm trees dotting the landscape.

4.8 out of 5 average rating, 20 reviews

WHA 859 BeachFront Luxury Condo w Ocean Views

An outdoor dining space is positioned on a balcony, featuring a round dining table set with tableware. Comfortable wicker chairs surround the table, with a lounge chair nearby. The ocean view stretches to the horizon, while a sun design adorns the wall.

5 out of 5 average rating, 18 reviews

Beachfront on Kaanapali The Mahana 1106!

A spacious room features a king-size bed, complemented by wooden accents and natural light streaming through sliding glass doors. The kitchen area includes a granite countertop with cabinets. A private balcony with chairs overlooks a lush outdoor setting, enhancing the serene atmosphere.

5 out of 5 average rating, 135 reviews

Napili bay Studio Sept special$139!

A lush green lawn is framed by swaying palm trees, leading toward a vibrant blue ocean. In the background, a thatched-roof structure is visible, alongside tranquil water and distant islands. The bright sky adds to the serene coastal atmosphere.

4.99 out of 5 average rating, 85 reviews

Ocean View Studio steps away from Napili Bay! w/AC

A comfortable living area features a spacious sectional sofa adorned with decorative pillows. A unique coffee table sits at the center, complemented by a woven basket. The kitchen bar, equipped with high stools, reveals stylish tiles, while large windows allow natural light to filter through.

5 out of 5 average rating, 18 reviews

Newly Remodeled Ka'anapali Ali'i suite #236

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Beach condo rentals in Kaanapali

A spacious balcony offers a dining table set for six, with sweeping ocean views in the background. The scene is complemented by comfortable outdoor seating and lush greenery in a potted plant, all framed by the clear blue waters and sky.

4.98 out of 5 average rating, 86 reviews

Stunning Panoramic Oceanfront 2 Bed Bath with AC

A comfortable living area is shown, featuring a sectional sofa and a turquoise coffee table. A large television is positioned on the wall. Soft lighting is provided by a lamp, and sunset views are visible through sliding glass doors leading to a balcony.

4.95 out of 5 average rating, 174 reviews

Honu Hale, Oceanfront Kahana Reef Condo

4.85 out of 5 average rating, 143 reviews

A private lanai features comfortable seating arrangements overlooking the ocean, framed by lush palm trees. The spacious living area is well-lit, showcasing modern furnishings and a view of the beach. Dining space is set with elegant tableware, while the inviting bedroom includes a spacious bed and soft lighting.

Condo in Kihei

*Last Minute Deal*Oceanfront Maui's Sugar Beach!

4.9 out of 5 average rating, 128 reviews

A serene outdoor area features well-maintained green grass and several lounge chairs positioned to face the ocean. A table with decorative items is visible in the foreground, while palm trees sway gently in the breeze against a clear blue sky, providing a view of the distant mountains.

Condo in Wailuku

Oceanfront Condo with Pool and Jacuzzi

4.95 out of 5 average rating, 19 reviews

Discounted Rate! 104 Sweet ground floor 1 bedroom

A warm sunset illuminates the sky over the ocean, viewed from a cozy lanai. A wooden table is set with two glasses and a bottle, accompanied by two chairs featuring soft cushions. Lush greenery can be seen in the distance, blending with the scenic backdrop.

4.98 out of 5 average rating, 111 reviews

Spectacular Ocean Views, 1st Class, Luxury Condo

A large luxury resort is showcased, featuring multiple floors and numerous balconies overlooking lush tropical landscaping. A variety of pools and lounging areas can be seen in the foreground, along with swaying palm trees, providing a tranquil setting against a clear blue sky.

5 out of 5 average rating, 4 reviews

Hyatt Ka'anapali Resort! Luxe Property!

An outdoor resort scene captures a spacious pool area surrounded by tropical gardens and palm trees. The sun sets in the background, casting a warm glow over the horizon and reflecting on the ocean waters. Resort buildings provide a scenic backdrop.