Waterfront holiday rentals in Kaanapali

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, 127 reviews

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

Beautiful ocean view, air-conditioned studio is located at Napili Shores Resort! Napili Shores is a stunning, beautifully maintained, ocean front resort that offers 2 pools, hot tub, an onsite surf and snorkel rental shop, 2 restaurants, and is steps away from both Napili Bay and Kapalua Bay. The unit is located on the 2nd floor with privacy and an ocean view, with a king size bed, 55" TV, and a full size, fully equipped kitchen. The unit also includes Tommy Bahama beach chairs for guests use.

An open kitchen area features modern appliances, including a refrigerator and dishwasher, set against sleek cabinetry. A large island with countertop seating invites gatherings. Floor-to-ceiling windows present stunning ocean views, while natural light floods the space, enhancing a sense of openness and connection to the outdoors.

5 out of 5 average rating, 114 reviews

Luxury Mahana Studio-Great Views-WiFi-Free Park

Locally Owned and Operated Studio 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. Located on North Kaanapali Beach. Enjoy stunning views and the warm Maui sun inside while central AC keeps you cool and comfortable any time of day.

4.99 out of 5 average rating, 162 reviews

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.

Condo in Kapalua

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 & located next to The Resort at Kapalua Bay (formerly Montage). 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, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

Townhouse in Napili-Honokowai

A spacious studio features a large bed with a striped blanket. A comfortable seating area is visible, along with a dining table facing sliding glass doors that provide a view of the ocean and surrounding palm trees. Light streams in, highlighting the serene atmosphere.

4.98 out of 5 average rating, 107 reviews

Best Papakea Oceanfront *No resort fees* Unit A106

Relax at my ground floor direct oceanfront studio condo with stunning ocean views facing the island of Molokai and Lanai. Papakea Resort is located at North Kaanapali Beach and features 13 acres of lush landscaped grounds, fresh water Koi ponds, 2 swimming pools, 2 large jacuzzi's, 12 gas BBQ's, 2 putting greens, 2 shuffleboard courts and 3 tennis courts. ** PLEASE NOTE** that your quoted price includes the Hawaii State and Maui County TAT tax and GED taxes totaling 18.5%. No resort fees!!

A spacious balcony features a simple dining table surrounded by two chairs, offering an unobstructed view of the ocean. Palm trees frame the scene, while a bottle and glass sit on the table, reflecting the bright blue sky above and the serene water below.

4.97 out of 5 average rating, 102 reviews

Maui Full Oceanfront Paradise

Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

A private lanai features a dining table set for two, overlooking palm trees and the ocean. Fresh fruit and beverages are arranged on the table. The interior space, visible through open sliding glass doors, includes a smart TV and stylish furnishings.

4.97 out of 5 average rating, 271 reviews

Ka'anapali Oceanfront Dream-view Retreat with AC!

This serene oceanfront retreat is located along the Kaanapali coast, less than 50' from the crashing waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue/green ocean, 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.

An aerial view captures the lush green landscaping surrounding the property, featuring palm trees and well-maintained rolling lawns. The ocean sparkles in various shades of blue, while nearby buildings with solar panels are visible, creating a serene atmosphere just steps from the beach.

4.98 out of 5 average rating, 110 reviews

Napili Bay Oceanview Resort Hideaway

Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

Superhost

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.

4.89 out of 5 average rating, 353 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.

4.94 out of 5 average rating, 140 reviews

Condo in Lahaina

Oceanfront Resort, Peaceful Mountain View Studio

Come stay at Lahaina Shores 506: - Oceanfront Building: Direct access to a sandy beach, pool, and hot tub just steps from the lobby - Mountain Views: Wake up to stunning sunrises from your 5th-floor lanai - Sunny & Clear: West Maui averages ~290 sunny days/year! - Amenities Nearby: Minutes drive to open spots like the Cannery Mall, Lahaina Gateway Center, & classic restaurants - West Maui: Only ~35 mins from the airport Note: Car recommended to explore the island

4.99 out of 5 average rating, 162 reviews

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.

Condo in Kapalua

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.

4.99 out of 5 average rating, 187 reviews

Fresh Reno on 8th Floor Studio - Amazing Views

** NO RESORT FEES ** Just finished renovation on this 8th floor STUDIO at The Mahana! New furniture, cabinets, flooring, appliances, and housewares. Be the first guests to enjoy the luxury! 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.

4.97 out of 5 average rating, 153 reviews

An oceanfront lanai features a small table with two black woven chairs, framed by a railing that offers an unobstructed view of the blue ocean and sky. The gentle waves can be seen meeting the horizon.

Condo in Lahaina

Honu Hideaway, Maui Kaanapali Oceanfront Penthouse

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 top 10th floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

Popular amenities for Kaanapali waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

The living room features a comfortable sofa and a glass coffee table, with natural light flooding through large sliding doors. An unobstructed ocean view can be seen beyond a private lanai, enhancing the tranquil atmosphere of the space.

4.85 out of 5 average rating, 125 reviews

Ocean View Condo @ The Paki Maui

5 out of 5 average rating, 11 reviews

Large windows provide unobstructed ocean views, allowing natural light to fill the living area. A comfortable blue sofa and a textured chair are positioned near a stylish side table. Neutral tones enhance the serene ambiance, inviting relaxation while enjoying the scenery.

Apartment in Kaanapali

Mahana 1215 Penthouse

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.

4.92 out of 5 average rating, 159 reviews

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

4.89 out of 5 average rating, 211 reviews

Family Oceanview | Beach, Pool, Hot Tub, AC

A vibrant rainbow arches over the tranquil ocean waters, framed by two palm trees. The shoreline features calm waves and rocky areas, while several lounge chairs are positioned on the grassy area, inviting relaxation with scenic views.

4.95 out of 5 average rating, 113 reviews

Stunning Sunsets and Direct Oceanviews at Paki Mau

A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and microwave. A light grey tile backsplash complements the white marble countertop, which hosts a built-in stove. Natural light enters through a small window, enhancing the airy space.

4.94 out of 5 average rating, 134 reviews

High-end, On Beach, View Balcony, with Pool & BBQ!

A view from a balcony captures a lush, green landscape dotted with palm trees. A pool is nestled amongst manicured lawns, with gentle ocean waves visible in the background under a partly cloudy sky.

4.87 out of 5 average rating, 236 reviews

Beautiful, Remodeled Ocean View Condo

Superhost

An inviting private balcony features comfortable seating, including a round, woven chair and rattan seats with cushions. A telescope is positioned for views of the ocean and adjacent landscaped garden, showcasing palm trees swaying in the breeze and a glimpse of the heated pool.

4.87 out of 5 average rating, 135 reviews

The Whale Watch 208-Oceanfront Kihei

Waterfront house rentals

4.87 out of 5 average rating, 179 reviews

Two hanging chairs are positioned on a private balcony, surrounded by lush greenery and an ocean view. The chairs are adorned with floral accents, inviting relaxation while enjoying the scenic landscape and coastal horizon.

Home in Napili-Honokowai

Oceanfront Paradise with Pickleball gear!

4.87 out of 5 average rating, 119 reviews

The kitchen and dining area feature modern appliances and a large wooden table surrounded by a built-in bench. Natural light enters through the window, illuminating the granite countertops and stylish cabinetry, while a beach-themed artwork complements the tropical surroundings.

Home in Kihei

Chic Villa 2 | Modern Vibes by the Ocean

5 out of 5 average rating, 25 reviews

A spacious living area showcases natural wooden elements, with a light-colored bamboo sofa and matching chairs. Large glass doors frame a stunning seaside view, allowing soft light to illuminate the room. A ceiling fan provides ventilation, complementing the relaxed ambiance of the space.

Home in Kihei

Beautiful Beachfront Townhouse !

4.98 out of 5 average rating, 57 reviews

A relaxed living area features a blue sectional sofa with red and white decorative pillows. A coffee table sits in front, and a work desk is positioned near a glass sliding door that provides views of the ocean and surrounding palm trees.

Home in Maalaea

Maalaea Kai 307 - Maui Prime Oceanfront

4.93 out of 5 average rating, 43 reviews

The living area features light-colored furniture arranged around a wooden coffee table, with a large wall-mounted artwork depicting a beach scene. A kitchen can be seen in the background, and decorative elements include a ceiling fan and tropical details on the walls.

Home in Napili-Honokowai

Oceanfront Napili Shores ~AC

4.93 out of 5 average rating, 28 reviews

A patio area features a round table with two chairs, decorated with a small potted orchid and a box of treats. Beyond the table, a lush green lawn stretches toward the ocean, with a striking weathered tree adding character to the peaceful view.

Home in Kihei

Aloha Aku Hula Suite – Find Peace by the Shore

5 out of 5 average rating, 8 reviews

Home in Lahaina

Aloha Oceanfront Retreat 327

4.96 out of 5 average rating, 82 reviews

Two red chairs are positioned on a grassy area overlooking the ocean. Palm trees frame the scene, while gentle waves and a cloudy blue sky are visible in the background, creating a serene coastal setting.

Home in Paia

Hale Ho'okipa Kai Cottage, County Licensed

Waterfront condo accommodation

Ocean views are visible through expansive glass doors in a bright living area. Tropical plants add greenery, and comfortable seating options are arranged for relaxation. The sunlit space offers a seamless transition to the outdoor area, enhancing the beachside atmosphere.

4.95 out of 5 average rating, 151 reviews

Ocean Views- Beachfront- Steps to a Sandy Beach!

An oceanfront balcony features a small table surrounded by four wooden chairs, each adorned with blue cushions. A floral arrangement is placed in the center, while the expansive ocean view and cloudy sky are visible in the background, creating a serene atmosphere.

4.91 out of 5 average rating, 362 reviews

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii -

Superhost

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.

4.94 out of 5 average rating, 108 reviews

Stunning Panoramic Oceanfront 2 Bed Bath with AC

The lanai offers a table with a blue glass bottle as its centerpiece, surrounded by two comfortable chairs. Vibrant blue surfboards are positioned against the wall, while the ocean gently laps at the shore in the background, framed by swaying palm trees.

4.96 out of 5 average rating, 279 reviews

Soothing Waves with 180° View In Kahana, HI

The resort pool is illuminated at dusk, surrounded by lush palm trees and landscaped greenery. Lounge chairs are positioned along the water's edge, with torches casting a warm glow. The ocean can be seen in the distance, creating a tranquil atmosphere.

4.94 out of 5 average rating, 101 reviews

Luxury 2 BD Condo at Honua Kai Resort on the Beach

4.83 out of 5 average rating, 148 reviews

Kaanapali Shores Modern Beachside Resort Condo

4.96 out of 5 average rating, 163 reviews

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.

Condo in Lahaina

Whales Watch:180° Ocean views/Lux Remodel/Beach/AC

A serene landscape features a tranquil pond surrounded by lush greenery and tropical plants. The setting is enhanced by Tiki torches casting a warm glow, with palm trees framing a colorful sunset over the ocean.