Waterfront holiday rentals in Kaunakakai

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, 107 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.

A dining setup is presented on a patio table with bowls and turquoise glasses. A decorative pineapple stands at the center. The background features a stunning ocean view with clear blue waters and a line of greenery, under a bright sky with soft clouds.

4.97 out of 5 average rating, 105 reviews

Mahana at Kaanapali- Beachfront Walkout Jewel

Maui Gov’t Approved Short Term Rental - Hotel District- Direct beach access with ground floor spacious lanai. Unreal views from this one bedroom, one sofa bed ground level entry, beachfront condo located directly on Kaanapali Beach. Central AC with LR and BR providing separate direct walkout to the lanai and 15 steps away is the beach! 75" TV, Sonos system, Apple TV, washer/dryer etc. Stocked kitchen includes coffee makers and supplies to get yourself ready for romantic dinners with the sunset!

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, 103 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, 213 reviews

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

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

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, 147 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.

4.96 out of 5 average rating, 117 reviews

A large oceanfront pool area is surrounded by lush tropical landscaping and swaying palm trees. The inviting pool features a gradual entry and a spacious deck for relaxation, with the ocean visible in the background under a clear blue sky.

Cottage in Molokai

Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views

Relax & enjoy stunning ocean & sunset views, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, two-story oceanfront cottage with a large covered lanai. This no-smoking cottage is located at the Kepuhi Beach Resort, close to pristine beaches, trails, and an oceanfront pool. The cottage is a peaceful place to work online, explore, or unplug & relax. You will enjoy blue ocean & beach views, colorful sunsets, breezes, tropical birds, waves, and whales in the winter.

4.94 out of 5 average rating, 108 reviews

Silhouetted palm trees stand against a vibrant sky filled with pink, purple, and orange hues at sunset. The horizon meets the serene ocean, creating a tranquil atmosphere. Fluffy clouds add depth to the colorful backdrop.

Apartment in Molokai

Molokai Premier Condo & Car Special Package

Kepuhi Beach Resort. Newly remodeled extra large 565 sq. ft. condo with breathtaking sunset and ocean views from the lanai. Master bedroom with a queen bed and full bath on main floor. Open bedroom with full bed, and 1/2 bath in the loft. • Fully supplied with all kitchen appliances, utensils, food storage containers, etc. • Fast WI-FI for working vacationers. • Office space niche • Large flat screen smart TV, clothes washer and dryer FREE CAR TO USE WHILE STAYING AT THE CONDO.

4.95 out of 5 average rating, 119 reviews

Silhouetted palm trees frame a serene ocean view at sunset. Gentle waves roll onto the shore, creating a soft mist. Two figures can be seen sitting close to the water's edge, surrounded by lush greenery, capturing a tranquil moment of nature.

Flat in Molokai

Peace of Paradise at Kepuhi Beach Resort #2224

(TA#086363955201) Molokai oceanfront condo. View amazing sunsets, beautiful grounds and occasional whale sightings from our 2nd floor lanai. Updated with custom art, fresh linens, full size futon, gel topper for the king size bed, fully equipped kitchen and vanity areas. Ceiling fans and trade winds will keep you cool and comfortable. Washer/dryer, stereo, flat screen TV, free Wi-Fi all add to your comfort. Spend idyllic days lounging at the beach/pool or off on an island adventure!

A modern living area is depicted, featuring a gray sectional sofa, a sleek coffee table, and a wall-mounted TV. Large sliding glass doors provide a view of the ocean, while the space is illuminated by natural light, enhancing the open, airy feel.

4.97 out of 5 average rating, 186 reviews

Oceanfront Napili Retreat | 1Br Oasis w/Lanai & AC

Welcome to Napili Point! This resort-zoned, oceanfront 1-bedroom condo on stunning Honokeana Bay offers a relaxed, contemporary space designed to create unforgettable memories. Fully remodeled and air-conditioned, this stylish retreat is surrounded by water and just a short walk to Napili Beach, one of Maui’s finest. Enjoy the convenience of no hidden resort or parking fees. Perfect for anyone seeking a serene and comfortable base to explore all that Maui has to offer!

4.98 out of 5 average rating, 264 reviews

An inviting interior is captured from an elevated perspective, featuring a spacious bed with white linens and blue accent pillows. Warm wood floors enhance the cozy ambiance, while large windows frame outdoor views. A dining area with chairs is visible through the glass doors, complemented by soft lighting.

Apartment in Molokai

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

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, 155 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.

An outdoor lanai features a small table and two wicker chairs, offering a direct view of the expansive Pacific Ocean. The ocean's vibrant blue waters stretch toward the horizon under a partly cloudy sky, creating a serene and inviting area for relaxation.

4.99 out of 5 average rating, 209 reviews

Direct Ocean front studio w ocean is ur back yard!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

Popular amenities for waterfront rentals in Kaunakakai

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

5 out of 5 average rating, 32 reviews

Palm trees sway gently in the breeze, framing a view of the ocean. The water shimmers under a clear blue sky, while the lush greenery in the foreground adds a sense of tranquility to the coastal landscape.

Flat in Molokai

Ocean View 1 Bdrm #228 To Nani Kei Kepuhi Molokai

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, 87 reviews

Maui Full Oceanfront Paradise

4.93 out of 5 average rating, 30 reviews

A tranquil outdoor setting features a wooden table adorned with a bowl of candles, glowing softly. In the background, palm trees silhouette against a vibrant sunset over the ocean, creating a serene and inviting atmosphere.

Flat in Molokai

Hale Bali - Includes Taxes and Vehicle

4.94 out of 5 average rating, 104 reviews

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.

Flat in Napili-Honokowai

Stunning Sunsets and Direct Oceanviews at Paki Mau

A private lanai features a round table surrounded by cushioned chairs, offering expansive ocean views. The shimmering blue water stretches toward the horizon, complemented by a distant landmass. The space is enhanced by a gentle coastal breeze and clear skies, inviting relaxation.

4.9 out of 5 average rating, 107 reviews

Great Deals April-June Beautiful Ocean Front!

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

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.

4.99 out of 5 average rating, 279 reviews

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

A dining table is set outdoors with a platter of snacks, wine, and glasses, surrounded by a lush green lawn. In the background, the calm ocean stretches out towards distant islands under a partly cloudy sky, with a tall palm tree providing shade.

4.89 out of 5 average rating, 132 reviews

Direct Ocean Front, A102 awaits you!

Waterfront house rentals

4.96 out of 5 average rating, 51 reviews

A living area features a spacious couch and a matching armchair arranged around a low table. A modern kitchen area with dark cabinetry and stainless appliances is visible, along with decorative artwork on the walls. Natural light fills the space through large windows.

Home in Molokai

Getaway at Molokai Shores

An outdoor dining area features a circular wooden table set with two glasses and a bottle of wine, illuminated by warm string lights. The backdrop is a vibrant sunset over the golf course, enhancing the serene ambiance.

5 out of 5 average rating, 10 reviews

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

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.

4.86 out of 5 average rating, 163 reviews

Oceanview • Family-friendly • Sleeps 8 • w/Parking

5 out of 5 average rating, 10 reviews

Island-Inspired 2BD Oceanfront ~ Quam Properties

An outdoor dining table is set with plates and wine glasses, surrounded by a vibrant floral centerpiece. The tranquil ocean is visible in the background, complemented by a sunset sky with varying shades of orange and pink, creating a serene dining atmosphere.

Maui Oceanfront Penthouse Condo

An open-concept living space showcases a spiral staircase and a dining area with a wooden table surrounded by rattan chairs. Two woven pendant lights illuminate the room, which features a comfortable sofa with neutral-toned cushions and light flooding in from large windows.

4.94 out of 5 average rating, 16 reviews

Luxe 3BR Pualei Beach House Retreat

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.

4.96 out of 5 average rating, 26 reviews

Oceanfront Napili Shores ~AC

New place to stay

Lahaina Shores Oceanfront Haven 327

Waterfront apartment rentals

A spacious living area is visible, featuring large glass sliding doors that open to an unobstructed view of the ocean. Natural light floods the room, creating a serene atmosphere. A round dining table and chairs are positioned nearby, enhancing the inviting space.

4.78 out of 5 average rating, 151 reviews

Just steps to the water, an ocean front paradise.

The image captures a scenic view of a resort featuring natural rock formations and cascading waterfalls, surrounded by lush greenery. The buildings rise in the background, showcasing modern architecture. Sunlight illuminates the water, creating a serene and inviting atmosphere.

4.99 out of 5 average rating, 175 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

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, 136 reviews

Pohailani 113 - Vacation West Maui - Gorgeous w/AC

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, 338 reviews

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

4.74 out of 5 average rating, 84 reviews

A tranquil pool area features a clear blue water surface reflecting the sky. Tall palm trees sway gently in the breeze nearby, overlooking an expansive view of the ocean. Comfortable lounge chairs are positioned around the pool, inviting relaxation.

Apartment in Molokai

Molokai Ocean View Condo | East End | Top Floor

A sweeping view of the coastline showcases gently curved sandy beach bordered by lush palms. The turquoise water sparkles under a bright blue sky, while distant mountains are visible along the horizon, creating a serene oceanfront scene.

4.95 out of 5 average rating, 129 reviews

Whale Watching from our lanai season- Dec till May

The living area features large windows offering unobstructed ocean views. A spacious gray sectional sofa surrounds a wooden coffee table, complemented by a woven chair. The room is illuminated by natural light, enhancing the light-colored tile flooring and reflecting off the mirror-backed wall.

5 out of 5 average rating, 24 reviews

Beachfront on Kaanapali The Mahana 1106!

A covered outdoor dining area is shown with a modern table set for a meal, featuring teal plates and tropical floral accents. An ocean view is visible in the background, along with palm trees and lush greenery, framed by a wooden structure.