Family-friendly holiday rentals in Kaanapali

The living area features a gray sofa with patterned cushions facing a wooden coffee table. A wall-mounted TV is positioned nearby, and large glass doors bring in natural light, opening to a private lanai with views of the outdoors. Decor is minimalistic and modern.

4.96 out of 5 average rating, 152 reviews

3 Min to Beach, King Bed and Beach Gear

- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

A vibrant cultural performance takes place on an outdoor stage. Performers in traditional attire, featuring skirts made from green leaves and floral necklaces, are seen dancing with wooden sticks. The backdrop is enhanced by tiki torches, creating an immersive atmosphere.

4.93 out of 5 average rating, 197 reviews

Eldorado Beach Resort Ka’anapali - Whalers Village

* The Eldorado resort charges a one time $65 plus $22 per day resort fee at check in. Maui Eldorados beach resort Unit # K110 is a beautifully updated large studio suite with a privacy wall that sleeps 4 comfortably. Featuring a gorgeous fully equipped kitchen, tile floors, AC, new washer/ dryer and beautifully remodeled bathroom suite. The beach cabana with everything you need fronts the nicest stretch of beach in all of Ka'anapali. Whalers village is an easy 5 minute walk from the resort.

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, 141 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 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, 182 reviews

Oceanfront Kahana Reef Condo

Kahana Reef is a small, quiet boutique complex that has unparalleled views of the beautiful turquoise waters of the Pacific and neighboring islands, great water access for snorkeling, SUP, Kayaking or just lounging on the beach. Great cuisine, coffee and shopping are all very close to the complex and can be reached without even having to get into your car. Free on-sight parking, elevators, BBQ's and a Pool make Kahana Reef the perfect place to call home as you explore the wonders of Maui.

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.

4.88 out of 5 average rating, 192 reviews

MKV Beach Resort Ka'anapali - Ocean & Sunset Views

Note... MKV resort charges $35 per day due at check in. 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. Free trolly rides to Whalers village and Ka'anapali restaurants, markets and golf courses.

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.

4.82 out of 5 average rating, 138 reviews

Kaanapali Shores Modern Beachside Resort Condo

SALE! 1/2 PRICE, 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! Our unit is not affected by Maui short term rental bans since we are a hotel-resort.

A view of the calm ocean framed by palm trees is presented, with gentle waves lapping against the shore. The distant mountains create a serene backdrop under a clear blue sky, inviting relaxation and a connection to nature.

4.95 out of 5 average rating, 148 reviews

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Escape to a Slice of Paradise – Where the Fairway Meets the Ocean. This beautifully appointed condo offers the best of Kaanapali living, featuring a prime golf course front position with serene, sweeping views and a sparkling partial ocean view that will take your breath away. Wake up to the sight of golfers setting off on the world-renowned Kaanapali Golf Courses. In the afternoon, relax on your private lanai and watch the sunset paint the Pacific Ocean in hues of gold and orange.

A lanai offers a view of the ocean, framed by tall palm trees swaying in the breeze. In the foreground, a small table is set with two wine glasses, inviting relaxation and enjoyment of the coastal scenery.

4.87 out of 5 average rating, 302 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

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, 173 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

*** NO RESORT OR PARKING FEES! *** Honua Kai is a Four Star resort with four pools, five spas, a fitness center, Aina Gourmet Market, and beachfront Dukes Restaurant on premises. Our one bedroom condo has a partial ocean view from the lanai, has a KING sized bed in the bedroom AND queen SOFA SLEEPER for additional guests. We stock our condo with four beach chairs, umbrella, two coolers, boogie boards, and pool toys for you to use.

An outdoor dining area is presented on a private lanai, featuring a table set with two glasses and plates of food. In the background, palm trees sway against a clear blue sky, overlooking stunning ocean views that include distant islands.

4.98 out of 5 average rating, 199 reviews

Sunsets and Turtles and Whales, Oh My!

Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking

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.

The image captures a vibrant tropical scene at Papakea Resort, featuring lush green lawns and swaying palm trees. The swimming pool is visible surrounded by lounge chairs, with the ocean and blue sky in the background, providing a refreshing and relaxing atmosphere.

4.97 out of 5 average rating, 128 reviews

Ground Floor- New Renovation, AC & steps to Ocean

Welcome to our tropical paradise at beautiful Papakea Resort. Our newly renovated condo E106 is air conditioned (newly installed) & conveniently located on the ground floor with very close access to the ocean and the pool area in building E. This condo sleeps 4 people. There is a queen sofa sleeper in the living room. This condo is not suitable for kids under 8.

Popular amenities for Kaanapali family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A sweeping view of the tranquil blue Pacific Ocean extends towards the horizon, framed by lush palm trees. The neighboring island of Lanai is visible in the distance, while soft clouds dot the bright blue sky above, enhancing the serene coastal landscape.

5 out of 5 average rating, 16 reviews

Maui Resort Rentals: Honua Kai Konea 444

A cozy sleeping area is highlighted by a floral-patterned comforter draped over a spacious bed. A seating area featuring a light-colored couch and a round dining table is visible, surrounded by large windows that offer expansive ocean views.

4.97 out of 5 average rating, 66 reviews

Maui Kaanapali Oceanfront Penthouse, Aloha Getaway

A bright, spacious studio loft features a comfortable living area with a floral couch and a wooden coffee table. A dining table accommodates four, accentuated by artwork on the walls. A staircase leads to a lofted bedroom with vaulted cedar beams, adding a cozy touch to the open space.

4.8 out of 5 average rating, 64 reviews

Enjoy Balcony Sunsets in your Studio Loft Getaway!

4.88 out of 5 average rating, 102 reviews

Unit 120 Island bliss with great views!

A studio bedroom features a wooden bed frame with a neatly made bed. Two bedside tables with lamps are positioned on either side. A decorative painting hangs above the bed, and a flat-screen TV is mounted on the wall opposite. Natural light fills the space through a nearby window.

5 out of 5 average rating, 43 reviews

Maui El Dorado Kaanapali Beach Studio - G204

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

4.95 out of 5 average rating, 100 reviews

Flat in Kaanapali

Kaanapali Shores Resort Studio #334 ~ West Maui ~

5 out of 5 average rating, 7 reviews

Stunning Ninth-Floor Studio with Oceanfront Views

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 121 reviews

The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.

Home in Wailea

Mana Hale Vacation Rental

A dining table is set on a balcony, featuring two plates and glasses filled with pink drinks. Lush green table mats complement the scene, with a pineapple as a decorative centerpiece. In the background, palm trees sway gently against a bright blue ocean and sky.

4.88 out of 5 average rating, 187 reviews

Beachfront Oceanview Seaside Retreat SoothingWaves

5 out of 5 average rating, 10 reviews

Maui First Floor Condo w Extras, Oceanfront Resort

4.97 out of 5 average rating, 133 reviews

The open living area showcases vaulted ceilings and warm wood beams. A modern kitchen island with a marble finish is complemented by stylish pendant lights. A cozy seating area invites relaxation, while large windows offer views of the surrounding landscape, enhancing the bright and airy atmosphere.

Townhouse in Wailea

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

4.89 out of 5 average rating, 524 reviews

An open living space features a comfortable bed with soft blue linens, a stylish fold-out loveseat, and a large area rug. A fully equipped kitchen with wooden cabinets and a breakfast bar is visible, complemented by natural light from nearby windows.

Guest suite in Wailuku

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

4.93 out of 5 average rating, 384 reviews

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

4.94 out of 5 average rating, 16 reviews

Apartment in Kihei

Luxury condo 20 steps from beach/pool/hot tub #103

4.88 out of 5 average rating, 253 reviews

An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.

Flat in Wailuku

2B/2B Cottage/Cozy/Central/Private/Historic town

Family-friendly home rentals with a pool

5 out of 5 average rating, 10 reviews

Maui Beach Frt Condo w/ AC Kaanapali Shores Resort

A dining table is set for breakfast on the lanai, featuring colorful flowers in a vase and plates with food. The ocean can be seen in the background, along with distant islands and a clear blue sky, creating a serene beachfront setting.

5 out of 5 average rating, 55 reviews

Oceanfront penthouse - stunning view!

4.78 out of 5 average rating, 9 reviews

A balcony showcases direct oceanfront views, featuring two chairs and a glass table. Palm trees sway gently in the breeze, and the shimmering blue water extends to the horizon. The sky is bright with a few scattered clouds, enhancing the serene coastal ambiance.

Home in Lahaina

Oceanfront Studio w/ Beach Access and Pool!

A spacious living area showcases modern tropical design with large windows providing unobstructed views of the ocean and sunset. A comfortable brown sofa and armchairs create a cozy seating arrangement, complemented by a round coffee table and woven area rug. Decorative plants add a touch of nature.

5 out of 5 average rating, 50 reviews

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

A spacious sleeping area features a king-size bed with a minimalist wooden frame and crisp white linens. A cozy queen-size sofa sleeper is positioned nearby, complemented by a wooden coffee table. Natural light fills the room, enhanced by modern lighting fixtures and vibrant artwork on the wall.

4.95 out of 5 average rating, 19 reviews

Private Beach Cabana. 3 Pools. Gym.

An oceanfront view displays lush palm trees gently swaying in the breeze. The sparkling blue water contrasts with the sandy shore, while a shared pool and lounge area are visible below, surrounded by vibrant landscaping and inviting deck chairs.

4.94 out of 5 average rating, 17 reviews

Ocean, Sunsets, Whales & Turtles at Honuloha

The outdoor pool area is illuminated by ambient lighting, surrounded by palm trees and lush landscaping. Lounge chairs are positioned around the pool, creating an inviting space. In the background, the ocean glimmers under a twilight sky, enhancing the serene atmosphere.

4.98 out of 5 average rating, 42 reviews

Huge Luxury Condo | partial Ocean View on Beach