Family-friendly holiday rentals in Napili-Honokowai

A patio table is set with decorative plates, glasses, and a bottle of wine, accompanied by a vibrant flower. Lush green grass extends in the background, with palm trees and a cloudy sky completing the serene view.

4.98 out of 5 average rating, 139 reviews

Best Location in Kapalua, walk to beach, spacious

Best location spacious 1-bedroom 1-bath Kapalua Bay Villa, walk to Kapalua Bay Beach and Napili Bay -best for swimming and snorkeling. Ideal for families and couples. Modern interior with lots of natural light. Enjoy views and fresh island air from this ground-level unit with large bay windows and a walk-out patio. Walk to Montage, Ritz Carlton, Honolua Store, restaurants (Cane & Canoe, Merriman's, Taverna, Sansei, Seahouse), golf, and tennis. Free parking/wifi. Up to 4 people (including infants

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.

4.97 out of 5 average rating, 136 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 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, 141 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.

4.95 out of 5 average rating, 168 reviews

A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.

Townhouse in Lahaina

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

The kitchen area features a modern countertop with two white bar stools, each adorned with blue cushions. Cabinets line the walls, accompanied by a refrigerator and other appliances. Natural light fills the space, creating a bright and open atmosphere.

4.93 out of 5 average rating, 462 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

"Napili Nani" is a darling studio cottage in the Napili Ridge Condominiums, located just a short walk to the beautiful Napili Bay, The Gazebo Restaurant and The Sea House Restaurant. Our cottage for two is a relaxing and lovely alternative to the high traffic, commercial areas on the island. Although we are zoned "HOTEL", we offer a more "authentic, local Hawaiian" experience. If mismatched furniture and a beachy, cottage style vibe is your thing, then Napili Nani is the place for you!

A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.

4.92 out of 5 average rating, 133 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

4.99 out of 5 average rating, 203 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

Ka Hale Aloha (The 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 @kahalealoha

A welcoming studio space features a king bed and comfortable seating area. A round dining table with chairs and a wooden coffee table are positioned beside the large window, which offers views of the outdoor landscape. Artwork adorns the walls, adding a touch of style.

4.95 out of 5 average rating, 184 reviews

Ocean Tropics Oasis, Beachfront, King bed, AC/pool

Welcome to the Royal Kahana! Views from your private lanai are first class. View includes ocean, sunset, neighboring islands, mountains, and even humpback whale breaches. Relax at our upgraded studio which has all the amenities you need for an amazing stay. Recent upgrades include updated lighting, artwork, furniture, all new bedding and pillows, new and additional seating on the lanai, and OLED tv. USB ports by bed and kitchen. Great for couples, with sofa bed we can accommodate 3.

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.

4.98 out of 5 average rating, 175 reviews

Oceanfront Napili Getaway | Modern + Serene w / 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, 145 reviews

Napili bay Studio November special$99

Aloha🙏🙏🙏 Corner unit . 43 vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 12000 BTU Balcony’s chair Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

A spacious studio interior is depicted, featuring a firm, round bed with soft bedding. A large wall-mounted TV is positioned above a wooden dresser. Natural light enters through expansive glass doors, revealing lush greenery outside. A comfortable chair and a desk with a chair are included.

4.96 out of 5 average rating, 125 reviews

★Island Charm Studio, 10 Minutes to Napili Beach★

This charming studio is a ground floor corner-unit located near the highly renowned Napili Bay beach. It features a firm, round bed and a large wall-mounted TV for optimal relaxation following a long day of island exploration. You will have access to all of the features offered by the Napili Ridge association, including a laundry facility, swimming pool, BBQ area, and free parking. Kitchen is fully stocked with cooking utensils. *This unit does not have AC*

4.96 out of 5 average rating, 147 reviews

The residence features a striking facade with dramatic floor-to-ceiling windows. Surrounded by lush greenery, the exterior is enhanced by modern architectural lines and a welcoming entrance, leading to spacious parking areas and steps that guide guests into the home.

Townhouse in Lahaina

#1 Guest Favorite for Napili & Kapalua Bays!

Enjoy this luxury residence with beautiful bamboo flooring, contemporary island design, and dramatic floor-to-ceiling windows. Staying here means you're only a few steps away to heavenly Napili & Kapalua Bays. This is not just any condo, it's your special Maui retreat. Come see for yourself, a must do for all travelers with the desire for easy access to a famous beach and the exclusive Kapalua lifestyle.

Popular amenities for Napili-Honokowai family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A private balcony showcases a table set for two, with vibrant tropical flowers as a centerpiece. The ocean stretches beyond, featuring shades of blue and turquoise, with Molokai Island visible in the distance under a clear sky.

4.88 out of 5 average rating, 104 reviews

Oceanfront | Luxury View | 2 Beds

A spacious living area is furnished with a large, comfortable blue sofa and patterned accent pillows. A round, woven coffee table sits at the center on a textured area rug. A ceiling fan rotates above, and a large wall art piece complements the modern decor.

4.95 out of 5 average rating, 239 reviews

Come To Maui For Whale Season! Steps To The Beach!

A comfortable lanai features a dining table surrounded by cushioned chairs, with an unobstructed view of the ocean and beach. Lush palm trees frame the scene, while gentle waves reflect the blue sky and distant islands.

4.94 out of 5 average rating, 157 reviews

Absolute Beachfront with Million-Dollar Views!

A clear blue sky and palm trees frame a sparkling pool surrounded by lounge chairs. A thatched-roof pavilion stands nearby, providing a shaded area with tropical landscaping all around, emphasizing the inviting atmosphere of the resort.

4.87 out of 5 average rating, 135 reviews

Cozy, Oceanside Condo, A/C in Maui's Napili Shores

The resort grounds feature two swimming pools surrounded by lush tropical landscaping. Chaise lounges are positioned around the pool area, complemented by palm trees and vibrant flowers. The ocean is visible in the background, with the resort buildings offering views of this spacious outdoor area.

4.93 out of 5 average rating, 143 reviews

Aston Kaanapali Shores!-Oceanfront Resort!

The image captures a vibrant pool surrounded by natural stone features and lush tropical landscaping. The resort's multi-story buildings are visible in the background, framed by swaying palm trees under a partly cloudy sky. A wooden bridge crosses the pool area, adding to the serene atmosphere.

4.99 out of 5 average rating, 165 reviews

Beautiful Ocean View on Quiet Side of Honua Kai!

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, 135 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Lush tropical gardens and palm trees are visible alongside a well-manicured lawn. A blue ocean stretches into the distance under a partly cloudy sky. In the foreground, a swimming pool area features lounge chairs, while a community building can be seen to the left.

4.87 out of 5 average rating, 120 reviews

Condo in Lahaina, New Remodel, Amazingly Peaceful

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 117 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

4.97 out of 5 average rating, 129 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, 510 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

4.96 out of 5 average rating, 108 reviews

An open living area features a comfortable red leather sofa with decorative pillows. A dining table with wooden chairs is set nearby, and a well-equipped kitchen can be seen in the background. Natural light illuminates the space, enhancing its welcoming ambiance.

Home in Lanai

The Artists House

The image captures a serene beach scene with clear turquoise waters gently lapping against a sandy shore. Distant islands are visible on the horizon under a bright blue sky adorned with soft white clouds. The tranquil ocean setting suggests opportunities for swimming and snorkeling.

4.85 out of 5 average rating, 125 reviews

A jewel on Oceanfront & Breath Taking Views.

4.93 out of 5 average rating, 373 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!

4.88 out of 5 average rating, 251 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.

Apartment in Wailuku

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

4.86 out of 5 average rating, 115 reviews

A comfortable living area features a green sofa with decorative pillows, complemented by a wooden coffee table and matching lamps. A dining space with a table and chairs is visible in the background, alongside a kitchen area with a bright, airy atmosphere enhanced by natural light.

Home in Paia

Two Bedroom Green Turtle House

Family-friendly home rentals with a pool

A balcony view features a table and two chairs overlooking the ocean. A vase with white orchids is positioned at the center of the table. The serene water stretches toward distant islands under a clear blue sky, providing a peaceful setting.

4.86 out of 5 average rating, 245 reviews

Tropical Hawaiian Oceanfront - Maui, Hawaii -

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, 48 reviews

Oceanfront penthouse - stunning view!

Aerial view reveals a stunning coastal landscape with palm trees lining the shore. The azure ocean meets the horizon, while the surrounding community showcases green spaces, swimming pools, and nearby beach access. Mountainous terrain is visible in the distance under a partly cloudy sky.

4.96 out of 5 average rating, 50 reviews

Spacious Studio Steps from Napili Bay Beach

4.94 out of 5 average rating, 17 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 Lahaina

Oceanfront Napili Shores ~AC

A clear blue pool is surrounded by manicured tropical landscaping and palm trees. A thatched-roof structure with an outdoor bar is seen in the background, offering a relaxed atmosphere. Sun loungers are positioned around the pool, inviting guests to unwind by the water.

5 out of 5 average rating, 8 reviews

Oceanfront Resort Napili ~ Maui ~ AC ~ Napili Bay!

Superhost

An oceanfront lanai features comfortable chaise lounge chairs, inviting relaxation. The panoramic ocean views showcase the deep blue waters and the distant islands of Lana‘i and Moloka‘i. The space is illuminated by natural light, with a patterned shadow from the overhead slats adding visual interest.

5 out of 5 average rating, 5 reviews

Oceanfront Seaside Sanctuary | 2 Lanai | AC & Pool

Lush green lawns surround the manicured gardens, while palm trees sway gently in the ocean breeze. A vibrant blue ocean is visible in the background under a clear sky, inviting relaxation and leisure by the water.

4.97 out of 5 average rating, 95 reviews

Napili Oceanfront Paradise, beach, AC

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.