Family-friendly holiday rentals in Napili-Honokowai

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, 131 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.

KitchenIndoor spacesPool

4.97 out of 5 average rating, 199 reviews

Modern Oceanfront Napili | 1br w/ stunning views

Watch sea turtles and sunsets from your private lanai just steps from the ocean!This hotel zoned, oceanfront 1-bedroom condo on stunning Honokeana Bay offers a contemporary space designed to create unforgettable memories. Fully remodeled and air-conditioned, this retreat is surrounded by water and just a short walk to Napili Beach, one of Maui’s finest. With no hidden resort or parking fees., this is perfect for anyone seeking a serene and comfortable base to explore all that Maui has to offer!

KitchenFamilyAmenities

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.

4.88 out of 5 average rating, 153 reviews

Summertime in Napili Shores-Cozy, Oceanside Condo

Napili is the perfect place for your Maui vacation. This beautiful condo’s location is the best mix of resort life and local vibe. Our newly renovated condo is located oceanside and is only a short walk to soft, sandy, quiet beaches. This second floor, corner unit overlooks the beautiful gardens, the tranquil Koi pond and resort swimming pool. The private lanai is the perfect setting to relax and listen to the birds sing, the rustling of the Koi pond and take in the magical Maui ocean breeze.

Indoor spacesKitchenWalkability

Bungalow in Napili-Honokowai

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.

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!! 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, steps to the ocean & walking distance to 2 beaches. Ka Hale Aloha will make you feel like you’re truly living the island life. * Check us out on IG at @thoughtfulstays

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 223 reviews

4.99 out of 5 average rating, 164 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.

KitchenIndoor spacesPool

A small outdoor dining set is positioned on a private lanai, featuring a round table flanked by two cushioned chairs. The backdrop showcases expansive views of the turquoise ocean and a clear blue sky, with gentle waves visible in the distance.

4.89 out of 5 average rating, 103 reviews

Rare 2 King Suites•Oceanfront•Watch Whales&Turtles

Wake up to whales, sea turtles, and breathtaking direct ocean views from our newly renovated ninth-floor retreat at Valley Isle Resort. Our rare one-of-a-kind condo features two spacious king suites—the only floor plan of its kind at the resort—making it ideal for romantic getaways, two couples, or families. Snorkel at Kahana Beach just steps away, watch unforgettable sunsets over Molokaʻi, and experience Maui from a home thoughtfully renovated by our family with comfort and aloha in mind.

Indoor spacesKitchenAccess

Apartment in Napili-Honokowai

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.

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.

Indoor spacesFamilyBreakfast

4.97 out of 5 average rating, 105 reviews

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

Valley Isle Resort 306 We are located beachfront with an amazing view of the ocean and sunset. We can look right down into the water and watch the turtles swimming. We offer a full kitchen including poolside barbecue grills. Within a block of our Resort are several restaurants and bars. Our condo has a comfy queen-size wall bed along with a small sofa bed. We offer a well stocked kitchen. The ambiance is soothing and relaxing. Our place is good for couples and solo adventurers.

FamilyKitchenGetting around

A view from the lanai features lush green grass and palm trees swaying gently in the breeze. A glimpse of the ocean is visible in the distance, with neighboring buildings set against a clear blue sky.

4.96 out of 5 average rating, 281 reviews

Ocean View Oasis at Napili, West Maui

This air-conditioned studio with beautiful ocean views is located at the oceanfront Napili Shores Resort. The well-maintained resort offers two swimming pools, a hot tub, an on-site surf and snorkel rental shop, and two restaurants, just steps from Napili Bay and Kapalua Bay. The studio is on the second floor for added privacy and ocean views. Inside is a comfortable king-size bed and a fully equipped kitchen. Beach gear and a guitar are provided for easy, relaxed island living.

KitchenIndoor spacesGetting around

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, 114 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.

FamilyKitchenSleep quality

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, 253 reviews

Tropical Hawaiian Oceanfront - Maui, Hawaii -

Summer Special - HUGE SAVINGS! Brand new AC system being installed April 7, 2025. You may not need it but it's there if you do! HVAC units in the bedroom and living room areas. Right on the ocean! Super Clean! Great Location! High-speed WiFi, Free Parking, NO RESORT FEES! Our condo gives you incredible views of what you're coming to Maui to experience. Completely renovated, a touch of paradise luxuriously appointed for your stay. Easy elevator access.

Indoor spacesFamilyCheck-in

4.91 out of 5 average rating, 169 reviews

Oceanfront Condo at Napili Bay | Newly Refreshed

Thank you for checking out my newly refreshed OCEANFRONT condo located at the charming Napili Shores resort! ✨ FRESH LOOK, NEW COMFORT ✨ We’ve just given the entire condo a complete update! Enjoy brand-new modern furniture, freshly painted walls, and thoughtfully upgraded fixtures throughout. The entire home feels clean, bright, and beautifully refreshed—offering you an elevated, relaxing space for your ultimate Maui retreat.

Indoor spacesKitchenAmenities

Popular amenities for Napili-Honokowai family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 258 reviews

Come And Enjoy Summer Days! Walk To The Beach!

Indoor spacesKitchenHot tub

4.94 out of 5 average rating, 116 reviews

Amazing View!

KitchenIndoor spacesAmenities

Townhouse in Napili-Honokowai

A bright bedroom features a spacious bed and large windows allowing natural light to fill the space. A comfortable chair and desk provide a working area, while decorative rowing oars accentuate the vaulted ceiling. A lush plant adds a touch of greenery.

Coastal Paradise | Private 3 BR | AC, Pool, WFH

FamilyKitchenOutdoor spaces

4.96 out of 5 average rating, 105 reviews

Superhost

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.

4.85 out of 5 average rating, 126 reviews

Oceanfront | Luxury View | 2 Beds

Indoor spacesKitchenCheck-in

A balcony setting is presented with a round table surrounded by four high-back chairs. Two glasses filled with a red beverage sit on the table. Beyond, lush greenery and palm trees are visible, alongside a view of the ocean and resort buildings.

4.88 out of 5 average rating, 168 reviews

Newly Relisted! Discounted rates. No resort fees

Indoor spacesFamilyWi-Fi

4.99 out of 5 average rating, 158 reviews

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.

Condo in Kaanapali

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

KitchenIndoor spacesQuiet

A round glass-topped dining table is set on a private lanai, accompanied by comfortable wicker chairs. A bottle of wine and glasses are artfully arranged on a wooden tray, with sweeping ocean views extending towards distant islands under a bright sky.

4.95 out of 5 average rating, 144 reviews

Maui Beachfront Oceanfront Sands of Kahana withA/C

KitchenFamilyAir conditioning

The living area features a rattan furniture set, including a sofa adorned with tropical print cushions. A glass coffee table rests on tiled flooring, while large glass doors provide views of the lush garden outside. A ceiling fan adds to the open, airy ambiance.

4.92 out of 5 average rating, 182 reviews

Affordable Gem West Maui/NEW AC/Location! Unit 2

FamilyKitchenLong stay

Family- and pet-friendly home rentals

Farm stay in Haiku-Pauwela

The exterior of a private cabin is surrounded by lush greenery, featuring vibrant tropical plants. A porch with rocking chairs offers a welcoming spot to relax. The cabin's distinctive architecture includes a sloping roof and decorative wooden details, providing a harmonious blend with the natural environment.

Ocean View - Private Cabin

Indoor spacesFamilyCleanliness

4.97 out of 5 average rating, 332 reviews

4.93 out of 5 average rating, 420 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!

KitchenFamilyBathroom

4.97 out of 5 average rating, 125 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

KitchenFamilyValue

4.89 out of 5 average rating, 569 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

Indoor spacesKitchenWi-Fi

4.86 out of 5 average rating, 107 reviews

A bright living area is showcased with large glass doors offering access to an outdoor space. Comfortable seating is provided by a gray sofa and wicker chairs, accented with blue and patterned cushions. A glass coffee table is placed centrally, complemented by a mounted flat-screen TV.

Condo in Kihei

Sleeps 8 Ocean View 3bth Kamaole Beach HOT TUB

FamilyIndoor spacesQuiet

4.97 out of 5 average rating, 145 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

KitchenFamilyBathroom

Superhost

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

KitchenFamilyAmenities

4.87 out of 5 average rating, 263 reviews

4.87 out of 5 average rating, 120 reviews

Home in Paia

Two Bedroom Green turtle House

FamilyKitchenOutdoor spaces

Family-friendly home rentals with a pool

4.79 out of 5 average rating, 112 reviews

2 BdRm - Cozy Condo near Kaanapali! B5

KitchenFamilyDecor

A bright living space features a dining area with a round table and four blue chairs. Natural light floods in from large windows, complementing the neutral walls. A cozy seating area is visible in the background, showcasing a TV and vibrant decor.

4.94 out of 5 average rating, 162 reviews

3-min Walk to Beach, Modern & Fun Condo

KitchenIndoor spacesNearby

4.94 out of 5 average rating, 129 reviews

Renovated Maui Oceanfront | Whales + Sunset Lanai

Indoor spacesFamilyWalkability

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, 152 reviews

Ocean Views- Beachfront- Steps to a Sandy Beach!

KitchenIndoor spacesWalkability

4.93 out of 5 average rating, 620 reviews

The spacious studio features a comfortable bed and a seating area with colorful cushions. Large glass doors provide access to a private balcony with stunning ocean views. A flat-screen TV and a ceiling fan are visible, alongside a wooden dresser and a coffee table.

Home in Napili-Honokowai

Maui direct ocean front . Super private

KitchenIndoor spacesPool

4.98 out of 5 average rating, 101 reviews

A spacious balcony offers a scenic view of the calm turquoise water and sandy beach below. Palms sway gently in the breeze, and the coastline is framed by lush greenery. A glass table with two chairs invites relaxation amid the stunning backdrop of nature.

Condo in Kahana

Beautiful Bay View!

FamilyKitchenGetting around

4.83 out of 5 average rating, 121 reviews

Lovely 1 bedroom condo across from the beach

Indoor spacesKitchenCleanliness