Family-friendly vacation rentals in Kahului

4.84 out of 5 average rating, 535 reviews

The outdoor area features a large, inviting pool surrounded by a tiled deck. Comfortable lounge chairs are arranged around the pool, and vibrant potted plants add a touch of greenery. The main house, visible in the background, showcases spacious windows and a welcoming entrance.

Guest suite in Wailuku

Private Poolside Oasis & Ocean Views

Escape to a relaxed tropical retreat in private villa-style suite featuring its own entrance, ensuite bathroom w/ natural stone shower, coffee station, mini fridge, & outdoor bistro seating. Guests also enjoy access to our lush shared pool area and shared kitchen spaces, creating a boutique island experience designed for comfort, connection, and relaxed Maui living. Centrally located & great for exploring all Maui has to offer. Great hikes and beaches nearby! Maui County Permit BBWK 2019/0003

Indoor spacesFamilySolo travel

4.88 out of 5 average rating, 142 reviews

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.

Apartment in Kihei

The Whale Watch 208-Oceanfront Kihei

HOTEL ZONED, NOT affected by new Hawai’i legislation banning 1/2 of Maui’s Airbnbs Next to Pacific Whale Sanctuary, this newly renovated 2bed, 2bath is a modern oceanfront oasis. On the 2nd floor, overlooking a heated pool with sweeping ocean, sunset, and mountain views. Steps away to a protected ancient Hawaiian beach perfect for snorkeling, viewing sea turtles and whales shopping, dining and sightseeing just moments away. Sip cocktails or grill out on the rooftop deck with 360* views of Maui.

FamilyKitchenCheck-in

4.89 out of 5 average rating, 579 reviews

Guest suite in Wailuku

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Relax in the hot tub and sauna. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

FamilyKitchenLaundry

4.93 out of 5 average rating, 382 reviews

Wake Up in Maui — Walk Out & Start Your Beach Day

Walk to the beach in minutes and enjoy a FREE paddleboard during your stay. This spacious Kihei condo features resort pools, beach gear, and a relaxed Maui vibe—perfect for couples or up to 4 guests 800 sq ft ground-floor condo just steps from the sand. Enjoy a pool, hot tub, and nearby pickleball courts. Watch whales (Dec–Apr) , Digital Nomads & Remote Work: property features premium Fioptics 1 Gig symmetrical internet the Wi-Fi is blazing fast , AC, beach gear, parking, and on-site laundry.

FamilyKitchenQuiet

A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.

4.98 out of 5 average rating, 128 reviews

Coastal Dream Oceanfront Condo!

Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

KitchenIndoor spacesAccess

A serene beach scene is captured at sunset, with canoes resting on sandy terrain. The sky displays soft hues of orange and yellow, reflecting over the water. A sign stands nearby, providing information about the area, framed by gentle foliage and distant clouds.

4.91 out of 5 average rating, 172 reviews

Beautiful Studio Condo with Partial Ocean View

This second-floor ocean view studio has everything you need to feel at home: Fully equipped kitchenette, dining area, comfy queen bed, cozy sitting area, SmartTV with streaming apps, Wifi, bathroom with bathtub, beach equipment, and much more. Resort amenities include a coin/card operated laundry room, pool, hot tub and tennis court. Less than 1 mile from shopping and restaurants. Enjoy stunning sunset views from the lanai or cross the street to Kalepolepo Beach to be with the sea turtles.

KitchenFamilyCheck-in

4.93 out of 5 average rating, 294 reviews

Home in Wailuku

The Blue Door on Church Street | Vintage One Bedro

Stay in a restored 1929 plantation-style retreat at The Blue Door on Church Street in historic Wailuku. This private one-bedroom space features a king Helix bed, queen memory foam sleeper sofa, high ceilings, original wood details, kitchenette, rainfall shower, soaking tub, AC, fast WiFi, Smart TV, parking, and access to a shared infrared sauna. Walk to cafés, restaurants, shops, yoga, and the ʻĪao Theater, or drive minutes to ʻĪao Valley, beaches, hikes, and Maui adventures.

FamilyIndoor spacesBeach

4.85 out of 5 average rating, 113 reviews

Apartment in Wailuku

Waena Inn 9– Newly Renovated Maui Private Suite

Enjoy a cozy 324 sq ft modern Ohana studio at Waena Inn in Maui with a kitchenette and private bath. Large windows showcase West Maui Volcano views and fresh breezes. Amenities include A/C, Wi-Fi, smart TV, and free parking. Centrally located between Maui’s west and east sides, 10–15 min from airport, beaches, and shops. please note : Not a resort or beachfront—this is a peaceful, local residential stay ideal for an authentic island experience and easy island exploration.

KitchenIndoor spacesAir conditioning

4.85 out of 5 average rating, 155 reviews

Kihei Condo: Steps from Beach & Yummy Eats!

✨ Your Maui Escape Awaits! 🌺 Nestled in the heart of Kihei, our condo is just steps from Kamaole Beach Park—famous for golden sands, calm waters, and stunning sunsets. Stroll to local shops, food trucks, and restaurants, or unwind on your private lanai in true island comfort. With a central location near Haleakalā, the Road to Hana, and Twin Falls (waterfalls), this tranquil retreat is the perfect home base to savor all of Maui’s beauty, flavor, and adventure. 🌴☀️

KitchenFamilyBeach

4.94 out of 5 average rating, 151 reviews

Condo in Lahaina

Beachfront 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

KitchenIndoor spacesAmenities

An aerial view showcases Kihei Garden Estates, highlighting its proximity to the beach, restaurants, and shopping areas. Lush greenery surrounds the complex, with the ocean visible in the background. Clear directional arrows indicate nearby amenities, enhancing the understanding of the location.

4.95 out of 5 average rating, 182 reviews

Close to the beach-2Bd/1Bath Condo-Great Location!

Unwind with your favorite people at our peaceful, remodeled tropical haven. Designed as our personal dream vacation home, every corner of this condo has been thoughtfully updated to provide the ultimate beachside escape. Leave the car keys behind. You are a 1-minute stroll from a quiet, pristine beach to watch sunsets and a brief 2-to-5-minute walk from the best local spots, including restaurants, grocery stores, a food truck park, and fresh fruit stands.

KitchenFamilyCheck-in

Farm stay in Haiku-Pauwela

An open concept living space is displayed, featuring a comfortable leather sofa and a wooden dining table. Large sliding glass doors invite natural light, while a modern kitchen is visible in the background. Ceiling fans and decorative elements enhance the airy ambiance.

Kalani at Haiku Garden Cottages Farm Sanctuary

Welcome to Haiku Garden Cottages, a licensed Farmstay and B&B on Maui’s North Shore (Permit #BBPH2017/0002). Kalani is a charming cottage where you can sip coffee on the lanai, wander garden paths, harvest seasonal fruit, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and relaxed indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, beaches, hiking trails, restaurants, and farmers markets.

Indoor spacesFamilyOutdoor spaces

4.94 out of 5 average rating, 458 reviews

Popular amenities for Kahului family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 215 reviews

Apartment in Kihei

Family Oceanview | North Kihei Beach Access + Pool

Indoor spacesKitchenComfort

A scenic view reveals the ocean with soft waves meeting sandy shores, framed by palm trees. In the foreground, tennis courts are visible against a backdrop of rolling hills, showcasing lush greenery under a clear blue sky.

4.97 out of 5 average rating, 121 reviews

Maui is Open - Come Support the Locals

Indoor spacesKitchenHospitality

4.83 out of 5 average rating, 420 reviews

Apartment in Kihei

Spacious condo close to beach

FamilyKitchenShared spaces

An outdoor patio area features a tile-top table surrounded by six cushioned chairs with tropical patterns. Lush green grass and palm trees create a serene environment, with glimpses of the resort's buildings in the background.

4.82 out of 5 average rating, 203 reviews

2BR 2BA Ground Floor in Paradise

KitchenFamilyCheckout

4.94 out of 5 average rating, 108 reviews

A tranquil scene features lush greenery and palm trees framing a scenic view overlooking a valley. In the distance, mountains are visible against a colorful sunset sky, with soft clouds adding depth to the picturesque landscape.

Home in Makawao

Exceptional Upcountry Villa, breathtaking views!

Indoor spacesKitchenView

A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.

4.93 out of 5 average rating, 168 reviews

Oceanfront Getaway, Brand New, Steps To Beach

KitchenFamilyAmenities

A dining table is set outdoors with vibrant turquoise plates and colorful glasses. The table is adorned with patterned napkins and cheerful placemats. Decorative bird figurines add a playful touch, surrounded by lush greenery that provides a natural backdrop.

4.94 out of 5 average rating, 353 reviews

Walking on Sunshine Maui ~ Remodeled and By Beach!

FamilyIndoor spacesValue

Lush greenery surrounds the tropical landscape, featuring vibrant plants and a small pond reflecting plants and trees. A decorative fountain can be seen in the pond. Two stories of a building are visible in the background, nestled among mature trees.

4.81 out of 5 average rating, 445 reviews

Tropical Resort Across Beach With Turtles!

FamilyKitchenLaundry

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 263 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

KitchenIndoor spacesAccess

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

FamilyKitchenNearby

4.97 out of 5 average rating, 338 reviews

4.88 out of 5 average rating, 219 reviews

An open living space features high wooden ceilings with ceiling fans. A pink sofa and two green armchairs are arranged on a soft carpet, facing a coffee table. Large windows and sliding doors provide access to an outdoor area, while a kitchen area is visible in the background.

Home in Haiku-Pauwela

Spacious Private 3 BR Home: A/C & Wifi

KitchenFamilyShared spaces

4.93 out of 5 average rating, 425 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!

Indoor spacesKitchenOutdoor spaces

4.87 out of 5 average rating, 120 reviews

Home in Paia

Two Bedroom Green turtle House

Indoor spacesFamilyAir conditioning

4.85 out of 5 average rating, 109 reviews

Ocean View 3brm/3bth Kamaole Beach HOT TUB Full AC

FamilyIndoor spacesCheckout

A private lanai features a round glass-top table surrounded by colorful cushioned chairs. Lush tropical plants and palm trees create a serene garden view, while a clear blue sky adds brightness to the scene.

4.95 out of 5 average rating, 115 reviews

Walk to Kam Beach! King Bed, Pools, Pet Friendly.

FamilyKitchenBathroom

4.96 out of 5 average rating, 147 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

FamilyKitchenGetting around

Family-friendly home rentals with a pool

An inviting kitchen area features modern cabinetry and a spacious island with three stools. Stainless steel appliances are complemented by elegant light fixtures, and natural light brightens the room through a nearby window.

4.98 out of 5 average rating, 184 reviews

Makani A Kai A7 modern beachfront, pool, a/c, w/d

FamilyIndoor spacesValue

A cozy living area features a plush brown sofa adorned with leafy pillows, accompanied by a textured coffee table. A pair of wicker chairs sits nearby. A colorful artwork hangs on the wall, and warm lighting enhances the inviting atmosphere.

4.81 out of 5 average rating, 460 reviews

Romantic Beachfront Getaway

FamilyIndoor spacesCleanliness

A private beachfront lawn is shown, featuring several lounge chairs arranged on lush green grass. Umbrellas stand nearby, providing shade. A backdrop of palm trees frames the view of the ocean, with gentle waves lapping against the shore under a partly cloudy sky.

4.93 out of 5 average rating, 225 reviews

Oceanfront Condo on magic Sugar Beach - Ocean View

FamilyIndoor spacesOutdoor spaces

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

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 108 reviews

4.94 out of 5 average rating, 129 reviews

Oceanfront, Ground Floor Condo Steps to Ocean

Indoor spacesKitchenSleep quality

4.93 out of 5 average rating, 207 reviews

A vintage toy van is positioned on a sandy beach, facing a vibrant sunset over the ocean. Warm golden light reflects off the waves, creating a serene scene. The gentle surf adds a sense of calm to the atmosphere, with small ripples lapping at the shore.

Condo in Wailea

Groovy bright condo 2 bed / 2 bath South Kihei

FamilyIndoor spacesAccuracy

4.93 out of 5 average rating, 203 reviews

STEPS to Beach! 2 Bedroom w/ Ocean View and Pool!

KitchenIndoor spacesGetting around

The kitchen area features warm wooden cabinetry and sleek granite countertops, accented by pendant lighting. A spacious island with two high stools invites casual dining. Stainless steel appliances are visible, and the open layout allows for a seamless flow into the adjoining living area.