Family-friendly vacation rentals in Waihee-Waiehu

4.86 out of 5 average rating, 285 reviews

A well-maintained grassy area is bordered by a tall stone wall, providing privacy. Two palm trees are situated along the edge, contributing to a relaxed tropical atmosphere. The blue sky features scattered clouds, adding to the serene outdoor setting.

Apartment in Lahaina

Pele Palace: 2 blocks 2 Front St T-046-692-0448-01

274 Five Star Reviews! This unit is well stocked with everything you need to have a great stay. Ground floor condo in a prime location! Live the Lahaina Lifestyle!! You can walk to the Banyan Tree, eat and shop on Front St, catch a sunset or book a tour for any Maui excursion. We love to host and the unit has recent upgrades! New floors, bathroom, paint and baseboard, lighting, pull out, living room AC. Fully equipped kitchen, beach chairs + beach towels. Happy to answer any questions. Aloha!

A person stands in the ocean water, silhouetted against a vibrant sunset with shades of orange and gold. Gentle waves lap at the shore, reflecting the warm colors of the sky, while clouds drift above, adding texture to the scene.

4.89 out of 5 average rating, 132 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwasher quartz counters and new thick futon mattresses. The view from the lanai is over the resort's beautiful grounds (with largest private pool in Kihei) to the ocean. Good architecture and concrete construction keep units in this well managed complex private and safe. High speed internet (196Mbps).

4.93 out of 5 average rating, 147 reviews

An outdoor dining area is surrounded by lush tropical greenery. A wooden table is positioned beneath a shaded umbrella, featuring tableware and glasses set for a meal. Textured seating complements the rustic table, creating a serene place for dining al fresco.

Townhouse in Lahaina

Awesome Beach Home - Elegant 3 bed w AC - Families

Elegant, Spacious Villa – Perfect for Family Celebrations & Getaways Steps from Napili Bay’s famous white sands, this villa is an ideal retreat; enjoy a gourmet quartz kitchen, central air, plush bedding, and fine teak furnishings. Gather in the theater-style living area with an 80-inch smart TV, or toast to special moments on the private lanai with a gas BBQ. The garage is stocked with beach gear. You can snorkel with turtles, paddleboard, body surf, and watch breathtaking sunsets together.

4.83 out of 5 average rating, 146 reviews

A spacious living area is furnished with two light-colored sofas adorned with patterned cushions. A glass coffee table sits at the center, complemented by a potted plant in the corner. Natural light enters through large windows with sheer curtains, enhancing the inviting atmosphere.

Condo in Wailea

Beautiful Palms At Wailea #608-April/May Discount

Beautiful Palms At Wailea ,2BR/2BA,Condo, located in the heart of Wailea. 5* location. Vinyl wood flooring & Split Air-Cond. system in hallway & in master-B/R. Fans through-out. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., wide open floor plan ,2nd. fl.unit. Low rise complex. Very private. Large lanai . Barbecue grills located near entryway of complex. Views from the Club House & Pool.The best place to stay!

4.92 out of 5 average rating, 222 reviews

A spacious yard surrounds a detached cottage, featuring a large tree providing shade. Lush greenery and tropical plants are visible throughout the property. A pathway leads from the yard towards the cottage, which has large windows and an inviting entrance.

Cottage in Maui County

Ualani Retreat. Private Ocean View Cottage.

Private Detached stand alone cottage home on 3 acre retreat. Beautiful ocean and mountain views. Lush Haven surrounded by fruit trees and bamboo groves. Nicely equipped kitchen. Laundry room. Cable TV. Wi-Fi. Delightful Island Home. Very Comfortable. Hot Tub. Close to enjoy some of Maui's best attractions - Haleakala Volcano, Road to Hana, Waterfalls & Baldwin Beach. Locally Owned & Occupied B&B PERMIT : BBPH 2012/0002 SUP2 2012/0001

4.91 out of 5 average rating, 207 reviews

A pathway lined with lush greenery leads toward the ocean, bordered by tropical plants. Barbecue grills are visible to the side, providing outdoor cooking options. The serene water can be seen in the background, complementing the tranquil setting.

Condo in Wailuku

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

A view of the pool area is presented, featuring loungers arranged along the patio. Tall palm trees provide a tropical backdrop, while the ocean can be glimpsed in the distance through the pool fence. The sky displays soft, muted colors with scattered clouds.

4.7 out of 5 average rating, 264 reviews

Oceanview Surfrider

Scenic unobstructed sea views, steps away from the pool. Remodeled August 2021. We are across the street from Cove Beach and Kalama Park. Ideal location for paddleboarders, beginner surfers, wave rider rentals next door. Convenient short blocks to restaurants, bars and entertainment, Foodland and convenience market. New sofa and queen mattress July 2022. King Cool Gel Bed. There is no dedicated work space. Island in the kitchen with 3 stools.

A storage area is shown, featuring an assortment of beach gear including cooler, chairs, and bags. Bright blue shelves hold additional items, while a lit corner enhances visibility. The space is organized, providing easy access to essentials for beach outings.

4.94 out of 5 average rating, 119 reviews

Family Friendly Kihei Condo! Save BIG!

Escape to Maui! Family Friendly Condo with Discounted Rates - Book your Tropical Getaway Now! Spacious, walkable Kihei condo that sleeps 6 - with parking, pack n play, and tons of kid friendly gear! Due to last minute cancellations, we are offering a HUGE DISCOUNT off our normal rates for our family friendly 2-bedroom, 2-bathroom (2 bathtubs) beach condo. If you are looking for the perfect place for your family to call home in Maui, this is it!

An inviting living area features a wooden TV stand with a flat-screen television and decorative accents. A cozy chair is placed beside a round coffee table, which holds a travel book. Light filters through the space, complemented by a potted plant.

4.83 out of 5 average rating, 159 reviews

Awesome Maui home away from home. Includes taxes!

A/C throughout. Work desk with dependable wi-fi. 2 Cable TVs . Grass area off lanai. Walk to the beach, stores, restaurants, the park or bus stop. Full kitchen, W/D, 2 queen beds and 1 queen sofabed, 4 beach chairs, 4 beach towels, a beach umbrella and travel cooler, Pak-n-Play, Booster Seat, 2 pking spaces. This condo is comfortable and well-eqipped for a wonderful stay and vacation on Maui. New pool and jacuzzi.

A well-appointed bathroom features a circular mirror above a sink with a mosaic-style countertop. The shower is enclosed with glass, displaying tiled walls and a subtle pebble floor. Artwork depicting aquatic scenes adorns the wall, adding a tranquil touch to the space.

4.83 out of 5 average rating, 172 reviews

Spectacular Direct Ocean Front location!

Spectacular oceanfront location only steps away from the beach! This stunning space provides everything a Maui vacation should offer. Positioned right on the water, this quaint condo offers direct ocean views and access along with a dreamy sight of the West Maui mountains. Wake up in paradise to the sound of the ocean waves crashing right outside your door!

A tranquil shoreline is depicted with gentle waves lapping at the sandy beach. In the background, a mountain range is visible, topped with wind turbines. The scene is bathed in soft, natural light, creating a serene coastal atmosphere.

4.86 out of 5 average rating, 267 reviews

Newly remodeled and close to beaches, shopping!

Newly remodeled condominium with all new furniture and appliances. Our condo is located within walking distance to restaurants and shopping. We are located directly across the street from Charlie Young Beach. Swimming pool and tennis courts, quiet location, nice views and plenty of parking. TA-143-927-7055-01

4.79 out of 5 average rating, 160 reviews

A modern living room features a comfortable gray sofa with decorative pillows, a wooden coffee table, and a large flat-screen TV mounted on the wall. Light streams through expansive glass doors, leading to an outdoor lanai, with a dining area visible in the background.

Apartment in Kihei

Beautiful Remodel Great Value Book Now!

This beautiful remodeled Two-bedroom/One bath condo is only 126 steps from the beach!! Enjoy beautiful sunsets and long walks on miles of beautiful beach! Watch the whales in the bay and enjoy snorkeling, swimming and boarding. This spot is a well kept secret - close to shopping and dining spots!

Vacation rentals for every style

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Popular amenities for Waihee-Waiehu family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 119 reviews

The view captures a serene oceanfront at sunset, with vibrant colors reflecting on the water. Palm trees sway gently in the background, framing a large pool surrounded by lounge chairs. The well-maintained greenery offers a peaceful setting for relaxation.

Condo in Lahaina

Oceanfront Modern & Spacious Condo near Kaanapali

4.89 out of 5 average rating, 148 reviews

A bright bathroom features beige stone tiled walls and a glass shower enclosure. A white bathtub is located next to a toilet, while a dark granite countertop complements wooden cabinets. Fresh towels are neatly hung on a rack beside a large mirror.

Home in Kihei

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

A view from the lanai captures the tranquil beachfront, framed by palm trees and lush greenery. The sparkling blue water stretches across the horizon, while mountains provide a picturesque backdrop under a partly cloudy sky.

4.85 out of 5 average rating, 185 reviews

Kihei Bay Vista #A202- Kalepolepo Beach

A well-lit bathroom features a spacious countertop with a soothing tile pattern. A decorative vase of white orchids adds a touch of elegance. Mirrored surfaces reflect the room's light, while a doorway leads to an adjacent area. Towels are neatly arranged on the wall.

4.91 out of 5 average rating, 137 reviews

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

A kitchen area is presented with light-colored cabinets and countertops. Appliances include a stove, microwave, and refrigerator. The adjacent area leads to a workspace with a chair and a mirror, while the open design offers views of the living space and natural light from nearby windows.

4.81 out of 5 average rating, 310 reviews

Ocean view studio. 1k ft from water!June $149 m-th

A bright bathroom is featured with yellow walls and a large mirror above a spacious sink. A shower curtain with a playful design separates the tub area, which includes a window allowing natural light. Towels and decorative accents are neatly arranged for convenience.

4.79 out of 5 average rating, 381 reviews

Tropical Resort Across Beach With Turtles!

A tennis court is surrounded by lush greenery, with vibrant flowers and palm trees in the background. The court features a green surface and white lines, with nets positioned at both ends. Unassigned parking is visible adjacent to the court.

4.78 out of 5 average rating, 156 reviews

Maui Banyan - Remodeled Studio Across from Kamaole

A well-maintained tennis court is surrounded by palm trees and lush greenery. Light reflects off the green surface, with two white chairs visible nearby for spectators or relaxation. The bright blue sky adds to the inviting atmosphere of this recreational area.

4.86 out of 5 average rating, 200 reviews

Studio with Beach, Pool, Hot Tub, Tennis, & BBQ! 15A

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Family- and pet-friendly home rentals

4.88 out of 5 average rating, 130 reviews

A spacious bedroom features a large bed dressed in a light blue quilt, complemented by decorative pillows. Two bedside lamps illuminate the room, while sliding glass doors provide views of the surrounding lush greenery and mountains. A decorative tray with cups and flowers rests on the bed.

Condo in Lahaina

Beautiful Views~

4.84 out of 5 average rating, 107 reviews

A private oceanfront lanai is equipped with a glass-top table and four metal chairs. The view showcases palm trees swaying in the breeze, with the ocean horizon blending blue and turquoise waters under a clear sky.

Condo in Lahaina

Great location, Oceanfront, adjacent Beach Park!

4.98 out of 5 average rating, 115 reviews

A well-appointed bathroom features a decorative mirror above a modern vanity with dual sinks and granite countertop. A spacious shower is visible through a glass door. Soft towels are neatly arranged, and warm wood flooring balances the light grey walls. A woven rug adds texture to the space.

Townhouse in Wailea

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

4.93 out of 5 average rating, 30 reviews

An outdoor view showcases a private pool surrounded by tropical landscaping. A spacious home with a wrap-around deck overlooks the ocean, while the blue sky and scattered clouds enhance the serene setting. Lounge chairs are positioned beside the pool for relaxation.

Home in Kihei

Oceanview Home with Private pool and hot tub

4.96 out of 5 average rating, 98 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 City

The Artists House

4.92 out of 5 average rating, 335 reviews

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

4.92 out of 5 average rating, 207 reviews

The open concept living area features a spacious couch and a large kitchen island with seating for two. Natural light fills the space through sliding glass doors leading to the outdoor area, complemented by a neutral color palette and tile flooring.

Home in Hana

Hana Homestead by the Beach

4.87 out of 5 average rating, 238 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

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Family-friendly home rentals with a pool

The bathroom features a glass-enclosed shower with textured stone tiles and coordinating plush towels neatly arranged on a rack. A modern sink and mirror are positioned above a rich wood vanity, providing a clean and functional space.

4.77 out of 5 average rating, 267 reviews

Condo-FULL AC-BEACH Kihei Maui

4.93 out of 5 average rating, 131 reviews

Bungalow in Kihei

Go for an Ocean Swim From a Fun Beach Villa

4.84 out of 5 average rating, 179 reviews

Apartment in Kihei

Maui View

4.89 out of 5 average rating, 186 reviews

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ

4.97 out of 5 average rating, 263 reviews

Paradise - owned and operated by Maui resident

A well-maintained tennis court is visible, surrounded by lush greenery and set against a backdrop of residential buildings. The court features white lines and a net stretched across the center. Several benches are available nearby for spectators.

4.89 out of 5 average rating, 106 reviews

Cute one BR ground floor. Long & short term rates

The outdoor pool area is surrounded by lounge chairs and tropical landscaping. The three-story building looms in the background, featuring multiple balconies and green awnings. The clear blue water of the pool reflects the sunny sky, creating a refreshing atmosphere.

4.8 out of 5 average rating, 178 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach