Family-friendly vacation rentals in Maalaea Bay

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!

Top guest favorite

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