Family-friendly vacation rentals in Kihei

A lifeguard tower stands elevated with a warm light glowing from within, framed by the silhouettes of palm trees. The sky is painted in deep purples and oranges, hinting at a picturesque sunset over the ocean.

4.98 out of 5 average rating, 169 reviews

*25% Off-Steps to Beach-AC in Every Room-Remodeled

☆ Are You Confused About Which Airbnb To Choose? We’ve Lowered Our Rates 25% Below Our Closest Competition. Located 160 Steps Away From The 2023 Travelers Choice Award Kamaole Beach Parks. Perfectly Positioned To Enjoy 1.5 Miles Of Beautiful Sandy Beaches With Captivating Views Of Molokini, Kaho'olawe, And Lana'i Islands. Great Restaurants And, Shopping Are All Within Close Walking Distance. You'll Have Quick Access To The Airport, Popular Beaches, Haleakala, The Road To Hana And, More Below...☆

A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.

4.99 out of 5 average rating, 207 reviews

Mana Kai 608- Oceanfront Remod! Modern Surf Vibe

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

An aerial view captures the scenic landscape of Maui, showcasing golden sands and turquoise waters. The condo location is marked on the image, demonstrating its proximity to the beach and surrounding greenery. The neighborhood blends residential and vacation elements, enhancing the casual beach town atmosphere.

4.94 out of 5 average rating, 148 reviews

Family Friendly! Walk to Everything PLUS Save BIG

Escape to Maui! Family Friendly Condo with Discounted Rates - Book your Tropical Getaway Now! Last minute cancellation means you save BIG! 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!

A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.

4.98 out of 5 average rating, 113 reviews

Stylish garden oasis nearby Maui's best beaches

Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located next to Keawakapu Beach and minutes to Wailea. Our condo is perfectly suited for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ memory foam sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Unwind in paradise on two lush garden patios!

A modern kitchen is shown with sleek gray cabinetry and stainless steel appliances. An island seating area with two wooden stools is present, topped with a decorative tray and two cups. Pendant lights with blue shades illuminate the space, enhancing the open and functional layout.

4.96 out of 5 average rating, 185 reviews

Renovated Condo | 3 Min Walk to Toes in the Sand!

Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

An open and light-filled living area is featured, showcasing large glass sliding doors that offer views of lush tropical landscaping. A spacious gray sectional is complemented by a cozy chair, and a neutral area rug anchors the space. Decorative elements include the word "ALOHA" on the wall.

5 out of 5 average rating, 126 reviews

*Tropical luxury at South Maui Surf Shack*

South Maui Surf Shack is located in Maui Kamaole. New renovations (Feb 2022) 1bed (King) 2bath + Murphy bed (Queen), beach style condo, over 1050 sq feet! Our fully stocked kitchen gives you the ability to cook your meals or head to any of the nearby restaurants in Kihei or Wailea (we are on the border). You are in the center of it all with the best beaches & golf courses Maui has to offer. We are here to help with absolutely anything you need to make your trip memorable, fun & relaxing!

A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.

4.96 out of 5 average rating, 284 reviews

Beauty & the Beach: Remodel+Ocean Vws! A+ Location

Welcome to Beauty & the Beach ~ Now Open: Dec. - Feb. Beauty & the Beach is hosted by Tracy O’Reilly, a licensed realtor with Airbnb since 2009, earning SUPERHOST status 40+ consecutive times with a proven track record of 1000s of 5-star reviews. OCEAN VIEW, Remodeled, A+ Location, Steps2Beach, Cold AC, directly next door to food truck oasis, Heated Pool w/BBQ Grills!! ~ If your dates aren't available or if you’re traveling with a group, contact Tracy on Airbnb as she manages 16 Unit.

A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.

4.99 out of 5 average rating, 237 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

An open-concept living area features a spacious dining table with blue upholstered chairs, complemented by a calming color palette. The kitchen, equipped with modern appliances, is visible in the background, while natural light fills the space through large windows.

4.96 out of 5 average rating, 134 reviews

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

This is the one you've been waiting for! Perfect for families, couples, or anyone who loves to spread out, this 1700 sq ft Grand Champions 3 bedroom has been painstakingly remodeled with luxury finishes throughout. Two kings, two pull-out queens, plus...bunk beds! Nestled in the most peaceful corner of the resort, boasting stunning ocean views from the lanai, and minutes away from Wailea beaches, restaurants, and shopping, this is truly what Maui vacation dreams are made of!

4.93 out of 5 average rating, 137 reviews

A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.

Apartment in Kihei

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.

4.96 out of 5 average rating, 208 reviews

Top 5% Home with King Bed + Steps to Beach & Shops

Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

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.

4.98 out of 5 average rating, 105 reviews

Maui is Open - Come Support the Locals

This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!

Popular amenities for Kihei family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

The image captures a serene view of a landscaped garden area with a central swimming pool. Surrounding palm trees provide shade, and sun loungers are arranged around the pool. The ocean is visible in the background, framed by a clear sky and gentle hills.

4.93 out of 5 average rating, 351 reviews

Oceanfront Kihei Condo Free SUP & Resort Pools!

4.97 out of 5 average rating, 103 reviews

Pickleball, Saltwater Pool, King Bed, AC, Ground

An expansive view of Kamaole Beach is visible from the lanai, framed by swaying palm trees. The vibrant blue ocean meets the sandy shoreline, with people enjoying the beach below. The lush green landscape adds a tranquil touch to this coastal scene.

4.97 out of 5 average rating, 281 reviews

200 Steps from the Beach | Sunset views!

A serene beach scene captures a vibrant sunset reflecting on the water. Signs mark the beach path, and gentle waves lap against the shore. People can be seen at a distance enjoying the sandy beach, framed by lush greenery and a tall tree.

4.82 out of 5 average rating, 109 reviews

Top Floor/Artistic Island Vibes/Premier Location!

A modern living area features a plush gray sofa adorned with blue cushions. A wooden coffee table sits at its center, accompanied by a stylish armchair. Soft lighting is provided by two lamps on either side, illuminating the space with a warm ambiance.

4.85 out of 5 average rating, 253 reviews

WALK to beach & shops! Updated w/ AC

A scenic view showcases swaying palm trees against a vibrant blue sky, with a glimpse of the ocean in the background. Lush greenery frames a pool area, inviting relaxation, while the buildings provide a residential atmosphere. The beach appears just beyond the manicured lawns.

4.93 out of 5 average rating, 139 reviews

Lovely Oceanfront Condo with pool

Superhost

A light-filled living area features a comfortable, neutral-colored sofa adorned with a mix of decorative pillows. A wooden surfboard hangs artfully on the wall, while a low coffee table displays books and magazines, complemented by soft lighting from nearby lamps.

4.88 out of 5 average rating, 340 reviews

Everything you need to enjoy true paradise!

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.

4.94 out of 5 average rating, 179 reviews

Groovy bright condo 2 bed / 2 bath South Kihei

Family-friendly home rentals with air conditioning

A clear view of a swimming pool is presented, surrounded by lounge chairs arranged neatly on a stone patio. Lush greenery and palm trees frame the area, with ocean views visible in the distance under a bright blue sky.

4.94 out of 5 average rating, 136 reviews

Newly Remodeled 1bed/1bath, Kihei/Wailea

4.94 out of 5 average rating, 132 reviews

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.

Condo in Wailuku

Oceanfront Getaway, Brand New, Steps To Beach

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.

4.9 out of 5 average rating, 137 reviews

Incomparable Maui Sunset condo, includes all taxes

A sandy beach stretches along the coastline, leading to a distant rocky outcrop separating the water from the shore. A multi-level building stands nearby, surrounded by greenery, with gentle waves lapping at the beach under a clear blue sky.

4.82 out of 5 average rating, 189 reviews

Charming Maui Beach Condo Steps from the Shore!

A well-lit studio suite features a comfortable leather sofa and two wooden chairs placed beside a table near a large window. Light drapes filter in through sheer curtains, enhancing the inviting interior, while a decorative piece and soft lamp contribute to a relaxed ambiance.

4.96 out of 5 average rating, 631 reviews

Wailea Resort studio suite

A pool area is surrounded by lush greenery, featuring lounge chairs positioned around a circular pool. An umbrella provides shade over some chairs, while colorful pool floats are visible in the water. The well-maintained garden enhances the serene outdoor environment.

4.96 out of 5 average rating, 243 reviews

Maui Mania

A spacious living area features a comfortable grey sofa, complemented by colorful wall art. Large windows allow natural light to fill the room, which includes a dining table surrounded by chairs and a view of the outdoor patio.

4.93 out of 5 average rating, 108 reviews

Oceanfront Home: Steps Away To Beach

4.9 out of 5 average rating, 160 reviews

Captivating Modern 2-Bedroom for a Dream Vacation!

Family-friendly home rentals with a kitchen

4.95 out of 5 average rating, 62 reviews

Beach Front | Stunning | Pool/ShuffleBoard/Tennis

A spacious living area is equipped with a comfortable gray sofa, two blue accent chairs, and a wooden coffee table. A round light fixture hangs from the ceiling, illuminating the space. A dining table with chairs is visible in the background, along with a fully equipped kitchen.

5 out of 5 average rating, 33 reviews

Special Sale! Luxury 1BD Condo with Ocean Views

4.89 out of 5 average rating, 46 reviews

The kitchen features light-colored cabinetry and open shelving displaying decorative items and utensils. A white countertop is complemented by four wooden stools. Rattan pendant lights hang above the counter, while a bowl of assorted fruit sits in the center.

Apartment in Kihei

Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108

4.94 out of 5 average rating, 69 reviews

A spacious living area showcases modern furnishings, including a round dining table surrounded by teal chairs and a kitchen equipped with sleek cabinetry. Large windows provide ocean views, while the ceiling fan adds a touch of comfort to the airy atmosphere.

Apartment in Kihei

Oceanview: Whales Included! Luxury unit, Beach, AC

A balcony view features a table with two chairs, adorned with a vase of tropical flowers. The scene is complemented by palm trees and a sparkling ocean, with boats visible on the horizon under a clear blue sky.

4.95 out of 5 average rating, 78 reviews

Beachfront Penthouse #25 at Sugar Beach Resort

4.88 out of 5 average rating, 16 reviews

A patio area features a light-colored chair and a round table, overlooking a grassy lawn that leads to the ocean. A tree with twisted branches is visible in the background, along with several upright, leafy plants. The inviting blue water of a pool can be seen beneath the sunlit sky.

Home in Kihei

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

5 out of 5 average rating, 39 reviews

Stunning views! ON the beach & Family Friendly!

The living area features a modern design with a light color palette. Two blue armchairs are positioned opposite a gray sofa. A large television displaying a sunset view hangs on the wall, and floor-to-ceiling glass doors lead to the private lanai, showcasing outdoor furniture.