Holiday rentals with a pool in Kahului

The image captures a serene beachfront location with clear turquoise waters and a sandy shore. Lush palm trees line the beach, contrasting against the distant green hills and blue sky adorned with soft clouds. The property is indicated by a directional marker, emphasizing its prime location.

4.97 out of 5 average rating, 173 reviews

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Halerentals MAK A9 is a romantic and newly renovated beachfront condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

A lanai space features a table and chairs with a view of the ocean and distant islands. Tropical foliage decorates the foreground, including palm trees. The backdrop includes a clear sky with scattered clouds and a parking area adjacent to the property.

4.95 out of 5 average rating, 169 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Welcome to a convenient Maui adventure base that is cozy, comfortable and modern! This Premier Vacation Condo in the harbor town known as Maalaea Village and located just 20 minutes from Kahului airport. Island Sands, a resort where you can enjoy a refreshing pool and barbecue grilling while overlooking stunning ocean and mountain viewing. Your tropical paradise includes opportunities to view turtles on a small beach, steps from the condo! This escape truly provides an unforgettable stay!

An updated kitchen features wooden cabinets and a polished granite countertop. Stainless steel appliances, including a refrigerator, microwave, and oven, blend seamlessly. A double sink and coffee maker are visible, with a backsplash of small, iridescent tiles adding texture.

4.97 out of 5 average rating, 167 reviews

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens

Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. Please inquire for special rates.

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, 104 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.

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, 188 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.

A wooden sign displaying the name 'Kihei Bay Vista' stands along the roadside, surrounded by green grass. The ocean can be seen in the background, along with distant mountains and a clear blue sky.

4.9 out of 5 average rating, 217 reviews

Newly Updated Clean Condo w/AC! <2min to beach!

Aloha and welcome to Kihei Bay Vista! Enjoy the scenic ambiance in this newly updated 1 bed 1 bath condo located on the peaceful, quiet side of the resort. This gorgeous condo is steps away from Kalepolepo Beach and Turtle Sanctuary! Walk right out of your accommodations and stroll down the beach, watch the gorgeous sunset every evening & enjoy the whales during season. Great proximity to Kalepolepo Beach, Keaka Beach, Waipuilani Park, shopping, restaurants, Maui Nui Golf Club, and more!

A cozy living area is presented with a brown sofa and a white coffee table. Decorative artwork with blue tones adorns the wall. A large area rug features a blend of blue shades, creating a calm ambiance. Natural light is visible through the sliding glass door.

4.86 out of 5 average rating, 150 reviews

Lovely Ocean View Walk to Beach Kihei Studio

You will love staying at our newly upgraded studio with new floors and fresh furniture. Relax at the pool & jacuzzi. Beach towels, beach chairs and tennis rackets are provided for your stay. Walk to the beach in <2 minutes and spot sea turtles at Kalepolepo Beach park. The unit is secluded from the road but overlooks the tennis court and has partial ocean view! Unit has a Cali King Bed for maximum comfort plus smart TV and cable hookup. Located minutes away from shopping and restaurants.

4.97 out of 5 average rating, 148 reviews

Napili bay Studio December Special $109!

Aloha🙏🙏🙏 Corner unit . 43 vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 12000 BTU Balcony’s chair Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

4.96 out of 5 average rating, 213 reviews

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.

Apartment in Wailea

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 spacious studio interior is depicted, featuring a firm, round bed with soft bedding. A large wall-mounted TV is positioned above a wooden dresser. Natural light enters through expansive glass doors, revealing lush greenery outside. A comfortable chair and a desk with a chair are included.

4.96 out of 5 average rating, 128 reviews

★Island Charm Studio, 10 Minutes to Napili Beach★

This charming studio is a ground floor corner-unit located near the highly renowned Napili Bay beach. It features a firm, round bed and a large wall-mounted TV for optimal relaxation following a long day of island exploration. You will have access to all of the features offered by the Napili Ridge association, including a laundry facility, swimming pool, BBQ area, and free parking. Kitchen is fully stocked with cooking utensils. *This unit does not have AC*

A serene beach scene unfolds with gentle waves lapping at the shoreline. A tall palm tree stands prominently, overlooking the golden sand. Lush greenery frames the foreground, while the distant island can be seen beneath a partly cloudy sky and vibrant blue ocean.

4.85 out of 5 average rating, 116 reviews

Whale Season Is Here!

E Komo Mai to our beautiful top of the line condo on the South Shore of Maui. This condo comes loaded and fully stocked with everything you need from your home away from home. Beautiful lanai to sit and have your coffee or afternoon spirits and watch the sunset. Beach towels, chairs, umbrella, cooler & boogie board. Beach (200 steps or less) from your door to capture spectacular sunsets. RB-21667 Holo Imua Properties Hallie Walker

A spacious lanai offers a stunning ocean view, featuring a glass-top table with two wicker chairs. Bright blue beverages are placed on the table, while blue skies and gentle waves stretch out towards the horizon.

4.99 out of 5 average rating, 111 reviews

Stylish Love Hideaway, Maui Kaanapali Oceanfront

Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

Popular amenities for Kahului rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 158 reviews

Two hanging chairs are positioned on a private balcony, surrounded by lush greenery and an ocean view. The chairs are adorned with floral accents, inviting relaxation while enjoying the scenic landscape and coastal horizon.

Home in Lahaina

Oceanfront Loft Condo | Sunset views | Parking

4.97 out of 5 average rating, 37 reviews

A private balcony features a wooden table surrounded by four chairs, with a serene view of lush greenery and palm trees. Bright sky and the distant buildings of the resort can be seen, suggesting a peaceful outdoor setting.

Home in Kihei

Stunning One Bd Partial ocean, AC, wifi,Pool C209

4.98 out of 5 average rating, 42 reviews

A relaxed living area features a blue sectional sofa with red and white decorative pillows. A coffee table sits in front, and a work desk is positioned near a glass sliding door that provides views of the ocean and surrounding palm trees.

Home in Wailuku

Maalaea Kai 307 - Maui Prime Oceanfront

4.96 out of 5 average rating, 448 reviews

Home in Wailea

Stunning ocean view, heated pool at home by Wailea

4.93 out of 5 average rating, 382 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!

4.88 out of 5 average rating, 17 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

4.88 out of 5 average rating, 116 reviews

Home in Kaanapali

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.

4.97 out of 5 average rating, 252 reviews

A charming green cottage is surrounded by lush foliage, featuring a wooden deck with steps leading to the entrance. Large windows reflect the evening light, revealing a cozy interior. Bright blue outdoor chairs are positioned for relaxation amidst the tranquil tropical setting.

Home in Maui

Private Hot Tub + Pool Access + AC - Star Lookout

Apartment rentals with a pool

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.

4.99 out of 5 average rating, 144 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

A comfortable living area features a large sofa adorned with decorative cushions, paired with an accent chair and a coffee table. A surfboard is mounted on the wall, while the kitchen area is visible in the background, showcasing modern appliances and bar seating.

4.84 out of 5 average rating, 147 reviews

Beautiful Maui Beach Condo Steps from the Shore!

A serene ocean view is showcased at sunset, featuring calm waters reflecting warm hues of orange and pink. In the foreground, palm trees gently sway, enhancing the tranquil seascape. The distant landmass reveals a soft silhouette against the colorful sky, creating a peaceful atmosphere.

5 out of 5 average rating, 209 reviews

Cozy Beach Condo Ocean & Mountain View’s

A private patio features a round dining table and two chairs, offering views of palm trees and nearby streets. The ocean is visible in the distance, with vehicles passing along the road. The light-colored flooring complements the outdoor setting.

4.88 out of 5 average rating, 202 reviews

Island Surf #206 Your South Maui Gem is here

A cozy living area features a comfortable gray sofa adorned with decorative pillows. A round wooden coffee table with wheels is positioned in front, while natural light streams in through large windows adorned with bamboo shades, revealing a view of tropical surroundings.

4.89 out of 5 average rating, 183 reviews

Island treasure, Ocean Front Maui

An outdoor dining table is set for four, featuring plates and cutlery, with a backdrop of lush greenery and panoramic ocean views. Palm trees frame the scene, and the sky displays soft hues of sunrise or sunset, enhancing the tranquil atmosphere.

4.94 out of 5 average rating, 175 reviews

Boho Beach Retreat *OCEAN VIEWS*

A modern studio suite is displayed, featuring a spacious bed with light bedding against a textured wall. A large television is mounted above an accent console, while a small plant adds a touch of greenery. The room is illuminated by soft lighting, complementing the wood flooring.

4.94 out of 5 average rating, 262 reviews

Designer Corner Unit Studio, Steps to the Beach!

An outdoor dining area is presented on a private lanai, featuring a table set with two glasses and plates of food. In the background, palm trees sway against a clear blue sky, overlooking stunning ocean views that include distant islands.

4.98 out of 5 average rating, 193 reviews

Sunsets and Turtles and Whales, Oh My!

Other holiday rentals with a pool

4.83 out of 5 average rating, 266 reviews

A coastal scene features rocky shoreline transitioning into gentle waves. Lush greenery and palm trees are visible along the land, contrasting with the blue ocean. The horizon reflects warm light, suggesting a serene atmosphere at sunset. The natural landscape provides a tranquil environment.

Flat in Kihei

Quiet Studio, Great location across from beach

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, 194 reviews

Kihei Bay Vista #A202 - Kalepolepo Beach

4.92 out of 5 average rating, 191 reviews

A welcoming living area features a brown leather sofa adorned with colorful pillows. A wooden coffee table sits in the center, accompanied by a remote and decorative items. Natural light enters through sliding glass doors, enhancing the cozy atmosphere.

Flat in Kihei

100 steps from the beach! Tranquil Seaside Oasis

4.93 out of 5 average rating, 141 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.

Flat in Kihei

Maui Oceanfront Penthouse at Nani Kai Hale (609)

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, 241 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

4.99 out of 5 average rating, 219 reviews

A scenic view captures the sunset over a lush landscape, with a pool reflecting the colorful sky. Tall trees frame the scene, and the distant ocean is visible beneath the dramatic clouds. The vibrant greens of the surrounding vegetation provide a serene backdrop.

Cottage in Makawao

Rustic Upcountry retreat with breathtaking views!

A modern kitchen is presented with sleek white cabinetry and quartz countertops. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are installed. Two wooden stools with dark woven seats are positioned at an island, offering a space for casual dining or preparation.

4.89 out of 5 average rating, 215 reviews

Maui Banyan 1BR With View Across from Beach

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.