Vacation rentals with a pool in Kahului

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

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

4.84 out of 5 average rating, 531 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

4.86 out of 5 average rating, 219 reviews

Lovely Ocean View condo in Maui Vista Resort Kihei

This comfortable condo at Maui Vista Resort with a view of the ocean off in the distance has a tropical view facing toward the west. It is renovated with cool tiled flooring, granite countertops in the kitchen and bath areas, king bed, leather sofabed couch, with a sleek style. You'll love the open feel of this space and you'll have a great time being within easy walking distance of gorgeous beaches, delicious restaurants, lively bars, vibrant shopping, mesmerzing sunsets, and fun activities!

An open living area showcases a comfortable sofa and a textured area rug. A modern kitchen features stainless steel appliances and a granite countertop, complemented by two barstools. Soft lighting from pendant lamps and a nearby floor lamp enhances the inviting ambiance.

4.99 out of 5 average rating, 207 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

A welcoming lanai offers views of the ocean, framed by swaying palm trees. Two wooden chairs are positioned nearby, providing a comfortable spot to enjoy the lush grass and coastal scenery.

4.91 out of 5 average rating, 179 reviews

Oceanfront 1 Bedroom with spectacular ocean views

Sit on your oceanview lanai with the lush grass in front and enjoy seasonal whale watching, see the surf break or watch sunrise over Haleakala. Centrally located 20 mins from the airport and an easy drive to Kihei, Lahaina, Wailea and the North Shore. Positioned at the North end of Sugar Beach. Stroll the quiet 1.5 mile long beach in the morning before exploring the island. Enjoy the onsite pool, Jacuzzi and BBQ areas on the manicured grounds. Includes A/C, washer & dryer and full kitchen.

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, 127 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 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, 171 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.

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, 181 reviews

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

Halerentals MAK A7 is a romantic, brand new beachfront condo with huge patio, lawn, and incredible views of the beach, bay, & Haleakala volcano-- centrally located for day trips around the island, and off the beaten tourist path. Cool a/c in every room -- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 2bed/2bath condo- w/ fully stocked kitchen & beach gear. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

4.94 out of 5 average rating, 109 reviews

Apartment in Maalaea

Maalaea Beachfront Resort

Fully renovated 1st level beach front resort steps from the sand. The most centrally located beach front resort on Maui located in peaceful and quiet Maalaea. Wake up and walk miles of uninterrupted, pristine beaches along a national wildlife preserve. The secluded beaches bring peace to anyone looking for a little solitude, and for those looking to have a little fun, you can walk right down the street to Maui's only aquarium, along with a shopping center, funplex, bars and restaurants.

A modern kitchen features sleek white cabinetry and a spacious island, with a view of the ocean visible through large glass sliding doors. Natural light fills the room, and tropical décor adds a welcoming touch, enhancing the seamless transition to the outdoor space.

4.95 out of 5 average rating, 116 reviews

Oceanfront Maui Escape for Two | Private Lanai

THERES NO PLACE LIKE MAUI! OCEANFRONT condo greets you with endless ocean views, open floor plan and the feeling you have just arrived in Heaven! Step out onto the private lanai and you are captivated by the soothing sound of the waves, warm sunny breezes and turtles everywhere! You deserve the BEST and this home offers it! Located in a perfect location far from the maddening crowd yet walking distance to restaurants, shopping, nightlife, and sightseeing tours. APN2380140110057000

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.

4.9 out of 5 average rating, 178 reviews

Lovely Oceanfront Condo with pool

Discover Paradise: Lovely Oceanfront Condo with Pool & Unforgettable Views Wake up to the symphony of waves and endless blue horizons in this stunning oceanfront condo, your ideal escape for relaxation, romance, or family adventures. Nestled right on the edge of the beach, this beautifully appointed retreat offers breathtaking panoramic ocean views from your private balcony—perfect for sipping morning coffee as the sun rises over the water or unwinding with a glass of wine at sunset.

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, 167 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

Popular amenities for Kahului rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.82 out of 5 average rating, 114 reviews

Home in Wailuku

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

4.93 out of 5 average rating, 621 reviews

The spacious studio features a comfortable bed and a seating area with colorful cushions. Large glass doors provide access to a private balcony with stunning ocean views. A flat-screen TV and a ceiling fan are visible, alongside a wooden dresser and a coffee table.

Home in Napili-Honokowai

Maui direct ocean front . Super private

4.93 out of 5 average rating, 423 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!

4.87 out of 5 average rating, 182 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 Napili-Honokowai

Oceanfront Paradise with Pickleball gear!

4.91 out of 5 average rating, 117 reviews

The spacious backyard features a resort-style pool complemented by a waterfall and grotto. Surrounding palm trees and tropical landscaping enhance the serene atmosphere, while lounge chairs and a shaded sitting area with an umbrella are positioned nearby. Soft lighting highlights the tranquil setting as dusk approaches.

Home in Wailea

Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool

4.88 out of 5 average rating, 119 reviews

A spacious living area features comfortable seating arrangements with a sectional sofa and wicker chairs. A large mirror enhances the sense of openness. Two televisions are positioned on opposite walls, and the tiled floor is complemented by natural lighting from multiple windows.

Home in Wailea

Condo in Kihei 2 BR - 2 bath Condo

4.92 out of 5 average rating, 148 reviews

A wide sandy beach extends along the shoreline, meeting clear blue waters. Guests are seen relaxing under umbrellas, while others stroll along the water's edge. Lush palm trees provide shade in the background, contributing to a serene island atmosphere.

Home in Kaanapali

Beautifully Remodeled 3 Bedrooms/2Bathrooms

4.92 out of 5 average rating, 154 reviews

Home in Kihei

Go for an Ocean Swim From a Fun Beach Villa

Condo rentals with a pool

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, 181 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

A comfortable living area features a light-colored sofa and two patterned chairs around a round coffee table. A large window allows natural light, while air conditioning is available on the wall. Decorative elements include artwork and a textured area rug.

4.82 out of 5 average rating, 119 reviews

Ocean View 2 bdrm with AC & pool., include all tax

The sleeping area features a spacious bed with a light-colored quilt and decorative pillows. Large sliding glass doors provide an expansive view of the ocean and palm trees, with soft curtains framing the scenic backdrop.

4.85 out of 5 average rating, 573 reviews

Amazing views at Oceanfront Studio

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, 442 reviews

Tropical Resort Across Beach With Turtles!

4.99 out of 5 average rating, 151 reviews

A sandy beach stretches along the coastline, framed by tall palm trees swaying gently. Gentle waves lap against the shore, creating a serene atmosphere. In the distance, lush green hills rise under a partly cloudy blue sky, enhancing the natural beauty of the location.

Condo in Wailea

Very Comfortable Kamaole Sands Condo Sleeps 4

A serene pool is set amid palm trees and lounge chairs under umbrellas. The water reflects the clear blue sky, creating a calm and inviting atmosphere. The surrounding area includes tropical greenery and well-maintained landscaping.

4.91 out of 5 average rating, 129 reviews

Well equipped ground floor with AC, Oceanside

A panoramic view of the ocean is framed by lush palm trees, with gentle waves lapping at the shore. The sky is filled with scattered clouds, casting soft shadows on the tranquil water. A railing borders the view, enhancing the sense of openness.

4.99 out of 5 average rating, 110 reviews

Oceanfront Maui - 2 King Suites, AC & Lanai

A sunlit balcony features a bar-height table and one chair, overlooking the ocean. The living area includes a comfortable seating arrangement with a lamp and artwork on the walls. The kitchen showcases modern appliances and a neutral color palette, enhancing the inviting space.

4.97 out of 5 average rating, 132 reviews

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem

Other vacation rentals with a pool

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

4.97 out of 5 average rating, 107 reviews

4.88 out of 5 average rating, 140 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

4.89 out of 5 average rating, 215 reviews

Apartment in Kihei

Family Oceanview | Beach Access, Pool + Hot Tub

Condo in Napili-Honokowai

Lovely 1 bedroom condo across from the beach

4.81 out of 5 average rating, 124 reviews

4.95 out of 5 average rating, 203 reviews

Ma'alaea Ocean Front • Whales, Pool & Hot Tub

4.83 out of 5 average rating, 417 reviews

Apartment in Kihei

Spacious condo close to 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, 193 reviews

Beautiful Maui Beach Condo Steps from the Shore!

A spacious living area features a large window overlooking the ocean, with a green lawn and lounge chairs visible outdoors. A round dining table and four wooden chairs are positioned adjacent to a sleek console. Natural light creates a bright and open atmosphere.