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Home rentals with a pool near Kaanapali Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool near Kaanapali Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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4.93 out of 5 average rating, 120 reviews

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops

Location and Quality! You will feel the relaxed beach vibes from the very first step walking into this tastefully updated & beach luxe unit. Directly sit across the famous Cove surf spot & in the middle of all, you will be memorized by the ocean waves along with surfers, paddlers and the breathtaking sunset views, and the incredible walk distance to everything Kihei has to offer including activities, shopping, dining, nightlife and more! Experience the best of Maui from our Luxe-design condo!

Top guest favorite

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.

4.92 out of 5 average rating, 336 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 11 years with over 1,000 five star reviews. BUT this one, Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "Pamela’s place is extraordinary! The views are stunning! The design and decor are fabulous in every detail! I’ve stayed in many Air B&Bs; I give her place my highest rating!"

A serene outdoor area features well-maintained green grass and several lounge chairs positioned to face the ocean. A table with decorative items is visible in the foreground, while palm trees sway gently in the breeze against a clear blue sky, providing a view of the distant mountains.

Condo in Wailuku

4.89 out of 5 average rating, 120 reviews

Oceanfront Condo with Pool and Jacuzzi

Relax in this peaceful gem on Maui. Located on the ground floor, you can walk into the ocean from your back porch. You'll see Turtles on our little secluded beach, amazing sunrises and sunsets over Maalaea Bay, and Whales during whale season! Maalaea Banyan is the only property in the area that includes a pool and jacuzzi. Just 1/4 mile away is Maalaea Harbor featuring snorkel, SCUBA, and sunset boat trips, the world famous Maui Ocean Center aquarium, restaurants and gift shops!

A private pool area features a vibrant blue swimming pool surrounded by a spacious deck. Sun loungers are positioned around the pool, inviting relaxation. Lush greenery and tropical plants frame the area, contributing to a serene outdoor environment with a communal building visible in the background.

4.82 out of 5 average rating, 131 reviews

Cozy 2 Bedroom Condo with pool near beach

Popular Vacation Rental near Kihei's best beaches! This highly sought after 2 bedroom, 1 bath corner unit at Kalama Terrace is close to Charley Young, Kamaole One, and The Cove beach parks. Located on the top floor, you'll enjoy ocean, Lanai and West Maui Mountain views. This condo is perfect for couples and families with a comfortable King bed and a Queen bed. note: The nightly pricing includes taxes like General Excise Tax 0f 4.712% and Transient Accommodations Tax of 10.25%.

An inviting swimming pool occupies the center of the image, surrounded by a spacious deck with several lounge chairs. Lush greenery borders the area, and a distant view of the ocean is visible beyond the pool. Parking spaces are seen along a paved path in the background.

4.84 out of 5 average rating, 102 reviews

Best Beaches, A/C Close to Everything!

Easy walking to the beach, popular restaurants and local stores. The feel is wonderful with the Saturday neighborhood street markets and eateries. Just a short drive to Wailea and Lahaina. There is a brand new XL 18K BTU air conditioning handler in the greatroom & an A/C UNIT in the master bedroom as well. After a day at the beach, cool off in the immaculately kept swimming pool, sit in the hot tub after dinner, or BBQ your own dinner right next to the pool and hot tub.

A clear swimming pool is surrounded by white lounge chairs placed on a sun-kissed patio. Lush green foliage provides privacy on one side, while a building is visible in the background under a bright blue sky with scattered clouds.

Condo in Lahaina

4.82 out of 5 average rating, 162 reviews

Whale Season Special! T-046-692-0448-02

We love to host! Listing was paused to help fire families! Read our 5*reviews! Directly across from a State Beach Park with morning sea turtles and the best Maui Sunsets. Food Trucks,Grocery store, Badass coffee, Miso Phat Sushi all in walking distance and give it a neighborhood feel. Onsite BBQ, Newly Updated Pool and Free Parking! 10 min to Kaanapali / Napili. Beach towels/Chairs provided. Clean, comfortable unit with lots of privacy and a great local vibe!

The image depicts a serene swimming pool surrounded by a paved deck with multiple lounge chairs. Lush palm trees sway in the gentle breeze, and the ocean can be seen in the background under a partly cloudy sky.

4.7 out of 5 average rating, 265 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.

An expansive green lawn extends towards the ocean, lined with lounge chairs for relaxation. Gentle waves roll onto the rocky shoreline, while the vibrant blue water is accented by wispy clouds in the clear sky. The view captures a serene coastal atmosphere.

Condo in Lahaina

4.86 out of 5 average rating, 102 reviews

Top Floor Stunner! Highly Upgraded! Summer Special

"The Kaleialoha" #414 Maui is open and ready for your arrival! Please come help us rebuild our community! This TOP FLOOR unit has unobstructed Ocean and outer island Views! This beautiful completely remodeled unit will take your breath away! New AC unit in living area! New High end sofa sleeper in living room! Cal King Bed and second TV in bedroom. Bosch Washer and dryer in unit.

A large swimming pool is surrounded by palm trees, with clear blue water under a partly cloudy sky. A hot tub is situated on the left, and a green bridge spans the pool area, connecting both sides. Lush landscaping enhances the tranquil setting.

4.92 out of 5 average rating, 175 reviews

Koa Resort Unit 5C - 1 BR Garden View

Back on Airbnb after 1 year rental by fire displaced Lahaina resident 1 Bedroom Garden view, ground floor condo on 5.5 acres across from beach in central Kihei. Close to all of the Kihei beaches, restaurants, shopping. Short drive to Wailea, Makena, Sugar Beach. Unit is 750 sq ft, with air conditioner in the bedroom and a 200 sq ft lanai with outdoor dining area.

A clear blue pool is surrounded by tropical landscaping and palm trees, offering a relaxing atmosphere. A heated spa is located adjacent to the pool, with steps leading into both water areas. A bridge crosses over part of the pool, adding to the scenic view.

4.87 out of 5 average rating, 108 reviews

Tropical Paradise Close to Everything

Aloha Aloha, if you are looking for the perfect place to call home in Maui, you just found it! Located on 5 acres of lush tropical grounds, with open grassy spaces and private walk paths, one of the only heated pools on Maui, private tennis courts, bocci ball court, ping pong, and the ocean directly across the street, Koa Resort is a private oasis in central Kihei.

A spacious community pool area is surrounded by tropical landscaping and palm trees. The inviting blue water of the pool spans a large area, complemented by a sun deck with lounge chairs. A well-maintained pool house features large windows and essential amenities.

4.84 out of 5 average rating, 367 reviews

Cheap Cozy Studio- Very active legal vacation zone

Our place is close to the beach, family-friendly activities, Shops of Wailea, many Wailea Hotels: Andaz, Fairmont, Marriott Four Seasons Hotel, etc., restaurants, golf courses, tennis court. You’ll love my place because of the comfy bed, big TV, the views, overlooking pool and palm trees with easy access straight down to pool/jacuzzi/BBQ from your lanai. .

The outdoor pool area features a spacious swimming pool accompanied by a hot tub. Surrounding tropical plants provide a lush atmosphere, while lounge chairs are placed along the poolside. Two guests are seen enjoying the hot tub, inviting relaxation in a pleasant setting.

4.86 out of 5 average rating, 200 reviews

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

Experience a tropical retreat in our newly renovated studio condo, infused with Hawaiian flair and located in a peaceful part of the complex. Just across the street from a sandy beach and ancient Hawaiian fishpond, it’s perfect for turtle spotting and enjoying stunning sunsets. Guests can relax with amenities such as a pool, hot tub, BBQ, and tennis court.

Popular amenities for rentals with a pool near Kaanapali Beach

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.96 out of 5 average rating, 23 reviews

Luana Kai C209

A clear view of the private pool is presented, surrounded by lush greenery and palm trees. An orange umbrella offers shade over poolside loungers, enhancing the outdoor relaxation space. The ocean and mountains create a scenic backdrop under a bright blue sky.

4.93 out of 5 average rating, 30 reviews

Oceanview Home with Private pool and hot tub

A spacious lanai features a round dining table with four chairs, overlooking lush greenery and sweeping ocean views. The tranquil setting is bathed in natural light, presenting an ideal space for outdoor dining or relaxation amid the picturesque coastal landscape.

Home in Lahaina

5 out of 5 average rating, 12 reviews

Kapalua Ridge 622 Luxe Ocean and Coastal Views

A vibrant outdoor space features a heated private pool surrounded by lush tropical plants and palm trees. Comfortable lounge chairs are positioned by the edge of the pool, while a shaded dining area is set under a patio umbrella. A cascading fountain adds a tranquil element.

4.96 out of 5 average rating, 426 reviews

Stunning ocean view, heated pool at home by Wailea

A panoramic view of a sandy beach is offered, with gentle waves lapping at the shore. Clear turquoise waters meet a bright blue sky, dotted with fluffy white clouds. Lush greenery fringes the beach, enhancing the natural beauty of the idyllic setting.

Home in Kaanapali

4.88 out of 5 average rating, 109 reviews

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

4.97 out of 5 average rating, 232 reviews

Private Hot Tub + Pool Access + AC - Star Lookout

Top guest favorite

Home in Lahaina

4.94 out of 5 average rating, 576 reviews

Maui direct ocean front . Super private

A clear swimming pool is surrounded by a spacious deck, featuring several lounge chairs positioned for relaxation. Lush palm trees and vibrant plants form a tropical backdrop under a bright sky with scattered clouds.

Home in Lahaina

4.93 out of 5 average rating, 108 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Condo rentals with a pool

A large outdoor pool is surrounded by lounge chairs and tables, inviting relaxation. The condo building features multiple floors with balconies visible above the pool area. Lush greenery and palm trees frame the scene, enhancing the tropical feel of the space.

4.77 out of 5 average rating, 267 reviews

Condo-FULL AC-BEACH Kihei Maui

A pool area is displayed, featuring a hot tub with bubbling water and a swimming pool beyond. Paved tiles surround the area, with two children sitting on the edge of the pool, enjoying the sunny day. Lush plants are visible in the background.

4.91 out of 5 average rating, 151 reviews

Beach Area Condo

A vibrant sunset is captured over the ocean, with warm oranges and cool blues blending in the sky. Silhouetted palm trees frame the scene, and the distant outline of land is visible across the water, enhancing the serene coastal atmosphere.

Condo in Lahaina

5 out of 5 average rating, 4 reviews

Resort Stay Entire 1Bdr Villa Kaanapali Beachfront

Top guest favorite

The outdoor pool area features a large, inviting pool surrounded by palm trees and lush tropical plants. Comfortable lounge chairs are positioned around the pool deck. A small waterfall adds a serene touch to the setting, with sunny skies illuminating the landscape.

Condo in Lahaina

4.98 out of 5 average rating, 184 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

Top guest favorite

4.89 out of 5 average rating, 132 reviews

Incomparable Maui Sunset condo, includes all taxes

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

A circular pool is surrounded by a paved area, featuring multiple lounge chairs positioned around it. Lush greenery and flowering plants create a vibrant backdrop, with palm trees offering shade. A small building with a red roof is visible, along with colorful floats near the water's edge.

4.84 out of 5 average rating, 253 reviews

Cozy Cute Condo | Maui Vista | Walk to The Beach

Condo in Lahaina

4.89 out of 5 average rating, 113 reviews

Remodeled Kaanapali golf resort 1500ft condo w/AC

Other great vacation rentals near Kaanapali Beach

An outdoor barbecue area features five modern grills arranged along a stone countertop. Palm trees sway in the breeze, overlooking a pool area beyond, which is framed by lush greenery and lounge chairs. The expansive view includes the ocean in the distance.

4.87 out of 5 average rating, 187 reviews

Relaxing Kihei Condo right on the Beach in Maui

4.81 out of 5 average rating, 311 reviews

Ocean view studio. 1k ft from water!

A clear swimming pool is framed by elegant stone tiles, reflecting the blue sky. Lounge chairs are positioned nearby, facing the ocean. Palm trees sway gently in the breeze, completing the serene scene of the pool area with expansive ocean views in the distance.

Condo in Wailuku

4.99 out of 5 average rating, 183 reviews

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

Top guest favorite

A modern kitchen features sleek white cabinetry and stainless steel appliances, with an island bar seating area highlighted by four rattan stools. Pendant lights hang from the ceiling, illuminating the space. A potted orchid adds a touch of greenery to the counter.

Cottage in Haiku-Pauwela

4.99 out of 5 average rating, 191 reviews

North Shore Ocean View Cottage

A panoramic view displays a sandy beach curving along a calm ocean, framed by lush greenery and tall palm trees. Clear blue skies extend overhead, enhancing the serene coastal atmosphere. Beach loungers are arranged neatly on the verdant lawn, inviting relaxation.

4.83 out of 5 average rating, 172 reviews

Spectacular Direct Ocean Front location!

The image displays a scenic view of the azure Pacific Ocean, framed by soft grass and gentle landscaping. A wooden post stands prominently, accompanied by a sign, while a natural shoreline extends into the distance. Light clouds hover above the tranquil water.

Condo in Wailuku

4.8 out of 5 average rating, 423 reviews

Romantic Beachfront Getaway

A bright dining area features a round table set with six place settings, complemented by white chairs and a bench. A ceiling fan hovers above, while large glass doors open to the outdoors, providing a view of greenery. Beach-themed artwork decorates the wall.

Apartment in Kihei

4.79 out of 5 average rating, 160 reviews

Beautiful Remodel Great Value Book Now!

4.94 out of 5 average rating, 140 reviews

Ocean view, Fully remodeled, 50 steps to beach

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