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Home rentals with a pool near Kaanapali Beach

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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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Top Guest favourite
A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.
Townhouse in Lahaina
4.95 out of 5 average rating, 182 reviews

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

Top Guest favourite
The open-concept living space features a modern kitchen with sleek cabinetry and a bar top overlooking a sunlit living area. Floor-to-ceiling windows reveal panoramic ocean views and access to a comfortable seating area, inviting relaxation in a coastal setting.
Condo in Lahaina
4.99 out of 5 average rating, 156 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

Top Guest favourite
Condo in Lahaina
4.95 out of 5 average rating, 155 reviews

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Escape to a Slice of Paradise – Where the Fairway Meets the Ocean. This beautifully appointed condo offers the best of Kaanapali living, featuring a prime golf course front position with serene, sweeping views and a sparkling partial ocean view that will take your breath away. Wake up to the sight of golfers setting off on the world-renowned Kaanapali Golf Courses. In the afternoon, relax on your private lanai and watch the sunset paint the Pacific Ocean in hues of gold and orange.

Top Guest favourite
Two outdoor chairs and a small table are positioned on a private lanai, offering unobstructed views of the ocean and distant island. The vibrant blue waters transition to teal, creating a serene atmosphere under a clear sky with scattered clouds.
Condo in Lahaina
4.97 out of 5 average rating, 242 reviews

Private Oceanfront Corner Condo – Panoramic Views

Wake up to panoramic Pacific Ocean views, enjoy your morning coffee while watching Hawaiian green sea turtles glide over the reef below, and during whale season, watch humpback whales breach offshore from one of your two private lanais. End each evening with breathtaking sunsets over Molokaʻi from your private oceanfront corner condo, where floor-to-ceiling windows in both the living room and bedroom frame the Pacific Ocean. A romantic escape on Kahana Beach you'll never forget.

Top Guest favourite
An aerial view captures the lush green landscaping surrounding the property, featuring palm trees and well-maintained rolling lawns. The ocean sparkles in various shades of blue, while nearby buildings with solar panels are visible, creating a serene atmosphere just steps from the beach.
Condo in Lahaina
4.98 out of 5 average rating, 110 reviews

Napili Bay Oceanview Resort Hideaway

Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

Guest favourite
Condo in Lahaina
4.94 out of 5 average rating, 141 reviews

Oceanfront Resort, Peaceful Mountain View Studio

Come stay at Lahaina Shores 506: - Oceanfront Building: Direct access to a sandy beach, pool, and hot tub just steps from the lobby - Mountain Views: Wake up to stunning sunrises from your 5th-floor lanai - Sunny & Clear: West Maui averages ~290 sunny days/year! - Amenities Nearby: Minutes drive to open spots like the Cannery Mall, Lahaina Gateway Center, & classic restaurants - West Maui: Only ~35 mins from the airport Note: Car recommended to explore the island

Top Guest favourite
The living room features comfortable seating with a light-colored sectional sofa and matching ottoman. A large wall-mounted TV displays a serene beach scene. Natural light streams in through expansive glass doors, offering views of the outdoors and creating an airy atmosphere.
Condo in Lahaina
4.99 out of 5 average rating, 162 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

Top Guest favourite
Condo in Lahaina
4.98 out of 5 average rating, 204 reviews

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

A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.

Top Guest favourite
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
4.99 out of 5 average rating, 239 reviews

Rustic Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Top Guest favourite
An oceanfront lanai features a small table with two black woven chairs, framed by a railing that offers an unobstructed view of the blue ocean and sky. The gentle waves can be seen meeting the horizon.
Condo in Lahaina
4.97 out of 5 average rating, 153 reviews

Honu Hideaway, Maui Kaanapali Oceanfront Penthouse

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 top 10th floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

Top Guest favourite
A lanai overlooks the ocean, featuring a glass railing and potted orchids on a table. The tranquil water is bordered by palm trees, creating a serene coastal scene. Comfortable lounge chairs are positioned to enjoy the view, enhancing the relaxing ambiance.
Condo in Kaanapali
4.96 out of 5 average rating, 165 reviews

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

My place is directly on the ocean with wonderful air conditioning and heat reducing window film on our living room windows. We pay attention to detail so the unit is fully equipped. There are family-friendly activities, amazing restaurants, bars & nightlife. Short walk to the supermarket or restaurants. Mahana 505 is very private for honeymooners.

Guest favourite
A comfortable lanai features a dining table surrounded by cushioned chairs, with an unobstructed view of the ocean and beach. Lush palm trees frame the scene, while gentle waves reflect the blue sky and distant islands.
Condo in Lahaina
4.94 out of 5 average rating, 169 reviews

Absolute Beachfront with Million-Dollar Views!

My place is close to Kaanapali, Napili and Lahaina. The beach out front has gated access from only three resorts. You’ll love my place because of the view, the beach, and close proximity to Kaanapali, Kapalua, Napili, and all the beautiful scenery that West Maui has to offer. My place is good for couples, solo adventurers, and families (with kids).

Popular amenities for rentals with a pool near Kaanapali Beach

Quick stats about rentals with a pool near Kaanapali Beach

  • Total holiday rentals

    Explore 470 holiday rentals in Kaanapali Beach

  • Nightly prices starting at

    Kaanapali Beach holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wi-Fi availability

    470 of Kaanapali Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kaanapali Beach rentals

  • 4.8 Average rating

    Kaanapali Beach stays are highly rated by guests—averaging 4.8 out of 5!