Vacation rentals with a pool in Kaanapali

A swimming pool is surrounded by lush palm trees and outdoor lounge chairs. The pool's clear blue water reflects the bright sky, providing a refreshing atmosphere. Nearby buildings are visible, enhancing the resort's tropical setting.

4.95 out of 5 average rating, 130 reviews

Ocean Views- Beachfront- Steps to a Sandy Beach!

Views! Views! Views! From the moment you enter Valley Isle unit 110 you will be mesmerized with ocean views from every room. This corner unit is located on the 1st floor and has direct access, steps to a sandy beach. Watch rainbows, turtles or whales from the spacious Lanai, a comfortable scenic space where you can spend your mornings, days or evenings, located within 15 feet from the ocean. Bedroom sliding door opens to tranquil sound of the ocean, doz-off with open doors to the sound of waves.

A large pool surrounded by tropical greenery and colorful flowers is visible. Guests can be seen enjoying the water, while the resort buildings with balconies create a scenic backdrop. Sunlight reflects off the water, enhancing the serene atmosphere.

4.94 out of 5 average rating, 126 reviews

Oceanfront Two Bedroom at Kaanapali Shores #504

Enjoy oceanfront views from this 5th floor 2-bedroom / 2-bath condo at the popular Kaanapali Shores Resort. Central A/C, spacious living room, washer/dryer, full kitchen, wifi, cable tv & SNES classic Just steps away from the ocean Watch beautiful sunsets from the resort The resort has pools, hot tubs, restaurant and bar, and more Supermarket across the street *Wildfire Update* This condo is located in North Kaanapali outside the Lahaina wildfire burn zone. West Maui is now open to visitors

A swimming pool is surrounded by a landscaped area featuring palm trees and tropical plants. Lounge chairs are arranged around the pool area. A hot tub is visible adjacent to the pool, creating a relaxing atmosphere. The clear blue sky enhances the scene.

4.91 out of 5 average rating, 129 reviews

MauiKai 405 - Oceanfront Bliss!!

Maui Gov’t Approved Short Term Rental - Hotel District- Amazing direct beach access from the building. Panoramic view of the Ocean and has everything you need for a dream vacation for a family of 4. King bed and two pullout sofa beds in the condo. Over 900 sq ft of living space with an oceanview lanai for dinners or viewing the whales play. Central AC with fully stocked kitchen. 75” Large screen TV with Sonos sound system with full cable, Netflix, NHL TV. Exercise bike on lanai. Fast internet!

4.99 out of 5 average rating, 132 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

4.99 out of 5 average rating, 130 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.

The living area showcases a spacious seating arrangement facing an unobstructed ocean view through large windows. A dining table is visible nearby, accompanied by a ceiling fan and modern decor. Natural light enhances the airy feel, while the tranquil ocean can be seen in the distance.

4.89 out of 5 average rating, 132 reviews

Absolutely Oceanfront - Corner Unit- Amazing Views

Absolutely Best Direct Ocean Front With Unobstructed Views if Molokai and Lanai Not from the side of a building or overlooking other units - Deluxe Corner High Floor Apartment - Additional Side Window - Plus Bedroom and Bathroom View Windows - Guests tell us the views from our high floor apartment is better than whale watching tours - Closest building to the Ocean on Maui - Memory Foam King Bed (not Queen) - No Bedbugs here/Bed Bug Protective King Mattress and pillow covers.

A six-story building is surrounded by lush tropical landscaping, featuring palm trees and vibrant plants. A pool is visible in the foreground, with two lounge chairs positioned nearby. The clear blue sky adds to the inviting atmosphere of the resort.

4.97 out of 5 average rating, 123 reviews

Ocean's Edge Romance: Sunsets, Whales, Views!

Bask as you wake to the sound of the waves crashing below and the sight of pristine turquoise water and expansive rainbows. You may pinch yourself as you take it all in, thinking you are still dreaming. We are excited to be able to offer Maui Kai 807, a studio condo in the original beach front high-rise on Maui's west side. No other resort in Kaanapli will put you closer to the ocean's edge. Enjoy the sights of sunsets, turtles, dolphins, and whales (Dec-March) right from your lanai.

A serene view of the resort pool is captured, framed by tall palm trees and offering an unobstructed view of the ocean. Sun loungers positioned around the pool invite relaxation, while the distant mountains complete the tranquil seaside landscape.

4.84 out of 5 average rating, 119 reviews

Kaanapali Shores Modern Beachside Resort Condo

Located on Kaanapali Beach, Kaanapali Shores is a full service resort offering amenities that surpass other resorts. Lavish tropical landscaping, waterfalls, large oasis pool and lap pool at the ocean edge, 2 hot tubs, sauna, ocean activities center, retail stores, Fitness Center, Pickle Ball Court and other great amenities. The on-site Beach Club Restaurant offers ocean views live music and a great Happy Hour! Unit 538 has substantial upgrades compared to other units in the resort.

4.99 out of 5 average rating, 138 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.

A light-filled living area showcases a beige couch and two patterned chairs, positioned around a wooden coffee table. Floor-to-ceiling windows reveal expansive ocean views, allowing natural light to enhance the space. A ceiling fan adds to the comfort, while a mounted TV is visible on the sideboard.

4.97 out of 5 average rating, 132 reviews

Beachfront Designer Remodel/AC, 180⁰ Ocean View

Watch the Whales breach during their migration and boats sailing by while sitting up in your dreamy oceanfront bedroom with a cup of coffee! If you love the sound of the ocean, then this is the place for you. Luxuriously remodeled Island Oasis, just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Super private, secluded corner unit located on the 5th floor of Valley Isle Resort in Kahana. Inside the Hotel Zone.

4.99 out of 5 average rating, 163 reviews

Amazing Ocean Views from 8th Floor! No Resort Fees

** NO RESORT FEES ** The Mahana on Kaanapali Beach is a beachfront resort that offers a prime location, close to many great shops and restaurants. Enjoy the peacefulness and privacy of this tropical resort. Unit 802 is high above the palm trees, for an unobstructed Ocean view overlooking neighboring islands of Molokai and Lanai. Perfect for whale watching or relaxing on the daybed on the lanai.