Fitness-friendly holiday rentals in Kaanapali

4.94 out of 5 average rating, 209 reviews

Eldorado Beach Resort Ka’anapali - Whalers Village

Eldorado resort charges a one time $65 plus $22 per day resort fee at check in. Maui Eldorado resort # K110 is a beautifully remodeled studio suite with a privacy wall that sleeps 4 comfortably. K110 has a fully equipped kitchen, AC, new washer & dryer and remodeled bathroom suite. Eldorado's beach cabana provides everything needed for an amazing day at the beach and fronts the nicest stretch of beach in all of Ka'anapali. Amazing Whalers Village restaurants & shops are an easy 5 minute walk.

A view of the expansive ocean is framed by the sliding glass doors. A round dining table and four chairs are visible on the private lanai, with green palm trees gently swaying in the breeze. The distant mountains create a picturesque backdrop against the blue sky.

5 out of 5 average rating, 17 reviews

Remodeled Lux Oceanview resort condo, AC, & more

Welcome to Whaler 508. This condo is situated in a quiet North Tower location providing stunning ocean & Black Rock views. Admire sunsets, whales, sailboats, & Black Rock torch lighting from your large private lanai. This spacious 1 bedroom/2 bath floorpan provides can comfortably accommodate 4 guests. Remodeled in 2024 with new cabinetry, quartz countertops, high end appliances, new bathrooms, furniture, lux vinyl flooring, sofa sleeper, smart TV, Sonos Sound System, & more. Book 508 today!

A welcoming outdoor seating area features a small table set with a wine bottle and glasses, accompanied by a bowl of fruit. Lush green grass stretches out to a view of palm trees and the ocean in the background under clear blue skies.

5 out of 5 average rating, 93 reviews

Amazing Oceanview, Kaanapali Beach, Prime Location

Amazing ocean view!! Right in the heart of Kaanapali. This prime location offers something for everyone! Our beautiful studio suite w/ AC is walking distance to the world famous Kaanapali Beach, Black Rock, Whaler's Village. Walk the boardwalk and stop to eat at the many restaurants. Enjoy snorkeling, boogie boarding, swimming and surfing right at Kaanapali Beach. Relax at our Beach Cabana, exclusive to guests and owners. Golf the Royal Kaanapali Golf Course. We call all this paradise!

The image shows a spacious ground floor lanai with sliding glass doors that open to a cozy outdoor seating area. Wicker chairs and a dining table are positioned on tiled flooring, surrounded by green grass and tropical landscaping, creating an inviting space for relaxation.

4.94 out of 5 average rating, 138 reviews

Honua Kai Ground Floor~steps to pools/beach! K142

Honua Kai Resort & Spa KONEA 142 - GROUND FLOOR CLOSE TO EVERYTHING! Enjoy the wide open spacious feeling with 11 foot vaulted ceilings ~ only on the GROUND FLOOR ~ and 1,230 square feet of interior space + 420 square foot lanai/garden, with 2 master suites and an open living and dining room and kitchen. Open the entire glass wall to a HUGE lanai with outdoor dining and lounging furniture, bordering your own private lawn! Rated #3 resort in the state of Hawaii by Conde Nast traveler!

4.95 out of 5 average rating, 154 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.

A panoramic view of the ocean showcases varying shades of blue, with gentle waves lapping at the sandy shore. Palm trees sway in the breeze, and a community area with thatched umbrellas is visible in the foreground. The scene is framed by an adjacent building.

4.94 out of 5 average rating, 100 reviews

Ocean & Beach Front Condo w/Central Air (1BD/1BA)

Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, community pool, gym, BBQs, ping pong table, IN-UNIT laundry, nearby restaurants, and shopping. Plus, it is only a ten minute drive to the world renown Ka'anapali Beach and five minute drive to Napili Beach. We are a hotel zoned property, so you do not need to worry about rental law changes!

A welcoming studio space features a king bed and comfortable seating area. A round dining table with chairs and a wooden coffee table are positioned beside the large window, which offers views of the outdoor landscape. Artwork adorns the walls, adding a touch of style.

4.93 out of 5 average rating, 207 reviews

Ocean Tropics Oasis, Beachfront, King bed, AC/pool

Welcome to the Royal Kahana, an oceanfront retreat, and a favorite spot for taking in breathtaking humpback whale breaches. Relax in the ocean breeze from your private lanai. Enjoy first-class ocean views of neighboring islands. Fully remodeled interior, modern lighting, plush new bedding, and extra lanai seating. Upgraded studio condo, premium OLED TV, convenient USB ports, accommodates up to 3 guests. Easy access to world-class beaches, restaurants, and shopping.

4.93 out of 5 average rating, 117 reviews

Flat in Kaanapali

Kaanapali Shores Resort Studio #334 ~ West Maui ~

Welcome to #334 at Kaanapali Shores Resort, located on the famous Kaanapali Beach in beautiful Westside of Maui. Looking for the ultimate spot for a family vacation, a romantic getaway, or just a chill time with friends? Look no further than Kaanapali Shores—it's got everything you need!. Stay at this newly updated charming studio & create unforgettable memories. We can't wait to welcome you as our guest at this incredible Maui retreat!

Superhost

A spacious balcony offers a dining table set for six, with sweeping ocean views in the background. The scene is complemented by comfortable outdoor seating and lush greenery in a potted plant, all framed by the clear blue waters and sky.

4.93 out of 5 average rating, 106 reviews

Stunning Panoramic Oceanfront 2 Bed Bath with AC

Breathtaking views from the panoramic balcony will make your stay into a perfect Hawaiian vacation. From the balcony you will be able to watch surfers, whales, dolphins, and turtles. The evenings are filled with stunning sunsets from this incredibly private 6th floor corner unit of the beachfront property. This luxuriously appointed condo has been updated with new beds and furniture, is fully equipped, has AC, WIFI, and a Washer/Dryer.

4.98 out of 5 average rating, 202 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.

5 out of 5 average rating, 9 reviews

Oceanview Kaanapali Shores- Beachfront resort w/AC

Immerse yourself in Maui magic at this beautifully remodeled, serene north-facing 2 BD/2 BA ocean-view condo. KS 304 is located at Aston Kaanapali Shores beachfront resort on Maui's iconic Kaanapali coast. Take in stunning ocean views and enjoy the soothing soundtrack of crashing waves from every room in your private tropical retreat—perfect for unwinding from the moment you arrive.

A spacious living area is furnished with a soft gray sofa adorned with decorative pillows, complemented by a wooden coffee table with glass top. A vibrant ocean view is framed by large windows, and a cozy dining set is positioned on the lanai, enhancing the inviting space.