Fitness-friendly vacation rentals in Wailea

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Top-rated fitness-friendly rentals in Wailea

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite
Silhouetted palm trees frame a golden sunset over the ocean, with the sun partially obscured by clouds. Gentle waves reflect the warm light, and grassy areas are visible in the foreground, contributing to a serene coastal scene.
Condo in Kihei
4.96 out of 5 average rating, 189 reviews

Stunning Ocean Views -October Specials $167

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

Top guest favorite
A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.
Condo in Wailea
4.99 out of 5 average rating, 203 reviews

Mana Kai 608: Oct/Nov Now OPEN! Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5-star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

Top guest favorite
The image captures a vibrant sunset over the ocean, with hues of orange, pink, and purple reflected across the water. Silhouetted palm trees line the foreground, adding a tropical feel. The landscape features rocky shorelines and gentle waves under the colorful sky.
Condo in Wailea
4.99 out of 5 average rating, 125 reviews

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

Superhost
The oceanfront pool area is surrounded by swaying palm trees, providing a serene setting. Lounge chairs are arranged around the pool, which features a curved shape, complemented by a tiled deck. The expansive ocean view is framed by a cloudy sky.
Townhouse in Wailea
4.87 out of 5 average rating, 123 reviews

Wailea Getaway - 2BD - steps to great pool & beach

Aloha, if you are looking for the perfect place to call home in Maui, you just found it! Our Wailea Ekahi Villa is a spacious and private home away from home that makes you feel far from it all yet is still close to everything! Situated above what is widely considered one of the most beautiful beaches in all of Maui Wailea Ekahi is like your own private oasis w/ 35 acres of open grassy spaces, private walk paths and the most AMAZING oceanfront pool to relax in and melt all your worries away!

Top guest favorite
A view from the balcony shows a lush green lawn surrounded by palm trees. The landscape is dotted with picnic areas, and the sky is partly cloudy, creating a bright and inviting atmosphere for outdoor activities.
Condo in Kihei
4.99 out of 5 average rating, 162 reviews

Maui-Time! at Maui Sunset - 2 Q beds/2 full baths

Locally managed 🤙🏻 Located in Kihei, on the leeward, sunny side of Maui, this condo has everything you'll need to enjoy a relaxing vacation. Nicely decorated 1 bedroom condo with fully equipped kitchen and 2 bathrooms (rare for condos on Maui)! Murphy bed with real queen-size mattress. Lanai overlooks the lush gardens and a peek-a-boo view of the ocean. Great place for couples or families. The Maui Sunset condo complex has 5 acres of oceanfront, a swimming pool, a putting green and more.

Top guest favorite
The oceanfront view captures gentle waves rolling onto a sandy beach, with vibrant shades of turquoise blending into deeper blue hues. A coastal landscape in the background features distant hills under a canvas of partly cloudy skies.
Condo in Kihei
4.98 out of 5 average rating, 129 reviews

Beach/Oceanfront Property, Sleeps 5, Kihei Maui

Maui Sunset is a gorgeous Oceanfront property with direct beach access and immaculate landscaping. Great for vacationing couples and families! This area also offers some of the best sunset views in Kihei. Enjoy a relaxing walk on the beach to find sea turtles napping, or spot Humpback Whales during whale season (Dec-April). Amenities: Large pool, hot tub, 5 outdoor grills, sauna, gym, golf putting green, shuffle board, tennis court access, and "Activity Desk" for booking excursions/rentals.

Guest favorite
The open-concept kitchen features a large island with seating for six, complemented by modern cabinetry. Spacious windows allow natural light to fill the area, showcasing views of the ocean and vibrant palm trees. A unique swinging chair is visible on the balcony.
Condo in Kihei
4.93 out of 5 average rating, 184 reviews

Bamboo Forest Getaway- Oceanfront, View & Pool!

🌅Walk from our condo straight to the beach! 🏖️ Great location- stay close to Maui's most popular attractions! Stores & restaurants < 1 mile away! Our top-floor, bamboo-themed condo is renovated and OCEANFRONT! Watch the sunset from our balcony! We have AC in every room, laundry, and a large kitchen. Elevator accessible! Walking distance to PICKLE BALL courts! Award-winning grounds, plus a POOL and HOT TUB! Parking for 2+ cars. ❤️ We provide more than the average host- ask us about it!

Top guest favorite
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
4.99 out of 5 average rating, 136 reviews

Very Comfortable Kamaole Sands Condo Sleeps 4

Very comfortable end unit 1 bedroom condo 2 bathrooms (818 sq ft) with views of the pool, partial ocean view from the unit, remodeled kitchen and bathrooms, recently painted, new carpets and conveniently located to everything you need, the unit is airy and bright with extra windows. The kitchen is well stocked with all the essentials and cooking utensils. A 5 mins walk to the beach and 10-15 mins leisurely stroll to nearby shops and stores. Beautiful south Kihei location.

Top guest favorite
A scenic view reveals the ocean with soft waves meeting sandy shores, framed by palm trees. In the foreground, tennis courts are visible against a backdrop of rolling hills, showcasing lush greenery under a clear blue sky.
Condo in Kihei
4.98 out of 5 average rating, 102 reviews

Maui is Open - Come Support the Locals

This beautifully upgraded penthouse condo, with stunning ocean and majestic mountain views, is centrally located in Kihei, which is widely considered to have the best beaches and weather on Maui. World-class restaurants, trendy food truck parks, and favorite local haunts are just a stone's throw away. Do you take advantage of the unlimited number of close-by activities, or just relax on the lanai and enjoy the view? It's your call!

Superhost
A cozy seating area is arranged with a table and two rattan chairs, surrounded by large glass windows that provide unobstructed views of the ocean and distant mountains. A telescope is positioned nearby, inviting exploration of the scenic landscape.
Condo in Wailuku
4.96 out of 5 average rating, 125 reviews

Surrounded by Glass! Ocean All Around.

This magnificent 2 bed/2 bath luxury home is waiting for you with its spacious, upscale furnishings, located steps from the ocean. Walls of glass highlight the panoramic ocean view with Haleakala as a backdrop. The sound of the ocean serenades as you read your book or meditate. Central air, in-condo washer/dryer and assigned parking are only a few of the many amenities in this third floor heaven.

Superhost
A spacious living area is featured with comfortable seating, a large television, and natural light streaming through generous glass doors. A private lanai is highlighted with a dining table for four, surrounded by lush greenery. The bedroom showcases a king bed with calming decor, while a tranquil pool and palm trees are visible outside.
Condo in Wailea
4.81 out of 5 average rating, 162 reviews

Last Minute Deal! Wailea Condo Oceanfront Complex

Step into your own private tropical oasis in this fabulous Wailea condo! This adorable 792 square foot, ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This lavish condo boasts an open and airy living space you will love with AC throughout. Relax on the remarkable lanais with a table with seating for four.

Guest favorite
A modern living area is featured, showcasing a comfortable sofa with decorative pillows and a coffee table. The open kitchen is visible in the background, equipped with stainless steel appliances and a countertop with bar seating. Light fills the space through large windows.
Apartment in Wailea
4.95 out of 5 average rating, 114 reviews

Kamaole Sands 7-207-Stunning Remodel-Large Lanai

This 1 bedroom, 2 bathroom condo was just completely remodeled with beautiful modern finishes. The condo is located in Building 7 at Kamaole Sands and has a large lanai. PMI Maui manages many units in South Maui. Please let us know if you are interested in any of our units and we will send you the Airbnb link to view all of our listings and reviews.

Popular amenities for Wailea fitness-friendly rentals

Quick stats about vacation rentals that are fitness-friendly in Wailea

  • Total rentals

    690 properties

  • Nightly prices starting at

    R694 ZAR before taxes and fees

  • Total number of reviews

    15K reviews

  • Family-friendly rentals

    380 properties are a good fit for families

  • Rentals with a pool

    660 properties have a pool

  • Rentals with dedicated workspaces

    430 properties have a dedicated workspace

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