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
4.94 out of 5 average rating, 226 reviews

Stunning Ocean Views - June Specials $199

*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

Guest favorite
A lush tropical landscape is visible, featuring tall palm trees and vibrant green foliage. The ocean can be seen in the distance, framed by a picturesque backdrop of clouds. A winding pathway leads through the manicured grounds, enhancing the serene setting.
Condo in Wailea
4.84 out of 5 average rating, 112 reviews

Kamaole Sands #2-303 OV 1BR/2BA Condo w/Lg Lanai

Our 1BR, 2BA OV condo #2-303 at Kamaole Sands (3rd Fl, Bldg. 2) has a fully equipped kitchen, washer & dryer in unit, HDTV in Living Room & a 2nd TV in BR. BR has king bed & living room has a queen hide-a-bed. The large lanai overlooks the pool and fountain pond to the ocean. Resort has a large pool, 2 jet spas, a children's pool, 4 free tennis courts, gas BBQ grills, gym, activity center, free parking & free wifi. Kamaole Beach III is across the street. Restaurants within walking distance.

Top guest favorite
Condo in Wailea
4.99 out of 5 average rating, 130 reviews

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

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
4.86 out of 5 average rating, 135 reviews

Wailea Villa with Oceanfront Pool

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 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, 221 reviews

Mana Kai 608: Oceanfront Remod- 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, 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 Manager in Maui, Tracy O'Reilly to take amazing care of you!

Top guest favorite
A comfortable living area features a gray sofa accompanied by two armchairs, with natural light filtering through sliding glass doors. A coffee table sits in the center, adorned with books and a small plant. Artwork graces the walls, complementing the warm wooden ceiling.
Condo in Wailea
4.94 out of 5 average rating, 127 reviews

Kamaole Sands Penthouse, Oceanview, Steps to Beach

Top-floor penthouse in Building 10 — the Kamaole Sands building closest to the ocean. Panoramic Pacific and West Maui Mountain views from a private lanai. Sleeps 6: loft primary (queen), 2nd bedroom (king or twins), and living room Murphy bed. 2 full baths, full AC, chef's kitchen, new Smart TV. Steps across to Kam III Beach for snorkeling and sunsets. Resort pool, 2 hot tubs, BBQs, tennis & pickleball. Whale-watch from the lanai Dec–Apr. A quiet, elevated retreat in the heart of South Kihei.

Guest favorite
A spacious living area is characterized by wood-paneled walls and natural light from large sliding glass doors. A comfortable queen-sized sleeper sofa and two accent chairs are arranged around a coffee table. A flat-screen smart television is mounted on the wall, adorned with complementary artwork.
Condo in Wailea
4.9 out of 5 average rating, 113 reviews

Luxury Condo in Wailea Ekahi w/Direct Beach Access

Do you want direct and private access to probably the best beach (i.e. Keawakapu) on Maui? Then look no further than our unit in the Wailea Ekahi complex! This quiet and spacious condo has every amenity you could want to make your Maui vacation truly unforgettable. You are also in walking distance to the stores and restaurants at the Shops at Wailea and also the Wailea Beach Path. This condo has everything you need to make your Maui experience memorable, luxurious, and convenient.

Superhost
A sparkling saltwater pool is surrounded by palm trees, providing a serene setting with views of Keawakapu Beach. Guests can be seen enjoying the pool area, while beachgoers relax along the shoreline in the background, with vibrant blue ocean and sky complementing the scene.
Condo in Wailea
4.91 out of 5 average rating, 253 reviews

Beachfront Condo in Kihei

Located on the shores of beautiful Keawakapu Beach lies your next island paradise vacation. The Mana Kai Maui resort straddles the communities of Kihei and Wailea offering the beauty and privacy of Wailea beaches with the value of Kihei. This Maui beachfront condo offers stunning ocean views from a private lanai and is just steps to the beach, with access to a swimming pool, general store and beach equipment rental. With 2 bedrooms and 2 baths, it sleeps four people comfortably.

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, 148 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, remodeled kitchen and bathrooms, recently painted, new flooring in living room and conveniently located to everything you need, 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. I take my own photos for my unit.

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
4.97 out of 5 average rating, 114 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!

Guest favorite
Condo in Wailea
5 out of 5 average rating, 16 reviews

Elua 1310 Oceanfront -Family Managed-Remodeled9/25

(9/17/25) We just wrapped a full condo remodel of our oceanfront home! Everything throughout is brand new. Elua 1310 is in the closest building to the beach with 120 degrees of unobstructed ocean views and sits next to the famous Wailea Beach walk. You are just steps away from the beach, the beach walk, and to Elua's main pool and pavilion. Elua is a large complex, so check the complex maps we included before booking.

Guest favorite
Condo in Maalaea
4.96 out of 5 average rating, 127 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.

Popular amenities for Wailea fitness-friendly rentals

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

  • Total vacation rentals

    Explore 900 vacation rentals in Wailea

  • Nightly prices starting at

    Wailea vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

  • Verified guest reviews

    Over 16,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    510 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    880 properties feature pools

  • Rentals with dedicated workspaces

    600 properties have a dedicated workspace

  • Wi-Fi availability

    900 of Wailea vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wailea rentals

  • 4.8 Average rating

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

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