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Fitness-friendly vacation rentals in Wailea

Find and book unique fitness-friendly rentals on Airbnb

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, 212 reviews

Stunning Ocean Views - April Specials $260

*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
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
4.98 out of 5 average rating, 133 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

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, 213 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 an 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!

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
4.83 out of 5 average rating, 109 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, 125 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
4.85 out of 5 average rating, 130 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
Condo in Wailea
5 out of 5 average rating, 16 reviews

Wailea Ekahi Gem |Walk to Beach |May Special!

🌺 Guest Favorite · Superhost Welcome to Wailea Ekahi Village, a beachfront resort in Wailea. Our renovated 1BR/1BA upstairs condo (2 beds) is ideal for up to 4 guests. In building 36, a 5-min walk through gardens to the beach pavilion, main pool, and Keawakapu Beach. Quiet pool steps away. King bed, Queen Murphy, A/C, 2 lanai’s, and a stocked kitchen. Hosted with Aloha from our family to yours. Nightly price includes cleaning fees. ✨May limited promotion & early-booking summer discounts!✨

Guest favorite
A spacious living area is presented, featuring a comfortable sofa and a coffee table on a vibrant area rug. Natural light enters through sliding glass doors leading to a balcony. Colorful artwork decorates the wall, and a ceiling fan enhances the atmosphere.
Condo in Wailea
4.81 out of 5 average rating, 167 reviews

Kamaole Sands 4-410 Ocean View Penthouse!! 2 Bed, 2 Bath! Air Purifiers, Sanitized Cleanings! Walk to the Beach! Brand New Split A/C Units!!

Our 2 bedroom 2 bath unit has Split a/c units. There is elevator access to the 4th floor. The upstairs master bedroom has a queen sized bed. The downstairs bedroom has two full sized beds. Queen size sleeper sofa in living room We also have beach chairs, beach towels, an umbrella, and boogie boards for your use. Upon arrival guests must check in at the front desk and pay the $40, one time, resort fee. We also provide a pack and play for guests use. Hawaii Tax ID #TA-161-290-0352-01

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, 107 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.

Top guest favorite
Condo in Kihei
4.94 out of 5 average rating, 100 reviews

Beachfront, 2 baths, hot tub, AC

Welcome to our oceanfront family-owned home, ideally located in the heart of Kihei. We've poured our hearts into caring for this cherished piece of paradise and we’d be delighted to have you as our guest. Enjoy breathtaking sunsets from your private lanai or the sandy shores just steps away. Only 20 min from OGG airport and conveniently situated near the Piilani Hwy for easy access to Haleakala, Road to Hana and Maui Ocean Center. We welcome you to embrace the Aloha spirit.

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, 171 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 dining area features a circular bar with four woven stools and multi-colored pendant lights overhead. The textured orange walls and bamboo ceiling create a warm ambiance. A small desk with a chair is visible against the wall, along with decorative artwork and shelving.
Condo in Wailea
4.93 out of 5 average rating, 68 reviews

Gorgeous Condo in Wailea Ekahi Village!

Wailea Ekahi Village Resort is located on the world famous Keawakapu Beach. Low rise buildings built in clusters sprawl across 34 acres of colorful gardens, making it a very popular vacation choice for guests looking for a great location, abundant amenities and a relaxing Wailea resort vacation. Four accessible swimming pools ensure family-friendly visits!

Popular amenities for Wailea fitness-friendly rentals

When is the best time to visit Wailea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$81,726 GYDG$82,771 GYDG$88,414 GYDG$84,861 GYDG$74,828 GYDG$78,382 GYDG$68,767 GYDG$61,660 GYDG$60,615 GYDG$64,586 GYDG$76,918 GYDG$88,832 GYD
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

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

  • Total vacation rentals

    Explore 850 vacation rentals in Wailea

  • Nightly prices starting at

    Wailea vacation rentals start at G$33,443 GYD per night before taxes and fees

  • Verified guest reviews

    Over 15,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    480 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    820 properties feature pools

  • Rentals with dedicated workspaces

    600 properties have a dedicated workspace

  • Wi-Fi availability

    850 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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