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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
A sparkling pool is set within a fenced area, surrounded by tropical greenery and palm trees. Lounge chairs are arranged on the patio, with the ocean visible in the background, providing a serene setting for relaxation.
Condo in Kihei
4.96 out of 5 average rating, 211 reviews

Stunning Ocean Views -March Specials $265

*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 private lanai features a round table with two high-backed chairs, offering panoramic views of the ocean and surrounding coastline. Lush palm trees and sandy beach are visible below, under a bright blue sky with scattered clouds.
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 spacious pool area is framed by tropical palm trees and offers a circular swimming pool with a shallow entry. Lounge chairs are arranged on the sun-drenched stone patio, while shaded umbrellas provide seating options. The vibrant blue sky adds to the relaxed ambiance.
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
A person stands in the ocean water, silhouetted against a vibrant sunset with shades of orange and gold. Gentle waves lap at the shore, reflecting the warm colors of the sky, while clouds drift above, adding texture to the scene.
Condo in Kihei
4.9 out of 5 average rating, 139 reviews

Incomparable Maui Sunset condo, includes all taxes

This Renovated, beach themed condo in the Oceanside Maui Sunset is shaded from the afternoon sun on the B side. Our rate includes the 19% state tax! 2 full bathrooms, a new 75" TV, stove, dwshr quartz counters and new thick futon mattresses and a high end queen in the bdrm. The view from the lanai is over the resort's grounds ( largest private pool in Kihei) & to the ocean. Concrete constructed units in this well managed complex private and safe. internet (196Mbps). Family Friendly!

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
4.99 out of 5 average rating, 138 reviews

Beach/Oceanfront Property, Sleeps 5, Kihei Maui

**Humpback Whale Season: Dec-April** Maui Sunset is a gorgeous Oceanfront property with direct beach access and some of the best sunset views. Enjoy a walk on the beach, find sea turtles napping, or spot Humpback Whales during whale season. With over 5 acres of manicured lawn, it's a great place to enjoy some fun family time! Amenities: Large pool, hot tub, 6 outdoor grills, sauna, gym, golf putting green, shuffleboard, tennis court access, and "Activity Desk" for booking excursions/rentals.

Guest favorite
The living room area features a light-colored sofa and armchairs, paired with a wooden coffee table. A large window provides a view of the outdoors, with a hanging egg chair adding a cozy element. A flat-screen TV is mounted on the wall, enhancing relaxation.
Condo in Kihei
4.91 out of 5 average rating, 202 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!

Guest favorite
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
A spacious living area features large glass windows that provide expansive ocean and mountain views. Comfortable seating is provided on the couch, with natural light flooding the room. A dining table is positioned next to the modern kitchen, enhancing the open and airy atmosphere.
Condo in Kihei
4.97 out of 5 average rating, 107 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
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, 126 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 serene pool is surrounded by lush greenery and lounge chairs, offering views of the ocean and palm trees. The water is crystal clear, inviting relaxation under a bright blue sky with fluffy clouds.
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
Apartment in Wailea
4.95 out of 5 average rating, 115 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

When is the best time to visit Wailea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$81,806 GYDG$82,852 GYDG$88,501 GYDG$84,944 GYDG$74,901 GYDG$78,458 GYDG$68,834 GYDG$61,720 GYDG$60,674 GYDG$64,649 GYDG$76,994 GYDG$88,919 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$33,475 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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