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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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

**Humpback Whale Season is Dec-April** Maui Sunset is a gorgeous Oceanfront property with direct beach access and over 5 acres of immaculate landscaping. This area also offers some of the best sunset views (hence the name Maui Sunset). Enjoy a walk on the beach and look for sea turtles or spot Humpback Whales during whale season. Amenities: Large pool, hot tub, 5 outdoor grills, sauna, gym, golf putting green, shuffleboard, tennis court access, and "Activity Desk" for booking excursions/rentals.

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, 192 reviews

Stunning Ocean Views -November Specials $157

*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, 204 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, 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, 126 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
Condo in Wailea
4.99 out of 5 average rating, 124 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.

Guest favorite
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, 124 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, 137 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!

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
4.94 out of 5 average rating, 186 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 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, 105 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 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, 163 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 view of the lush green lawn from the lanai features a seating area with a small table holding drinks. The ocean is visible in the distance, framed by trees and palm trees under a bright blue sky with fluffy clouds.
Condo in Wailea
4.9 out of 5 average rating, 146 reviews

Kamaole Sands, King Bed, Ocean View, Kamaole Beach

- 2 min walk to the Kamaole Beach park, one of the most popular beaches on Maui - Welcome to our modern remodeled ground floor Condo with partial ocean view at Kamaole Sands. The Kamaole Sands is located across the street from the famous Kamaole Beach Park featuring excellent swimming, long sandy beaches and snorkeling or just watching the sunsets.

Popular amenities for Wailea fitness-friendly rentals

When is the best time to visit Wailea?

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Avg. priceﺩ.ﺇ1,436ﺩ.ﺇ1,454ﺩ.ﺇ1,553ﺩ.ﺇ1,491ﺩ.ﺇ1,315ﺩ.ﺇ1,377ﺩ.ﺇ1,208ﺩ.ﺇ1,083ﺩ.ﺇ1,065ﺩ.ﺇ1,098ﺩ.ﺇ1,278ﺩ.ﺇ1,377
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Quick stats about vacation rentals that are fitness-friendly in Wailea

  • Total vacation rentals

    Explore 690 vacation rentals in Wailea

  • Nightly prices starting at

    Wailea vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 14,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    380 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    660 properties feature pools

  • Rentals with dedicated workspaces

    430 properties have a dedicated workspace

  • Wi-Fi availability

    690 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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