
Fitness-friendly vacation rentals in Wailea
Find and book unique fitness-friendly rentals on Airbnb
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 16,120 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!
Top-rated fitness-friendly rentals in Wailea
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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.

Oceanview, Banana Bread, Hot Tub & Sauna near OGG
Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Relax in the hot tub and sauna. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

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!.

Luxe 2bed Wailea, 5-min walk to beach, ocean view,
Enjoy Elua #101, a modern and spacious 2-bedroom, 2-bath ocean-view condo just a 5-minute walk to Ulua Beach - famous for snorkeling and swimming. This ground-floor retreat has comfortable furnishings, Smart TVs, plush beds, fully equipped kitchen. Guests enjoy access to two swimming pools, a jacuzzi, tennis courts, and a fitness center. Free Wi-Fi, parking, gated community. Walk to the Shops at Wailea, Andaz, Marriott Wailea, Four Seasons, and Grand Wailea for dining, entertainment, shopping.

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.

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.

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.

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.

Beach/Oceanfront Property, Sleeps 5, Kihei Maui
*We offer free early check-in/late check-out when arranged in advance.* Maui Sunset is a gorgeous Oceanfront property with direct beach access and immaculate landscaping. This location offers some of the best sunset views in Kihei. Maui Sunset is a great place to enjoy that much deserved family vacation or couple's getaway. Amenities: Large pool, hot tub, sauna, gym, shuffleboards, golf putting green, 6 outdoor grills, access to tennis courts, and poolside activity desk. .

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!

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.

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.
Popular amenities for Wailea fitness-friendly rentals
Fitness-friendly apartment rentals

Family Friendly Loft Style Kihei Condo 2BD/2BA

Sugar Beach! Direct Ocean Front! Best Views! #620

Kamaole Sands 7-207-Stunning Remodel-Large Lanai

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort

Wailea Ocean View Escape

40% off price. Ocean view Steps from the beach.

Your Perfect Kihei Vacation full of ALOHA

Kihei Beach Retreat: Ocean Views and Sandy Feet!
Fitness-friendly condo rentals

Beautiful Ocean View Kamaole Sands

Renovated, Full A/C, Second Floor, Wifi, Weka52e

Oceanfront Wailea condo w/ beach access

Wailea Ekahi Getaway•Walk to Keawakapu beach

Surrounded by Glass! Ocean All Around.

Wailea Elua condo - Ocean Views | Gym | Pickleball

Impressive 3 Bd+2 Bath Vacation Home at Wailea Gra

Huge Ocean Views
Fitness-friendly house rentals

Serene Blue Retreat•Queen Bed•Smart TV•MiniFridge

Makena Surf F207 Beachfront Resort

Calming Vibes in Room 2

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

1Bedroom Condo, Steps from Kamaole Beach/Kihei, HI

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Kamaole Sands 3104-Bright, Clean, and Fresh!

Ocean View 2BR Villa Steps To The Beach
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,634 | ﺩ.ﺇ 1,649 | ﺩ.ﺇ 1,480 | ﺩ.ﺇ 1,491 | ﺩ.ﺇ 1,315 | ﺩ.ﺇ 1,377 | ﺩ.ﺇ 1,208 | ﺩ.ﺇ 1,083 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,135 | ﺩ.ﺇ 1,351 | ﺩ.ﺇ 1,561 |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
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- Maui
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