Fitness-friendly holiday rentals in Wailea

Stunning Ocean Views - April Specials $249

*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

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

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

Wailea Ocean View Escape

Wailea, Ekahi- Ocean views, ocean front pool, lush gardens, let your next vacation be the perfect reset! Walk to the beach in 5 minutes directly through the oceanfront complex. Brand new Air Conditioning throughout unit! Oceanfront pool pavilion equipped with BBQs and kitchen make for the perfect family time. Gym, pickleball, gorgeous amenities await you! Quiet Unit in building 33 offers a spacious primary bedroom and two full bathrooms. Pull out sofa in living room is perfect for children.

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!✨

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.

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.

Maui Retreat Ekahi 50F -All YOU Need!

Just bring yourself, everything else is HERE! Towels, beach chairs, umbrella, boogie board, whatever you need!!!Beautiful 2nd floor unit has an open, garden/ mountain view. The vaulted ceilings give that open air feeling. Tastefully decorated not overdone, 50F makes you feel at home from the moment you walk in. The sofa pulls out to an ultra-comfortable queen size sleeper in the living room. Zoom call if you are “flexcationing”. Fitness Room too!!!

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.