Fitness-friendly holiday rentals in Wailea

Stunning Ocean Views - March Specials $239

*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

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!

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.

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.

Direct Waterfront, Air conditioned, Amazing Views!

Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

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.

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.