Fitness-friendly holiday rentals in Wailea

Stunning Ocean Views - June Specials $199

*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

Kamaole Sands #2-303 OV 1BR/2BA Condo w/Lg Lanai

Our 1BR, 2BA OV condo #2-303 at Kamaole Sands (3rd Fl, Bldg. 2) has a fully equipped kitchen, washer & dryer in unit, HDTV in Living Room & a 2nd TV in BR. BR has king bed & living room has a queen hide-a-bed. The large lanai overlooks the pool and fountain pond to the ocean. Resort has a large pool, 2 jet spas, a children's pool, 4 free tennis courts, gas BBQ grills, gym, activity center, free parking & free wifi. Kamaole Beach III is across the street. Restaurants within walking distance.

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!

Beach/Oceanfront Property, Sleeps 5, Kihei Maui

Maui Sunset is a gorgeous Oceanfront property with immaculate landscaping and some of the best sunset views in Kihei. It's a great place to enjoy that much deserved family vacation or couple's getaway. Many guests return year after year to stay at Maui Sunset. Amenities: Large pool, hot tub, sauna, gym, shuffleboards, golf putting green, 6 outdoor grills, and access to tennis courts. Activity Desk is conveniently located poolside for booking your island excursions or rental equipment.

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.

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.