











Walking on Sunshine, #251, is hosted by Tracy O’Reilly, a licensed realtor on Hawaii who has been w/Airbnb since 2009 & has earned SUPERHOST status 46+ times w/1000s of 5 Star Reviews!<br /><br />~ The beach+whale center is directly across the street. Pool, jacuzzi, tennis court, BBQ area, laundry center all onsite.<br /><br />~ If your dates aren't available or if you’re traveling with a group, contact Tracy on Airbnb to see if it's possible to book 1 of 16 Maui Airbnbs she manages.<br /><br /><b>The space</b><br />Breaking News! Iconic, cultural, and beautiful Maui is back in business. We are proud to be welcoming guests to our legal vacation rental which has a full kitchen and is far more affordable than the pricey hotels and resorts. Thank you in advance for showing your support by visiting Maui as tourism remains the only significant economic engine across our Island. Locals rely on visitors to continue operating their Maui businesses. We truly look forward to showing you our Aloha spirit.<br /><br />On October 21, 2025, National Geographic included Maui on its ‘Best of the World 2026 List,’ calling a trip to the island “an investment in the island’s future.” <br /><br />Maui is more than just a place—it’s a community built on strength, culture, and resilience.<br /><br />~ Aloha and Welcome to Walking on Sunshine Maui, Unit 251, a smoke free, legal vacation rental located in sunny Kihei. <br /><br />The location is ideal! The only beach in Maui that was once reserved for Hawaiian Royalty is less than 300 footsteps (from the front door of your condo to the edge of the ocean)! This is a very popular beach for canoeing, kite surfing, viewing sea turtles and whales, or simply basking in the sun. Picnic tables, grilling areas, free parking, and outdoor showers are also available at this beach. Do as much as you want or as little as you desire. The National Humpback Museum and Maui's only Whale Education Center are also on this same beach, just steps away from the condo. Both places offer free educational classes and plenty of free, outdoor telescopes so you can get an "up close and personal view" of the Humpback Whales as they swim, jump, and play in the ocean just in front of the museum. ;) <br /><br />We also offer a pool, jacuzzi, outdoor showers and outdoor bathrooms at the pool, a BBQ area with picnic tables, a laundry center, very strong WIFI and fast internet speeds for online working (we have the highest, upgraded package), plus lots of fruit trees and beautiful, tropical, fragrant flowers. <br /><br />We are also one of the only complexes on Maui with a really nice tennis court right onsite. We are happy to welcome tennis players who are die hard about having a place to hit where they can also swim, eat, relax, and play. Tennis rackets and tennis balls are included inside the condo.<br /><br />~ We are so excited that this condo has earned “Superhost Status”, the coveted “Top Guest Favorite” badge, and the even rarer “Golden Trophy” badge which means this listing is ranked in the Top 1% of all Guest Favorites in Maui. “Guest Favorites” are a collection of the most-loved homes on Airbnb, according to guests. “Guest Favorites” are based on ratings, reviews, and reliability data from over half a billion trips. These special homes feature a badge in both search and on the listing details page. It is the highest award a property can receive. If you want to find an Airbnb you’ll love, just look for Airbnbs that other guests love. We hope our track record on Airbnb will prove that guests really enjoy staying here and that you are in excellent hands if you choose this listing.<br /><br />~ As an Airbnb Superhost for 40+ consecutive times, we strive for a 5-Star worthy review and aim to make your stay as comfortable and amazing as possible. We are proud to be customer service oriented, and our ultimate goal is to continue earning your business in the future. Our mission is to provide wonderful accommodations so our guests can create beautiful experiences and unforgettable Maui memories. <br /><br />~ Walking on Sunshine Maui features a complete floor to ceiling remodel with custom furniture and high-end personal touches. This is a 5-Star Quality, 2nd floor condo that's comparable to any Wailea resort hotel room, only it offers homestyle amenities at a fraction of the price.<br /><br />~ Walking on Sunshine Maui houses up to 4 guests. There is a King bed and a Double sofa sleeper.<br /><br />~ Sorry, but no smoking allowed INSIDE the condo or on the lanai. <br /><br />~ Please note this is a studio; therefore, the king bed and double sofa sleeper share the same space (see photos). <br /><br />~ Don't delay, book today, our guests love it! We have been Superhosts on Airbnb every single quarter for over 9 years and look forward to showing you our ALOHA spirit. ;)<br /><br />~ Experience the ultimate in comfort, luxury, and style with a FULLY LOADED 600 SF Maui Studio (with lanai) that doesn't cut any corners and is LESS THAN 250 FOOTSTEPS AWAY FROM THE OCEAN, THE BEACH, AND A BEAUTIFUL BEACH PARK COMPLETE WITH OUTDOOR SHOWERS, PICNIC TABLES, & TOTALLY FREE PARKING. ;) <br /><br />~ Stay in our fully renovated Kihei condo, and save your hard earned money for fun Maui activities & tours, unique boutique shopping, and fabulous, fine dining! <br /><br />~ Book today, and enjoy your TOTALLY PRIVATE, LUXURY, 2ND FLOOR CONDO that underwent $40,000+ in "top to bottom renovations" including brand new, top of the line furnishings throughout. <br /><br />~ Our coastal décor is artsy, trendy, beachy, and features stylish, designer, high-end pieces; including top-of-the-line luxury items. <br /><br />~ We are pleased to announce that this condo is located in sunny Kihei, Maui, and we would be delighted to assist you with your accommodations. :) <br /><br />~ If your dates are not available, please check with us anyways as our property manager is in charge of 15 other units at the same complex and additional condos throughout Maui and is happy to help with all of your travel needs. :)<br /><br />~ Super easy and "lightning fast" check in, just enter your "secret code" and open the door. Even faster check out, just close the door behind you. Flight delays and/or late arrivals are never a problem when you stay at Walking on Sunshine Maui.<br /><br />~ We will happily handle the stocking, cleaning, and other important details so that your Maui vacation is truly special, extra romantic, and extremely relaxing. We have been in the Hospitality Industry for over 25 years, and it's really how we live our lives. PAMPERING OUR GUESTS IS OUR NUMBER ONE PRIORITY! <br /><br />~ Walking on Sunshine Maui is FULLY STOCKED with EVERYTHING YOU WILL NEED to completely enjoy your Maui vacation at the BEST POSSIBLE PRICE; THUS SAVING YOU EVEN MORE MONEY AND ACKNOWLEDGING THAT YOUR TIME IN PARADISE IS PRECIOUS.... <br /><br />~ RESORT LIKE AMENITIES include air conditioning, keyless entry, Resort Line Linens, a luggage stand, and even a steel, electronic, security safe where you get to choose your own digital combination. The condo is also equipped with a 55" flat screen (SMART TV), Cable TV, high speed wireless internet, and a beautiful lanai with outdoor seating. We are happy to offer a brand new, top of the line, King size bed with an expensive mattress encasement system that totally eliminates any worry of ever experiencing bed bugs. We have also added a high-end Tempur-Pedic mattress topper to the mattress for extra comfort. You will absolutely love this bed! There is also a Double sized sofa sleeper with high quality linens and the same, high quality mattress encasement system. <br /><br />~ For your convenience, there is a coin and credit card operated laundromat on site with 20 full-size machines. Please note that we do not provide laundry detergent as it's a personal preference item.<br /><br />~ Walking on Sunshine Maui provides the perfect venue for quintessential Maui vacationers. ;) <br /><br />~ Your fully equipped, heavily stocked kitchen has all new, full size, stainless steel appliances. You will also experience beautiful, custom cabinetry featuring “soft-close” cabinets and drawers, lots of under cabinet lighting, quartz backsplash, plenty of built in storage space for all your household items, as well as stunning quartz counter tops that sparkle in the Maui sun. There is a microwave, lots of cookware, a coffee maker, a Magic Bullet blender, an espresso machine, a toaster, a rice maker, an assortment of sharp knives, a coffee bean grinder, and a variety of BBQ accessories. In addition, basic supplies like an assortment of hot teas, salt, pepper, approximately 20 other spices, and coffee filters can all be found on site. <br /><br />~ The custom designed BATHROOM features beautifully tiled flooring and walls. A tiled bench is provided in the corner of the shower for ladies to shave their legs. There is lighting underneath the “floating” bathroom vanity. This is so cool, you will love it! We were definitely going for a "Peaceful and Serene Spa Experience" when designing the bathroom. We provide plenty of fluffy, soft, oversized, bath & beach towels, hand towels, and wash cloths. <br /><br />~ You will also find beach chairs, a beach umbrella, coolers, tennis rackets, tennis balls, a fully stocked picnic basket, yoga mats, a beach bag, an iron/ironing board, a magnifying vanity mirror, a hair dryer, and even a First Aid Kit. <br /><br />~ The private LANAI is equipped with a large table and super comfy swivel chairs perfect for resting, reading, and/or outdoor dining. There is an outdoor storage bin on the lanai that houses pool and beach gear as well as other recreational items. <br /><br />~ As a special BONUS, you are less than two blocks away from the world famous Sugar Beach – the LONGEST BEACH in all of Maui (Sugar Beach is over 5 miles long)! <br /><br />~ We happily stock AMPLE dish soap, garbage bags, dishwasher detergent, sponges, shampoo, conditioner, body soap, Qtips, cotton balls, coffee filters, tea, and hand soap. In addition, we provide "starter kit" supplies in the bathroom and the main kitchen. Upon arrival, you will find 2 fresh rolls of toilet paper and 1 fresh roll of paper towels for the kitchen. This will be enough to get you "started". Our goal by providing "starter kits" for household paper products is to prevent the necessity for you to have to shop for these items during your first couple of days in paradise; after all, you are on vacation. There is also a "Pay It Forward" shelf where guests are welcome to leave their unused, non-perishable grocery items.<br /><br />~ This condo is situated in a perfectly central location. It is within easy walking distance (less than 2 miles) to EVERYTHING: shops, restaurants, beaches, public parks, grocery stores, gas stations, kayaking, surfing, snorkeling, wind surfing, fishing, the "Triangle Night Life", medical facilities: you name it! It's all literally around the corner. <br /><br />In addition, you are just minutes away from Wailea, and only 10 miles from the airport in Kahului. For your convenience, there is also a bus stop within 100 feet from the front door. <br /><br />You will be DIRECTLY ACROSS THE STREET from one of the most popular wind surfing beaches in all of Maui. In addition. Maui's only WHALE EDUCATION CENTER, complete with viewing telescopes, is also directly across the street. <br /><br />~ In less than 70 steps, you will find the pool with restrooms, an extra large, outdoor jacuzzi, a barbecue area with picnic tables, an outdoor shower area, tennis courts, and tropical, lush courtyards bearing fruit trees that offer TOTALLY FREE limes, bananas, avocados, and papayas. Isn't it about time to experience the true feeling of peaceful Hawaii? WELL, THIS IS IT, FOLKS!!! <br /><br />~ At these bargain rates, days are going to go fast, so please don't wait to pay. Check the calendar and if it's open, please pay right away…that way you are guaranteed your dates. The first one to pay secures the dates, so don't delay, as we experience multiple emails each day. If you have any questions, feel free to email me anytime. I will answer all questions within 24 hours - GUARANTEED! <br /><br />~ As a special bonus, daily maid service and/or mid stay cleans are available for an additional fee. All information is conveniently displayed inside the condo. <br /><br />~ THE TROPICAL VIBRATIONS & MAGIC OF MAUI AWAIT YOU... <br /><br />~ We offer beach chairs, beach towels, beach umbrella, and a cooler. For hygiene reasons, we don’t provide shared snorkel equipment — Rafael, our activity partner, can arrange guided snorkel tours for you. Additionally, we have many locally owned, rental facilities right in Kihei that offer snorkel equipment. <br /><br />~ If you are traveling with a group, it may be possible to book up to 10 Airbnb units in the same complex at the same time. They are all within 100 footsteps of each other. Feel free to contact us for the Airbnb links and more information.<br /><br />~ We are looking forward to speaking with you and sharing our ALOHA spirit. Thank you for taking the time to read our lengthy property description! After booking, always remember to consult your local insurance provider about the benefits of travel insurance. <br /><br />~ If you have any questions, please feel free to message me anytime. I will answer all questions within 24 HOURS - GUARANTEED!<br /><br />~ Mahalo nui loa! Malama pono!<br /><br />~ This IS a LEGAL vacation rental. :)<br /><br />Please know that we look forward to welcoming you to Maui soon and wish you safe travels on your journey. Let us know if you have any questions, as we are happy to assist you with your Maui vacation.<br /><br />Thank you again for your booking. :)<br /><br />Make it a great day,<br />Jarrett, Meara, and Tracy<br /><br />.....All rights reserved, copyright exists.<br /><br /><b>Guest access</b><br />Guests will have full access to free parking anywhere at the condo complex! We are also happy to offer many amenities right onsite. These include a swimming pool, jacuzzi, bbq area, tennis court, outdoor showers, outdoor restrooms, a community laundry room with brand new washers and dryers that arrived 06/04/2026, plus outdoor bicycle and outdoor kayak racks.<br /><br />~ We offer beach chairs, beach towels, beach umbrella, and a cooler. For hygiene reasons, we don’t provide shared snorkel equipment — Rafael, our activity partner, can arrange guided snorkel tours for you. Additionally, we have many locally owned, rental facilities right in Kihei that offer snorkel equipment. <br /><br />Kihei Food Oasis at South Maui Gardens is just a couple miles south on South Kihei Road and Alahele Street. There are lots of food trucks there, and they are open 7 days a week from 11am to 8pm with live music every Saturday.<br /><br /><b>Other things to note</b><br />Due to our property cleaners’ schedules and our regularly scheduled condo maintenance items, early check-ins and late checkouts cannot be accommodated at this time. Almost all of our bookings are back to back (same day in, same day out) which makes things trickier. If you have a late flight out or an early flight in, we highly recommend that you consider booking an extra night if it’s available to better accommodate your flight schedule if you want to arrive early or depart late. Thank you in advance for your kind understanding.<br /><br />Please note no mail delivery service available at this address.<br /><br />Weather Averages<br /><br />February - April<br />High 86°F Low 66°F<br /><br />May - July<br />High 90°F Low 71°F<br /><br />August - October<br />High 90°F Low 66°F<br /><br />November - January<br />High 82°F Low 63°F<br /><br />🤙🤙Why Staying in Kihei Should Be Your Top Choice🤙🤙<br /><br />Kihei is located on the sunny South side.<br /><br />Kihei has six miles of Sunkissed beaches.<br /><br />Kihei is less crowded.<br /><br />Kihei is considered to be much more “authentic Maui”. <br /><br />Kihei is more laid back.<br /><br />The longest beach walk in Maui is in Kihei. <br /><br />Kihei is more private, intimate, and affordable. <br /><br />Kihei has the least amount of rain of anywhere on Island and is much more laid back. <br /><br />Kihei is closer to: Haleakala (hiking), road to Hana, Iao Valley, and the airport. <br /><br />Kihei is also closer to Paia, Makawao, Upcountry, Kahului, and Maalaea. <br /><br />Kihei is only 15 minutes from the main airport in Kahului and Kaanapali is an hour. <br /><br />Kihei (the condo area of the south side) has more family restaurants than the condo area of the west side. <br /><br />Wailea (the luxury area of the south side) is a quieter area than Kaanapali (the luxury area of the west side). <br /><br />Higher end resorts like Four Seasons, Andaz, Grand Wailea, and Kealani are all in Wailea which is just 5 miles away from Kihei. <br /><br />Wailea also has world class golf courses and an award winning spa. <br /><br />The nicest shopping is also in Wailea (very upscale). <br /><br />Only one road in and out of the west side and if the road gets shut down due to an accident, you could be trapped. This is just one more reason why I would always choose Kihei.<br /><br /><b>Registration Details</b><br />390011070110, TA-031-390-7712-01
Cars and gear available for your dates — book in one flow with your stay.
Exact location provided after booking
Exact location provided after booking
Non-refundable
All reservations are final and non-refundable. We kindly ask that you confirm your travel dates before completing your booking, as cancellations, modifications, or date changes are not eligible for a refund.