Home Vacation Rentals By Owner In Wailuku, HI

Showing 20 Of 328 Vacation Rentals
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Exceptional(3)

$439.89

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Private Vacation Home

3-bedroom upstairs unit in beautiful Wailuku with AC

Wailuku, Hawaii, United States

Get ready to unwind in this spacious 3-bedroom home located on the second floor in charming Wailuku. With two king beds and one twin bed, it’s the perfect spot for families or small groups seeking comfort and relaxation. brThe seating area is on the 2nd floor outside deck. brEnjoy the convenience of private guest parking for up to two vehicles and a private entrance for your stay. Inside, you’ll find thoughtful touches like air conditioning, a hair dryer, and a refreshing shower to help you reset after a day of exploring Maui.brbrStart your mornings with a cup of coffee on the patio and end your evenings with a peaceful dinner outdoors as you take in the island breeze. There is a small electric burner stove. No shelf rack in oven, no baking sheets or pans currently available.brbrbrCome experience all that Wailuku has to offer when you stay at our welcoming island getaway — where comfort meets the spirit of aloha.brbrNearby Attractions & Local FavoritesbrWailuku Coffee Company – Start your morning with locally roasted coffee and fresh pastries.brMaui Juice Co. – Grab a healthy smoothie or fresh cold-pressed juice nearby.brSixtyTwo on Market, Esters Fair Prospect, & Parlay – Great dining options just a short walk away.brTakamiya Market – A beloved local grocery store known for poke, sashimi, and local-style bentos.brMaui Bowling Center – A fun and casual spot for an evening out.brWailuku First Friday – Every first Friday of the month, enjoy lively street entertainment, food trucks, and local vendors just minutes from your door.
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Exceptional(3)

$475.37

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Condo

Steps To The Sand Ground level Makani A Kai A1

Wailuku, Hawaii, United States

This ground floor level beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai and small grassy area overlooking the pool and ocean. The primary bedroom features a king bed, custom closet for clothing, full bathroom with walk-in shower and split system a/c to keep you cool while you slumber in both bedrooms. The guest bedroom has 2 twins that can be put together to make a king upon request and entry bathroom has a walk-in shower. The kitchen is well equipped just like home while the living room offers a TV with cable and DVD. The unit provides free WIFI, a cooler for your excursions, beach chairs, towels and an umbrella.brbrMakani a Kai A1:brbr*Newly painted unit and furnishings br*Split system A/C [living room and both bedrooms]br*Ceiling fans throughoutbr*[K] bed (1) Primary bedroom br*[T] beds (2) that can be changed to K upon request [guest bedroom]br*Sofa sleeper in living roombr*Washers/Dryers in complex laundry room- use with app located in common area courtyardbr*Fully equipped kitchen and separate dining areabr*Private living roombr*Flat-screen TV with cable br*Wi-Fi up to 200 Mbpsbr*Free parkingbr*Linens and a starter supply of soap, shampoo, paper towels, and toilet paperbr*Community oceanfront swimming pool in the Makani a Kai complexbr*Short walk to public beach (Haycraft Beachpark and Sugar Beach) and within walking distance from Maalaea Harbor; Maui Ocean Center, shopping, dining, whale watch and snorkel excursions.br*Multiple community gas BBQsbr*24/7 emergency maintenance servicebr*Mid-stay housekeeping is available for an additional chargebr*Check-in 4:00 pm; check-out 10:00 ambr*No pets or smoking allowedbr*Makani A Kai A1 is registered as a Transient Accommodation.brbrMAKANI A KAI COMPLEX:brThe highly desirable Maui vacation condos at the Makani A Kai Resort offer everything needed for an unforgettable stay in paradise! Access six miles of white sandy beach just steps from the complex perfect for swimming, snorkeling, boogie boarding, sunbathing, and surfing at times. Walk beautifully manicured grounds and bask in the aroma of the lush tropical greenery including red and pink ginger flowers, banana trees, the Hawaiian ti leaves, and feather palm trees. Enjoy the stunning views of Maalaea Bay or relax in a comfy lounge chair and enjoy the surf and thrilling activity of sea life, often including turtles, dolphins, and majestic humpback whales during winter migration (Dec- mid April). Take advantage of the many on-site guest amenities, including a large gated swimming pool, oceanfront lounge and barbecue areas, and a central laundry facility of four washers and four driers (machines are operated by ShinePay, an app you can access on your phone). The trash and recycling are located streetside in the northwest corner of the parking lot behind a fenced area.brbrMAALAEA AREA:brFor an epic adventure away, guests will appreciate Makani A Kai’s close proximity to the Maalaea Boat Harbor (0.8 mi, about a 15-minute walk or 3-minute drive) offering several ocean excursions with world-famous sailing, snorkeling, sportfishing, and whale watching. Book an adventure today with local companies, such as Pacific Whale Foundation, Calypso, Trilogy Excursions, and Strike Zone! For a pleasant day out on the town, visit the nearby village of Maalaea where you will find the popular Maui Ocean Center, an assortment of dining options ranging from coffee in the morning to local farm-to-table dinners in the evening, and a variety of great island shops. If you want to explore the entire island, just gas up the car around the corner and hit the road to your next unforgettable Maui adventure!
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Exceptional(16)

$1045.59

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Condo

Beachfront Remodeled Oasis, Steps to Sugar Beach

Wailuku, Hawaii, United States

Summary:brUnwind in a peaceful oceanfront sanctuary where every day begins and ends with spectacular seaside views. Just steps from the pristine Sugar Beach, this condo is a perfect base for relaxation and adventure. With updated amenities and airy spaces designed for comfort, you can immerse yourself in tranquility and leave the world behind. Professionally serviced by Luxe Maui Properties with 24/7 support. Book your escape now to create unforgettable Maui memories!brbrThe Space:br✔ Oceanfront condo with expansive views of South Maui from the patio, living room, and bedroomsbr✔ Blazing fast free Wi-Fi, perfect for remote work or streaming your favorite showsbr✔ Primary bedroom features a king-size bed and its own ensuite bathroom with a walk-in shower with ocean viewsbr✔ Second bedroom offers two twin beds that can be converted into a king-size bed just let us know br✔ Living room with a queen-size sofa sleeper for additional guestsbr✔ Fully equipped kitchen with modern appliances for all your culinary needsbr✔ Individual air conditioning systems in each room for personalized comfortbr✔ Beach towels, beach chairs (4) and a day coolerbr✔ Starter kit of supplies, paper products and soapsbr✔ In-unit washer and dryer for your conveniencebr✔ Pack n play available for families with infantsbrbrLuxe Maui Properties LLC — RB-24090brbrGuest Access:br✔ Full access to the entire condo providing total privacybr✔ Shared pool and BBQ grill station for outdoor dining and leisurebr✔ Beach gear provided, including chairs, towels, and a coolerbr✔ Free and unassigned parking spaces available on the premisesbrbrThe Neighborhood:br✔ Located in the tranquil oceanfront community of Ma'alaea, offering beautiful sunsetsbr✔ Just 15 minutes from Kahului Airport and nearby major shopping destinationsbr✔ Steps from the legendary Sugar Beach, perfect for swimming, snorkeling, and exploringbr✔ Close to local dining options and charming attractionsbr✔ Ma'alaea provides an idyllic setting, balancing seclusion with accessibilitybr✔ Book today to discover Maui's natural beauty and captivating local culturebrbrGetting Around:brA car is recommended to get the most out of your Maui vacation, though this condo is walking distance from great amenities.brbrOther Things to Note:br✔ A rental agreement with terms and conditions must be completed prior to check-inbr✔ The shoreline in front of the property is not a swimmable beach due to erosion. The beach access is a short walk away, Sugar Beachbr✔ For inquiries about availability, amenities, or local area, our responsive team is here to helpbr✔ Our commitment is to ensure a safe and comfortable stay for every guestbrbrInteraction with Guests:brWe're available to offer local advice, helpful tips, and answer questions to help you get the most from your vacation. We are here 24/7 to support you so you can truly relax.
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Exceptional(35)

$779.18

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Condo

Remodeled Oceanfront Condo with Stunning Views

Wailuku, Hawaii, United States

Summary:brDiscover your perfect Hawaiian escape at this luxurious oceanfront condo. Newly remodeled, it offers a stunning panorama of the Pacific Ocean and distant islands, creating a serene and picturesque backdrop for your retreat. Imagine waking up to these breathtaking views right from your bed or enjoying them from a private patio. Professionally serviced with Luxe Maui Properties and 24/7 support. Book now for an unforgettable experience where modern comforts meet the natural beauty of Maui.brbrThe Space:br✔ Remodeled 3-bedroom condo with modern and elegant designbr✔ Panoramic views of the Pacific Ocean from windows and patiobr✔ Primary suite includes a king-size bed and a luxurious shower along with ocean viewsbr✔ Comfortable living room with plush seating and a large TVbr✔ Kitchen fully equipped with modern appliances and cooking essentialsbr✔ Split A/C system with independent control for each roombr✔ High-speed WiFi throughout the condo for seamless connectivitybr✔ Extended living space with sleeper sofa and private balcony for soaking in viewsbrbrGuest Access:br✔ Full access to the condo including all bedrooms and living areasbr✔ Oceanfront pool accessible for all guestsbr✔ Free, unassigned parking available on-sitebr✔ Easy check-in process with a smart lock and personalized codebrbrThe Neighborhood:br✔ Set in a central location with easy access to Maui's attractionsbr✔ Short 5 minute walk to a beautiful sandy beach for swimming and relaxationbr✔ Close (15 min drive) to shopping centers like Costco, Whole Foods, Target, and Walmartbr✔ Enjoy local dining and cultural attractions within a short drivebr✔ Perfect base for exploring Maui's natural beauty and adventuresbrbrGetting Around:brA car is recommended to get around and get the most out of Maui.brbrOther Things to Note:br✔ Rental agreement to be completed before arrivalbr✔ Pack-n-play available for families with young childrenbr✔ Quick response to any questions or requests you may havebr✔ Commitment to providing a safe and welcoming environment for all guestsbrLuxe Maui Properties LLC — RB-24090brbrInteraction with Guests:brWe're available to offer local advice, helpful tips, and answer questions to help you get the most from your vacation. We are available 24/7 so you can relax and enjoy the Aloha.
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Sleep 8

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$388.63

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Condo

Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!

Wailuku, Hawaii, United States

Enjoy direct, forever ocean front views across Maalaea Bay, all the way to the outer islands, and experience a total seaside immersion just steps from the pristine Pacific in this well-maintained and newly renovated shore-front condo, which accommodates up to six guests comfortably. It fronts the longest walking beach on Maui, with protected warm-water swimming and snorkeling: enjoy a full-on beach day or explore a 5-mile beach hike featuring a bird sanctuary, deserted shoreline, and your own private ocean adventure.brbrSleep to the sound of the lapping surf, watch whales breaching (in season, Dec-March) from your lanai or the beach below or catch a ride on a whale watching boat a few hundred yards from the property. Stroll the boat docks at picturesque Maalaea Harbor, with an array of shops and restaurants, a few blocks away.brbrThis spacious (1100 sf) condo has been completely updated with all new furnishings and art, granite counters, and new resort-level mattresses. The in-wall AC in the living room and concrete construction keep things cool. Full-sized appliances and all the right cooking and serving ware accommodate your own private island feast, and the sunsets are absolutely spectacular.brbrThe primary bedroom features a new king size bed and ensuite bathroom. The second bedroom also features a new king size bed. The living room features a queen size sofa sleeper with a memory foam mattress. The kitchen features a spacious layout, custom counter tops and a flat top stop for cooking your favorite meals with your family.brbrA heated, fresh-water ocean front pool awaits below, along with gas grills. The location cannot be beat: it is located a few minutes from everything that more crowded Kihei has to offer, and convenient to Lahaina and the airport. Everything has been lovingly and thoughtfully upgraded by its owners. Free and convenient parking. brbr// About the Property //brbrKanai A Nalu in Maalaea is a serene, oceanfront condo property offering spacious two-bedroom units with stunning views of Maui's southern coastline. Located along a quiet stretch of Maalaea Bay, Kanai A Nalu provides easy access to Sugar Beach, the longest sandy beach on the island, and nearby attractions like the Maui Ocean Center and Maalaea Harbor. This peaceful complex features an oceanfront pool, BBQ area, and tropical landscaping, creating an ideal retreat for families, couples, and groups looking to unwind in a tranquil, beachside setting.brbr// About the Area //brbrTucked along the oceanfront in South Central Maui, Maalaea is a peaceful coastal village that remains one of the island's best-kept secrets. Located beside a charming small-boat harbor, Maalaea offers an unbeatable central location - ideal for exploring all corners of the island with ease. Whether you're heading to Lahaina, Wailea, or Haleakala, everything is within reach. This tranquil community combines convenience with serenity, making it the perfect home base for your Maui adventure.brbrA short walk to Maalaea Harbor, where you can embark on world-class sailing, snorkeling, sportfishing, and whale-watching excursions. Stroll over to the Maui Ocean Center, enjoy waterfront dining, and explore charming local shops.brbr// Things do do on Maui //brbrAre you island hopping Stop wasting time waiting at the airport and spend more time exploring all there is to see on Maui! Whether you're seeking adventure, relaxation, or cultural experiences, Maui offers more than enough to fill your itinerary and leave you wanting more.brbr• Haleakala National Park - Breathtaking sunrise or sunsets. Hike through a volcanic crater.br• Snorkel at Molokini Crater, Turtle Town, Lanai and more underwater adventures just a boat ride away.br• Whale Watching (seasonal) - Witness humpback whales breaching just offshore (Dec to Apr).br• Sunset or Dinner Cruise - Set sail and soak in Maui's coastline from the sea.br• World Famous Golf - Maui offers some of the best golf courses in the worldbr• Helicopter Tours - See the island's hidden valleys, waterfalls, and sea cliffs from the sky.br• Surf or Paddleboard - Gentle waves and expert instructors make it easy.br• Traditional Hawaiian luau - Experience the food, music, and hula of ancient Hawaii.br• Hiking - Iao Valley, the bamboo forest, the famous Hoapili Trail, and more.br• Food Tours – From farm-to-table fine dining to highly rated food trucks, Maui has it all.br• Farm Tours – Surfing Goat Dairy, Maui Tropical Plantation, Pineapple Farm, Lavender Farm, and more.br• Scenic Drives - the legendary Road to Hana, the West Maui loop and more! brbrAll this and more awaits you on your next Maui adventure!brbr// About Vacation-Maui //brbrThis immaculate property, hosted by Vacation-Maui, comes fully stocked for a stress-free island stay. Enjoy complimentary beach gear - including beach chairs, towels, an umbrella, and a small cooler - perfect for your days on the sand. Inside, you'll find everything you need, from fresh linens and bath towels to hair dryers and a fully equipped kitchen ready for home-cooked meals. With over 5,000 guest reviews and an average rating of 4.8 stars, Vacation-Maui is proud to deliver consistently exceptional experiences.brbrEarly check-ins and late check-outs are not guaranteed and must be arranged in advance due to cleaning and maintenance schedules. If you have a late flight or early arrival, please contact us ahead of time to check availability and secure an early check-in or late checkout at a reduced daily rate. Mahalo for your understanding.brbrProperty Registration Number: TA-104-975-0016-01brTax Map Key: 2-3-8-014-004-0054
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$167.98

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Mobile Home

ULA Deluxe Camper

Wailuku, Hawaii, United States

Meet Ula. Once owned by a world‑famous windsurfer who enjoyed her for years, Ula was originally designed to support a windsurfing lifestyle, with minimal comforts and maximum space for boards and gear.brUla came to me as an opportunity to keep the spirit of adventure alivebr.I kept the original bones of the habitable space and built cabinets, shelves, and storage out of salvaged wood that once carried surf gear. I added a sink with an electric water pump and a 5‑gallon holding tank. I also installed an efficient 1000‑watt power inverter, LED map lights, turbo fans, and several USB ports. brWe finished it off with durable LifeProof flooring and stocked ULA with all the essentials you need for a camping vacation.brbrbrbrULA currently has two big, comfortable captain’s chairs, cold A/C, and fewer than 60,000 original miles. Please keep in mind that ULA is a big rig, with a 9.5‑foot‑high roof and an overall length of about 16 feet. If you enjoy driving fast, this is not the vehicle for you. Having experience driving larger vehicles is a good idea if you’re considering taking ULA out.brbrPlease Note:br • Renters must be 25 or olderbr • Required Insurance is $18 per day br (billed separately from VRBO)brbr br brOur camper vans are priced far below what the high price of visiting Maui reflects. We keep our rates comparatively low considering you are renting a vehicle and sleeping accommodations bundled together for less than $150 a day . tbrThe average price of a hotel is close to $800 night and a BNB style condo goes for $175-$1000 a night .br br For nearly a decade I have hosted close to 1000 guests . brbr This is the best way to visit to Maui for nature/adventure enthusiasts, people with camping experience and people who love adventure that go with the flow , brGuests who understand they are not renting a 4 wheel drive Jeep and not staying in a luxury hotel have the best experiences.brbr When Camping you can and should expect inclement weather , Bugs and other wild life. Maui has 7 different micro climates all of which bring separate challenges from range to heat and everything in between. brbr Camp grounds are best secured 1 month in advance for the most desirable locations. we also have 2 spots on the south shore of the island we can recommend for free over night stays near the ocean. ( not a camp ground)brbrThis camper is Not allowed to travel the back side of Maui; brthe stretch of Hana highway between Kaupo and Ulupalakua is 100% off limits. You can absolutely still visit Hana and continue about seven miles beyond the national park campground at Kipahulu before you need to turn around. ULA is allowed to make one trip to the summit of Haleakalā per booking.brbrPlease reach out to me with any question regarding the vehicle , accommodations or general concerns prior to hitting that book button .brbrsincerely brSteve Maui Adventure Vans
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Exceptional(5)

$242.17

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Condo

*Oceanfront newly renovated beach condo

Wailuku, Hawaii, United States

Boasting breathtaking views and an oceanfront pool, there is no better spot for your Maui vacation. This boutique complex is centrally located at the Maalaea Harbor just north of Kihei and south of Lahaina. You will be only steps away from a general store, the Maui Ocean Center and many dining options!brbrThe complex is located right next to the Maalaea Harbor where you can set sailing on the Pacific ocean for snorkeling, diving, sunset, and whale watching tours (in season)!brbrJust steps to the longest uninterrupted stretch of beach on Maui, it is a perfect place to watch the Hawaiian sea turtles, humpback whales (in winter months), and enjoy the views and natural surroundings in paradise. You will embrace Maalaea Bay, where humpback whales come to have their babies and play from December through April. brbrThis condo is located in the quaint harbor village nestled between Maalaea Bay and the majestic West Maui Mountains. Enjoy the luxury of being miles from crowded resorts, yet convenient to all your most popular island activities. You'll enjoy being lulled to sleep by the sounds of the surf and the palm leaves swaying in our cool tropical breezes. The Maui Ocean Center is next door, home to Maui's world class Aquarium and a delightful outdoor center with shopping and dining opportunities.brbrThe bedroom features a new King bed portable A/C and smart TV. The gorgeous living room offers a window AC, new queen sofa sleeper, a large smart TV and ocean views! A fully stocked and supplied, and fully renovated kitchen is perfect for preparing your own meals to enjoy on your private lanai. There is complimentary wifi throughout the property. Don't forget to pack lightly because there is an in-unit washer and dryer available for use. You will also have access to grill on the outdoor barbecues and oceanfront pool.brbrROOM AMENITIES: Smoke Free environment, AC in living room and bedroom, Free WiFi, Fully Equipped Kitchen (Cooking range/oven, Refrigerator, Dishwasher, Microwave, Blender, Coffee maker, Dishes & silverware) Cable television, Ceiling fans, Private lanai, Iron and ironing board, Additional linens and towels, Complimentary starter kit of laundry detergent, shampoo, soap etc. Hair dryer, Beach gear (beach chairs, beach towels, a cooler and a beach umbrella) Free parking.brbr*This property is not handicap accessiblebrbrHawaii Tax I.D. #TA-150-332-0576-01 Tax Map Key
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Exceptional(7)

$419.95

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Condo

Maalaea Kai 307 Maui Prime Oceanfront nKing Beds w/ ensuitenDedicated Workspace

Wailuku, Hawaii, United States

Welcome to our nicely remodeled 3rd floor unit featuring gorgeous views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. The unit is tastefully decorated with the spirit of Aloha and has a large split air conditioning system throughout the condo along with ceiling fans in each room to ensure you stay cool during your stay. Both bedrooms have TVs, comfy king-size beds and spa-like, private ensuite bathrooms with tiled walk-in showers. The unit also features a state-of-the-art, well-equipped kitchen. The condo also provides for your fun... beach chairs, beach umbrella, beach towels, binoculars for whale watching (when in season) and a cooler for your excursionsbrbrMaalaea Kai 307brbr*Newly remodeled unit and furnishingsbr*Split system A/C [living room and both bedrooms]br*Ceiling fans throughoutbr*[K] bed (2) [both bedrooms]br*Washers/Dryers in complex laundry rooms (2nd and 3rd floors only)br*Fully equipped kitchen and separate dining areabr*Private living roombr*Flat-screen TV with cablebr*DVD/CD/Stereobr*Wi-Fi up to 200 Mbpsbr*Designated parking space, #[73]br*Linens and a starter supply of soap, shampoo, paper towels, and toilet paperbr*Computer desk with large monitorbr*Community swimming pool in the Maalaea Kai complexbr*Short walk to public beach (Haycraft Beach Park and Sugar Beach) and within walking distance from Maalaea Harbor; Maui Ocean Center, shopping, dining, whale watch and snorkel excursions.br*Multiple community gas BBQsbr*24/7 emergency maintenance servicebr*Mid-stay housekeeping is available for an additional chargebr*Check-in 4:00 pm; check-out 10:00 ambr*No pets or smoking allowedbr*Maalaea Kai #307 is registered as a Transient AccommodationbrbrbrMAALAEA KAI COMPLEX:brMaalaea Kai stands ocean front, with designated parking lining the front of the complex with ample space and shaded by palm trees. Grounds are well kept with all sorts of greenery; palms, pink and red ginger flowers, red and green ti leaf plants, plumeria and vibrant shrubs adding to the Hawaiian feel. The complex is outfitted with two elevators: one front and center to the complex, the other one at the west end of parking lot. Stairwells are located next to each elevator. Trash is located on the west end of the complex, with each floor having a trash shoot next to the westward elevator. A common seating area in the middle of the complex leads out to a sprawling green lawn that runs right up to the ocean where you can watch for feeding turtles, the occasional surfer, and whales depending on the season (the whales visit our island between the months of December- mid-April). Grounds include a spacious, gated pool and community gas grill area for Maalaea Kai guests and residents to use and enjoy. At night, this complex is lit with tropical tiki torches to take you back to the old Hawaiian days.
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$415.22

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Condo

*Kana'i A Nalu 312* New Listing! Maui Condo Steps to the Sand!

Wailuku, Hawaii, United States

This updated and spacious 3rd-floor condo offers amazing views overlooking the ocean and tropical courtyard with a heated community swimming pool giving a lovely ambiance of light at night. Decorated with Aloha spirit, this unit features a fully equipped kitchen and cabinetry, primary and guest secluded suites with comfortable bedding, two bathrooms, a private lanai, and relaxing interior spaces. NO A/C in this unit; however, the cooling tradewinds of Maalaea provide cooling in the unit along with ceiling fans.brbr*Remodeled unit and furnishings br*NO A/Cbr*[K] bed (1), primary bedroom, [XL-T] bed (2), guest bedroom br*Washer/Dryer, in unitbr*Fully equipped kitchen and separate dining areabr*Private living roombr*Flat-screen TV with cable, living roombr*DVD/CD/Stereobr*Wi-Fi up to 200 Mbpsbr*Free parkingbr*Community heated swimming pool in the Kanai A Nalu complex with a wash-off station, and two community gas BBQsbr*Some beach gear provided, such as chairs, beach umbrella, beach towels, binoculars, and coolerbr*Linens and a starter supply of soap, shampoo, paper towels, and toilet paper providedbr*Short walk to the public beach (Haycraft Beach Park and Sugar Beach) and 0.6 miles to the Maalaea Harbor with the Maui Ocean Center, shopping, dining, whale watching, and snorkeling excursionsbr*24/7 emergency maintenance servicebr*Mid-stay housekeeping is available for an additional chargebr*Check-in 4:00 pm; check-out 10:00 ambr*No pets or smoking allowedbr*Kana’i A Nalu 312 is registered as a Transient AccommodationbrbrKana'i A Nalu Complex brbrThe beautiful four-story oceanfront Kana’i A Nalu Resort is shaded by dancing palms and broad canopied monkey pod trees on manicured lawns with lush tropical foliage of plumeria, red ginger, and feathery palm trees that surround the heated community pool with a small waterfall and a public wash-off station. Enjoy two oceanside BBQ grills overlooking the lapping waves of the mighty Pacific Ocean, or relax in a lounge chair and watch sea life and turtles frolic in the water, surfers on occasion, and majestic humpback whales when visiting our islands between December to mid-April. The Kanai A Nalu complex is located just a quick 2 min walk (449.5 ft.) from the public beach access point to Maui’s longest beach offering six miles of incredible sugary sand to explore, swim, snorkel, boogie board, and even surf at times.brbr*Free parking is provided (follow the signs and arrows in the one-way wrap-around parking lot) br*The manager's office is located onsite at the north corner of the buildingbr*Two elevators on opposite sides of the complex with four stairwells on each corner of the building. br*Trash and recycling bins are located at the entrance and exit of the complex grounds brbrMa’alaea AreabrbrFor an epic adventure away, guests will appreciate Kana'i A Nalu’s close proximity to the Maalaea Boat Harbor (0.6 mi, about a 15-minute walk or 3-minute drive) offering several ocean excursions with world-famous sailing, snorkeling, sportfishing, and whale watching. Book an adventure today with local companies, such as Pacific Whale Foundation, Calypso, Trilogy Excursions, and Strike Zone! For a pleasant day out on the town, visit the nearby village of Ma’alaea where you will find the popular Maui Ocean Center, Maui Golf and Sports Park, an assortment of dining options ranging from coffee in the morning to local farm-to-table dinners in the evening, and a variety of great island shops. If you want to explore the entire island, just gas up the car around the corner and hit the road to your next unforgettable Maui adventure!
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$4324.48

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Private Vacation Home

Historic Maui Estate • Weddings & Groups

Wailuku, Hawaii, United States

Summary:brWelcome to The Historic Wailuku Inn, a beautifully restored 1924 Maui estate with 10 private en-suite bedrooms, lush tropical gardens, and meandering plumeria-lined pathways. Featured by the Wall Street Journal (Apr 18, 2025) as an authentic alternative to mega-resorts, this historic sanctuary offers exclusive whole-property use—ideal for wedding groups, family reunions, retreats, and milestone celebrations seeking a one-of-a-kind Maui experience.brbrSet on a peaceful ½-acre, the estate blends timeless Hawaiian architecture with elevated island style—creating a rare setting where your entire group can gather, connect, and unwind in complete privacy.brbrThe Space:brSlip past the white picket gate and discover an intimate ½-acre sanctuary where plumeria-scented paths meander between two distinctive plantation-era homes. Built in 1924, the Main House—originally the Lufkin residence—still showcases its soaring ceilings, classic crown moulding, and gracious wraparound veranda. Now transformed into seven airy guest suites, the home blends timeless Hawaiian architecture with refreshed island style and thoughtful modern touches.brbrA short stroll through the tropical landscaping brings you to the Fairbanks House—added decades later to create a more private retreat. Its three garden-view suites offer added quiet and separation, perfect for early risers, multigenerational families, or anyone craving a peaceful lanai at day’s end.brbrShared spaces throughout the estate invite your group to gather and unwind. Start your mornings with Kona coffee on the shaded front lanai. Curl up in the cozy library lounge for a quiet moment or a spirited board game. Share meals and stories in the dining hall, where up to twenty guests can sit comfortably beneath the slow spin of ceiling fans. Outside, the gardens overflow with palms, orchids, and vibrant tropical plantings—offering shaded nooks for reading, reflection, or conversation.brbrEach of the inn’s ten suites is uniquely designed, combining vintage charm with island sensibility—featuring thoughtful details, curated artwork, and a warm, welcoming feel—and includesbrKing or queen bed with premium linensbrbrIndividual A/C, high-speed Wi-Fi, and USB charging portsbrbrMini-fridge, Keurig coffee station, and locally curated snacksbrbrPrivate en-suite bathroom with spa-grade toiletriesbrbrBeach-day gear—towels, fold-up chairs, and coolers—is yours to grab. Secure board storage make cleanup easy after a day of adventure. With 14 on-site parking spaces and no resort fees, ease and access are built in.brbrEach morning begins with a chef-prepared, farm-to-table breakfast, served family-style in the dining room or al fresco on the veranda—often featuring fruit freshly picked from the inn’s own trees. Touchless check-in after 3:00 p.m. and concierge support via text let your group settle in seamlessly and start living the Maui story you came for.brbrThe property can host up to 20 guests. Some booking platforms display lower limits—Airbnb (16) and Vrbo (14). If your group is larger than the occupancy shown on those sites, just send us a message and we’ll be happy to assist with your booking.brbrOccupancy NotebrbrThe estate can host up to 20 guests. Some booking platforms display lower default limits—Airbnb (16) and Vrbo (14). If your group is larger than what those platforms allow, simply message us and we’ll assist with your reservation.brbrGuest Access:brYour group will enjoy contact-free check-in and responsive on-island support throughout your stay. Whether you need dinner recommendations, activity planning, or help coordinating vendors for a wedding or retreat, we’re just a message away.brbrThe Neighborhood:brHistoric Wailuku Town blends old-Hawaii charm with a growing food and arts scene. Walk to indie cafés, galleries, First Friday street festivals, and the 1928 Iao Theater. The dramatic ʻĪao Valley State Park is a 5-minute drive, while beaches in Kihei, Paʻia, and Kāʻanapali are 20-30 minutes away.brbrGetting Around:brDistances: 15 min to OGG (Kahului) Airport • 5 min to ʻĪao Valley • 20 min to Kihei beaches • 25 min to Paʻia • 35 min to Ka'anapali.brbrOther Things to Note:brQuiet hours: 10 PM–8 AM (county ordinance)brbrDaily housekeeping and private dinners available by arrangementbrbrInteraction with Guests:brOur on-island team and general manager are available daily for recommendations, activity bookings, or special requests. Prefer privacy Enjoy fully contact-free service—we’re just a message away whenever you need us.
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Exceptional(13)

$303.42

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Serene 2bd with Tropical Views near Sugar Beach

Wailuku, Hawaii, United States

No Resort or Parking Fees!brHono Kai C8 is a 2-bedroom, 2-bathroom condo that offers tropical views from the 3rd floor and high-vaulted ceilings. This property does not have an elevator. Unit C8 can accommodate up to 6 guests. Both the master and guest bedrooms are furnished with a queen-size bed. There is a lounge area with a TV in the loft area for your enjoyment. Off of the lounge area, you can find the en suite bathroom designed with a bathtub/shower combo. The other bathroom can be found on the 1st floor, next to the front door. For additional sleeping space, there is a queen-size sleeper sofa in the living room. The well-stocked kitchen is convenient for making meals in-house. Dine in on the indoor dining table or outside on your private lanai. This condo cools itself with 1 A/C window located in the upstairs loft bedroom window. brbrThe owners have provided an air mattress for the sleeper sofa found attached to the frame that can be blown up using a remote blower.brbrHono Kai is a beachfront property where you can enjoy a 6-mile stretch of beach with views of Haleakala and Kaho'olawe, an oceanfront pool, and BQQ areas. Additionally, there is a coin-operated laundry facility for your convenience. Hono Kai is located at Ma'alaea Bay near many attractions, shops, and restaurants. Walk to the Aquarium, enjoy exciting activities from the nearby harbor, play miniature golf and more at Maui Golf & Sports Park, or shop at the Maui Harbor Shops. Ma'alaea is located in central Maui, bringing you closer to either side of the island. brThis condo is managed professionally by My Perfect Stays, an on-island property management company.brbrMy Perfect Stays professionally manages this condo. Our team of professionals is located in Maui to provide our guests with exceptional service. In addition, we have after-hours emergency dispatchers to assist when needed.brbrACTIVITIES INCLUDED! By booking with My Perfect Stays, you'll receive one complimentary admission per day to a variety of popular activities. Additional guests will pay full price, and unused admissions expire daily. Make the most of your stay with this exclusive bonus! brbrStandard Cancellation Policy:brIf cancellation notice is received 30 or more days prior to the check-in date, a 100% refund will be refunded within 10-14 business days from receipt of written cancellation.brIf cancellation notice is received at least 14 days prior to the check-in date, 50% of the booking will be refunded within 10-14 business days from receipt of written cancellation..brbrGE-180-388-5056-01 / TA-180-388-5056-01
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Exceptional(6)

$356.39

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Bask, breathe, and relax. Ocean views from your 2bd

Wailuku, Hawaii, United States

Welcome to Kana'i A Nalu 214, this 2-bedroom, 2-bathroom, 2nd-floor condo offers breathtaking views of the Pacific Ocean, pool, and lush gardens. Enjoy the convenience of a private washer/dryer, split A/C unit, and ceiling fans throughout. There are elevators at this property for easy access. Unit 214 can accommodate up to 6 guests. The master bedroom provides a king-size bed and a flat-screen TV with cable. The ensuite bathroom ensures privacy and convenience, designed with a soothing blue tiled shower and single-sink vanity. For additional guests, the second bedroom comes equipped with two twin-size beds. The dedicated second bathroom features a bathtub/shower combo. There is a queen-size sleeper sofa in the living room for additional guests. Whether you choose to watch your favorite shows on the flat-screen TV with cable or simply bask in the cool ocean breezes on windy days, you'll find a space to wind down. Rather dine in The fully equipped kitchen has you covered. After a day of exploring Maui's wonders, you can conveniently clean up with the help of the dishwasher. The private lanai is one highlight of this property, offering an idyllic setting to dine or sip your favorite drinks while enjoying the mesmerizing views. brbrKana'i A Nalu is located in the heart of Ma'alaea. This four-story resort sits on 3 acres of manicured grounds. Enjoy all the amenities this resort offers such as pool access, BBQ grills, and outdoor dining tables. Nearby there is access to Sugar Beach - also known as Kealia Beach. Sugar Beach is the longest beach on Maui and is perfect for a long beach stroll. This sandy shoreline stretches for about 2.5 miles (4 km), from Haycraft Park in Ma'alaea all the way to north Kihei.brbrNearby you'll find many attractions, shops and restaurants. Walk to Maui Ocean Center (Aquarium), take a sunset sail or whale watching tour from the nearby harbor, play miniature golf and more at Maui Golf & Sports Park, or shop at the Maui Harbor Shops. Ma'alaea is located in central Maui, bringing you closer to many excursions such as Hana or Haleakala.brbrMy Perfect Stays professionally manages this condo. Our team of professionals is located in Maui to provide our guests with exceptional service. In addition, we have after-hours emergency dispatchers to assist when needed.brbrACTIVITIES INCLUDED! By booking with My Perfect Stays, you'll receive one complimentary admission per day to a variety of popular activities. Additional guests will pay full price, and unused admissions expire daily. Make the most of your stay with this exclusive bonus! brbrStandard Cancellation Policy:brIf cancellation notice is received 30 or more days prior to the check-in date, a 100% refund will be refunded within 10-14 business days from receipt of written cancellation.brIf cancellation notice is received at least 14 days prior to the check-in date, 50% of the booking will be refunded within 10-14 business days from receipt of written cancellation.brbrGE-039-283-0976-01 / TA-039-283-0976-01
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$436.62

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Beautiful Oceanfront Condo with Stunning Views in the Heart of Maui!

Wailuku, Hawaii, United States

***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** brbrWelcome to your perfect slice of paradise in this stunning oceanfront condo in the heart of Maui. This condo is located on the top floor of the complex, offering breathtaking panoramic views of South Maui. As you open the front door you are instantly greeted with expansive ocean views. The private lanai offers a great lounging area to enjoy while taking in the beauty of the ocean and Maui's most amazing sunsets and seasonal whale watching. Relax and enjoy the gorgeous resort pool and barbeque area located on the ocean. brbrMaalaea Kai is within a few minutes’ walk to the famous Sugar Beach, known as the longest stretch of beach on Maui. Everything you need is right within walking distance from your resort, including many shops, restaurants, beach activities such as snorkeling, surfing, swimming, beach combing, boating, and even an aquarium! Maalaea is a quaint little harbor village very centrally located on Maui, offering a short commute to many excursions on the island. This spacious condo has been gorgeously remodeled and decorated, and comes fully equipped, featuring free high-speed Wi-fi, 2 Smart TVs, Cold AC, and a fully stocked kitchen for making great meals at home. The condo has a king bed in the upstairs primary bedroom with an ensuite bathroom and walk-in shower, as well as panoramic ocean views from your gigantic window. Lay in bed and enjoy the stunning ocean view! The second bedroom has a king bed as well and the bathroom is located right outside the room. Great separation of spaces and bathrooms. We also supply the essentials you will need for the beach: chairs, coolers, umbrella, etc. brbrWe look forward to hosting you in this gorgeous island oasis!!
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Exceptional(25)

$244.42

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Lush View Condo Just Moments from the Beach

Wailuku, Hawaii, United States

Hono Kai B15 is a bright 1-bedroom, 1-bathroom condo that offers tropical views from your private lanai. There are no elevators at this property. Unit B15 can accommodate up to 4 guests. The master bedroom is equipped with a queen-size bed and there is a queen-size sleeper sofa in the living room, along with a flat-screen TV with cable. The bathroom is located by the front door and offers a shower/tub combination. The fully equipped kitchen is perfect for cooking meals in-house. This home cools itself with a single wall A/C located between the main living area and the bedroom or use the over-the-bed ceiling fan.brbrHono Kai is a beachfront property where you can enjoy a 6-mile stretch of beach with views of Haleakala and Kaho'olawe, an oceanfront pool, and BQQ areas. Additionally, there is a coin-operated laundry facility for your convenience. Hono Kai is located at Ma'alaea Bay near many attractions, shops, and restaurants. Walk to the Aquarium, enjoy exciting activities from the nearby harbor, play miniature golf and more at Maui Golf & Sports Park, or shop at the Maui Harbor Shops. Ma'alaea is located in central Maui, bringing you closer to either side of the island. There are no resort or parking fees.brbrMy Perfect Stays professionally manages this condo. Our team of professionals is located in Maui to provide our guests with exceptional service. In addition, we have after-hours emergency dispatchers to assist when needed.brbrACTIVITIES INCLUDED! By booking with My Perfect Stays, you'll receive one complimentary admission per day to a variety of popular activities. Additional guests will pay full price, and unused admissions expire daily. Make the most of your stay with this exclusive bonus! brbrStandard Cancellation Policy:brIf cancellation notice is received 30 or more days prior to the check-in date, a 100% refund will be refunded within 10-14 business days from receipt of written cancellation.brIf cancellation notice is received at least 14 days prior to the check-in date, 50% of the booking will be refunded within 10-14 business days from receipt of written cancellation.br brGE-211-675-5456-01 / TA-211-675-5456-01
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Exceptional(36)

$279.68

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Oceanfront Condo MIL 104 - Shearer Bliss ~ 1 bedroom/1 bath - Maalaea Harbor!

Wailuku, Hawaii, United States

Shearer Bliss Oceanfront Milowai Condo 104 is a perfect vacation rental for 2-4 people on the beautiful Island of Maui. If you are looking for a centrally located, spacious, and comfortable accommodation that offers modern amenities and breathtaking views of the ocean and the Haleakala volcano, then this is the right choice for you. brThe 579-square-foot condo is conveniently located a few steps away from the swimming pool, which is surrounded by a large deck. A two-station barbecue area is nearby where you can enjoy cooking and dining while overlooking the ocean. The pool area also has restrooms.br A large lawn is a great place where you can enjoy watching the green sea turtles and lounging in comfortable lawn chairs. Often you can spot the whales during whale season (December - March.) Imagine soaking up the sun, sipping a cocktail, and enjoying the amazing view while listening to the crash of the waves. You can take a short walk to Maalaea Harbor, where there are various restaurants and shops. Whale watching, water sports, and snorkeling tours are available. Haycraft Beach Park for swimming, boogie boarding, or sunbathing on a sandy beach is a short drive or walk away. brThe fully equipped kitchen in the condo allows you to prepare your favorite meals using basic cooking supplies, spices, and utensils. If you don't feel like cooking, there are several great restaurants in the nearby area that offer a variety of menus. You can find more information about them in the guest information guide provided. brAfter a long day, you can relax in the queen-sized bed with a tropical quilt and luxury linens for maximum comfort. The bath offers unique Maui-made amenities and a new walk-in shower. A top-quality, queen-sized sofa bed is in the living room with the same soft linens. brThe spectacular lanai, with its stunning views of the volcano and the ocean, is a perfect place to enjoy your morning coffee or cocktails in the evening. The lanai chest holds beach chairs, a beach cart, and child sand toys. You will find beach towels in the living room wicker chest. brThe unit is equipped with various amenities such as WiFi, cable TV, a Blu-Ray/DVD player, a wireless printer, and a portable AC unit. Use the full-size washer and dryer in the unit to refresh your towels and clothes. brIn summary, Shearer Bliss Oceanfront Condo is a perfect place for a comfortable and relaxing vacation experience on Maui. Enjoy the comfort of your paradise home and create unforgettable memories on this beautiful island.brbrFree assigned parking is available for 1 vehicle per unit.brbrPhotos updated June 2023br*Shower only - no Bathtub - photo update coming soon.brbrGET /TAT 184-813-2608-01
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$350.12

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Oceanfront 3rd-floor condo with heated pool, BBQ, gorgeous ocean views, balcony

Wailuku, Hawaii, United States

Island Sands #306brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrPicture yourself in paradise at this premier oceanfront condo on the third floor of the Island Sands resort! This well-maintained property enjoys a prime location right in the heart of Maui near Ma'alaea Harbor and offers the perfect starting point for exploring the island. Discover impressive grounds with a heated outdoor pool with oceanfront views, a BBQ area with gas grills, and poolside loungers. Ma'alaea Bay is the ultimate spot for winter whale-watching or hopping on a snorkel boat adventure at any time of year. Enjoy being within walking distance of amazing shops, must-visit restaurants, and the aquarium. Other fantastic attractions include Maui Golf & Sports Park, Maalaea Beach, Keālia Pond National Wildlife Refuge, McGregor Point and Lighthouse, Lahaina Pali Trail, and downtown Kahului.brbrThis corner-end, third-floor oceanfront beauty enjoys over 800 square feet of interior living space that opens onto a spectacular private lanai with amazing panoramic views of the deep blue Pacific. Make yourself at home and spread out comfortably in the welcoming living area with impressive ocean views and a huge smart TV with streaming services. The kitchen has all the essentials to prepare exquisite homemade meals for the group. Both bedrooms have en suite bathrooms for endless convenience and privacy. Additional perks include a Delonghi portable AC unit and a washer/dryer.brbrThings to KnowbrThis property is managed by Vacasa Vacation Rentals of Hawaii LLC.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 3.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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$395.35

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Breathtaking Oceanfront Escape Unforgettable Views

Wailuku, Hawaii, United States

Island Sands 511:brbr*This is a NEW listing and it's gorgeous! Professional Imaging Coming Soon!brbrWelcome to our Maui sanctuary, where refined comfort meets the beauty of the ocean. We are delighted to share this thoughtfully curated retreat with you and hope it becomes a place where unforgettable memories are made. From the moment you arrive, you’ll be immersed in a captivating coastal setting designed for relaxation, privacy, and effortless island living.brbrThis premier vacation condo offers a private, enclosed walk-in entryway that creates a sense of seclusion and arrival. Inside, the gourmet kitchen is beautifully appointed and ideal for everything from casual breakfasts to thoughtfully prepared meals. The serene primary bedroom features a luxurious king bed with adjustable head and foot settings, inviting you to unwind in complete comfort. The spacious living area is both stylish and inviting, offering plush seating, a new queen sofa pullout couch, wifi, and televisions in both the living room and bedroom; all framed by stunning ocean views.brbrOur guest bedroom offers a cozy queen Murphy bed with memory foam comfort, a smart TV for your favorite shows, and portable AC for a perfect night’s rest.brbrStep onto the lanai, located just 50 feet from the deep blue Pacific, where unobstructed vistas reveal sea turtles gliding by year-round and majestic whales during the winter season. Completing the experience is a generously sized bathroom with a sleek walk-in shower, designed to feel like your own private spa. Every detail of this oceanfront retreat has been crafted to deliver an elevated, luxurious stay in the heart of Maui.brbrLocated in the charming harbor community of Maʻalaea, this premier vacation condo offers a central island location, just a quick 20-minute drive from Kahului Airport; making it effortless to explore all of Maui.brbrAmenities IncludebrbrComplimentary high-speed Wi-FibrbrIn-unit washer and dryerbrbrPool and BBQ area with ocean viewsbrbrBeach gear (chairs, towels, and cooler)brbrDesignated parking stallbrbrEnjoy the convenience of free parking, seamless check-in, and a fully equipped kitchen ready for all your vacation home cooking needs.brbrLocation PerksbrbrJust a short walk from Haycraft Beach Park, you’re steps from Maui’s longest stretch of walkable white sand beach. The central location makes exploring the island easy; Costco, Target, and Whole Foods are a quick drive away, as are the island’s top dining and excursion spots. And with the harbor nearby, you'll have front-row views of boats coming and going, all from your lanai.brbr*The unit is not handicapped accessible*brbrTax Map Key, TA-015-149-6192-01
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Exceptional(55)

$455.34

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Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****

Wailuku, Hawaii, United States

Beachfront condominium! Watch the sunrise and sunset from the deck, whale watching from the balcony and snorkeling right in front of this recently updated property. Access to the longest sand beach on Maui. Centrally located 20 minutes from the airport, Lahaina and Wailea.brbrMost importantly, this unit is professionally managed by Rentals Maui, so you won’t have to worry about anything. They have a 24/7 emergency number. Any issues will be addressed at the earliest possible time. brbrLocation, location location! All of the conveniences of home and just steps from the ocean at Ma'alaea Bay at the beachfront Kanai A Nalu Condominiums . Thisbrbeautiful, updated 2 bedroom, 2 bathroom vacation rental with a tropical feel can sleep 4-6 people. The master bedroom has an en-suite bathroom. This 4th floor unit features wood flooring throughout, island-style furniture, and a stunning kitchen with quartz countertops and stainless appliances. The kitchen is well equipped for cooking. Stay in and enjoy dinner while watching the sunset, or dine out at nearby restaurants within walking distance. brbrThe condominium also boasts a full-sized, front-loading washer and dryer, TVs with complimentary cable service, free wifi and high-speed internet, and air conditioning in every room.brbrEnjoy the view from the lanai as you listen to the ocean or stroll onto the lawn and relax by the pool. BBQ at the remodeled BBQ and picnic area and enjoy the extensive beachfront lawns. brAdjacent to the complex is the wide, sandy, and serene Sugar Beach, over 2 miles long, ideal for morning or evening strolls and whale-watching in the winter months. Walk to the Ma'alaea Boat Harbor, offering snorkeling and whale watching excursions as well as dinner cruises. The world-class Maui Ocean Center aquarium is just a short walk away, as well as a hub of shops, restaurants and a mini-golf amusement park for the whole family. So much to enjoy right at your doorstep! brbrMa'alaea itself is convenient to the airport, Wailuku, Kahului and South Maui (all no more than 15-20 minutes away), and on the way via the breathtaking coast road to Lahaina, Kaanapali, Kapalua and Maui's West Side. This location is perfect for someone who wants to explore Maui and experience a beach front location. brbrIf you are budget minded you cannot find a better location in Maui that offers a beachfront brLocation with all the amenities that accommodates 4-5 people. Read our 5 star reviews and plan your next Maui visit with us at kanai A Nalu. brbrMahalo brbrJackson and Jennifer Mosher brbrPS. If your looking for something bigger we also brOwn a 3 bedroom condominium in Wailea. Message us through an inquiry and we can send you more information.
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