Vacation Rental - Kihei, HI Real Estate & homes for sale & real estate

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Discover the epitome of luxury at Kihei Surfside 211, an oceanfront, HOTEL-ZONED fee simple condominium complex, one of only four in South Kihei. With short-term rentals allowed, this property offers an excellent investment opportunity and a serene getaway. A Tranquil Oasis, nestled on a sprawling 1.5-acre lot, Kihei Surfside 211 is set back approximately 300 feet from South Kihei Road, ensuring a quiet and private atmosphere with captivating northwest-facing views. Stunning Interiors, designed to maximize panoramic ocean vistas and breathtaking year-round sunsets, this unit boasts an open floor plan. The condo comes fully furnished and has been meticulously updated with modern amenities, i

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Ocean views abound from this beautifully remodeled corner penthouse unit! Located in Maui Vista's prime building 1, this two-bedroom, two-bath unit has been beautifully renovated and captures the best of South Maui. Just a block from Charley Young, Kamaole One, and the Cove beach parks this turn-key unit provides the perfect vacation home for guests and family. With its new features and furnishings, cool ocean blue tones, and white washed beachy chic feel, this unit is family friendly and in high demand. Great rental income with future reservations on the books. Maui Vista offers 3 pools and tennis courts for the all inclusive resort experience.

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Ocean breezes and sunset beach walks are what await when you reside at Pacific Shores in the heart of South Kihei. These two bedrooms and two full bathroom condominium was beautifully remodeled top to bottom in 2016 with stainless steel appliances, granite counter tops and ceramic tiled floors. It is used currently as a well-appointed vacation rental but would work well as a primary residence or a second home. There is a beautifully refinished saltwater mineral pool and a bbq area with a hot tub in the center of the complex for your enjoyment. Your short walk to South Maui’s white sand beaches are Kamaole Beach I, II, and III along with Charlie Young Beach, and the Cove across the str

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Spectacular ocean view from this very private lanai on the front row of Maui Kamaole. Updated kitchen with bamboo cabinet doors, granite counter tops & newer black appliances. Both bathroom shower walls have been re-tiled. New water heater. Beautiful Murphy bed in the guest bedroom. This has not been used as a vacation rental, but it would make a great one! Maui Kamaole offers 2 pools, 2 hot tubs, 2 tennis courts and storage for a kayak or paddle board. The location is in close proximity to south Maui's finest beach parks, restaurants and world class resort golf courses. Do not wait on this one, call your favorite REALTOR to schedule a private showing today!

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Welcome to your coastal retreat, where tranquility meets luxury. This beautifully updated corner unit exudes a light and bright atmosphere, with fresh paint throughout and new flooring in the main living areas. The open-concept living space is enhanced by a brand-new split AC system in both the living room and bedroom, ensuring comfort year-round. Granite countertops in the kitchen add an elegant touch, while large windows—thanks to the corner unit location—bathe the space in natural light and offer a lush garden view from the lanai. Indoor-outdoor living is seamless, providing the perfect setting to unwind and enjoy the peaceful surroundings. Located on the second floor, this h

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Listor is Owner & Motivated by 1031 Opportunity. Wailea Beach Villas is consistently recognized as one of Maui's Top Destination Condominium Resorts. Approx. 75% of WBV units are highly desired vacation rentals. Located on Wailea Beach adjacent to the Four Seasons & Grand Wailea, in Maui's premier resort climate zone & approx. 25 minutes from the airport. Unit 208 is an Ocean & Outer Island View, 3 bedroom, 3 bath, 2,892 s. f. , with an additional dedicated den/office that easily converts to a 4th sleeping area. See the Floor Plan. Elevator access is electronically secure. The main ocean view lanai & BBQ area along with the rear outside dining lanai area add an

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Zoned Hotel/Resort. .. .. .Wonderful opportunity to own a Sunset Ocean View Beachfront Condo on the sand at Sugar Beach Resort. #406 features a very short stroll right on the grass to the beach. An Oceanview with year around western exposure sunsets. Watch the whales play in the blue Pacific Ocean from your lanai while enjoying your favorite beverages. Take a stroll on the longest white sand beach (5.1 miles) in all of Hawaii. Enjoy the golf putting area, Heated Pool, Sauna and Jacuzzi while the smell of the BBQ's drifts past you just steps from the sand. Sugar Beach Resort is a "Pet Friendly" condo! #406 is a "Fully Furnished Beach Vibe Condo" and is ready for your pers

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Welcome to Kamaole Nalu, located in the heart of Kihei right between Kamaole Beach 1 and Kamaole Beach 2. This is a 2 Bed and 2 Bath Oceanfront Hotel Zoned Vacation Rental property. The unit is fully furnished and ready for occupancy, featuring a new sleeper sofa, stacked washer dryer, 3 HD TV's, split AC in 3 separate rooms and a beautiful covered lanai with spectacular ocean views. The complex features an oceanfront pool with a lounge and BBQ area located steps away from the beach. This neighborhood has many shops and restaurants all within walking distance making this unit a very desirable vacation rental destination. This is a leasehold property valid through 07/2065. Please contact you

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Discover paradise in this beautifully appointed 1 bedroom, 2 bath ground floor condo at Maui Kamaole. Enjoy serene garden views and a glimpse of the ocean from the lush green space in front of the unit. Relax on your private lanai or take a dip in one of the two resort style pools. An additional private lanai off the bedroom gets lovely morning sun. The complex is conveniently located across from Kamaole Beach Park III and near Wailea's world-class resorts, beaches, shopping, dining, and golf courses. Plus, you'll have access to onsite tennis courts. This property is an ideal vacation retreat or residence and is presently part of a vacation rental program.

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

HOTEL ZONED, vacation rental, ocean front property . .. . what more could you ask for! This 1 bed, 2 bath condo sits on one of the longest stretches of beach In south Maul. Call your favorite REALTOR today lo schedule a private showing, This sale is contingent upon the seller finding a replacement property to execute a 1031 tax deferred exchange.

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Hotel Zoned; Short Term Vacation Rental Approved! Welcome to your South Maui sanctuary! This beautifully remodeled one bedroom one bath Kihei Alii Kai unit is a short stroll to Kamaole One Beach Park. The space exudes both tranquility and style, designed in natural blue and brown tones. The kitchen features new cabinetry, quartz countertops, stainless appliances; complimented by warm wood grained tile floors. A custom tiled shower, plantation blinds and shoji like closet doors add refined touches. One of the highlights of the unit is its large covered lanai, offering a private garden setting. Located in a cool, quiet masonry building, this retreat is convenient to shopping and dining maki

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Don't miss the BEST BUY in the complex! This cute, fully furnished, ready to move in studio unit at Kihei Bay Surf is awaiting YOU! Remodeled over the years of loving ownership it has been well maintained and used as a vacation rental. A new single zone Mitsubishi split A/C unit was installed in January 2024 for your comfort. A fully enclosed, private lanai is a nice feature of this particular unit. Great location in the complex, off the parking and just off the pool. So convenient access to the pool, hot tub and BBQ area. Extra kitchen sideboard with countertop and storage which is always a premium makes this a good workable kitchen. Tiled throughout for easy maintenance and the unit was

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Experience the ultimate Maui retreat in this beautiful 1-bedroom, 2-bathroom ground-floor condo, located on the scenic second fairway of the Wailea Blue Golf Course. With ocean, mountain, and fairway views, this condo offers resort-like living in one of Wailea's most desirable locations. The spacious, private lanai is the perfect spot for enjoying morning coffee or watching incredible Maui sunsets. The unit is fully furnished and thoughtfully designed with stainless steel appliances, granite countertops, and warm wood cabinetry. The master suite features a king-sized bed, flat-screen TV, and an en-suite bath with an upgraded walk-in shower. Both bathrooms showcase elegant granite finishes a

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Maui Vista fully furnished turnkey 2 bedroom 2 bath unit across from Charlie Young Beach. Split AC system. The washer dryer has been moved out of the kitchen for more spacious kitchen. This property has been well rented as a vacation rental for many years. Maui Vista is a popular location for repeat guests that features three pools and tennis courts. Quick proximity to local favorite restaurants, shopping, golf courses and popular beach parks. Seller to participate in 1031 Exchange at no cost or delay to buyer.

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

A spectacular one of a kind total remodel - completed 2022 - with incredible attention to details and use of the finest materials. This legal short-term vacation rental unit comes with exclusive Italian designer furniture (Cassina, Cattelan and more), motorized blinds throughout (Hunter Douglas), all stainless steel kitchen appliances (Viking), split AC's (Mitsubishi), ceiling fans (Modern Forms), Chandelier & Pendants (W. A. C Lighting), a sophisticated custom closet system and adjustable lighting throughout, to set the mood for relaxation - all lighting is LED. The slightly raised and very private main patio (~225 sq ft) is magical and comes with premium Italian Artie furniture and

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

This spectacular Maui beachfront property sits on Maui's South Shore. The Cove has a beachfront of 165 feet and includes a main home and separate ohana. Built in 1996, the main house has two bedrooms and two full ensuite bathrooms on each side of the home. The ohana was originally constructed in 1960 and serves as a professionally operated grandfathered vacation rental, one of only a handful available in South Maui. The spacious living area and kitchen enjoy tons of natural light with sliding doors that open to the beach. Stroll down to Kalama Park, visit one of the surf schools, walk to local dining, or explore the tidepools and watch for whales when in season. This world renown location h

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Currently revered as an elite Wailea Hotel Resort Zoned, Legal Vacation Rental Property, Ho’olei 81-2 has Excellent Rental History. The unit offers approx. 2,426 s. f. of living area on two levels, including a private interior elevator, 3 spacious bedrooms with elegant en-suite custom bathrooms, an exquisite powder room & an add'l 596 s. f. of covered exterior lanais. There are lovely ocean & verdant pastoral views from the moment you enter the great room. Polished travertine floors, recessed LED lighting, & surround sound are set within the double-banded crown moulding that defines the tray ceiling. Disappearing glass walls span an approx. 30 ft. opening creating tha

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Here it is! The wait is over! Not since 2017 has there been the chance to own a much coveted 2 bedroom/2 bathroom unit at Shores of Maui! This unit offers the perfect Kihei beach vibe - a rare 2nd floor end corner position, with 2 remarkably large bedrooms, 2 full bathrooms, and uniquely, 2 lanais! Masterpiece sunsets included nightly from both lanais! And a bonus extensive storage/attic area space. Shores of Maui had utility lines laid underground to give this beach community its ocean views to be enjoyed from lanais, the large pool, hot tub, pickleball/tennis court, all oceanside of the complex, as well as BBQ and covered picnic area. From this enviable position, you are just feet fr

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

HOTEL ZONED vacation rental "loft style" unit in Kihei Alii Kai featuring vaulted ceilings, expansive windows, and breathtaking mountain views. The entire complex is at its final stages of a major plumbing project and this unit will be completed prior to closing, ensuring peace of mind. Spend the sunsets on your private lanai, enjoy whale watching, or simply bask in the tranquility of the ocean breeze. Stay cool with the quiet 3 piece split AC system. The complex boasts an array of resort-style amenities, including a large pool, hot tub, pickleball courts, barbecue area, and even paddleboard storage, making it an ideal getaway for both investors and those seeking a tropical, laidb

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Spacious condo, currently used as Vacation Rental. This intimate Beautiful resort has 64 units and is lushly landscaped with manicured Japanese Zen Gardens, pool and is directly across the road from a nice long stretch of beach. Fully Remodeled Kitchen and partially remodeled bathrooms in 2024, new appliances in 2022. Come experience this serene tropical Hawaiian setting. Comes furnished, but only with items on inventory list.

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

LOCATION, LOCATION, LOCATION! Bordering Wailea Resort and situated on a quiet cul-de-sac, this property has TWO HOMES and offers the best of both worlds: Close proximity to world-famous Keawakapu Beach and Wailea’s luxury without the hassle of HOA fees. Enjoy crystal clear ocean and less windy beaches in this south Kihei resort area. Boasting the LARGEST LOT IN THE NEIGHBORHOOD, the property features a spacious main home over 2,000 sf and a detached cottage with a private yard. The main home has an open floor plan and soaring ceilings in the great room, creating a bright and airy atmosphere. It includes 3 bedrooms, 3 full bathrooms, and bonus…it comes FULLY FURNISHED. Recent up

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Welcome to "Kam Sands" - Paradise on Maui! Experience the best of island living in this top-floor, fully furnished, 2-bedroom, 2-bath unit offering breathtaking ocean and mountain views right across from beautiful beach parks. Whether you're seeking an amazing vacation rental opportunity or a personal residence, this is the perfect oasis to call home. Indulge in the resort-like amenities featuring a sparkling pool, fountains and waterfalls, a soothing spa, an inviting BBQ area, tennis courts, a workout room, all set amidst the backdrop of truly gorgeous grounds in the courtyard. Unwind and take in the beauty of the island with stunning sunsets and the soothing sound of the ocean w

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Welcome to Wailea Elua unit #708 – a hotel zoned, stunning 2-bedroom, 2-bathroom top-floor condo with breathtaking ocean views. Located in the highly sought-after Wailea Resort, this fully furnished vacation rental unit features high vaulted ceilings, recessed lighting, and two separate lanais to enjoy Maui's incredible sunsets. The modern upgrades include granite countertops, stainless steel appliances, and a sleek glass cooktop range oven. As part of the Wailea Elua community, residents enjoy 24-hour security and resort-style amenities, including a beachfront pool pavilion, pickleball court, putting green, and an additional second pool and spa. There is also a beachfront exercise ro

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Welcome to Kihei Bay Vista C206, a delightful retreat just steps from a stunning white sandy beach, perfect for kitesurfing, windsurfing, stand-up paddleboarding, kayaking, and whale watching—plus unforgettable Maui sunsets! Nestled in a quiet corner of this 60-unit complex, this updated 1- bedroom and 1 bath unit features vaulted ceilings, a washer/dryer and a spacious walk-in closet with plenty of extra storage. Enjoy the communal BBQ area and dining space by the pool and hot tub. Fully furnished and equipped, this property is ready to be your personal Maui getaway or a fantastic short-term vacation rental. Don’t miss out on this slice of paradise!

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Welcome to Kamaole Sands Resort, where unit 4-206 awaits with a blend of comfort and style. This spacious 1-bedroom, 2-bath condo boasts 818 sq ft living space, offering a harmonious fusion of contemporary aesthetics and tropical charm. As you enter, you'll be greeted by the tastefully remodeled bathrooms, reflecting modern elegance and a commitment to quality. Every detail has been carefully considered to enhance your daily living experience, ensuring a perfect balance between form and function. The well-appointed kitchen invites culinary adventures, while the open living area provides a seamless flow, creating an ideal space for relaxation. The large lanai offers a serene retreat where yo

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Special properties like Ho’olei Villa 99-5 rarely become available. A premier top-row, turn-key townhome with one of the best locations in the entire community! When you get up to the 4th tier of the Ho'olei neighborhood, you can see clearly over the Grand Wailea Resort and the Four Seasons Wailea. With the 180-degree view, gorgeous sunsets are enjoyed year-round. Each of the 3 bedrooms in this residence are like a private retreat, including an ensuite bath, roomy floor plan and plush designer furnishings. Interior appointments include a private elevator and a gourmet Studio Snaidero kitchen with Wolf and Sub Zero appliances featured throughout. A unique fusion of tropical beauty and

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Mesmerizing ocean views & luxury island-style living beckon from this stunningly-remodeled gem in sunny South Maui. High vaulted ceilings make this third-floor, 2-bedroom, 2-bathroom lofted condo feel extra-spacious, open and airy. Floor-to-ceiling glass sliders seamlessly flow the living space out to the covered lanai with exquisite views. Swaying palm trees frame tranquil vistas of beachfront baby blue hues from the resort pool to the Pacific Ocean and beyond. Upgrades to the condo including granite counter tops, top-of- the-line stainless steel appliances and remodeled bathrooms have created a very comfortable & successful short-term vacation rental. Sold turnkey, this condo

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Modern finishes meet traditional island-style resort life. Welcome to Maui Hill, a rarely offered leasehold condo in one of the premier South Kihei resorts across from Keawakapu beach. Enjoy beautiful morning sunrises over Haleakala from the oversized lanai with partial ocean views. This spacious 2 bedroom 2 bath unit has many recent upgrades including a kitchen remodel in May 2024. Offered fully furnished and completely turnkey, this successful vacation rental is bigger than your average condo at 1,115 square feet. With a south facing lanai off the living room and a garden view lanai off the 2nd bedroom this unit offers fantastic indoor and outdoor living areas. With close proximity to bea

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Kihei Bay Vista C-102 is located in a quiet, quintessential, boutique complex. The complex sits right across the street from the beach where you can view picturesque Maui sunsets. It also offers a BBQ area, pool, and spa for you to enjoy year round. The unit itself is tucked away from the main road and comes fully furnished, with a washer & dryer, lots of storage, and a patio to enjoy your morning coffee. It's a fantastic opportunity for those seeking a turnkey, well-maintained, 1 bedroom 1 bath unit here in Kihei. This unit is currently in a well established vacation rental program, where rental history can be provided upon request.

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Welcome to this lovely studio with spacious vaulted ceilings and a large sliding glass door which fills the unit with light. Our lovely tradewinds and cross breeze flow through this 2nd floor unit with covered lanai where you can enjoy the beautiful garden full of mature fruit and flowering trees, Haleakala mountain, and peek-a-boo ocean views. The sweet scent of plumeria permeates the air. This studio is being sold turnkey, fully furnished with a new sofa bed couch, stocked kitchen, linens for the queen sized bed, dining set, flatscreen TV, AC, and beach items. The flooring was recently upgraded with luxury vinyl throughout with a nice walk-in shower supplied by a new tankless water heater

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Ocean Bliss Maui is a direct oceanfront property boasting unobstructed views of the Pacific and located at the southern end of the Wailea resort oceanfront pathway. Grandfathered in for its proximity to the shoreline and protected by a quarter-mile reef, the residence offers both beauty and security. The property’s unique hotel zoning offers a rare opportunity for significant income generation as a vacation rental, while also providing a serene retreat for those seeking privacy and tranquility. The home features high ceilings, expansive glass sliders with automated window coverings to frame the breathtaking views. Travertine flooring, an ocean-view gourmet kitchen with top-of-the-line

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Absolutely stunning corner 3 bedroom 2 bath extra large residential condominium with extra windows at much sought after Hale Kanani in the heart of beautiful Kihei, steps to world famous Charlie Young Beach and Kihei Cove. Completely furnished down to the linens (just bring your toothbrush) Neat and clean as a pin, gorgeous cabinets and countertops, newer ice cold central A/C. Walking distance to shopping and dining and all beach activities Maui has to offer. This complex is residential and long term rental only so there are no concerns regarding the short term vacation rental issue. This condo needs to be seen to be appreciated so call your favorite Realtor to see it today, you won't be d

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Beachfront estate on the famed Ulua Beach in Wailea with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a private and large pavilion equipped with a lounge area, TVs, BBQ grills, a fitness center and more. Within this gated community, enjoy additional amenities such as a second pool, hot tub, tennis & pickleball courts and a putting green. Boasting nearly 1600 square feet of living space, this 2 bed/2 b

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Welcome to your dream beachfront escape at the renowned Mana Kai Resort, located on the pristine shores of Keawakapu Beach, one of South Maui’s most coveted locations. This spectacular 2-bedroom, 2-bathroom condominium offers 767 sq. ft. of luxurious living space and is thoughtfully designed with a versatile lock-off feature, providing flexibility for your personal use or rental potential. Zoned "Hotel" and currently part of the Mana Kai Vacation Rental Program, this unit represents an ideal investment opportunity as well as an idyllic vacation retreat. Upon entering, you'll be captivated by the breathtaking ocean views that greet you from both the living room and private la

Vacation Rental - Vacation Rental - Kihei, HI Real Estate & Homes for Sale

Rare and beautifully placed 2 bedroom / 2 bath unit placed on the ocean side of the Plumeria Building. This is a fantastic direct front view of the Blue Pacific Ocean! Watch the Whales in season and enjoy all your favorite water sports from your front yard: Kayaking, Surfing, Stand up paddling to name a few. Tennis courts and enjoy the Pickleball courts located oceanfront and the biggest grassy park here on Maui. So bring the paddle and join in the fun daily. There's a fantastic pool, spa and BBQ area overlooking the ocean for that outdoor get together. Sip on your Mai Tai's, Pina Colada's or your favorite sunset cocktails as you watch the daily masterpiece unfold before your eyes. This is