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Holiday Rentals in Kihei, HI

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    Travellers to Kihei are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 12
    3 of 5 bubbles (1) Average
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Located Oceanfront in the heart of Kihei, behind the Azeka's Shopping Center.  A short walk from grocery stores, restaurants, shops, postal, and medical offices. Each unit at the Hale Kai O' Kihei Resort in Kihei offers a spectacular unobstructed ocean view. Walk out to the beach, lay out by the... View all property information
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    Kihei, Maui 96753
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Maui Vista is a beautiful complex located across the street from Charley Young Beach, voted one of the most beautiful beaches in the world. Connected to Charlie Young Beach is the famous Kamaole Beach Park #1. Kamaole beaches #2, and #3 are just a little further down and one never needs to leave... View all property information
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    Kihei, Maui 96753
    1 / 16
    4 of 5 bubbles (15) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known for it’s romantic sunsets, great swimming, miles... View all property information
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    Kihei, Maui 96753
    1 / 27
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Beautifully Renovated one bedroom garden view condo. This unit sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room, This unit offers Free WIFI and Free long distance phone calls to US and Canada. During the 2010 renovation this unit was completely... View all property information
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    Kihei, Maui 96753
    1 / 18
    4.5 of 5 bubbles (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    $269/nt September Special September 1- October 15, 2017, specific arrival date requirements may apply ***UPDATED October 2015 with new 9 blade industrial style ceiling fan in living room and "A/C Lift" (Living room A/C lifted from the standard location at ground level to 6-ft height to increase... View all property information
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    Kihei, Maui 96753
    1 / 4
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Kihei Kai Nani units are amazing Our Paradise Will Enchant You With Its Aloha Charm. Located on Maui's sunny south shore, in close proximity to World Class Golf Courses & White Sandy Beaches. Maui Vista Resort is situated on 10 acres of manicured Tropical grounds. The resort is complete with 3... View all property information
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    Kihei, Maui 96753
    1 / 16
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming, windsurfing, long relaxing beach walks and... View all property information
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    Kihei, Maui 96753
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    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Mountain Views
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    About this property
    Discover the best of Maui’s gorgeous natural splendor in this 1-bedroom, 1-bath Kihei condo which sleeps 3. Offering unobstructed views of Haleakala Mountain and the glittering ocean waters, you’ll never want to leave this little slice of paradise! You’ll find this marvelous oceanfront Kihei condo... View all property information
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    Kihei, Maui 96753
    1 / 27
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    p>Maui Vista #1-307 is a 1 bedroom 1 bath condo with a great ocean view. Unit 1-307 is on the 3rd floor in the closest building to the beach. Just cross the road and you are on the world renowned Kamaole Beach 1 also known as Charlie Young's Beach. Whale watch, paddle board, walk miles of sandy... View all property information
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    Kihei, Maui 96753
    1 / 15
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Spring Saver Rates 2017 - Book Early ! Spectacular sunsets, whale watching (in season) or just ocean gazing from your lanai or either bedroom will give you many happy memories of Kauhale Makai 435. Recently updated with hardwood and tile floors, updated kitchen and baths. The comfortably furnished... View all property information
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    Kihei, Maui 96753
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautifully decorated and comfortably furnished two bedroom unit with three lanai patios, one off of the living room looking out over the Pacific ocean and the lush West Maui mountains, and one off of the master bedroom facing the 10,000 foot dormant volcano, Haleakala. A fully stocked gourmet... View all property information
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    Kihei, Maui 96753
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Let this pleasant 1-bedroom, 1-bathroom Kihei condo, which sleeps 6, provide you with an incredible Hawaii escape! This elegant property has numerous amenities and an unbeatable location right on the beach for you and your travel group to relish! Nestled within a tropical paradise just a short... View all property information
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    Kihei, Maui 96753
    1 / 16
    4.5 of 5 bubbles (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Unit #540 at Sugar Beach Resort is a nicely decorated fifth floor oceanfront unit that comes equipped with a king bed, 1 queen, DVD player, VCR and CD/Stereo. Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two... View all property information
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    Kihei, Maui 96753
    1 / 21
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Luxurious condo in the heart of Maui. Stay at this Eco-conscious complex in the heart of Kihei and get Ocean views, West Maui views, Haleakala views and palm tree sunsets from your private lanai. Kalama Terraces is a small complex in South Kihei, which has a lovely pool, BBQ, and exclusive off... View all property information
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    Kihei, Maui 96753
    1 / 15
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    From your private lanai to your toes in the sand - less than 50 paces! Our property is in the Kihei / Wailea area on Maui's sunny south shore and is direct beachfront on Kamaole I (aka Charley Young) Beach. Here you'll find year round postcard sunsets and can winter whale watch right from the... View all property information
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    Kihei, Maui 96753
    1 / 16
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    We call our Maui Kihei vacation rental, The Maui Garden House, translated in Hawaiian as "Ka Hale Ulu Wehi O'Maui", because of the lush tropical garden setting. The two bedroom two bath condo is on two levels with large master bedroom, ensuite and office area upstairs with high speed wireless... View all property information
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    Kihei, Maui 96753
    1 / 49
    4.5 of 5 bubbles (6) Very good
    14 Bedrooms, 15 Bathrooms, Sleeps 32 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This luxury villa is a private tropical oasis only 50 yards from beaches, snorkeling and surfing. The perfect location for any family while shopping, restaurants, playground, movies, tennis and skate-park are all within walking distance. Wailea Inn may be booked as a private residence offering... View all property information
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    Kihei, Maui 96753
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    1 / 51
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Renovated and refurnished Ocean Front condo located on the Ground Floor. The bedroom has a King bed and the bathroom is just off of the bedroom. The living room has a pull out sofa bed, allowing this unit to accommodate up to four (4) people. This amazing condo is literally steps away from the... View all property information
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    Kihei, Maui 96753
    1 / 24
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    LOCATED RIGHT ACROSS FROM THE BEST BEACHES HERE IN WAILEA Our three bedroom home has great view, excellent amenities and a spectacular pool. *** Please be sure to click on the right to "Send a Message" and check for available dates prior to booking.*** (We also have a 4 bedroom home as well... View all property information
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    Kihei, Maui 96753
    1 / 39
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Relax in paradise in this two bedroom 2 bath Ocean Front condo. This unit offers expansive views of the Pacific Ocean. There are many upgrades throughout this unit. GET# W30171264-01  View: Ocean FrontPool: On PropertyExtra Bedding: Sofa SleeperLaundry: In condoElevator: Available in... View all property information
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    Kihei, Maui 96753
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Let this alluring beachfront Kihei vacation rental condo serve as your own personal oasis in beautiful Maui! With 2 bedrooms, 2 baths, room for 6 guests, a private lanai and sensational ocean views, this fabulous condo leaves nothing to be desired. When you first walk through the door of this... View all property information
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    Kihei, Maui 96753
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Gorgeous remodeled townhome, across from ocean - Remodel complete in late 2013, includes all-tile and granite in kitchen and baths! Steps from Pool, BBQ at Cabana, A/C througout, FREE WIFI This Koa Resort townhome is a completely remodeled 3 bedroom 2 bath home, located across from Kalepolepo... View all property information
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    Kihei, Maui 96753
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Maalaea Surf Resort is an exceptional beachfront property located in North Kihei offering spectacular ocean views. This property consists of eight two story buildings spread out over five acres of immaculate tropical landscaping. It lies on the shores of Sugar Beach, well known for its dramatic... View all property information
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    Kihei, Maui HI
    1 / 39
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Take in the Ocean Views from the Large private lanai in this two bedroom condo. The kitchen is open to the living area and the large lanai doors open up the living area to the lanai where you can relax in the Maui Trade Winds. The master bedroom has a king bed and a full bathroom ensuite. The... View all property information
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    Kihei, Maui 96753
    1 / 11
    4 of 5 bubbles (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    About this property
    Enjoy the spectacular ocean views from this Three bedroom, three bath third floor condo. Best location at the Resort! Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on the... View all property information
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    Kihei, Maui 96753
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This two bedroom loft is classified as a standard view, but there are partial ocean views from the lanai. On the main level you will find a bedroom, with a queen bed, and a full bathroom. In the loft there is a king bed as well as a full bedroom. The living room has a pull out sofa bed, which... View all property information
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    Kihei, Maui 96753
    1 / 16
    4.5 of 5 bubbles (28) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The enchanting view will captivate you when you enter #604. The lanai opens generously onto Kamaole 1 Beach, one of the premier beach locations in the world. Inside new carpet, furniture and paint bring the fresh ocean feeling to your Maui vacation. Free wireless internet, cable and local phone.... View all property information
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    Kihei, Maui 96753
    1 / 33
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Bliss Beach House (Legal Vacation Home: Permit #STKM 2013/0008) is a casual and relaxed beach house in a quiet kamaaina (local family) neighborhood in central Kihei, 1 block from the ocean (no sandy beach) on the ocean side of S. Kihei Road and just 1 mile along the coast to the sandy Kamaole... View all property information
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    Kihei, Maui 96753
    1 / 16
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known for it’s romantic sunsets, great swimming, miles... View all property information
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    Kihei, Maui 96753
    1 / 33
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy breathtaking ocean front views from this one bedroom condo. The bedroom has a king bed and the living room has a sofa bed allowing this unit to sleep up to four (4) people. This condo overlooks the large green lawn and out to the Ocean with the West Maui Mountains in the background. This... View all property information
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    Kihei, Maui 96753
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Maui Vista really has the best location in Kihei. It's located across the street from Charlie Young Beach which is known for being the best beach w/ the best weather in Kihei. Our condo was remodeled in 2010 with an upgraded kitchen and bathroom. All stainless steel appliances in the kitchen and... View all property information
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    Kihei, Maui 96753
    1 / 16
    4.5 of 5 bubbles (19) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Unit #535 is a jewel at Sugar Beach Resort. A beautiful remodel was completed in June of 2013, complete with granite counter-tops, new appliances and fun, fabulous decor. Every detail has been selected with your perfect beach vacation in mind. Very possibly the best view on Sugar Beach! Sugar Beach... View all property information
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    Kihei, Maui 96753
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Luxury and privacy meet at Maui Kamaole, located just minutes away from three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Maui's best swimming, snorkeling and sunning beaches. These luxurious and extra-spacious 2- bedroom condos showcase a... View all property information
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    Kihei, Maui 96753
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located at Kihei Beach Resort on Maui’s famous Sugar Beach. This resort is a favorite of return travelers who know where to stay on Maui. Sugar Beach is a beautiful stretch of 6 miles of sandy, uncrowded beach. You’ll enjoy gorgeous sunsets over the water and the spectacular sites of Humpback... View all property information
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    Kihei, Maui 96753
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Located in North Kihei, just 15 minutes from Kahului airport, the Sugar Beach Resort condominiums are an oasis of tranquility. Listen to the waves crash on the shore from your room! Other property highlights include a heated pool and jacuzzi, a putting green, on-site deli and bar, and even... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Terrace
    • Ocean Views
    • Satellite TV
    • Parking
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Property Type: condo floor 2 Meals: Guests provide their own meals Floor Area: 625 sq. ft. Location Type: Beach View Beachfront ... Ocean View Oceanfront Theme: Away From It All Family Romantic General: Clothes Dryer Hair Dryer Internet ... Iron & Board Linens Provided Living Room ... Parking ...... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Grill
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This condo is located in Kihei Hawaii. It has garden view. There is a pool on property. And extra bedding, it is a sofa sleeper. For the entertainment, tennis court is available on property. There is a laundry in condo. This condo also provides elevator. Moreover for family time, there is... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 30
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool...
    • Washer
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy meals on your ground-floor lanai, surrounded by tropical palms and foliage. This beautiful condo is just steps to the pool! This large 2 bedroom, 1 bath ground-floor townhome is beautifully decorated in Hawaiian style decor. There is a Queen bed in the downstairs bedroom, Queen in the... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Shared Outdoor Pool...
    • Grill
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located at Kihei Beach Resort on Maui’s famous Sugar Beach. This resort is a favorite of return travelers who know where to stay on Maui. Sugar Beach is a beautiful stretch of 6 miles of sandy, uncrowded beach. You’ll enjoy gorgeous sunsets over the water and the spectacular sites of Humpback... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 23
    4.5 of 5 bubbles (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Private home with swimming pool and pool house located across a quiet street from miles of sandy beach. Perfect for a couple, family or family reunion. Will accommodate up to 9 people, including children. The main living accommodations are on the upper floor of a 2 story home with ocean and... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Terrace
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Relax in this spacious two bedroom, partial ocean view condo at the Maui Parkshore. The master bedroom has a en-suite and a king bed. The second bedroom has two twin beds. This condo can accommodate up to four (4) people. The large living area opens up to the spacious lanai (balcony), perfect... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Patio
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Plumeria Suite at Dolphins Point Maui is a beachfront, ground floor, 2 bedroom, 2 bath suite, with private lanai - only 50 paces from the sand on beautiful Kamaole I beach. A gated and very private estate setting - only 12 maximum guests at any time on the property. There's nothing quite... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Washer
    • Terrace
    • Internet Access
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located at Kihei Beach Resort on Maui’s famous Sugar Beach. This resort is a favorite of return travelers who know where to stay on Maui. Sugar Beach is a beautiful stretch of 6 miles of sandy, uncrowded beach. You’ll enjoy gorgeous sunsets over the water and the spectacular sites of Humpback... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Mountain Views
    • Internet Access
    • Waterfront
    • DVD Player
    • Patio
    • Washer
    • Satellite TV
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Thank you so much for considering our Kihei, Maui, Beachfront Home! We honestly feel we are the Best Beachfront Private Home Value in Kihei, Maui. We have so many options for your family and friends. You do have the option to rent our 4 bedroom 2/12 bath, Beachfront House, (sleeps 10 guests) and... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 29
    4.5 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Balcony
    • Washer
    • Hot Tub
    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Peace, Tranquility and Ocean Views abound from this gorgeous 2 Bd 2 Bath upstairs unit at the Maui Kamaole. Enjoy panoramic ocean views as you dine outside on your own private lanai. J217 features a fully equipped kitchen, washer and dryer, AC in all rooms as well as ceiling fans. There is... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 11
    4.5 of 5 bubbles (6) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    • Hot Tub
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Swim in Maui Sunset's beautiful pool, relax in the jet spa or watch gorgeous sunsets from our large lanais. We have three 1BR, 2 Bath oceanview condo (Units A216, A310 and B307). Each unit has a fully equipped kitchen which has recently been upgraded featuring granite counter tops. There are two... View all property information
    Location Information
    Kihei, Maui 96753
    1 / 45
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Balcony
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Stunning panoramic ocean views are seen from every room of this ocean front condo. This unit is great for two couples or a family of four as it accommodates up to four people. The living room lanai looks directly towards the ocean and the lanai in the master bedroom looks out toward the ocean... View all property information
    Location Information
    Kihei, Maui 96753