Home Vacation Home Rentals By Owner In Kihei, HI

Showing 100 Of 137 Vacation Rentals
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Exceptional(95)

$764.98

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Private Vacation Home

Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

Kihei, Hawaii, United States

Come stay at my Blue Sky Escapes Maui Vacation home! Located in sunny south Maui the home is a beautiful, remodeled ocean view home with private pool swimming pool. This property is extremely private with no other rentals on property located in Maui Meadows a hillside development overlooking Wailea and the south Maui coastline. There are amazing views from almost all rooms in the house and the wrap around covered deck is perfect for indoor/outdoor style island living. Several beautiful white sand beaches are a short five minute drive away. brbrThis home is one of five legal private home rentals in the desired island neighborhood of Maui Meadows. We passed all county regulations and now can share our lovely property with visitors to this special island we call home (Permit #STKM 2013/0004). There are no other buildings on our 1/2 acre land - the private use of our 3 bedroom, 2 bath fully renovated home and pool makes for a memorable vacation. We are a short drive to the beach, several restaurants and shopping. brbrThis home includes:brbrHigh Speed InternetbrPowerful split system A/C in upstairs living areabrModern Fully Equipped Kitchen with all new appliancesbrBeautiful Large Tiled 9 Ft. Deep Pool brPrivate Spa under the Palm TreesbrGames Room with Pool Table and Ping PongbrOutdoor ShowerbrMaster Bedroom Poolside with Private Deck brShaded Hammock area on lower deckbr2nd Master Queen Bedroom with Private Deck and GazebobrTwo Twin Beds in 3rd Bedroom (can also be made into a king)brIndoor/Outdoor DiningbrWasher/DryerbrFlat screen TV's with Roku in all BedroomsbrThree Large Decks for Outdoor Livingbr55' Flat Screen TV in Living Room with RokubrAll Necessary Beach Gear (Towels, Boogie Board, Cooler, Umbrella and Beach Chairs)brBBQ GrillbrAnd MorebrbrIMPORTANT PROPERTY DISCLOSURESbrbrAll children must be able to swim or wear the provided safety gear at all times near the pool. Children must always have adult supervision by the pool. brbrQUIET HOURS ARE FROM 9PM-8AM: Quiet Hours are a County requirement for licensed vacation rental homes like this one. The SUNNY SOUTH MAUI VACATION HOME is located in a residential neighborhood and guests must be aware and respectful of neighboring properties. Please be sure that ALL the members of your group are aware of the quiet hours. We want you to have a fantastic and relaxing time on Maui- we promise we won't impose many rules on you, but we respectfully ask that guests abide by the quiet hours.brbrGROUP GATHERING RESTRICTIONS: Only registered guests are allowed on property. No wedding parties or large family gatherings allowed.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(7)

$271.41

/ Nightly
Private Vacation Home

Cove park - Beautiful 2 Bedroom / 1 Bath. Close to beaches/restaurants/nightlife

Kihei, Hawaii, United States

Popular Vacation Rental near Kihei's best beaches! This highly sought after 2 bedroom, 1 bath corner unit at Kalama Terrace is close to Charley Young, Kamaole One, and the Cove beach parks. Located on the top floor, you'll enjoy ocean, Lanai and West Maui Mountain views. Only two blocks to the South Maui's best beaches and all the amenities.brbrThis condo is perfect for couples and families with a comfortable King bed and a Queen bed. The complex features a recently renovated pool with a nice outdoor barbecue area and laundry facility. There is assigned, off street parking right below the unit.brbrThe condo is very comfortable and inviting, with newer furnishings, wood-looking floor throughout and tasteful tropical decor. Each of the two bedrooms has its own air conditioning unit so that everyone can sleep in total comfort. brThe kitchen is modern with granite counter tops, full size fridge, dishwasher, microwave, a gas stove, toaster, coffee maker, dinnerware, and much more. We’ve supplied all the necessities for you to cook and dine in if you choose. brbrWe have supplied the condo with everything you will need to make your stay pleasant and relaxing. There is a 55-inch UHD TV with roku and cable for relaxing evenings.brbrPlease feel free to contact us for any additional questions.brbrMahalo!brbrTA-176-507-7504-01, GE-176-507-7504-01
Bed 2

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Bath 1

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Sleep 4

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Exceptional(1)

$459.36

/ Nightly
Private Vacation Home

Koa Resort 1J

Kihei, Hawaii, United States

Welcome to Koa 1J. This spacious family friendly condo features 3 bedrooms, 2 bathrooms & a private lanai overlooking the pool. The condo is fully equipped & can accommodate up to 6 people. The resort offers amenities like BBQ cabana area, lush tropical landscape, large heated pool, tennis courts, ping pong, shuffleboard, & close to beach. Stay Aloha provides luxury organic bath essentials & more. Bring the whole family! This is the perfect place to make your special Maui memories. Book today!brbr WHY YOU’LL LOVE ITbrbr• Spacious 3BR / 2BA Kihei loft style condo (sleeps up to 6) — perfect for families or groupsbrbr• Split A/C in primary and second bedrooms + ceiling fans throughoutbrbr• Fully equipped kitchen and large open living area with Smart TVbrbr• Private lanai overlooking the poolbrbr• Resort amenities: large heated pool, tennis courts, ping pong, shuffleboard, BBQ cabana area & lush tropical landscapingbrbr• Located right across the street from beach access — easy stroll to the sand!brbr THE SPACEbrbrLiving Area: Open floor plan with coastal décor and plenty of space to unwind. Features a fully equipped kitchen with stainless appliances, dining table for 6, Smart TV with cable, and two sitting chairs. Split A/C in main area keeps it comfortable.brbrPrimary Loft Suite: Queen bed, dresser, Smart TV with cable, sliding closet, plantation shutters, ceiling fan, and split A/C unit. Ensuite bathroom includes tub/shower combo, single-sink vanity, and ample storage.brbrSecond Bedroom: King bed, dresser, walk-in closet, TV, split A/C unit, & ceiling fan.brbrThird Bedroom: Two twin beds, TV, closet space, and ceiling fan (no A/C unit).brbrSecond Bathroom: Walk-in shower, toilet, and single-sink vanity with storage.brbrLaundry Room: In-unit washer/dryer with laundry essentials and counter space for convenience.brbrLanai: Private lanai with four chairs, coffee table,  a perfect spot for morning coffee or sunset relaxation.brbr AMENITIESbrbr• Split A/C in primary & second bedrooms, ceiling fans throughoutbrbr• High-speed Wi-Fibrbr• In-unit washer/dryerbrbr• Beach gear: chairs, umbrella & cooler (no snorkel gear)brbr• Fully equipped kitchen with cookware & tablewarebrbr• Starter supply of luxury organic bath, kitchen & laundry essentials (we supply more than most companies and do not drop extra)brbr• Aloha welcome gift on arrivalbrbr RESORT HIGHLIGHTSbrbr• One of Kihei’s largest heated poolsbrbr• Tennis courts, ping pong, shuffleboard & BBQ cabana areabrbr• Lush tropical grounds with ample green spacebrbr• Located directly across from beach access — great for swimming, long walks & whale watching (seasonal)brbr• Family-friendly, relaxed atmosphere in a convenient central Kihei locationbrbr LOCATIONbrbrIdeally located in Kihei, close to shops, restaurants, and beaches.brbr• 10 minutes to Wailea’s luxury resorts and golf coursesbrbr• 20 minutes to Kahului Airport (OGG)brbr• Easy access to grocery stores, cafés & local diningbrbr PARKING & FEESbrbr• Free on-site parkingbrbr• No resort feesbrbr• $100 Damage Insurance Fee covers up to $1,500 in accidental damage (accidents happen — we have you covered)brbr⚠️ IMPORTANT NOTESbrbrbrbrbrbr PEST CONTROL AND ROOSTERS: Due to Maui’s rural location you may experience the occasional rooster or harmless gecko. Geckos are friendly, eat insects, and are considered good luck in Hawaiʻi. Please don’t kill them. The HOA schedules regular pest control, but some insects and lizards are part of island life. Our units are meticulously cleaned and inspected. Contact us if you experience more than normal pest activity — we’ll work with the HOA to help. These occurrences do not constitute a refund or rental adjustment.brbr☀️HAWAIʻI CLIMATE: Hawaiʻi’s tropical environment supports geckos, ants & occasional roosters. Despite regular pest control, these are part of normal island living. Our units are carefully cleaned and inspected; any contact with such pests does not constitute a breach of agreement or qualify for refund or adjustment. brbr DISTURBANCES: We make no guarantee that surrounding properties will be free from disturbances such as construction, traffic, or other guests. These do not constitute a breach of this rental or any refund entitlement.brbr BOOK YOUR STAYbrbrStay Aloha makes your vacation effortless — just arrive, relax & enjoy Maui living. Reserve your dates now and make your Maui memories with us!
Bed 3

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Bath 2

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Sleep 6

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Exceptional(96)

$873.77

/ Nightly
Private Vacation Home

South Kihei 4 Bed/3 bath home across the street from beach! Private Pool/Spa!

Kihei, Hawaii, United States

h5Aloha Maui Getaway – Private Pool Home | Walk to Beaches, Food Trucks & Shops/h5brIF YOU CANCEL WITHIN 60 DAYS OF ARRIVAL, YOU WILL GET A FULL REFUND ONCE WE REBOOK YOUR DATES MINUS $500 MANAGEMENT FEE AND CC FEE IF ANYbr listrongCleaning fee of $550 is paid directly to cleaners upon arrival/strong, saving guests approximately $100 in taxes./librbrpWelcome to strongHale Luana/strong, your private tropical retreat in sunny Kihei managed by Aloha Maui Getaway. Just a short walk from Maui’s beautiful white sand beaches, this recently renovated 4-bedroom home offers the perfect blend of comfort, space, and island relaxation./pbrbrpSurrounded by lush tropical landscaping, the home features strongmultiple outdoor living areas, three spacious decks, a private pool/strong, and room for the whole group to unwind after a day exploring Maui./pbrbrpWhether you're visiting for beach days, snorkeling adventures, or unforgettable sunsets, Hale Luana places you right in the center of everything South Maui has to offer./pbrbrh5Why Guests Love Hale Luana/h5brulbr liPrivate pool and tropical garden setting/libr liMultiple decks with shaded and sunny seating areas/libr liRecently renovated with hardwood floors throughout/libr liCathedral ceilings and spacious open layout/libr liSmart TVs in every bedroom/libr liCentral air conditioning and ceiling fans in every room/libr liSecure parking for up to 4 vehicles/libr liWalk to beaches, restaurants, food trucks, and shopping/libr/ulbrbrh5Bedrooms & Sleeping Arrangements/h5brpstrongBedroom 1 – Master Suite/strongbrbrKing bed • Private ensuite bathroom/pbrpstrongBedroom 2/strongbrbrTwo twin beds or can be converted into one King bed/pbrpstrongBedroom 3/strongbrbrQueen bed/pbrpstrongBedroom 4 – Large Suite/strongbrbrKing bed • Ensuite bathroom • Futon for additional sleeping space/pbrpEach bedroom includes a strongSmart TV/strong for private entertainment./pbrbrh5Kitchen & Indoor Living/h5brpThe fully equipped kitchen includes everything needed to prepare meals at home, along with many helpful kitchen gadgets./pbrulbr liCentral air conditioning/libr liCathedral ceilings/libr liHardwood floors throughout/libr liSmart TVs in all bedrooms/libr liHigh-speed Wi-Fi/libr liAll cotton linens and bath towels provided/libr/ulbrpJust bring your strongtoothbrush and swimsuit/strong./pbrbrh5Outdoor Living/h5br liPrivate swimming pool (professionally serviced weekly)/libr liOutdoor dining areas/libr liMultiple lounging decks/libr liTropical landscaping and garden seating/libr liSun and shade options throughout the property/libr/ulbrpRelax with morning coffee, spend the afternoon by the pool, and watch Maui sunsets from the deck./pbrbrh5Walkable Location in Kihei/h5brpstrong1-Minute Walk/strongbrbrSouth Maui Gardens Food Truck Oasis – over a dozen food trucks offering a wide variety of cuisine./pbrpstrong5-Minute Walk/strongbrbrKalama ParkbrbrThe Cove (Maui’s beginner surf break)brbrFoodland grocery storebrbrRestaurants, bars, and local shops/pbrpstrong10-Minute Walk/strongbrbrCharley Young Beach / Kamaole Beach I – a long stretch of beautiful white sand perfect for swimming, walking, and sunsets./pbrh5Short Drive to South Maui Attractions/h5brpstrongWithin 5 Minutes/strongbrbrKamaole Beaches II & IIIbrbrKeawakapu BeachbrbrKihei Boat Ramp (snorkel tours to Molokini)brbrSafeway grocery storebrbrShops at WaileabrbrAward-winning golf courses/pbrpstrongWithin 20 Minutes/strongbrbrKahului AirportbrbrCostcobrbrMakena Beach (Big Beach)brbrPaia townbrbrMaalaea Harbor for larger boat excursions/pbrh5Important Booking Notes/h5brulbr listrongCleaning fee of $550 is paid directly to cleaners upon arrival/strong, saving guests approximately $100 in taxes./libr liPool service is performed weekly./libr liChildren are welcome./libr/ulbrpIf your flight departs very late at night, we recommend booking the additional night so you can enjoy the home for the entire day before your departure /pbrpstrongCancellation note:/strong If you need to cancel outside the cancellation policy, once we are able to rebook the dates, you will receive a refund minus administrative fee./pbrh5A/C Policy/h5brpThe home’s central A/C can be adjusted down to strong72°F/strong./pbrpGuests who prefer lower temperatures can request it for an additional strong$30 per day/strong due to Hawaii’s high electricity costs./pbrbrh5House Rules/h5brpThis home is located in a residential neighborhood and guests must follow Maui County regulations./pbrpstrongQuiet hours: 10 PM – 8 AM/strongbrbrNo outside noise or pool use after 10 PM./pbrulbr liMaximum 4 vehicles parked on property (no street parking)/libr liNo smoking/libr liPool hours are 8 AM – 9 PM/libr liPlease rinse off sand before entering the home/libr liDo not sit on furniture with wet swimsuits or sunscreen/libr liDo not flush sanitary products/libr liReport any issues within 24 hours of arrival/libr liPlease turn off lights, fans, and A/C when out for extended periods/libr liIf doors or windows are left open, the A/C will not work properly/libr liPlease do not leave pool toys in the pool after use/libr/ulbrpGuests who violate Maui County quiet hours may be required to leave without refund./pbrbrh5Checkout/h5brpstrongCheckout time: 10 AM/strong/pbrulbr liStart dishwasher/libr liStart a load of towels/libr liTake out trash if possible/libr liTurn off lights, fans, and A/C/libr liLock all doors/libr liRemove all pool toys from the pool/libr/ulbrh5Permits & Registration/h5brpMaui County Approved Vacation RentalbrbrSTRH Permit: strongSTRH-2023-00001/strongbrbrTax ID: strongTA-163-644-6208-01/strongbrbrTMK: strong390030650000/strong/pbrbrpIf this home is booked, we also have another 4-bedroom Kihei townhome available. Please inquire for details./pbrbrTax subject to change. Besides the cleaning fee of $550
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Bath 3

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Sleep 8

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Private Vacation Home

DON'T LET THIS ONE OF A KIND HOME SLIP THROUGH YOUR FINGERS!

Kihei, Hawaii, United States

The custom ocean view home is a 5 bedroom, 4 bath residence with an extra TV room as well. The home has P/V to cut the electric bill. The pool and spa setting is like an oasis with a four step waterfall in the background. brbrThere is also an ocean/mountain view on the top level of the property to relax and enjoy the views. The inside features four bedroom each with its own bath. The fifth room is used presently as an office, but has a futon for another sleeping area. There is a Media room with 75 TV and Bose surround sound. The room features six movie type reclining chairs. There is a small galley with a refrigerator and sink for preparation of popcorn. The upper level features three lanais with one dedicated to a barbecue area. brbrThere is a swing on the front side lanai to view endless sunsets. The Chef's kitchen features two islands and all stainless appliances. For convenience there is a hot water faucet for quick cups of coffee or tea. There is a dining area as well as an entertainment area. There is a separate laundry room with Bosch washer and dryer. The home also has a Sonos all home stereo system. You can play music in any room or decide to turn it off in rooms that you don't want to hear the music. brbrThe home has a complete security system. It also has a Lorex Camera system as well as security lights around the property. The garage features one parking space and the outside driveway will have two additional parking spaces. The two story home is one long block to the beach and resides in a very quiet and well run neighborhood, Kilohana Ridge. It's just minutes to Wailea.
Bed 5

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Bath 4

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Sleep 15

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Exceptional(37)

$1295.82

/ Nightly
Private Vacation Home

Sleeps 10, Family Favorite, Fully Upgraded Modern Renovation and Decorated

Kihei, Hawaii, United States

This elegantly remodeled and redecorated, modern vacation home resulted from the collaboration of sophisticated and tasteful owners, and a world-class Maui- based designer. The contempory elegant touches and design fluidity will be above and beyond your expectation! Enjoy Wailea sunsets upon the Pacific Ocean, silhouetted by the Island of Lanai, from the comfort of your outdoor patio.brbrOne of the many upgrades to this home that sets it apart is the three-bed layout-upgrade to the second level bedroom. The younger people in your party will love this space for it's modern edge.brThe beautiful new composite flooring expands on to the outdoor patio, where you can grill on the stainless-steel BBQ, dine outdoors, or just relax, read a book, and enjoy the afternoon and evening sunshine. For those coffee lovers, we do offer both Mr. Coffee and Keurig coffee machines in this unit.brbrThe new kitchen counter-top slabs include high-top seating, unlike any other Ho'olei homes.brbrBut words don't do this Ho'olei vacation-home justice, please see the photos below.brbrNestled between world-renowned Four Seasons Resort, the Grand Wailea Resort, and the Andaz Resort, Ho'olei enjoys an unrivaled position within this tropical paradise. Within walking distance, you'll discover the upscale boutiques of The Shops at Wailea, the alluring new Wailea Village Center, and an array of top-tier restaurants. Explore the pristine beaches of Wailea, indulge in championship golf courses, embark on breathtaking hiking trails, and discover the underwater wonders through snorkeling or scuba diving. Experience the cultural delights of Maui, from traditional luaus to exploring historic sites.brbrHo'olei offers unparalleled proximity to the well known pristine Wailea Beach, consistently ranked among the top beaches worldwide by Condé Nast. Immerse yourself in a coastal paradise where turquoise waters invite you to partake in a myriad of activities. Embark on exhilarating adventures such as paddle-boarding and snorkeling. Indulge in leisurely strolls or invigorating runs along the breathtaking 1.8-mile oceanside trail, where each step offers stunning views that will leave you breathless. Wailea Beach, Maui has been consistently ranked by Conde Nast as one of the best beaches in Hawaii. And best of all, you can walk to the Grand Wailea beach from Ho’olei.brbrOur homes are not affiliated with the Grand Wailea pools but Ho’olei has a less crowded, 5-star pool with a baby beach, 19-foot waterfall, swim-in grotto, two whirlpools, men’s and women’s sauna and beautiful locker rooms with showers, all surrounded by a plush environment.brbrWe go beyond to make your arrival experience flawless by offering you a personal touch. We will arrange to greet your family at the unit upon arrival and give you a tour of the beautiful pool with waterfalls, Jacuzzi, sand-beach side and exercise room. We explain all the functions of this state-of-the-art home and answer any questions you might have regarding the Ho’olei experience and the island of Maui.brbrOur Island Team will welcome you to your villa, and answer any of your questions and make sure you have everything you need for your vacation. Upon your arrival, we will have a tray of local products for you to sample and enjoy. Other amenities that we offer that others may not include a stocked kitchen with items chosen by you before you arrived, additional cleaning or babysitting.brbrHo'olei is in the town of Wailea adjacent from the Four Seasons Resort and the Grand Wailea Resort. The shops at Wailea are also within walking distance and offer plentiful options for dining and shopping. One of the most beautiful beaches in the world is just across the street, Wailea Beach. The spa at the Grand Wailea is also voted to be one of the best spas in the world, year after year and was just completely renovated and reopened in 2024..brbrIncluded with the rental of this Villa: Gated community,  electronically controlled entry,  and on-site security.brbrWe have partnered with Xplorie. When you book with us you will receive promotional marketing material from Xplorie, which gives you discounts on activities on Maui up to 20% off.Total Square Footage:brbrInterior - 2,563 sq. ft.brbrLanai - 596 sq. ft.brbrGarage - 305 sq. ft.brbrTotal Area - 3,464 sq. ft.brbrHawaii Real Estate Brokers License RB-21415brbrGE-120-933-0176-01
Bed 3

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Bath 3

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Sleep 10

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Exceptional(12)

$216.5

/ Nightly
Private Vacation Home

Cozy room with beach access, Haleakala sunrise view, pool & amazing location

Kihei, Hawaii, United States

Island Surf 601AbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis property is zoned in a Community Business District, ensuring short-term rentals are permitted now and in the future. Rental operations are not impacted by Maui's Bill 9.brbrEnjoy spectacular sunrises over Haleakala volcano from the window of this private, sixth-floor room. Grab the provided beach supplies, umbrella, and chairs, and take a walk to one of the many beautiful beaches for a day of fun in the sun! Or head down to the second floor and lounge on the sundeck or at the outdoor pool, and grill up a couple of burgers on the shared BBQ grills. Explore paradise all day then relax in the air conditioning to watch your cable-equipped smart TV, or bring out the portable table and chairs for casual dining, board games, or laptop use.brbrIsland Surf is in the heart of all the action in Kihei, surrounded by everything you need for a perfect tropical vacation! Cross the street to Kalama Beach Park and stroll along the stunning ocean pathway to view the majestic whales breaching (in season), sea turtles sunning, and dolphins playing right offshore. Here you can play volleyball or tennis, picnic, and view Kihei's famous sunsets worthy of postcards. Catch a wave at the neighboring Cove Beach Park hotspot, take surf or paddleboard lessons, boogie board, or rent a kayak. brbrWander next door to bustling Kalama Village 'Barmuda Triangle' and explore over 40 popular shops, restaurants, and activities. Sip on a delicious Mai Tai during happy hour and enjoy live music at The Tiki Lounge, a local favorite voted 'Best Bar on Maui' and 'Best Local Pizza'. Just behind Island Surf is the beautiful tropical oasis- South Maui Gardens- a serene dream surrounded by lush palms and tranquil ponds. Here you can enjoy Hula & Firedancing shows, concerts, markets, 13 award winning food trucks, and gourmet restaurants. brbrRESORT AMENITIESbr-Poolbr-BBQ Grillsbr-Ocean-view sundeckbr-Bike rentalsbr-Beach/surf/snorkel rentalsbr-Massage and salonbr-Restaurantsbr-MarketbrbrTHINGS TO KNOWbrThis is a studio unitbrBeach chairs, towels, mats, umbrella, and cooler provided (in closet).brPortable table/chairs (in closet) and hairdryer in the bathroom.brThis is a private king room with an attached bath only. There is no kitchen, living area, washer/dryer, or lanai.brBeach access is across the street.brThis 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 6.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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Sleep 2

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Exceptional(49)

$260.4

/ Nightly
Private Vacation Home

Condo w/ Sunset Ocean Views & Shared Pool/Tennis - Beach Across the Street

Kihei, Hawaii, United States

Kihei Akahi D313brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEnjoy cool ocean trade winds and views of the community gardens, the pool, and the Pacific Ocean at this wonderfully positioned condo in Kihei! After a day of fun at the beach across the street, you'll come home to a private lanai with sunset views, air conditioning in the living room to keep you comfortable, and community amenities that include two pools, tennis courts, and grills where you can prepare your favorite Hawaiian dishes!brbrWhat's nearby: brThis condo is located in the quiet D Building of Kihei Akahi, a complex that sits just across South Kihei Road from Kamaole Beach Park II. Many local restaurants, including Cafe O'Lei and Moose McGillycuddy's, are a short stroll away. You'll also be only 14 miles south of Kahului Airport, 39 miles west of Haleakalā National Park, and 50 miles west of Kahikinui Forest Reserve.brbrThings to know:brFree WiFibrFull kitchenbrAC in the living roombrbrThis rental is managed by Vacasa Vacation Rentals of Hawaii, LLC.brbrA mandatory $25.00 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 3.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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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Sleep 2

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Exceptional(44)

$261.64

/ Nightly
Private Vacation Home

Stunning Maui Island Getaway w/ Ocean View, Furnished Lanai, & Shared Pool

Kihei, Hawaii, United States

Kihei Akahi D612brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrIn an unbeatable oceanview location, this Maui island vacation rental is perfect for your next Hawaiian getaway. Spend your days on the quiet beach across the street, then enjoy an evening of grilling your favorite tropical meals while you relax poolside. With a private, furnished lanai and modern amenities, you'll feel right at home in this top-floor condo.brbrWhat's nearby:brThe popular Kamaole II Beach Park is located directly across the street, or head north a half-mile to find Kamaole I Beach Park. Walk to Kihei Road to find several popular restaurants, including Coconut's Fish Cafe and the Kinaole Grill Food Truck. Drive five miles south to reach Makena Landing Park, or 14 miles north to the city of Kahului for beautiful Hawaiian sunsets. brbrThings to know:brFree WiFibrFull kitchen with a dishwasherbrbrThis property is managed by Vacasa Hawaii.brbrA mandatory $25.00 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 6.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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Bath 1

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Sleep 4

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Exceptional(100)

$720.67

/ Nightly
Private Vacation Home

Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled

Kihei, Hawaii, United States

Stay just minutes from Maui’s most beautiful beaches in this newly remodeled 3-bedroom, 2-bath private home in Wailea/Kihei. Ideally located near Wailea Beach, Keawakapu Beach, Kamaole Beach III, and Makena’s famous Big Beach, this home is the perfect base for your Maui getaway.brbrWhether you're spending your days at the beach, exploring the Road to Hana, or taking in sunrise at Haleakalā, you’ll love coming home to a peaceful, private retreat designed for comfort and relaxation.brbrThe SpacebrSet on a quiet cul-de-sac in South Maui, this home offers the perfect blend of convenience and privacy. The open, welcoming floor plan creates an easy indoor-outdoor lifestyle, ideal for families, couples, or extended stays.br• 3 Bedrooms | Sleeps 6 br• 2 Full Bathrooms br• Central AC throughout (a must in Maui) br• Newly remodeled interior br• Bright, open living spaces brbrOutdoor LivingbrEnjoy your own private outdoor oasis after a day at the beach.br• Spacious wraparound lanai with outdoor seating br• Peekaboo ocean views br• Lush tropical landscaping br• Private yard with charming stone wall brPerfect for morning coffee, sunset unwinding, or gathering after a day of island adventures.brbrPrime South Maui LocationbrLocated in the highly desirable Wailea/Kihei area, you’re just minutes from:br• Wailea Beach br• Keawakapu Beach br• Kamaole Beach III br• Makena “Big Beach” br• Shops, restaurants, and golf brThis central location makes it easy to explore everything Maui has to offer—from beaches to waterfalls to scenic drives.brbrEco-Friendly LivingbrOur home is powered by solar energy, helping reduce environmental impact while you enjoy modern comforts. Recycling bins are provided, and we encourage guests to join us in caring for Maui’s beautiful land and ocean.brbrWhy Guests Love This Homebr• Prime location near Maui’s best beaches br• Quiet, private cul-de-sac setting br• Clean, newly remodeled interiors br• Comfortable indoor-outdoor living br• No hidden fees—transparent pricing brbrQuiet Hours, Parties and Amplified SoundbrQuiet hours are from 9am-9pm. During quiet hours, the noise from the short-term rental home must not unreasonably disturb adjacent neighbors. Sound that is audible beyond the property boundaries during non-quiet hours must not be more excessive than would be otherwise associated with a residential area. Amplified sound that is audible beyond the property boundaries of the short-term rental home is prohibited. Parties or group gatherings are not allowed.brbrAdditional Detailsbr• Permit Number: STKM 2018/0004 br• TAT: TA-073-784-3200-01 br• GET: GE-073-784-3200-01br• TMK: (2) 3-9-037:040-0000
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Exceptional(45)

$708.88

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Private Vacation Home

Maui Beach House

Kihei, Hawaii, United States

Maui Beach House is situated less than 50 yards from some of the most picturesque beaches. This two-bedroom, three-bathroom residence accommodates up to six guests. The master bedroom features an open-air design with a private lanai, a queen bed, and a jacuzzi. The main floor includes a spacious living area, a queen Hawaiian futon, a dining room, a fully equipped kitchen, a washer and dryer, a walk-in shower, and a sauna. The second bedroom offers two twin beds that can be converted into a king upon request, a television, and a full separate bathroom with a walk-in shower. Basic cable and Wi-Fi services are provided.brbrGuests can enjoy fabulous sunsets directly from the lanai and take advantage of a variety of ocean activities conveniently located just steps away, including bodyboarding, stand-up paddleboarding, kayaking, and leisurely coastal walks. This duplex is set back from the beach, amid a meticulously maintained landscape ideal for shared barbecuing. The views of the ocean and the West Maui mountains are truly breathtaking, while the landscaping between the two properties ensures desirable privacy. brbrVisitors can indulge in the lush lawns, barbecuing, and sunsets accompanied by cocktails right from their lanai. The pleasant mid-afternoon trade winds and surrounding trees provide a comfortable atmosphere, thereby eliminating the need for air conditioning. Numerous restaurants, fast food outlets, shops, and bars are within walking distance. The property is centrally located in Kihei, with several golf courses nearby, including one approximately 0.8 miles away. The Maui Ocean Center offers miniature golf, and snorkeling trips depart daily from Maalaea Harbor, a mere 15 minutes away. brbrWe invite you to experience our beautiful beach house, whether for a family vacation, a romantic retreat, or a quiet business trip. The tranquil evenings under the stars, accompanied by the soothing sound of waves crashing against the shore, create a therapeutic atmosphere perfect for relaxation or reading. brbrThank you very much.
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Exceptional(170)

$1294.43

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Private Vacation Home

Breath taking ocean and volcano views! Pool,Close to beaches and everything else

Kihei, Hawaii, United States

PERMIT NUMBER: BBKM 2014/0001br TAX ID NUMBER TA-030-667-5712-01br About the propertybrWe Highly recommend Travel insurancebrCheck out our website at www.waileapremiervacationhomemaui.combrOcean and island viewbr3 bedroom, 2 full bathroomsbrAir conditioningbrDirectvbr2 TV's 75' 65' home theater in living roombrPrivate swimming pool and jacuzzi plus large deckbrCustom gas barbecue with mini fridgebrCovered parkingbrWasher and dryerbrWireless high speed internetbrVery close to beaches, golf, shopping, restaurantsbrbrIMPORTANT PROPERTY DISCLOSURESbrAll children must be able to sim or wear safety gear at all times by the pool.Children must always have adult supervision by the pool.brbrARRIVING WITH MORE THAN THE NUMBER OF GUESTS INCLUDING BABIES AND CHILDREN AS PER YOUR RESERVATION CONFIRMATION FORFEITS YOUR RESERVATION AND NO REFUND WILL BE OFFEREDbrbrSuper strict QUIET HOURS ARE FROM 9PM- 9AM.brWailea Premier Vacation Home Maui is located in a residential neighborhood and guests must be aware and respectful of neighboring properties. Please be sure that ALL the members of your group are aware of the quiet hours. We want you to have a fantastic and relaxing time on Maui.brbrGROUP GATHERING RESTRICTIONS: ONLY small gatherings allowed with pre-approval from owners. No wedding parties or Large family gatherings allowed.brCan easily reach owner if needed
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Exceptional(109)

$301.07

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Private Vacation Home

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Kihei, Hawaii, United States

1 Bed Tropical Penthouse | Sleep On Maui Cottagebr• Designed for couplesbr• Fully Stocked Kitchen + Top-of-the-line Amenitiesbr• Outdoor Hot Tub, BBQ & Pizza Oven + Fully fenced tropical garden.br• In the heart of Kihei. Minutes to Restaurants, Bars, Coffee Shops & Groceries.br• 15 minutes to Wailea, 1hr to Haleakala, 2hrs to Hanabrbr• Backyard amenities shared with our SLEEP ON MAUI HOUSE listing br• Please email us to discuss rates and availability to sleep up to 8!brbr---brbrOur 1 Bed Honeymoon Jacuzzi Sleep On Maui Cottage br• Fully stocked kitchenbr• Private indoor jacuzzi tub for 2br• Top-of-the-line amenities.br• Outdoor hot tub, BBQ & Pizza Ovenbr• Fully fenced yard and lush tropical gardenbr• Back yard amenities shared with our SLEEP ON MAUI HOUSE listing https://www.vrbo.com/59643br• Please email us to discuss rates and availability to sleep up to 8!brbrThe spacebrAn excellent getaway for couplesbrbrKITCHENbr- Full kitchen stocked with all the essentialsbr- Coffee and tea bar has an espresso maker, french press, teapot, & sugar.br- Pots and pans, baking dishes, salad bowlbr- Containers for leftoversbr- Drinking glassesbr- Blenderbr- Dish towels and knivesbr- Brita water filterbrbrINDOOR & OUTDOOR DININGbr- Outdoor dining table seats 8br- Indoor house kitchen table seats 2brbrBATHROOMbr- walk-in shower & whirlpool tubbr- Fluffy towels, washcloths & hand towels providedbr- Hair dryer br- Shampoo, conditioner, body wash, TP & hand soap providedbrbrBEDROOMbr- AC & ceiling fanbr- 32-inch smart TVbr- Queen bed + closet + dresserbr- Hotel style sheetsbr- Blackout curtainsbr- Luggage racksbrbrWIFI + WORKbr- High-speed wireless internet with speedsbr- Outdoor table makes a great space to workbrbrOUTDOORSbr- Private fully fenced yard with lounge seatingbr- Outdoor dining with seating for 8br- Gas grill & pizza oven, and propane providedbrbrLAUNDRYbr- Dedicated laundry room with washer + dryerbr- Laundry detergent providedbrbrEXTRA AMENITIESbr- Beach Gear For Adults And Kids ( Toys For Everyone)br- Surfboards, Roof Top Board Carriersbr- Yoga Matsbr- Yard GamesbrbrOther things to notebrSUPPLIESbrWe'll get you started with toilet paper, toiletries, detergent, and cleaning supplies. However, you will be responsible for purchasing additional, if needed.brbrFAQ's...brbrEarly check-in br- Check-in is firm at 4 pm; we cannot guarantee an early check-in. If your flight arrives very early in the day, consider booking the night before so you can check in as soon as you are ready. We use the little time we have between groups to prepare the home. We want it to be perfect for you!brbrLate Check-out br- Unfortunately, we’re unable to accommodate a late check-out request. As we did for your arrival, we must prepare again for the next guest. If your flight leaves late in the day, consider booking an additional night so you can leave at your leisure.brbrDo you allow luggage drop-off for early arrivals or late departures br- No, unfortunately, we cannot offer luggage drop-off at this time.brbrDo you offer cleaning services during our stay br- Yes! If our schedule allows, we can accommodate additional cleaning services for an added cost. Just ask us!br
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$2344.56

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Private Vacation Home

Makena Oceanfront 4 Bedroom/4 Bath Home - Captivating Views - Great Location

Kihei, Hawaii, United States

Aloha and welcome to our unique oceanfront Maui vacation rental home, Lu'uwai's at Makena Landing. We pride ourselves on offering an exceptional vacation rental experience. Whether you're planning a family getaway or a romantic retreat, we have something perfect for you. Take in the incredible views and breathtaking sunsets in the relaxing atmosphere of this unique Maui vacation rental located in Makena, Maui, Hawaii. This 2,400 square foot home offers 4 recently renovated bedrooms. Each bedroom is air-conditioned, has a private bath and entrance, and stunning ocean views. brbrExplore our convenient location and immerse yourself in the beauty of nature while enjoying all the amenities you need. You will find some of Hawaii's best snorkeling in the waters right in front of our property.brbrBook your dream vacation in paradise today and create unforgettable memories at Lu'uwai's at Makena Landing. Your dream getaway awaits!brbrLu'uwai's Makena Landing vacation rental home is just minutes away from challenging Maui golf courses, tennis courts, shopping, and restaurants. Kayaking is available nearby. Our Makena vacation rental home is located just south of many famed beaches, such as Kihei's Kalama Beach, and just north of Big Beach. In fact, people from all over the world find their way to our beautiful shores with Molokini crescent -- a renowned scuba and snorkeling area -- visible just offshore from our Maui vacation rental home.brbrLu'uwai's at Makena Landing vacation rental home is also a picturesque honeymoon destination and available for small family reunions.brbrCounty Transient Vacation Rental Permit Number: CP20060007brTMK: (II) 2-1-007:088
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$830.98

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Private Vacation Home

Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!

Kihei, Hawaii, United States

Located in South Maui along the shores of beautiful Makena Bay, the Makena Bay House is a private, two-story residence located in an island paradise. The Makena Bay house's size and location make it an ideal choice for couples looking for a tropical getaway!brbrBuilt in 2005, The Makena Bay House has all the modern conveniences for a care-free vacation. The ground floor has an outdoor cabana that features a sitting area, a TV with DVD player and VCR, a wet bar with refrigerator, a gas BBQ grill, and a full bathroom. The washer and dryer are also located downstairs. The heated outdoor shower and hot tub are in a perfect spot to enjoy a gorgeous Maui sunset.brbrUpstairs is the main interior living area. Large sliding glass doors open to two decks, one off the kitchen and one off the bedroom, with views of the neighboring islands of Molokini, Kaho'olawe, and Lanai. The master bedroom has a queen sized bed to comfortably sleep 2 people. The upstairs interior has many special touches including vaulted ceilings, granite throughout, bamboo floors, upscale faucets, and accent lighting. brbrFrom the property, you can watch turtles in the surf just a few feet away and during the winter months you can see humpback whales as they migrate along the coast. Some of the islands best diving and snorkeling are directly in front of you. A clear night will treat you to amazing star gazing. You can enjoy Maui's finest restaurants as well as world-class shops and spas in Wailea; golf, tennis, and pristine beaches are close by. Makena is considered to be one of the more beautiful areas of Maui and there's no better place to experience Maui than the breathtaking, peaceful setting of Makena Bay House!brbrThe Makena Bay House is an approved Maui County Short Term Rental: Permit #: STKM 2012/002, TMK: (2)2-1-007:006:0002brbrbrKeywords: Makena, Maui, Oceanfront, Oceanview, Couples, Retreat, Resort, Private, House, beach, waterfront
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$4104.04

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Pvt Oceanfrt home w heated pool, hot tub, sunsets, kayaks, turtles & Whales!

Kihei, Hawaii, United States

Front row center for Humpback whales (Dec-April) - from the lanai or from our kayaks ! Enjoy our beautiful, tastefully decorated Oceanfront 3 bedroom home (BBKM 2019/0003), accommodating up to 6 adults and 2 additional children. Kihei is the sunniest part of Maui and you'll enjoy magnificent ocean views, swimming in either the ocean or our pool, paddle boarding, kayaking or fishing right off our property or just relaxing in the hammock under the palm trees.brHale Laule'a is a beautiful single story home, with lush landscaping and an open floor plan which enjoys natural cooling trade winds and seamless indoor/outdoor living, situated only 25 feet from the ocean and 200 ft in from Halama Street. Private steps lead down to our almost private beach where you can swim, snorkel, paddleboard, kayak or surf. The Kitchen, dining area, kitchen and master bedroom directly face the ocean with floor to ceiling tinted glass plus sun shades. Outside on the ocean facing lanai you can enjoy outdoor ocean front dining using our built in Twin Eagles propane grill and the small refreshments fridge as well as meals at the large outdoor table watching the sun setting every night at dinner. You won't find a better view! brA central air system and split system air conditioning in all the bedrooms, powered by solar roof panels, keeps the house cool even on the hottest days. The kitchen is large, has been beautifully remodeled with handmade mango wood cabinets, a large Subzero Fridge, a Wolf 4 burner gas stove, a Wolf convection microwave and a Bosch Super-Quiet Dishwasher.brThe lovely swimming pool sits behind the living room, protected from afternoon trade winds and is connected to an in-ground iridescent glass-tiled jacuzzi. The Living Room has direct ocean views, a 46' Samsung Flat-screen tv, plus hi speed Wi-Fi. The pool side entertainment room boasts an 80 inch Flat-screen tv and a Leather 3 person recliner & ottoman.br2 walls of the Master bedroom are floor to ceiling, ocean-facing windows, making you feel as though you're on top of the water. Let the sound of the ocean lull you to sleep. The master bathroom has dual Kohler sinks with high end fixtures, an indoor custom glassed in rain shower as well as a large, private outdoor hot and cold water shower. Each of the other two bedrooms enjoy their own en-suite bathrooms with indoor showers. brIn addition, you can rinse off from the ocean in our outdoor private garden hot & cold water shower and use an additional bathroom near the pool for those who might be wet or sandy.brOur Halama Street location is incredibly private, but also central and within easy walking distance to restaurants, public tennis courts, surfing lessons, beautiful public beaches and snorkeling spots, basketball courts, movie theaters, a farmers' market and supermarkets. Within a few minutes' drive you can also find numerous golf courses, scenic hikes, shopping and world-class kite and wind surfing areas. The resort area of Wailea is only 10 minutes drive and the spectacular Maui Ocean Center is about 20. We are 20-25 minutes drive from the airport and have ample parking inside our gated driveway. brOurs is a tranquil, private and incredibly gorgeous setting. It is also a residential neighborhood so, while the location may seem ideal for weddings and/or big gatherings, these will not be allowed.brWe also provide beach umbrellas, chairs, coolers and boogie boards for your beach outings, tennis or pickleball supplies should you wish to play at the courts down the street, surfboards as well as any fresh fruit from our garden and we are happy to help make your vacation outstanding in any way we can.
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$261.91

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Beautiful penthouse suite with stunning ocean view, pool, hot tub & beach access

Kihei, Hawaii, United States

Sugar Beach Resort PH05brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the breathtaking Sugar Beach Penthouse 5, where the unmatched beauty of Maalaea Bay awaits you. Nestled just steps away from a serene five-mile stretch of pristine sand, this condo offers the perfect blend of seclusion and convenience, being less than ten miles from the airport and away from the hustle and bustle of central Kihei. Enjoy stunning sunrises over Haleakalā from your furnished lanai, surrounded by lush gardens and the soothing sound of crashing waves.brbrThis professionally decorated penthouse features a tropical theme with brand-new bamboo furnishings, providing ample space to unwind in style. The full kitchen is equipped with a complete suite of appliances, making meal preparation a breeze, so you can focus on enjoying your vacation. Whether you're dining indoors or al fresco on the lanai, every meal becomes a memorable experience.brbrAs the day winds down, retreat to your private balcony to sip your favorite beverage while watching the sky transform into a canvas of pink and orange hues at sunset. The complex also boasts a shared swimming pool and hot tub, perfect for refreshing dips on warm afternoons. brbrWith a plethora of amenities at your fingertips, including beach access, a sauna, and a recreation center, Sugar Beach Penthouse 5 is an ideal destination for adventure seekers and relaxation enthusiasts alike. Book your stay today and indulge in the dream vacation you've always desired!brbrSUGAR BEACH RESORT AMENITIESbr• Heated outdoor pool and hot tubbr• Gas grillbr• Beach accessbr• Recreation centerbr• Concierge servicebr• ElevatorbrbrTHINGS TO KNOWbr• This property is managed by Vacasa Vacation Rentals of Hawaii LLCbrbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 5.brbrDock details: - Kihei boat ramp br- Maalaea HarborbrbrbrbrDamage 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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