Home Vacation Rentals By Owner In Kihei, HI

Showing 900 Of 3547 Vacation Rentals
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$275.02

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Fabulous Beachfront Property - Ground Floor Corner Unit Steps to the Beach!

Kihei, Hawaii, United States

This is the condo you've been waiting for! Location, location, location! Just steps away from a spectacular five mile stretch of white sandy beach, oceanfront heated saltwater pool, jacuzzi, indoor sauna and the inviting BBQ grill area.brbrUpdated with beautiful new tile flooring throughout the condo onto the lanai. New hand carved mahogany bedroom furniture, built in closet system, new living room furniture including 55' flat screen TV and new efficient tropical ceiling fans. The bathroom has been expanded and fitted with new tile and top of the line fixtures with extra large shower. brbrOn moonlit nights sit on the lanai and look out on lush, tropical grounds and let the 'Aloha Spirit' carry you away.brbrHead down to the manicured lawns, pull up a lounge chair and sunbath under swaying palms or take a 10 minute stroll south along the beach to the Maui Farmer's Market to pick up your fresh pineapple, mangoes and other local produce, including homemade baked goods! There's also a small ABC Store to pick up any last minute items.brbrEnjoy the convenience of the onsite activity booking center Maui Sights and Treasures, licensed massage center Massage Maui, and the local bar/restaurant Dina's Sandwitch .brbrSugar Beach Resort is centrally located with the Kahulai Airport only 15 minutes away. Costco, shopping, golf and restaurants all nearby.brbrCheck out the live webcam feed !
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Exceptional(24)

$529.25

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Wailea Ekahi Gem! Updated Large 1BR+sleeper, Close to Beach & Pools, XL Lanai

Kihei, Hawaii, United States

Experience Maui paradise at Wailea Ekahi 21B, an updated ground-floor one-bedroom/two-bath vacation condo nestled within the prestigious Wailea resort district. This beautiful unit showcases a designer remodel, offering a spacious, modern, and bright atmosphere perfect for your island getaway.brbrIMPORTANT SUMMER2026 CONSTRUCTION UPDATE:brThe main pavilion pool will undergo tile work from August 1 - October 15, 2026. The pavilion and pool will be closed. All other pools, pickleball court, and public beach access will be open. We cannot predict the level of noise of nuisance caused by this work so please take this notice into consideration when booking. Pricing has been adjusted with a discount for dates within that range.brbrAbout the Unit:brbr-Prime location at the front of the complex, just a 2 min. walk to the main pool pavilion and direct beach accessbrbr-Spacious layout, the largest among one-bedroom condos at Wailea Ekahi.brbr-Private setting with partial ocean vistas and expansive ocean-facing lanais on ground level.brbr-Immediate access to a 2nd pool and paddle/pickleball court behind the unit.brbr-Primary bedroom features a king bed, privacy curtains, ensuite bathroom with walk-in shower, and a private lanai.brbr-Fully equipped kitchen boasts updated cabinets, stainless-steel appliances, extensive dishware, and a breakfast counter, complemented by a dining table seating four in the dining area.brbr-Living room includes a comfortable pull-out queen sleeper sofa, armchairs, and top-tier entertainment system featuring a premium wall-mounted Samsung 60 UHD 4K Smart TV (access your personal streaming accounts), digital cable TV, and a music system.brbr-Bedroom also offers an LG UHD 4K 43 Smart TV with digital cable TV.brbr-Main bathroom features a convenient tub/shower combo for guests using the sleeper sofa.brbr-Spacious lanai includes a dining table seating four and two lounge chairs for relaxation.brbr-Quiet split-duct air-conditioning newly installed in November 2022.brbr-In-unit washer/dryer for added convenience.brbr-Bedroom equipped with a safe for valuables.brbr-Wireless high-speed Internet.brbr-Beach amenities include chairs, umbrellas, towels, cooler, boogie boards, sand & pool toys, and a wagon for easy transport.brbr-Kid-friendly setup with highchair, convertible playpen/crib, and assorted games & beach toys.brbr-Fitness center located at the beach pavilion for active guests.brbrPlease note: Wailea Ekahi prohibits BBQs/grills on lanais; however, communal BBQs/grills are conveniently available throughout the complex.brbrAbout Wailea Ekahi Village:brbrWailea Ekahi Village is renowned for its lush tropical gardens spread across 34 acres, featuring four swimming pools, a beachfront pavilion complete with Wi-Fi, kitchen and BBQ area, a shared fitness facility, paddle/pickelball court, and exclusive gated access to the pristine Keawakapu Beach. Enjoy leisurely strolls to nearby Wailea resorts, The Shops at Wailea for upscale shopping and dining, and indulge in championship golf, tennis, and renowned beaches just minutes away.brbrEkahi 21B is a beloved unit in the complex that draws repeat visitors and five star reviews year after year. Under new ownership, the current owners pledge to uphold the same high standards of care and service as the previous owners. You vacation is sure to be a memorable and relaxing Maui retreat.
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Exceptional(3)

$268.59

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Modern ocean view condo in Kihei with pool and hot tub summer deals

Kihei, Hawaii, United States

New Listing! Modern Ocean-View Condo at Luana Kai C203.brbrInterior photos coming soon.brbrWelcome to Luana Kai #C-203, your Maui home away from home! This beautifully updated 1-bedroom, 1-bath condo offers modern comfort, stunning views, and an unbeatable location on the second floor of one of Kihei’s most sought-after oceanfront complexes.brbrTucked in a quiet area away from South Kihei Road, this unit offers peace and relaxation without sacrificing the view. From the living room and private lanai, take in breathtaking vistas of the ocean, West Maui Mountains, tropical courtyard, and pool.brbrInside, you’ll find an updated kitchen with a sleek island countertop bar and all the essentials to cook up your favorite meals. The hard-surface flooring and a fully renovated tiled walk-in shower give the unit a clean, contemporary feel.brbrStay cool and comfortable with ceiling fans, the refreshing ocean breeze, or split A/C units in both the living room and bedroom.brAdditional amenities include:br • Comfortable King Bed in the primary bedroombr • Queen sleeper sofa in the living areabr • Full-size washer & dryerbr • Flat-screen TVbr brPlease note: This unit is located on the 2nd floor and there is no elevator.brbrLuana Kai Resort has many amenities to enjoy with four free tennis and pickleball courts, free self-parking, a heated freshwater swimming pool, hot tub, two dry saunas, putting green, shuffleboard, and an abundance of lush tropical landscaping. In addition to the 2.5-mile long beach in front of Luana Kai, there are more than a dozen other sandy coves and beaches nearby, including Keawakapu, Kamaole I, Kamaole II, Kamaole III, and Charley Young. Close to downtown Kihei with many shops and restaurants to explore. Please note, the entire complex is a non-smoking property, and there are no elevators, so expect to use stairs on upper floors.brbrWhether you're here to explore Maui’s beaches, enjoy the island’s famous sunsets, or simply relax poolside, Luana Kai #C-203 has everything you need for an unforgettable stay.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or decor that are different than in the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve.brbrHawaii Tax ID # 023-860-5824-01
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Exceptional(3)

$369.59

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Maui Sunset A203 - Perfect for Families and Couples - Beach, Pool, Hot Tub+More!

Kihei, Hawaii, United States

Clean, private, updated, one-bedroom condo perfect for couples and families. Condo has additional queen-size Murphy bed.brbrLocated in the desirable Maui Sunset complex in Kihei, on the leeward, sunny side of Maui. The condo comes fully furnished with supplies for 4 people to have a very pleasant and comfortable stay.brbr1 bedroom condo meticulously maintained and updated; kitchen and 2 full bathrooms.brbrThe bedroom has a queen bed and the living room has a Murphy bed.brbrThe kitchen is fully appointed with range/oven, microwave, dishwasher and all necessary utensils, cookware, dishes and towels.brbrThe bathrooms have nice tiled shower and glass enclosures. Bath towels are provided.brbrThe washer/dryer will allow you to do your laundry during the stay, so maybe you don't need to bring as many clothes in your suitcases and keep some room for awesome Maui gifts to bring back home.brbrDue to the water softness, only high-efficiency laundry detergent should be used to avoid any overflow. Detergent is provided.brbrThe neighborhood is great for snorkeling, swimming and scuba diving. The complex is located right on the beach and a stone's throw away from golf courses, dining and shopping in Kihei and Wailea.brbrMaui Sunset complex has BBQ areas that are available to use and the largest swimming pool on Maui. Tennis courts are in the park adjacent to the complex adn should keep you well relaxed and exercised.brbrThe condo is located on the second floor of building A, and faces the south-west direction, toward central Kihei/Wailea.brbrLanai overlooks the lush gardens and a peek-a-boo view of the ocean to your right, and the slopes of Mt. Haleakala to your left. Great place for couples or families.brbrThe Maui Sunset condo complex has 5 acres of oceanfront, swimming pool, tennis courts, putting green and so much more.
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Exceptional(10)

$426.62

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Private Vacation Home

Kihei Beach Resort 501

Kihei, Hawaii, United States

Welcome to Kihei Beach Resort 501. This remodeled 5th floor 2 bedroom 2 bathroom condo is ready to be your Maui home away from home. Beautifully updated & perfectly located on the sandy six mile stretch known as Sugar Beach. This condo accommodates 6 people and features central AC, upgraded kitchen appliances, smart TV w/cable, beach gear, & more. Right across the street enjoy a farmers market, ABC store, bakery, & shaved ice. This is the perfect getaway to make your Maui memories. Book today!brbr WHY YOU’LL LOVE ITbrbr• Oceanfront 2BR / 2BA condo (sleeps up to 6) on Maui’s iconic Sugar Beachbrbr• Beautifully remodeled with central A/C throughoutbrbr• Modern kitchen with stainless appliances, quartz counters & breakfast barbrbr• Private lanai with panoramic ocean views — perfect for coffee or sunset cocktailsbrbr• Steps from the beach, and across the street from the Farmers Market, ABC Store, bakery & shaved ice standbrbr THE SPACEbrbrLiving Area: Open-concept ocean-view living room with Smart TV (cable), ceiling fan, central A/C, sofa sleeper, dining table for 4, breakfast bar for 2, and sitting chairs. Modern kitchen features upgraded stainless appliances and everything needed for cooking at home.brbrBedroom 1: King bed, central A/C, ceiling fan, TV, closet space, and direct ocean views.brbrBedroom 2: Two twin beds that can convert to a King (please request at booking — not same-day). Also includes central A/C, ceiling fan, TV, and closet space.brbrBathrooms:brbr• Bathroom 1: Walk-in shower, toilet, and single-sink vanity.brbr• Bathroom 2: Tub/shower combo, toilet, and single-sink vanity.brbrLanai: Private lanai with bistro table for four, perfect for relaxing to the sound of the waves.brbr AMENITIESbrbr• Central A/C throughoutbrbr• In-unit washer/dryerbrbr• High-speed Wi-Fibrbr• Beach gear: 4 chairs, umbrella & cooler (no snorkel gear)brbr• Fully equipped kitchen with stainless appliancesbrbr• 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• Oceanfront pool & direct beach access to the 6-mile stretch of Sugar Beachbrbr• BBQ area & ocean lounge seatingbrbr• Free on-site parkingbrbr• Walk directly across the street for Farmers Market, ABC Store, bakery & shaved icebrbr• Ideal for long walks, swimming, kite surfing & seasonal whale watchingbrbr LOCATIONbrbrLocated oceanfront in North Kīhei — perfectly central for exploring all of Maui.brbr• 10 minutes to Kahului Airport (OGG)brbr• 15 minutes to Wailea’s beaches, golf & diningbrbr• Easy drive to Lahaina, Kaanapali & South Maui hotspotsbrbr 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 NOTESbrbrbrbr This property is Hotel Zoned and NOT impacted by the proposed short-term rental ban.brbrbrbr 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.brbrbrbr☀️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. 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!
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Exceptional(19)

$354.82

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Summer Deal Beachfront Maui Condo with Ocean Views and Resort Pool

Kihei, Hawaii, United States

Kamaole Sands 9-410 is centrally located, offering a 2 bed / 2 bathroom unit, perfect for your Maui Vacation! It's just across from a large beach park and Kam III beach, providing stunning views of the ocean and West Maui Mountains.brbrThis spacious unit features vaulted wood plank ceilings and a loft with a queen bed and en suite bathroom. The guest bedroom is located on the main floor and is complete with two twin beds that can be converted into a king size bed upon request. A second bathroom just outside the guest room makes #9-410 suitable for families and couples traveling together. The pull-out sofa bed in the living room offers extra sleeping space.brbrThe fully equipped kitchen with a roomy breakfast bar is perfect for the chef in your family. Each room features a Smart TV for watching movies and catching up on your favorite shows. You can enjoy the incredible views of the West Maui Mountains and the Pacific Ocean from your private lanai, where you might even catch sights of Humpback Whales breaching during the Winter months. Air conditioning is available in each room, along with ceiling fans to help keep things cool during the hotter seasons. Additional amenities include a full-size washer and dryer in the unit, as well as beach towels and beach chairs for use during your stay.brbrThe Kamaole Sands complex is situated on 15 tropical acres, meticulously landscaped with many fragrant and beautiful trees and flowers. It's just across the street from the popular Kamaole III beach and park, offering primo sunset viewing areas, a nice playground, and facilities. Property features include a Fitness Center with Weights/Treadmill, Swimming Pool and Showers, Kiddie Pool and Hot Tub, Adult Hot Tub, Snack Bar Plus Poolside, Wednesday Pool Party, BBQ Grills, 4 Tennis Courts, Visitor Parking, Near Beach, Near Golf Course, and Close to Town. You're just moments from shopping and dining, including Fred's Mexican Café, Café O'lei, 808 Deli, and Maui Thai Bistro.brbrPlease note that while we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different from the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve.brbrHawaii State Tax ID#: 053-177-7024-01
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$607.62

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Your Sunny Kihei Condo Retreat

Kihei, Hawaii, United States

Summary:brbrLuxurious Maui Condo - Steps to Beach & Restaurants!brbrbrbrThe Space:brbrEscape to Maui and create lasting memories in this beautifully remodeled 2-bedroom, 2-bath condo! Imagine waking up to tropical breezes . This condo offers more than just a place to stay; it's an experience.brbrbrbrUnwind in the large, open living area. When privacy is desired, a shoji screen cleverly divides the living room from the second bedroom. The chef in your group will love the well-appointed kitchen with stainless steel appliances and ample counter space.brbrbrbrDrift off to sleep in the luxurious primary bedroom featuring a king-size bed and plenty of storage. The second bedroom offers flexibility with a daybed and a trundle, while the queen-size sleeper sofa in the living room comfortably accommodates up to 6 guests.brbrbrbrIndulge in refreshing showers in the two remodeled bathrooms. Beat the heat with three air conditioners and four ceiling fans throughout the condo.brbrbrbrStep out onto the lanai and enjoy the island ambience.brbrbrbrLocation is key! This condo is directly across from world-famous Kamaole III Beach Park, perfect for swimming, snorkeling, or sunbathing. Numerous shops and restaurants are within easy walking distance, minimizing the need for a car. Explore the wonders of South Maui with a short walk to the Kihei boat ramp, offering access to exciting water excursions.brbrbrbrBonus: As an end unit, the condo boasts an extra window for an abundance of natural light and airflow.brbrbrbrDon't miss this opportunity to experience Maui in style and comfort! Book your stay today!
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Exceptional(31)

$400.91

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514 - Oceanfront 2 bedroom Ocean View with A/C!

Kihei, Hawaii, United States

This fifth floor two bedroom oceanfront condo at the Kihei Surfside Resort is located on the mauka (mountain) end of the building. This air-conditioned unit has great ocean views from the kitchen, living room, dining area, master bedroom and lanai. brbrThe bathrooms of this unit have recently been beautifully remodeled. Relative to other properties in the south Kihei/Wailea district, this unit is a great value economical alternative for a family or two couples to enjoy the spectacular oceanfront location of the Kihei Surfside. brbrThe unit has free, wireless high speed internet and free long distance calling to the United States and Canada. It is also equipped with a state of the art Oracode door lock, whereby each guest is issued a unique code which controls the door only during their stay. No keys! brbrThe fully equipped kitchen has large windows in the kitchen through which there is a spectacular view to the east of Haleakala, or the East Maui Volcano (tallest peak 10.023 feet) which forms more than 75% of the Hawaiian Island of Maui. It is fully equipped with a 4 burner stove, full size oven and refrigerator, dishwasher, microwave, garbage disposer and a variety of small appliances including coffee maker, coffee grinder, four slice toaster and blender. There is also a large selection of pots and pans, baking pans, knives, BBQ tools, and ample matching dishes, glasses and cutlery. The kitchen peninsula has a large eating ledge with barstools. brbrThe living room has a tropical rattan sofa bed with a pair of matching armchairs. There is a LCD HD TV with HD cable box, and DVD player and multi speed ceiling fan. brbrThe dining area has an oval round rattan glass table with seating for 6. brbrThe large, private lanai has a bistro table with two matching armchairs and two chaise loungers - a spectacular place to enjoy your morning coffee or a romantic oceanfront dinner! Viewing of whales in season. brbrThe master bedroom has a high quality king size bed with fresh linens. There is also a multi speed ceiling fan, 40 Smart flat screen LCD HD TV with DVR cable box. The closet has a digital security safe mounted inside. The master bedroom is located on the ocean side of the building from where the ocean is audible and the full ocean view is outstanding. brbrThe bathrooms in this unit have been beautifully remodeled. Both have full size, walk in showers with, assist handle, rain head and hand held wand/massager, along with maple vanity with granite countertop and elongated toilet. brbrThe second bedroom has twin beds and fresh linens. With advance notice, the twins can be pushed together to form a king-sized bed. There also is a multi-speed ceiling fan, plantation shutters, closet, and a wall mounted 27 flat screen LCD TV with built in DVD player and DVR cable box. This bedroom also has a full bathroom, including custom enclosed glass shower with a massage head shower system, c/w a hand held wand/massager. There is an over height vanity with granite countertop and elongated toilet. brbrThe unit is equipped with a washer/dryer. The unit is fully equipped with utensils, fresh linens and towels, iron/ironing board, hairdryer, beach towels and a cooler. Umbrellas, boogie boards and snorkel gear are NOT supplied, but are often left behind in the units by other guests – no guarantees. The Kihei Surfside office loans out beach chairs free of charge during regular business hours - Monday to Saturday. Office is closed Sundays and Holidays. brbrRelative to other properties in the south Kihei/Wailea district, this unit is a great value alternative for a family (maximum occupancy 6) or two couples to enjoy the spectacular oceanfront location of the Kihei Surfside. br* Book with Confidence - Resort-zoned and unaffected by Maui County Bill 9.brbrFor units that accommodate more than 4 guests (5 guests maximum in unit 414, 6 guests maximum in unit 214 and 514), additional fees apply for additional guests at the rate of $25 per night per person. brbrGE/TA# 198-097-9200-01
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$479.24

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Perch - Luana Kai Loft: Captivating Modern 2-Bedroom for a Dream Vacation

Kihei, Hawaii, United States

Enjoy this updated loft suite with modern ocean vibe! We enjoy walking with our daughters to the beach just 300 ft away to spot sea turtles, find shells and coral, paddle board, or just relax. We also love the rich amenities by Luana Kai, including a heated swimming pool, hot tub, BBQ, putting green, shuffleboard, or just enjoy the beautiful landscape.brbrThis is a two-story unit that sits on the top (third) floor of the Luana Kai Complex, about 1000 sqft.brbrOn the first floor, we have a bedroom with a king-size bed and full-size bathroom with a modern design. The living room has a brand new Italian-made queen-size sleeper sofa and a 65 SONY Smart TV that brings your in-home entertainment to your beach vacation. Books and kids' toys are also available. The kitchen features open shelving with a quartz countertop, stainless steel appliances, and a large counter with bar stools for casual eating. We love eating dinner on the lanai while watching the sunset paint the sky.brbrOn the second floor, we have an open loft-style primary bedroom with a king-size bed and an ensuite bathroom. There is also a 55 Samsung Smart TV.brbrWe have found our home to be comfortable for up to 6 adults or 6 adults and 2 children.brbr**Home Highlights**br- A/C in living space and first-floor bedroombr- King-size bed in both bedroomsbr- Italian-made Queen-size Sofa Sleeper in the living roombr- 65 SONY Smart TV in the living roombr- 55 Samsung Smart TV in the loft bedroombr- Luxury refrigeratorbr- Toto Washlet in the main floor bathroombr- Full washer and dryerbr- Free wireless internetbrbr**About the Reservation**br• In booking our home, you consent to completing a third-party identity verification. The screening will have to be completed within 3 days from booking or at least 24 hours before check-in, whichever is earlier, to fully confirm your reservation. You are welcome to reach out to us for complete terms regarding guest screening.br• Cancellation — Policy is upheld strictly. Extensions welcome based on availability. Shortened stays and date changes are subject to our cancellation policy. Travel insurance is strongly recommended.br• For stays longer than 180 days, we require a double cleaning fee, additional tenant screening, lease signing, and a security deposit to fully confirm your reservation.brbr**Additional Info About the Home**br• The condo is on the 3rd floor, and the complex does not have an elevator. You will need to climb stairs to enjoy the amazing two-level living with wonderful views!br• Hawaii's Natural Environment: Hawaii's beautiful tropical climate is part of what makes the islands so special—but it also comes with some unique aspects of island living. Occasional sightings of ants, cockroaches, termites, or geckos are common in Hawaiian homes and are not a reflection of cleanliness. To ensure a comfortable stay, the complex include routine pest control as part of our regular maintenance, just like professional cleaning. Every quarter a Hawaiin government approved pest control company will come into the unit to spray the baseboard. You don't need to be present during the 1 hour visit. Thank you for your cooperation. While we do our best to minimize any pest activity, the environment can still bring the occasional visitor. We appreciate your understanding and hope you enjoy the full experience of island life! brbr**About Fees & Pricing**br• The regular nightly rate covers 4 guests. Additional guest fees are $25 per person per night, up to a maximum of 6 guests. Please indicate an accurate number of guests.br• We utilize dynamic pricing. This means that booking rates may increase or decrease every day. We do not honor yesterday's pricing.brbr**House Rules**br• This is not a pet-friendly home. $500 fine for unauthorized pets.br• Strictly NO parties and events, quiet hours between 10pm and 8am, no smoking or vaping of any kind anywhere on the property, including outdoor areas, no digital piracy, no shoes in the home. $500 fine per violation.
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$211.88

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Intimate, beach side studio getaway

Kihei, Hawaii, United States

Welcome to Kihei Akahi D601, your Maui retreat just steps from the beach! This beautiful studio-style condo offers the perfect blend of comfort, convenience, and island charm — ideal for couples or solo travelers looking to experience the best of South Maui. Located directly across the street from Kamaole Beach Park II, one of Kihei's most beloved beaches for swimming, snorkeling, and sunsets, this cozy top-floor condo places you right where you want to be.brbrInside, you'll find everything you need for a relaxing stay. The fully equipped kitchen is stocked with cookware, utensils, and appliances, making it easy to prepare your favorite meals at home. A dining table for two creates the perfect spot for morning coffee or a quiet dinner in. The bathroom features a convenient shower/tub combo and a stacked washer and dryer — perfect for refreshing your beachwear during longer stays. The space also includes a Smart TV, window-unit air conditioning, and thoughtful island-style décor to make your stay as comfortable as it is inviting.brbrStep out onto your private lanai, where you can relax and take in the lush tropical greenery and partial ocean views. Whether you're sipping a glass of wine at sunset or starting your morning with a gentle ocean breeze, this outdoor space captures the peaceful spirit of Maui living. Kihei Akahi D601 offers a perfect Maui getaway for up to two guests, with all the essentials for comfort, convenience, and connection to the beauty of Hawaii.brbrPlease Note: Kihei Akahi charges a $25 Guest Registration Fee at the time of booking ($35 starting November 1, 2025). If you plan to bring a second vehicle, an additional $5 per day parking fee will apply.brbrGuests can enjoy access to two sparkling pools, tennis courts, and barbecue areas throughout the property. Resort quiet hours are from 10:00 PM to 8:00 AM to ensure a peaceful environment for everyone. Families are welcome to use the open greenbelt areas, though ball games and similar activities are best enjoyed at the nearby beach park. Pool toys are permitted for assisted swimming only. The condo's location is one of its biggest perks. You're just steps from Kamaole Beach Park II, perfect for swimming, snorkeling, and sunset strolls. A short drive brings you to Wailea and Makena beaches, famous for soft sand, turquoise waters, and luxury resorts. Within minutes, you'll find local restaurants, cafes, and boutique shops, plus golf courses and other attractions in South Maui. Whether you're seeking beach days, fine dining, or island adventures, Kihei Akahi places you right in the heart of it all.brbr​​​​​​​My Perfect Stays professionally manages this condo. Our team of professionals is located in Maui to provide our guests with exceptional service. In addition, we have after-hours emergency dispatchers to assist when needed.brbrACTIVITIES INCLUDED! By booking with My Perfect Stays, you'll receive one complimentary admission per day to a variety of popular activities. This perk applies to stays of less than 28 days only. Additional guests will pay full price, and unused admissions expire daily. Make the most of your stay with this exclusive bonus!brbrStandard Cancellation Policy:brIf cancellation notice is received 30 or more days prior to the check-in date, a 100% refund will be refunded within 10-14 business days from receipt of written cancellation.brIf cancellation notice is received at least 14 days prior to the check-in date, 50% of the booking will be refunded within 10-14 business days from receipt of written cancellation.brbrGE-026-166-6304-01 / TA-026-166-6304-01
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Exceptional(159)

$2740.78

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Private Vacation Home

Rare beachfront estate with 4 oceanfront apartments + optional cottage.

Kihei, Hawaii, United States

brNestled in the heart of Kihei at the northern end of picturesque Halama Street, this family-owned and legally permitted beachfront rental offers guests a truly memorable Maui experience. Rare beachfront family estate offering four separate oceanfront apartments with optional cottage accommodations, making it ideal for large families and groups traveling together while still enjoying privacy and independence.brbrPerfect For:br✔ Large familiesbr✔ Multi-generational vacationsbr✔ Family reunionsbr✔ Friends traveling togetherbr✔ Retreats and group getawaysbr✔ Guests seeking both togetherness and privacybr✔ Travelers wanting separate apartments in one shared beachfront locationbrbrThe property features two unique accommodation options: a two-story oceanfront building with four individual apartments and a detached two-bedroom cottage, which is rented separately as described below. Each accommodation is thoughtfully designed to provide comfort, convenience, and privacy, creating the perfect setting for family vacations, reunions, retreats, and group getaways.brbrOutdoor Amenities:brGuests can relax on the spacious, beautifully maintained oceanfront lawn lined with swaying coconut palms. The outdoor area features gas grills, picnic tables, lounge chairs, and seating areas perfect for gatherings, sunset dinners, or quiet moments by the ocean. The beach is peaceful and highly private, offering breathtaking sunsets just steps from the property.brbrThe nearby shoreline is ideal for snorkeling, kayaking, stand-up paddle boarding, wind and kite surfing, pole fishing, shell collecting, and more. Hawaiian sea turtles are frequently seen resting along the shoreline, and during whale season, guests may even spot whales passing offshore. Ocean and beach equipment can be rented from several nearby shops in town. While we do not provide beach gear, guests do have access to coolers, lawn chairs, BBQ facilities, and beach towels for added convenience during their stay. brbrConvenient Location:brThe property is centrally located near banks, grocery stores, shopping, restaurants, and a variety of local activities, providing guests with easy access to everything they need while still maintaining a peaceful and private beachfront setting away from the larger resorts and crowded tourist areas.brbrAccommodation DetailsbrbrThis listing is ideal for large families or groups and includes the following apartments within the two-story oceanfront building:brbrApt. #1 – Lower Level • 2 Bedrooms • 1 BathroombrApt. #2 – Lower Level • 1 Bedroom • 1 BathroombrApt. #3 – Upper Level • 2 Bedrooms • 1 BathroombrApt. #4 – Upper Level • 1 Bedroom • 1 BathroombrbrPlease note: The detached cottage is not included with this booking and must be reserved separately.brbrEach beachfront apartment includes a private entrance, kitchen, and bathroom, allowing guests to enjoy comfort and independence throughout their stay. All apartments are oceanfront, and the shoreline is located approximately 75 feet from the backyard. Please note that stairs are required to access all apartments, including the lower-level apartments, as well as the cottage, backyard, and beach area.brbrFor groups requiring additional space, the detached two-bedroom, one-bath cottage can be booked together with the apartment building to accommodate larger parties:brhttps://vrbo.com/1990869brbrEffective 1/23/26:brThere is daytime construction taking place on a neighboring property. Most guests find it minimally disruptive and continue to enjoy peaceful mornings and evenings during their stay.brbrPLEASE READ BEFORE BOOKINGbrbrIf your group exceeds 15 guests, the detached cottage must also be reserved. Maui County rental permit regulations allow a maximum of two guests per bedroom, including children over the age of two. Children under two years old do not count toward this occupancy limit.brbrIf you use Instant Booking for a group exceeding 15 guests, the cottage will not automatically be included in your reservation. Instead, it will be added separately through a payment request at a rate of $350 per night plus an additional $250 cleaning fee.
Bed 6

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Bath 4

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Sleep 15

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Exceptional(79)

$244.16

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Condo

Steps to beach! Beautiful renovated 1 bedroom

Kihei, Hawaii, United States

Our 1 bedroom, 1 bathroom condo is located at the Kihei Akahi in Building D which is at the back of the complex. It is on the 1st floor, one floor above the ground level. Picture 15 of the 23 posted provides a good perspective. Features include: GE kitchen appliances, granite counter tops, and cherry wood cabinets. New flooring throughout the entire unit, ceiling fans in the living room and bedroom, electronic door lock (no clunky lock boxes to fight with) and in suite washer / dryer. There is an Air Conditioner in the living room.brComplimentary 5G high-speed Wi-Fi, LED 45 inch flat-screen TV in living room (with Netflix!) . Sleep comfortably in the Queen size bed in the bedroom. The living room has a sofa that pulls out into a queen size bed. The kitchen is stocked with every cooking utensil you would ever need. For fun on the beach, there are beach chairs, beach towels a beach umbrella and a cooler. Hi-Rise bar chairs and table on the lanai provide a relaxing place to enjoy the sunset or your morning coffee. Tastefully decorated, you will feel right at home yet with a subtle island flair to remind you that you are no doubt in paradise.brFree parking in a dedicated parking stall is included. The property has 1 tennis court / pickle ball court, 2 gated pools with plenty of chaise lounges and 2 BBQ areas with gas BBQ’s for grilling up your steaks and fresh seafood. brKihei is beach-combing territory on Maui’s southwest shore, the sunniest and driest end of the island. Kihei Akahi is located across from Kamaole II Beach which is one of three of the finest beaches in Hawaii and is just a few minutes walk from the condo on foot. Not even 5 minutes!brKihei Akahi is a Hotel Zoned complex compliant with STR (Short Term Rental) legislation.
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Sleep 4

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Exceptional(13)

$860.64

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Condo

Ohana Hale

Kihei, Hawaii, United States

Summary:brbrSituated on a shared property, this inviting villa offers air conditioning in each bedroom, along with full ensuite bathrooms and private entrances that provide direct access to the shared pool. Designed for comfort and convenience, Ohana Hale is an ideal retreat for guests seeking a relaxed island stay in a beautiful, walkable location.brbrbrbrThe Space:brbrOhana Hale is a newly remodeled two-bedroom, two-bathroom villa designed for comfort and privacy. Guests may choose between a king bed or two twin beds in either bedroom to best suit their sleeping preferences. The bedrooms include beach towels, and each bathroom is stocked with bath towels, hand towels, and face towels. An initial set of travel-size shampoo, conditioner, soap, and lotion is provided in each bathroom for guest convenience. Guests can enjoy meals and relaxation on the private garden lanai, which is surrounded by lush tropical landscaping and offers a peaceful outdoor dining experience. The villa features a fully equipped kitchen with stainless steel appliances, along with glassware, cutlery, dishes, pots and pans, and baking trays. Additional kitchen amenities include a drip coffee maker, toaster, instant hot water boiler, blender, olive oil, salt, and pepper.brbrbrbrGuest Access:brbrGuests have access to the shared pool, communal yoga studio, BBQ gas grill, beach chairs, boogie boards, an umbrella, and beach cooler.brbrbrbrThe Neighborhood:brbrThis villa is a private tropical oasis only 50 yards from beaches, snorkeling, and surfing. Minutes away from shops, restaurants, food trucks, playgrounds, tennis courts, and skate parks. All are within walking distance from our beautiful property.brbrbrbrGetting Around:brbrFor the active and adventurous traveler, our prime location offers easy access to sunbathing, swimming, surfing, snorkeling, diving, stand-up paddleboarding, kayaking, and whale watching. Also, a golfer's paradise with nearby world-class golf clubs less than 10 minutes away in Wailea and Makena. Restaurants, shops, nightlife, cafes, farmer’s markets, and Kalama Park are within a 5-10 minute walk from Wailea Inn.brbrbrbrOther Things to Note:brbrGuests have access to our complimentary private Concierge service for assistance with arranging group activities such as luau's, whale watching and snorkel boat tours, private chefs/caterers, pre-arrival grocery service, in-residence spa services and group transportation.brbrbrbrInteraction with Guests:brbrThe Property Manager is available by phone and frequents the property daily. We're a locally owned and family-operated business, and we’re proud to call Maui our home. Because we live right here on the island, we’re able to offer a level of care and hospitality that truly sets your stay apart. We encourage our guests to reach out if they need any assistance during their stay.
Bed 2

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Bath 2

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Sleep 4

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Exceptional(7)

$283.1

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Condo

Kihei Akahi D506 Beautiful - Oceans Views

Kihei, Hawaii, United States

Book with us and come to Maui to explore everything we have to offer!brbrThis fantastic 1 bedroom 1 bath unit at Kihei Akahi complete with sleeper sofa in living room is the perfect spot for your Maui getaway. Enjoy the views and relax in the coolness from the living room Air Conditioner. This unit is just steps from the beaches of Kamaole Park II and has something for everyone. Take pleasure in walking along the beautifully manicured gardens Enjoy the tennis courts and 2 fantastic pools to relax in. Walk to numerous restaurants or enjoy a round of golf at one of the nearby courses in Wailea. Enjoy all the wonderful activities Maui has to offer: surfing, paddle boarding, diving, whale watching (in season), and dinner cruises! Enjoy the comforts and conveniences of home with a fully stocked kitchen and multiple BBQ's on property. After a fun day in the sun, relax at the kitchen island for a light meal, or enjoy Mai Tai's as the sun sets off the lanai. Free Wi-Fi and cable included. Truly a great place to relax.brbrThe unit is well stocked with kitchen ware and appliances, we also provide:br- beach chairs, beach towels, beach umbrella, sorry no snorkeling gear,br- a toiletries starter kit sufficient for short stay,br- a starter kit of laundry soap, dish soap, dishwasher soap, and kitchen cleaning supplies, br- drip coffeemaker and some coffee to get the trip startedbr- linens, towels, etc.brbrIf you have any questions, please let us know.
Bed 1

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Bath 1

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Sleep 4

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Exceptional(29)

$762.77

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Condo

Your Tropical Paradise Awaits @ Wailea Ekahi 5F

Kihei, Hawaii, United States

Summary:brbrOcean Breezes & Maui Magic: Wailea Ekahi Village Unit 5FbrbrbrbrThe Space:brbrPrime Location & Ocean Vistas: Escape to Maui's paradise at Wailea Ekahi Village unit 5F. This charming 2-bedroom, 2-bathroom condo boasts a prime location near the beachfront pool, pavilion, and Wailea Beach Walk. Relax on the second-floor lanai and soak in the ocean views that extend into the dining room and master bedroom.brbrbrbrRelaxation & Comfort:brbrbrbrUnwind in the living room's comfortable seating or whip up delicious meals in the fully-equipped kitchen, stocked with essential appliances. Both the dining room and lanai offer ample seating for enjoying meals with loved ones.brbrbrbrSerene Bedrooms:brbrbrbrThe primary suite is your private oasis, featuring a walk-in shower with stone inlay, a lanai with an ocean view, and ample closet space.brbrThe guest bedroom provides a tranquil retreat with a garden view lanai, twin and full-size beds, a dedicated workspace, and a private bathroom.brbrbrbrIn-Unit & Resort Amenities:brbrbrbrEnjoy the convenience of in-unit amenities like a washer and dryer and individual air conditioning in each room. Take advantage of the newly renovated pavilion's pool, grills, and full kitchen for poolside gatherings. Steps away, Keawakapu Beach beckons with swimming, snorkeling, and the chance to encounter fascinating marine life.brbrbrbrExperience Maui's magic at Wailea Ekahi Village unit 5F. Book your unforgettable island getaway today!
Bed 2

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Bath 2

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Sleep 6

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