Home Vacation Condo Rentals By Owner In Kihei, HI

Showing 2940 Of 3136 Vacation Rentals
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Exceptional(3)

$757.41

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Maui Hill 66 3BD Condo Near Keawakapu Beach

Kihei, Hawaii, United States

Maui Hill 66 NEW LISTING Experience Maui from this Amazing South Kihei Location, Walk to the Beach, Minutes to Wailea! brbrThis spacious and rare 3 bedroom, 3 full bathroom South Maui retreat is the ideal Hawaiian vacation home for families, couples, or friends seeking a relaxing island escape. The open and airy main living area features high vaulted ceilings, a fully equipped kitchen, and flows seamlessly through the living room out to the large furnished lanai, the perfect spot for relaxing with your morning coffee, or enjoying al fresco dining. Two generously sized primary bedroom suites, each with its own ensuite bathroom, ensure privacy and comfort for everyone in your party. The upstairs primary boasts a small standing room balcony, while the downstairs guest bedroom offers its own spacious furnished partial ocean view lanai overlooking the pool. Maui Hill Resort offers a relaxed, tropical atmosphere with amenities just steps from your door, including the sparkling pool and hot tub. From here, you're in an unbeatable location—across the street from the Kihei Small Boat Ramp and just a short stroll to Keawakapu Beach, one of Maui's most beautiful stretches of sand. The upscale resorts, golf courses, and beaches of Wailea are minutes away, along with Kihei's vibrant shops, dining, and attractions. Whether you're seeking adventure, relaxation, or a bit of both, Maui Hill 66 offers the perfect setting for your tropical escape.brbrComplimentary Activities, Every Day of Your StaybrbrEvery reservation with Maui Paradise Properties includes one free ticket per activity, each day to some of our favorite Maui experiences—plus unbeatable savings on other local favorites! This exclusive benefit is offered in partnership with Xplorie, giving you an easy way to add adventure, relaxation, and local flavor to your stay. Complimentary activities may include: Lu'au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental.br*Limit one free ticket per activity, per day, per reservation. Additional tickets available for purchase. Activities offered may vary by home or condo. Activity offer available for stays up to 35 nights. brbrCondo Highlightsbr-3 Bedroom, 3 Bathroom, Sleeps 8 guestsbr-Through wall air conditioning units in the living room and all 3 bedrooms br-Large furnished partial ocean view lanai off from the main living spacebr-King bed featured upstairs in the primary bedroom suite1br-King bed featured downstairs in the primary bedroom suite2 br-King bed featured downstairs in the guest bedroom3br-Queen sleeper sofa featured in the living roombr-Smart streaming TVs featured in the living room and all bedroomsbr-Fully equipped kitchen br-Primary bathroom1 upstairs features a tiled walk-in shower br-Primary bathroom2 downstairs features a tiled walk-in shower br-Guest bathroom downstairs features a tub/shower combobr-Interior dining table with seating for 6br-Outdoor dining table with seating for 6, and comfortable soft chair bistro set on the main lanai br-Outdoor soft chair bistro set on the guest bedroom lanaibr-In-unit washer/dryerbrbrMaui Hill Resort offers the perfect blend of comfort, space, and the relaxed island lifestyle Maui is famous for. Nestled on a gentle hillside in sunny South Kihei, the resort enjoys a peaceful setting across the street from the golden sands of Keawakapu Beach, and a short drive to Wailea's world-class beaches, dining, and shopping. The lush, landscaped grounds are filled with tropical flowers and swaying palms, creating a serene escape with plenty of room to unwind. Guests can enjoy the swimming pool, hot tub, tennis courts, bocce courts, shuffleboard, and a putting green, along with barbecue areas for island-style dining. Maui Hill Resort delivers a welcoming home-away-from-home in the heart of South Maui.brbrResort Highlights:br-Amazing South Kihei Locationbr-Expansive Family Friendly Hawaiian Resortbr-Located Across the Street from the Beautiful Sandy 7 Mile Long Keawakapu Beachbr-Beautifully Maintained Tropical Groundsbr-Swimming Pool & Hot Tubbr-Tennis Courtsbr-Putting Greenbr-Shuffleboard Courtbr-Bocce Courtbr-Gas BBQ Grillsbr-No Resort Feesbr-Free Parking brbrNo Mail Allowed: We are unable to receive USPS mail, including letters and packages at this rental. For medical-related items, please contact our Reservations Team for assistance.brbrMinimum age of primary renter: 25brbrWe provide the following in every unit:br-First Aid Kitbr-High Speed Internetbr-Linens and towelsbr-Iron and ironing boardbr-Hair dryerbr-Beach towels, Beach chairs, and Hard sided coolerbr-Starter Kit: Starter supply of shampoo, conditioner, body wash, hand soap, dish soap, laundry detergent, dishwasher tabs, toilet paper, paper towels, trash bagsbr*We don't provide beach umbrellas, toys, or gears, such as snorkeling, due to safety, health, and hygiene risks.brbrBEACHES & CRITTERS: The beach size in Hawaii varies month to month due to weather, heavy surf, strong currents, and tides. Due to Maui's rural setting, you may experience the occasional rooster, as well as harmless geckos. Geckos are friendly, eat insects, and are considered good luck in Hawaii. Please don't kill them. Although the HOA schedules regular professional pest control services, pests such as ants, roaches and rodents simply cannot be completely controlled in the tropics. Maui is in a tropical climate. If our guest spot more than the normal expected pests, we always make our best efforts to contact and work with the HOA to minimize your interactions with these pests. Any contact with such pests within or outside the unit does not constitute a breach of this Agreement or give Guest any right to any refund or rental adjustment.brbr**We make no guarantee that properties adjacent to the Unit will be free from disturbances, including but not limited to noise or inconvenience from construction, traffic or other guests or neighbors. Any such disturbance shall not constitute a breach of this Agreement or give Guest any right to any refund or rental adjustment. By booking your stay with us, you accept that Host is not liable for any inconveniences arising from any temporary defect or stoppage in supply of water, electricity, air conditioning or plumbing that is beyond their control. Host is not liable for any loss or damage to Tenants' personal property caused by weather conditions, natural disasters, or other events beyond their control. Tenants accept that the cable and internet service at the Rental can be sporadic and unreliable at times, and Tenant shall not be entitled to any refund of the rental fee in the event either of these services are unavailable or not operating properly during Tenants' stay.brbrGE-147-197-2864-01brTA-147-197-2864-01brTMK: 390040810066
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Exceptional(63)

$908.47

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Sale!! Gorgeous 3BR 2BA Villa in Wailea, With Ocean and Sunset Views

Kihei, Hawaii, United States

Location and views are everything when it comes to this home. Only a short walk to some of the most beautiful beaches in the world. Nestled in the heart of Wailea, most would consider to be the most beautiful and prestigious area of Maui. This RARE 3 bedroom villa has enough space for a large family, a group of good friends, and or a small family that enjoys their space or maybe would like to bring someone along to watch the kids while the adults enjoy some alone time. Take in everything this incredible island has to offer in this immaculate condo with all the comforts of home. This unit is one of the few with AC in every room, newly renovated kitchen, over-sized bedrooms, large open floor plan and spacious lanai this home can fit the entire family with luxury and ease. Enjoy breathtaking grand views of the deep blue pacific, hole 2 of the world class Blue Wailea Golf Course and Mount Haleakala. It’s unique design and placement allows guest to be able to enjoy full views of the ocean from all shared living areas. The master suit offers its own private lanai retreat overlooking Haleakala. The sunrise over this mountain makes for the perfect spot to sip your morning coffee.brNo matter what your needs are or what is on the agenda this home offers it all, Whether it’s enjoying a round of golf, utilizing the beach supply’s and spending the day at some of Maui’s world renowned beaches to include Wailea, Ulua, and Mōkapu all within 0.9 miles. Or if the beach isn’t on your addenda that day you can stay in and enjoy the two pools inside the Grand Champions estate so taking a dip or soaking in some sun will never be an issue.brThis home is also within walking distance to world class shopping, dining and the most extravagant resorts Maui has to offer to include The Grand Wailea, Four Seasons and Fairmont Kea.brIf it’s exploring the island you came for the easy access to the Piliani highway will make getting to any part of the island a breeze. If relaxing and comfort is a must there is nothing more calming then whale watching from your spacious 325sf wrap-around lanai or enjoy a glass of wine and have your breath taken way as you watch the sunset every night from your own private retreat.brFrom sunrise to sunset this home will help your vacation dreams come true.brWe invite you to come and make memories that are sure to last a life timebrAll you need is love and a sunset.
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Exceptional(140)

$412.8

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Panoramic Oceanview Penthouse with Private Lanai, Island Surf # 612, Kihei

Kihei, Hawaii, United States

Panoramic Oceanview Penthouse in the Heart of Kihei, in South Maui, Hawaii. brbrAll the fun and convenience you'd find at the big resorts without the large price tag. Located in the Heart of Kihei, in South Maui, Hawaii.brbrThis unit boasts gorgeous panoramic oceanviews from the moment you step in the unit. Enjoy watching surfers - whales during season - and spectacular Maui sunsets from your private lanai.brbrThis one bedroom penthouse unit is on the top 6th floor boasting a Panoramic Oceanview. It has a full bath. Available for up to two guests only. brbrThe unit has Koa Wood furniture featuring a King Size Bed and 2 end tables. Free Wifi, 65” cable TV with Bose speaker, comfortable sectional, floor to ceiling mirror, ACs, ceiling fans, security screen door, and use of a free washer & dryer. brbrIsland Surf has its own private solar heated swimming pool with 2 gas barbecues and an eating area with an Oceanview.brbrYou can walk to many beaches: Charley Young Beach - The Cove - and Kalama Ocean Park which has showers, picnic tables and bathrooms. Learn to surf, watch whales when in season, and see turtles along ocean paths. brbrIt is next door to South Maui Gardens: aka 'Maui's Hidden Oasis', set in a tropical setting with 14 delicious food trucks, live entertainment, Luaus, Hula Shows, Comedy Shows & a Farmers Market. You can walk to “The Triangle”: South Maui‘s Entertainment Center; which has live music, bars, local shopping and restaurants.brbrWe provide beach chairs, boogie boards, beach towels, cooler on wheels, hair dryer - and a copy of “Maui Revealed” for guest use. brThere is a Solar Heated Pool on the 2nd floor with 2 gas BBQs, tables & chairs.brbrWe are minutes away from Foodland Grocery, a Movie Theater, and a Maui Bus Stop. brbrNew Resort Retail Shops on 1st Floor: brGrab and Go Market-Kihei — Full service Convenience store.brPacific Whale Foundation — book a whale watch or evening dinner cruisebrMaui Dream’s Dive Co. — Full-service dive shop.brMid Pacific Tattoo — Voted “Best of Maui”. brMaui’s Best Massage — Full service SpabrOku Sushi — An authentic SushibrbrIncluded in this unit: brDe Longi Cappuccino/Espresso Machine,brWasher Dryer in unit, Free WiFi, 56” TV, Keurig, 2 beach chairs, 2 boogie boards, cooler on wheels, umbrella, beach towels, beach bag, hair dryer, towels, shampoo, bath soap, iron & small ironing board, clothes steamer & electric tea pot. brIsland Surf has 2 elevators, is handicapped and wheelchair accessible (may have limitations). brbrThe Island Surf Condominium is zoned as Condo/Hotel and as such is NOT subject to any of the efforts to convert short term vacation rentals to long term rentals. You do not have to be concerned at all in making a vacation reservation at this property. brPlease note that The Island Surf is a NO SMOKING building. There is a designated smoking area in the parking lot.brbrGE-107-344-6912-01 brTA-107-344-6912-01
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Exceptional(2)

$246.25

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Maui Sunset A412 Beach Front Condo

Kihei, Hawaii, United States

Maui Sunset A412 brbr***DISCLOSURE 11/6/25: The Maui Sunset homeowners association has informed us that an Underground Waste Pipelining project will begin for building A in April 2026, and that we cannot host guests in our unit between June 9 and July 20, 2026. More information regarding working hours and expected impacts will be provided as we receive them.brbrBeautiful oceanfront property located in the heart of Kihei! Steps away from the beach. Walking distance to shops and restaurants. Easy access to the highway to road to Hana, Haleakala Crater, Maui Ocean Center, Lahaina and to the Airport.brTaxi, Uber, Lyft and public transportation are also available in the area. (Bus stop is located right near Maui Sunset by South Kihei Rd). Relax with the whole family at this peaceful place to stay. Pack your suitcase and stroll away.brbrIndoor Features:br- 1 Queen Bed, 1 Queen Sofa Bed, 1 Single Murphy bed with 2 bathsbr- Full Kitchenbr- Washer & DryerbrbrOutdoor Features:br- Private Lanaisbr- Ocean View from the Lanaibr- Backyardbr-Free ParkingbrbrThe Area:br- 10 minutes walk to shops and restaurantsbr- 13 minutes drive to the Maui Ocean Centerbr- 20 minutes drive to the OGG Airportbr- 40 minutes drive to LahainabrbrHawaii Life Rentals is a locally owned, licensed real estate company with rentals on Kauai, Maui, Oahu, and Hawaii. We offer on-island personal assistance and Concierge services.brbrRates do not include taxes, cleaning and applicable fees.brbrHawaii Life/VRBO bookings: Guests must sign a rental contract within 48 hours of booking to confirm the reservation.brbrGE/TA-052-818-8928-01
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Exceptional(1)

$311.1

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Steps to Beach | Hot Tub | Luxe Maui Retreat

Kihei, Hawaii, United States

Summary:brbr 2-Min Walk to Pristine Kamaole Beach – Ultimate island escape!brbr Private Hot Tub & Resort Pool – Relax after sun-filled adventures.brbr ️ Luxury Beds & Linens – Guests rave about restful sleep.brbr ️ Fully-Equipped Kitchen – Cook gourmet meals with easebrbr. Fast WiFi + Dedicated Workspace – Ideal for remote work.brbr ️ Beach Gear Included – Chairs, snorkels & umbrellas for your fun!brbr Book Now – Prime dates fill fast!brbrbrbrThe Space:brbr Welcome! brbrbrbrStep inside this newly updated ground-floor condo, just steps from the breathtaking beaches of Kihei. brbrDesigned for ultimate relaxation, our home is ideal for couples, families & remote workers.brbrbrbr Spacious, Open-Concept Living Area – Bright, airy & stylish.brbr Fully-Equipped Kitchen – Premium appliances, perfect for cooking.brbr Private Lanai w/ Garden Views – Sip coffee, enjoy island breezes.brbr Resort-Style Amenities – Heated pool, hot tub, BBQ area & lush gardens.brbr Ultra-Comfortable Beds – Guests love the plush, cloud-like sleep.brbr Smart TV + Netflix & Cable – Entertainment at your fingertips.brbr Beach Essentials Provided – Chairs, towels, snorkels & cooler.brbr Prime Location – Walk to top-rated restaurants, cafes & nightlife.brbrbrbr✨ Your dream Maui retreat awaits! Reserve your stay today. ✨brbrbrbrGuest Access:brbrYou will be provided a code to check-in directly at the apartment using a keypad. No need to carry or find a key. Simple! How convenient!brbrbrbrOther Things to Note:brbr⚠️ House Rules:brbr No smoking |⏳ Quiet hours after 10 PMbrbrbrbr Seamless Check-In:brbr Smart lock – No keys, no stress!brbrbrbr ️ Limited Availability – Secure your Maui escape today!
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Exceptional(63)

$299.22

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404 - Gorgeous remodeled oceanfront 1 bed/1.5 bath unit spectacular view!

Kihei, Hawaii, United States

This fourth floor oceanfront condo at the Kihei Surfside Resort is located on the sought after proximate ocean side of the building, and has a spectacular ocean view from the living room, dining area, lanai and kitchen areas. It is one of the larger one bedroom units with 1.5 bathrooms (680 sq ft). The view of the ocean, its abundant wildlife and contrasting well-maintained green grass lawn area is a breathtaking place to relax oceanside. brbrThe kitchen and half bath vanities are done in rich cherry wood cabinetry and gorgeous grey granite countertops, which is consistent throughout the unit. The entire unit has cherry plank flooring. The lighting in the kitchen and dining room is controlled by dimmer switches. brbrThe kitchen is fully equipped with gorgeous, high quality stainless steel appliances, including a side by side refrigerator with ice and water dispenser, full size range, dishwasher, multi-function microwave oven, garbage disposer and a variety of small appliances including coffee maker, blender and rice maker. There is also a large selection of higher end pots and pans, baking pans, knife set, and ample matching dishes, glasses and cutlery. brbrThe living room has a queen size pullout sofa-bed and a brand new 48 flat screen LCD color TV with HD cable box and DVD player, and a multi speed ceiling fan. There is free wireless high speed internet and telephone with free long distance calling to the United States and Canada. brbrThe oceanfront dining area has a round rattan glass top table with 4 matching tropical chairs. brbrThe large, private lanai has a round table with two chairs – a perfect place to enjoy your morning coffee or a romantic oceanfront dinner! brbrThe bedroom has a high quality pillow top King sized bed, high quality bedding, flat screen TV, multi-speed ceiling fan, Hawaiian style furniture and large closet with a newly installed safe for safekeeping of your valuables. brbrThe master bathroom has a full size, walk in shower and a wood vanity with Corian countertop. Both bathrooms have Kohler toilets. brbrThis condo is fully equipped with fresh linens and towels, hair dryer, iron/ironing board. All units have beach towels and a cooler. Umbrellas 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. Coin laundry facilities are available on site.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!brbrThis unit is an excellent choice for guests who are looking for a beautifully remodeled unit in a spectacular location in the building with a breathtaking view of the Pacific Ocean and the West Maui mountains. brbrRates for one bedroom units are for up to 2 people. 3rd and 4th persons in the unit are $25/nt for adults and $15/nt for persons under 18. Maximum 4 people. brbrThe Kihei Surfside Resort consists of an absolute oceanfront concrete building of 6 floors and 84 deluxe units with an elevator. There is free parking on site. The resort is a twenty-five minute drive from the Kahului Airport (OGG). Rental cars are available at the airport or in Kihei town. There are also taxis available at the airport (about $50), a shuttle bus and public transportation. brbrVirtually all of the properties and resorts in Kihei are either located right on busy S. Kihei Rd., or if they are set back from the road - are across from the street from the ocean. One unique feature of the Kihei Surfside is that it is located at the quiet end of S. Kihei Road, AND is set back 300 feet from S. Kihei Road AND is located right on the ocean! Because it is hard to see from the road, many first time Surfside guests say that even though they have visited Kihei many times, they had never seen the resort! brbrAnother unique feature of the property is that we have a 2 acre, immaculately kept oceanfront lawn area with dozens of loungers, with a heated swimming pool and deluxe barbeque facilities. In season, there are daily whale sightings from both the grounds and lanais. In fact, the Pacific Whale Foundation conducts their annual whale count from our property. The building is located at the north end of Keawakapu Beach, one of the most beautiful beaches on Maui, where you can walk for miles past some of the most expensive oceanfront homes on the island and the luxurious hotels of Wailea, including the Grand Wailea Hotel. It is customary for the residents of the Kihei Surfside to gather each evening for cocktails on the shore near the tiki torches for a traditional Hawaiian sundown ceremony. Feel free to join in - this is a great opportunity to meet your neighbours and fellow vacationers!brbrThe island also has a Costco and a Wal-Mart, brbrThere is never any shortage of things to do on Maui. The Shops at Wailea, Wailea Golf Club, Wailea Tennis Club and Makena Golf Club are within a five minute drive. The Kihei boat ramp is located 100 yards north of the property. Several of the tour operators for snorkelling and diving launch here. See Maui Dive Shop, Makena Coast Dive Charters, and Blue Water Rafting. Maalaea harbour is a 20 minute drive, and from there you would get the fishing charters and sunset dinner cruises, or visit the Maui Ocean Center. The old whaling town of Lahaina is a 45 minute drive, from there you can ride on the Atlantis Submarine, or go for a boat trip with the Pacific Whale Foundation. Helicopter tours are available from the airport. See Blue Hawaiian Helicopters or Air Maui. Feeling adventurous Try riding a bike down Mount Haleakala - Haleakala Bike Company. For exercise enthusiasts, there are a couple of gyms nearby – Powerhouse Gym, Valley Isle Fitness, and Pilates Maui. There is also a yoga studio Maui Yoga Path right across the parking lot.brWe do not officially endorse any of these products or services, but provide you these links to help you plan a great vacation! brbrHawaii State Tax # TA-154-787-6352-01
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Exceptional(11)

$416.92

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SUMMER SALE! Remodeled 2BR Beach Retreat Across from the Beach - Kamaole Sands 4413

Kihei, Hawaii, United States

FLASH SUMMER SALE!!! We're offering exclusive discounts on all summer stays booked this week—don't miss out on these updated lower rates.brbrRemodeled Coastal Style 2 Bedroom, 2 Bathroom Beach Retreat Across the Street from Kamaole III Beach Park in Kihei! - Kamaole Sands 4413brbrWelcome to your Maui Retreat: Escape to paradise with our remodeled 2bedroom, 2bathroom beach style condo, nestled on the top floor a block from the pristine shores of Kamaole III Beach Park. Step into coastal bliss as you enter our island-style sanctuary, where every detail exudes relaxation. Enjoy the spacious comfort of this thoughtfully designed living space, with tasteful decor and stylish furnishings. Whether you're lounging on the lanai, in the living room, or whipping up culinary delights in the fully equipped kitchen, every moment promises comfort and convenience. Retreat to the tranquility of our well-appointed bedrooms, where plush bedding ensures restful nights and rejuvenating mornings, and with two full bathrooms offering modern amenities and sleek finishes, pamper yourself in style as you prepare for another day of adventure. Whether you're strolling along the shore, exploring local shops and restaurants, or simply basking at the pool in the warmth of the Hawaiian sun, our beach condo promises an unforgettable getaway. Book your stay today and experience island living at its finest!brbrManaged by Maui Paradise Properties, a 100% locally owned and operated, fully licensed real estate brokerage specializing in vacation rentals.brbrComplimentary Activities, Every Day of Your StaybrbrEvery reservation with Maui Paradise Properties includes one free ticket per activity, each day to some of our favorite Maui experiences—plus unbeatable savings on other local favorites! This exclusive benefit is offered in partnership with Xplorie, giving you an easy way to add adventure, relaxation, and local flavor to your stay. Complimentary activities may include: Whale Watch (seasonal), Sunset Dinner or Snorkel Sail, Farm Tours, cultural activities and more!brbrLimit one free ticket per activity per day, per reservation. Additional tickets available for purchase. Activities offered may vary by home or condo. Activity offer available for stays up to 35 nights. brbrCondo Highlightsbr• 2 Bedroom, 2 Bathroom, Sleeps 6 guestsbr• Split AC units in the living room and both bedrooms br• Furnished lanai with a partial ocean viewbr• California King size bed in the upstairs bedroombr• Two Full size beds in the second bedroombr• Sleeper-sofa in the living roombr• Ceiling fans in both bedrooms br• Flat screen smart TV in the living room and both bedroomsbr• Fully equipped kitchen with stainless steel appliancesbr• Dining table with seating for 8 and kitchen island with 4 counter stoolsbr• Outdoor lanai table with seating for 4br• Guest bathroom downstairs with a remodeled tile shower br• Upstairs Primary en-suite bathroom with a remodeled tile showerbr• In-unit washer/dryerbr• STAIRS: Must climb spiral staircase inside the unit to access one of the bedroom and bathroom.brbrResort Featuresbr• 15 Acres of Lush Tropical Landscapebr• Low rise two story buildingsbr• Swimming Poolbr• Hot Tubsbr• Access across the street to Kamaole Beach Parks and beachesbr• Shared BBQ areasbr• Tropical Landscapingbr• Tennis Courtsbr•Pickleball Courtsbr• Fitness Centerbr• ElevatorbrbrKamaole Sands Resort is conveniently located in Kihei, Maui, across South Kihei Rd. from the Kamaole Beach parks. The South Kihei beach parks are an amazing spot to enjoy the ocean and watch amazing Maui sunsets. Kihei boat ramp is just down the street where you can find the best Maui boat excursions including Molokini snorkel trips or fishing charters. You can't beat this convenient location, just a few minutes from all the Kihei shopping and restaurants and also a few minutes from the luxury of Wailea Resort area and the famous Shops at Wailea.brEffective 6/1/25 Resort Fees: There is a one-time $40.00 + tax resort fee & $35 registration fee that is collected by the resort upon check in.brbrLocal Areabr• Near Kamaole Beaches I–III, known for soft sand, gentle waves, and lifeguard stations (family-friendly)br• Close to dining options like Kihei Caffe, Nalu's South shore Grill and Coconut's Fish Cafébr• Central South Maui hub with shopping, groceries, and nightlife within minutesbrbrThe Maui Paradise Properties Differencebr• Locally Owned & Operated: Nearly 500 handpicked vacation homes across Maui, managed by our on-island team.br• Personalized, 24/7 Guest Support: Real people, real help—before, during, and after your stay.br• Professionally Managed & Safety-Focused: Licensed, responsive, and committed to guest well-being.br• Free Daily Island Activities: Enjoy exclusive access to complimentary activities and local experiences during your stay.brbrMaui Compliance DetailsbrGE-183-313-3568-01brTA-183-313-3568-01brTMK: 390040040140
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Exceptional(20)

$256.17

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Maui Sunset A303 - Great large 1 bedroom close to ocean

Kihei, Hawaii, United States

Book with us and come to Maui to explore everything we have to offer!brbrThis nicely furnished 3rd floor 1 bedroom with 2 bathrooms is the perfect place to relax when in Maui. Full sized kitchen and large living room to relax in after your busy day under the Maui sun. Located on the third floor, this unit stays naturally cool, complemented by a large AC unit and television in the spacious living room. The bedroom features a queen bed and its own AC, while the living room offers additional sleeping options with a queen sleeper sofa and a full-size daybed. Located directly right next to Waipuilani Park so you can snorkel, play tennis or pickle ball, or take in the amazing Maui sunsets. You'll also be just a short walk from shops and restaurants!brbrEnjoy the beautifully well manicured lawns and have some fun playing shuffle board. Enjoy the onsite fitness center, pool with large pool deck, and jacuzzi. Close to numerous restaurants or enjoy a round of golf at one of the nearby courses. The beach is very popular for wind surfing, kite surfing, and paddle boarding. During the winter enjoy watching the whales across Maui Bay! Or lounge on the beach with all the gear you need (beach chairs and beach towels). 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.br- AC's in the bedroom and living roombr- sofa bed and day bed in the living room next to the 2nd bathroombrbrIf you have any questions, please let us know.
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$458.82

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Ocean view, fully remodeled, 2nd floor, few steps away from the best beaches

Kihei, Hawaii, United States

**Welcome to Your Perfect Maui Getaway!**brbrNestled on the second floor with breathtaking views, our recently remodeled rental unit offers a seamless blend of modern comfort and coastal tranquility. Enjoy stunning vistas from the lanai, overlooking a beautiful green belt with large trees, lush green grass, and ocean views. Our unit is just 50 steps away from Maui’s renowned Charley Young Beach—known for its pristine sands and turquoise waters—ensuring easy access to one of the island's most beautiful beaches.brbrInside our spacious 750 sqft unit (also elevator accessible), you'll find two well-appointed bedrooms and two bathrooms, designed with relaxation and convenience in mind:brbr- Master Bedroom: Features a plush queen-size bed and an attached private full bath with a walk-in shower and luxurious rainshower head.brbr- Second Bedroom: Includes a high-end queen-size bed, ensuring a restful night's sleep. A second bathroom, located adjacent, provides perfect privacy for both bedrooms.brbr- Additional Sleeping Arrangements: The living room includes a sofa with a very comfortable queen-size mattress, allowing the unit to accommodate up to six guests comfortably.brbrBoth bathrooms are beautifully tiled and feature walk-in showers with rainshower heads. We've stocked them with high-quality towels, shampoo, conditioner, body wash, and all the essentials to ensure your stay is as comfortable as possible.brbrThe fully equipped kitchen offers everything you need to prepare meals, from modern appliances and cookware to ample counter space. Whether you’re making a quick breakfast before a day at the beach or cooking a gourmet dinner to enjoy on the lanai, our kitchen has you covered.brbrFor your convenience, we provide a full range of amenities, including kitchen towels, detergent, and softener for the washing machine. Beach lovers will appreciate the comprehensive set of gear available for their use: chairs, towels, kids' toys, beach shoes, boogie boards, a cooler, a mat, a life jacket, and snorkeling gear with fins.brbrEnjoy the best of Maui from our beautifully remodeled retreat. Whether you're sipping wine or coffee on the lanai while gazing at the ocean and the lush green surroundings, lounging on the comfortable living room sofa, or exploring the stunning Charley Young Beach, our rental provides the perfect home base for your island adventures. Experience comfort, convenience, and the beauty of Maui like never before.brbrWe actually have been renting this unit since 2022 on the other short term rental site with excellent customer reviews (4.94/5.0 reviews). You can see the screenshot of our reviews in the photos. We are a SUPER HOST at airb-n-b. This unit is one of the top 5 highest rated units in its vicinity. We just decided to expand our listing to vrbo and this is why we don't have many reviews here yet.
Bed 2

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Sleep 6

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Exceptional(28)

$339.52

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Condo

405 – Lovely Oceanfront Unit With Amazing Views!

Kihei, Hawaii, United States

This fourth floor, remodeled oceanfront condo at the Kihei Surfside Resort is located on the sought after ocean side of the elevator. It has a great ocean view from the kitchen, living room, dining area and lanai. It is a one bedroom, one and one half bath unit (680 sq ft). It has been remodeled and refurnished, and is lovely in every way! brbrThe unit has porcelain flooring in the hallway, kitchen and bathrooms. The bedroom and living room are carpeted. All the maple cabinetry is consistent throughout the unit, and all countertops and vanities are topped with beautiful granite. The kitchen is fantastic! It is fully equipped with white appliances, including a fridge/freezer, flat top stove , quiet dishwasher, multi function microwave oven, garbage disposer and a variety of small appliances including coffee maker, coffee grinder, toaster, blender, crock pot, rice maker and hand mixer. There is also a large selection of higher end cookware, baking pans, BBQ tools and ample matching dishes, glasses and cutlery. brbrThe living room has a high quality queen size sofa-bed and a large 56 flat screen LCD HD color TV, DVD player, and a multi speed ceiling fan. brbrThe dining area has a round table with 4 matching leather chairs. brbrThe private lanai has a bistro table with two reclining bistro chairs – a perfect place to enjoy your morning coffee or a romantic oceanfront dinner! Turtles and dolphins can be seen year round, whales in season. brbrThe entry hall is tiled, with a tropical rattan dresser. There is free high speed internet and free long distance calling to the United States and Canada. brbrThe bedroom has a California King size bed, multi speed ceiling fan, beautiful Koa Hawaiian style wood furniture, plantation shutters, clothes closet, digital security safe.brbrThe bathroom has a full size, walk in shower with an adjustable spray shower head. There is a beautiful vanity with granite counter top. brbrThis condo is fully equipped with fresh linens and towels, hair dryer, iron/ironing board. All units have beach towels and a cooler. Umbrellas 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. Coin laundry facilities are available on site.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!brbrThis unit is an excellent choice for guests who are looking for high end accommodation with a spectacular location and unobstructed view of the Pacific Ocean and the West Maui mountains. brbrRates for one bedroom units are for up to 2 people. 3rd and 4th persons in the unit are $25/nt for adults and $15/nt for persons under 18. Maximum 4 people. brbrKihei Surfside Resort is located at 2936 S. Kihei Road, South Kihei at the entrance of beautiful Wailea. This is the desert part of Maui, where the sun shines more than any other part of the island. The Kihei Surfside Resort consists of an absolute oceanfront concrete building of 6 floors and 84 deluxe units with an elevator. There is free parking on site. The resort is a twenty-five minute drive from the Kahului Airport (OGG). Rental cars are available at the airport or in Kihei town. There are also taxis available at the airport (about $50), a shuttle bus and public transportation. brbrVirtually all of the properties and resorts in Kihei are either located right on busy S. Kihei Rd., or if they are set back from the road - are across from the street from the ocean. One unique feature of the Kihei Surfside is that it is located at the quiet end of S. Kihei Road, AND is set back 300 feet from S. Kihei Road AND is located right on the ocean! Because it is hard to see from the road, many first time Surfside guests say that even though they have visited Kihei many times, they had never seen the resort! brbrAnother unique feature of the property is that we have a 2 acre, immaculately kept oceanfront lawn area with dozens of loungers, with a heated swimming pool and deluxe barbeque facilities. In season, there are daily whale sightings from both the grounds and lanais. In fact, the Pacific Whale Foundation conducts their annual whale count from our property. The building is located at the north end of Keawakapu Beach, one of the most beautiful beaches on Maui(voted Maui's most romantic), where you can walk for miles past some of the most expensive oceanfront homes on the island and the luxurious hotels of Wailea. brbrTA#-046-638-1312-01
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Sleep 4

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Exceptional(75)

$334.61

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Large Designer 2 Bed/2 Bath Condo with Ocean Views & Beach Across the Street

Kihei, Hawaii, United States

Aloha & Welcome to Your Maui Retreat at Kamaole Sands!brbrTrade everyday scenery for swaying palms, sparkling blue water, and golden sand. Nestled in the preferred large-floor-plan layout of Building 9, our newly refreshed 2-bed/2-bath condo delivers the space, privacy, and resort perks that make island life effortless.brbrWhat You’ll Lovebr• Vaulted Ceilings & Extra-Wide Living Area – Light pours in, coastal breezes flow, and there’s room for everyone to kick back.br• Ocean-View Lanai – Sip sunrise coffee or toast sunset with a front-row seat to breaching whales (in season) and fiery skies over the Pacific.br• Split-Bedroom Design – Primary suite (king, ensuite bath) and guest suite (queen + twin) sit at opposite ends for true quiet time.br• Fully Stocked Kitchen – Sharp knives, quality cookware, and beach-friendly dinnerware mean delicious meals in and less time waiting for restaurant tables.br• Ice-Cold Split A/C + Ceiling Fans – Quick, even cooling after a sun-soaked beach day.br• Home Essentials – In-unit washer/dryer, fast Wi-Fi, smart TVs in every room, and reserved parking right out front.brbrResort Extrasbr• Resort-Style Pool & Hot Tubs (plus a shallow kiddie pool) surrounded by lush gardens.br• Fitness Center & Tennis Courts – Keep your routine on track, then unwind under the palms.br• BBQ Pavilions & Picnic Areas – Grill the day’s fresh catch steps from your door.brbrWalk-Everywhere Locationbr• Kamaole Beach III – 2-Minute Stroll across the street. Powdery sand, lifeguards, gentle afternoon surf for kids, and top-notch snorkeling along the reef.br• Boat Ramp (5-Min Walk) – Board snorkeling, Molokini, and sunset-sail charters without the drive.br• Dining & Shops – Cafés, food trucks, restaurants, and gear rentals line South Kihei Road within a few blocks.brbrEasy Island Exploringbr• Wailea’s Championship Golf & Shops – 5-minute drive south.br• Haleakala Summit – ~1 hr 30 min for sunrise above the clouds.br• Road to Hana – Start in 45 min; take the day for jungles & waterfalls.br• OGG Airport – About 25 min door-to-door.brbrWhether you’re a snug family of three, two couples seeking space, or friends chasing island adventures, this Kamaole Sands condo delivers the perfect blend of comfort, coastal style, and “walk-to-everything” convenience.brbrBook now and start counting sunsets—paradise is waiting!brbrPlease Note: There is a separate one-time Resort Fee of $79.58 due upon registering at the front desk at time of check in.
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Exceptional(85)

$357.26

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LUXURIOUS HIGH END FINISHES-OCEAN VIEW-LARGE LANAI-METICULOUS CLEANING-AC

Kihei, Hawaii, United States

Book with confidence, this stunning, 1 bedroom, 2 bathroom (820 sq. ft) condo has been remodeled from top to bottom with high end finishes. This condo offers an exceptional vacation experience and is fully equipped with everything that you need to have a great vacation. The condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our guests. We are committed to provide our guests a clean and sanitized unit, by following enhanced cleaning protocols developed by experts in the health and hospitality industry. Some of the features of the condo include:brbr-Kamaole Sands Building #3 , Unit 302br-Beautiful Ocean and Garden Viewsbr-Quiet Inner Court Locationbr-Large Lanai With A Chaise Lounge Chairbr-All New Cabinetry With Quartz Countersbr-Luxury King Bed In The Master Bedroombr-Queen Sized Murphy Bed In The Living Room Areabr-Free WIFI Internetbr-Blu Ray DVD Playerbr-Bluetooth Soundbarbr-Full Sized Washer / Dryerbr-Tile Flooring Throughoutbr-AC Throughoutbr-Fully Equipped Kitchen With BBQ Platters And Utensilsbr-Stainless Steel Appliancesbr-2 Large Flat Screen TV'sbr-Kamaole Beach 3 Is Right Across The Streetbr-Tommy Bahama Beach Chairsbr-Boogie Boardsbr-Beach Umbrellabr-Beach Coolerbr-Large Pool Area At The Resortbr-BBQ Areas Throughout The Inner Courtbr-Fitness Area br-2 Hot Tubsbr-Tennis Courtsbr-Foosball Tablebr-Ping Pong TablebrbrKamaole Sands is one of the most popular resorts in South Maui. Within a short distance are world class restaurants, shopping, and golf courses. This is a phenomenal accommodation at a reasonable price.brbrHI Tax ID: TA-111-513-3952-01brbrWe Accept Visa And MasterCardbrbrTo Reserve The Condo, We Take A $400.00 Deposit And The Balance Is Due 30 Days Prior To Your Arrival.brbrCancellation Policy: If you cancel prior to the balance being due (30 days prior to arrival), nothing further for the reservation would be processed and you would only forfeit the deposit.  If you cancel after paying in full, we will refund you for any nights that we are able to rebook, minus the $400.00 deposit.  If we were to close to tourism, you would be fully credited the amount that you have paid towards a future booking and the balance would not be processed. Travel Insurance is available and strongly encouraged.
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Exceptional(23)

$605.16

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Beautiful 3 Bedroom Condo with Ocean View, Pool, Walking Distance to Beach

Kihei, Hawaii, United States

Address for this Condo: 99 Walaka St. #15, Kihei HI 96753brbr***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** brbrWelcome to beautiful Koa Kai 15! This upgraded 3 bedroom/2 bathroom condo is fresh, bright, clean and inviting. This condo has been recently remodeled and is the perfect place to spend your Maui getaway! The large lanai offers additional space to relax and soak in the gorgeous ocean view and cool Maui breeze. brbrThe layout offers two bedrooms on the first floor level, located on opposite ends of the unit, providing separation of space and privacy. The 3rd bedroom is located upstairs in the loft with two single beds. There is also a queen pullout sleeper sofa for additional guests. There is a hallway bathroom with a large bathtub for relaxation, and a primary bathroom located in the primary suite. brbrThe living room and kitchen space have an open floor plan with couch, chairs, and barstool seating, with a large dining table located on the lanai. The kitchen is fully stocked with all the equipment you might need to prepare your own home-cooked meals. brbrThere are both Split System AC handlers and Window AC units in the condo for your comfort. However, in the cooler months, it is always an option to open up the lanai doors and let the Hawaiian trade winds in! brbrThe condo comes with a parking stall and additional guest parking available, free high speed WIFI, and a washer and dryer in the condo. The condo is also stocked with beach chairs, beach towels, an umbrella, and a cooler for use during your stay. brbr****This Condo Is Located On The 3RD Floor With NO Elevator Access*** brbrKoa Kai is a smaller boutique complex located just up the street within walking distance from Charley Young Beach and Cove Beach Park in South Kihei. The complex features lush landscaping with tropical flowers and birds and beautiful pool. There is a barbeque located in the pool area courtyard for guest use. Just a short walk away from the complex you can find shopping and a variety of restaurants. Within 10 minutes drive you also have access to world class shopping, dining and golf in the South Maui resort area of Wailea.
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Exceptional(6)

$424.77

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Wailea 2BR Condo-GC100. Golf Course View. Full AC. Walk to Shops & Beaches

Kihei, Hawaii, United States

Special Summer Rates and discount for 7 nights or more!br Welcome to Grand Champions #100, a meticulously updated 2-bedroom, 2-bathroom villa located in the heart of Wailea. Overlooking the 3rd hole of the Wailea Blue Golf Course, this spacious retreat features crisp, cool AC in all rooms, vaulted ceilings, modern upgrades, and spectacular views of sunrise over Haleakalā and sunset over the Pacific.brbrWhat You’ll Love:brbrOpen-concept living area with vaulted ceilings and private lanaibrbrCalifornia king primary suite with en suite bath and oversized dual-head showerbrbrGuest bedroom with twin beds (convertible to king upon request) and ocean/sunset viewsbrbrQueen sleeper sofa—comfortably sleeps up to 6brbrEfficient ductless split AC in every roombrbrFully equipped gourmet kitchen + dining for 4 indoors and 4 outdoorsbrbrSMART TVs, free WiFi, and in-unit washer/dryerbrbrComplimentary beach chairs and gearbrbrResort-Style Amenities:brbr2 pools and 2 hot tubs set among 12 acres of lush landscapingbrbrMultiple gas grill stations for easy outdoor diningbrbrFree on-site parkingbrbrQuiet, gated community with tropical gardens and water featuresbrbrPrime Wailea Location:brbrSteps from Wailea Tennis Club and award-winning Wailea Blue Golf CoursebrbrWalk to 4 different mall areas for dining, boutiques, and galleriesbrbrMinutes to world-class beaches: Ulua, Wailea, and KeawakapubrbrEasy access to Wailea’s other championship golf courses, spas, and luxury resortsbrbrGrand Champions #100 offers the perfect combination of comfort, views, and convenience—whether you’re enjoying coffee at sunrise, cocktails at sunset, or a stroll to the beach, this villa is the ideal Wailea escape.brbrPlan your stay with peace of mind: All reservations currently being accepted are not impacted by local legislation.brThe owner has entrusted Aloha Vacations Maui to expertly host their guests and create exceptional, memorable island experiences. Stay with a small, local company with the experience to make your trip seamless, and who truly cares that you feel at home and enjoy every moment of your 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.brbr-No more than 2 cars allowed per unit-br*Fees include Damage Protection up to $1500 of accidental damage. Coverage requires the guest report the issue to us so please let us know any mishaps or issues ASAP.*brbrRegistration number: TA-038-838-4768-01 / TMK-210081040100
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Bath 2

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Sleep 6

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