Home Vacation Home Rentals By Owner In Kihei, HI

Showing 20 Of 137 Vacation Rentals
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Exceptional(22)

$1538.73

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Private Vacation Home

Secluded home with spectacular ocean and sunset views

Kihei, Hawaii, United States

Kihei's Hidden Gem (B&B permit #BBKM20210002)broffers an ideal setting for your family or group to experience a memorable Hawaiian getaway. This brand new south Maui vacation rental boasts ocean, mountain, and sunset views, a private pool, central air conditioning, and a peaceful location, with easy access to adventures on every part of the island.brbrComplete with plenty of comfortable seating in the living area, a dining table for 8, and bar seating at the kitchen island, the upstairs great room in Kihei's Hidden Gem provides the perfect gathering spot for quality time together. Its well-equipped kitchen features high-quality appliances, plenty of counter space, and everything you need for relaxing meals at home. A wall of sliding doors opens from the great room to the upstairs lanai and an expansive view of the ocean, where additional lounge seating and a dining table for six create opportunities for lingering over a morning cup of coffee or sunset cocktail.brbrThe home's two large master bedrooms (one upstairs, one down) feature king beds, direct lanai access, and en suite baths, dual sinks, and large walk-in showers. On the lower level, guests will find a third bedroom with twin beds, and a fourth with two sets of bunk beds, each with an upper twin and lower double. The downstairs hall bath provides a dual sink vanity and a tub/shower combo.brbrSliding glass doors lead from the downstairs master and the bunk bed room to a lovely pool area, with places to lounge in sun or shade, surrounded by tropical landscaping. A Baja shelf serves as a great place for sunbathing or playing with the kids, and the pool comes stocked with floats and noodles. After a day of fun in the sun, guests can take advantage of another heavenly aspect of island life - the private outdoor shower.brbrThis Kihei vacation rental home enjoys a fabulous location on Maui's sunny south side, close to stunning stretches of sand like Keawakapu, Wailea Beach, and Makena (Big Beach). Wailea town's world-class dining, shopping, and golf courses are also nearby, along with activities like surfing, snorkeling, stand-up paddling, and hiking. Just a five-minute drive from grocery stores and restaurants, and a 15-minute drive from Kahului Airport, Kihei's Hidden Gem offers the ideal home base for exploring the Valley Isle, from the renowned waves of the north shore, to the Haleakala volcano, to the incredible beaches of the west side.brbrPLEASE NOTE: There is no fence between the pool and the downstairs rooms which open on to the pool deck! (see pix). While we have installed additional locks to protect little ones, guests should be aware of this.brbrTMK number 390390660000brTAT number TA-091-675-8528
Bed 4

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Bath 4

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Sleep 10

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$350.79

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Private Vacation Home

Spacious 2Bed 2Bath Maui Condo w/ Huge Lanai & Pool Views – Steps to Beach!

Kihei, Hawaii, United States

Your perfect Maui getaway awaits in this beautifully equipped, spacious 2-bedroom, 2-bathroom condo at the highly desirable Kamaole Sands complex!brNestled in Building 6, Unit 405, this premium 4th-floor retreat offers one of the largest floor plans available: 1,300 sq ft of bright interior space plus a massive 150 sq ft lanai — a rare combination found only in select 4th-floor units. Enjoy a prime inner-circle location with beautiful views overlooking the sparkling pool, lush tropical gardens, and partial ocean glimpses. Just steps across the street from Kamaole Beach Park III — a local favorite for swimming, snorkeling, boogie boarding, and unforgettable sunsets — this well-maintained condo delivers the ideal blend of convenience, comfort, and true Hawaiian aloha for your dream vacation.brStep inside to vaulted ceilings, a unique spiral staircase, and fresh renovations completed in July 2025, including pristine bathrooms and modern finishes throughout. The fully equipped kitchen features full-size appliances, perfect for preparing meals at home. Dine comfortably with seating for 6 at the dining table or enjoy al fresco meals on the large lanai. The living room offers a large L-shaped couch and a 55 WiFi-enabled smart TV with full cable and Disney+ (available on all TVs) — ideal for relaxing after a day at the beach.brUp the spiral staircase, the master suite features a king bed, 43 smart TV, and private ensuite bathroom with a waterfall walk-in shower. The guest bedroom includes two queen beds and its own 43 smart TV. A full bathroom with shower/tub combo is conveniently located on the main level. Stay cool and comfortable year-round with a new split AC system (installed November 2026) and ceiling fans in every room. A stacking washer/dryer makes it easy to pack light!brResort Amenities Spread across 15 beautifully landscaped acres with tropical gardens, ponds, and waterfalls, Kamaole Sands offers:br• Large main pool + shallow kiddie poolbr• Two jacuzzis (one family-friendly, one adult-only)br• Full gym overlooking the pool areabr• Free tennis/pickleball courts (rackets available for rent on-site)br• Table tennisbr• Shared BBQ areasbr• Free book lending librarybr• On-site activity conciergebr• Elevators in every buildingbr• Free assigned parkingbrMaximum occupancy is 6 guests.brGuest Access & Important Notesbr• Keyless entry with code provided on day of arrivalbr• Mandatory registration at the 24/7 Kamaole Sands office upon check-in (includes an $80 resort fee, subject to change, covering parking and amenities)br• Failure to register will result in a $150 penaltybr• Beach supplies (chairs, boogie boards, coolers) are provided when available (refreshed periodically, but not guaranteed due to wear and tear); beach towels are always included. Affordable rentals are available on-site or nearby.brThis condo is on the 4th floor (accessible by elevator or stairs). We work hard to provide an exceptional stay and love welcoming respectful guests! Extra fees apply for rule violations, damage, or excessive cleaning needs.brYour Maui home-away-from-home is ready — book today and start making memories to last a lifetime!
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Bath 2

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Sleep 6

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Exceptional(24)

$325.96

/ Nightly
Private Vacation Home

Sugar Beach Resort Condo w/ A/C, Free WiFi-Near Everything

Kihei, Hawaii, United States

Sugar Beach Resort 523brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrJoin the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this exceptional beachfront location. Wake up to the gentle sound of waves breaking along the five miles of white-sand beach. When you stay in a Sugar Beach condo, you’ll have access to one of Maui’s best beaches for strolling, sunning, and swimming right outside your door. Choose from oceanfront views, ocean views, or garden views. The one and two-bedroom Sugar Beach Resort condos are all perfectly suited to your home-away-from-home Maui vacation. All Sugar Beach Resort Maui condos feature a private lanai, a fully-equipped kitchen, free WiFi, a washer/dryer, and all the resort amenities you’d expect from the best hotels.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 5.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 1

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Sleep 4

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Exceptional(19)

$282.16

/ Nightly
Private Vacation Home

Sugar Beach Resort Condo w/ Free WiFi, Private W/D-Great Location

Kihei, Hawaii, United States

Sugar Beach Resort 325brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrJoin the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this exceptional beachfront location. Wake up to the gentle sound of waves breaking along the five miles of white-sand beach. When you stay in a Sugar Beach condo, you’ll have access to one of Maui’s best beaches for strolling, sunning, and swimming right outside your door. Choose from oceanfront views, ocean views, or garden views. The one and two-bedroom Sugar Beach Resort condos are all perfectly suited to your home-away-from-home Maui vacation. All Sugar Beach Resort Maui condos feature a private lanai, a fully-equipped kitchen, free WiFi, a washer/dryer, and all the resort amenities you’d expect from the best hotels.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 3.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 1

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Sleep 4

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Exceptional(12)

$415.54

/ Nightly
Private Vacation Home

Top-level condo with lanai views, pools, hot tub, W/D - close to beaches

Kihei, Hawaii, United States

Maui Kamaole B203brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLuxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Maui’s best swimming, snorkeling, and sunning beaches. This luxurious and extra-spacious condo showcases a lovely view. Strolling the grounds of this low-rise property, you'll discover tropical gardens, two pools (the lower pool is heated), a pool spa, tennis courts, and barbecue areas. Comfortably and elegantly furnished, this home provides many perks that include free high-speed WiFi, free cable TV, a DVD player, a washer/dryer, and a well-equipped kitchen. In-room safes are available. The spacious lanai offers spectacular views and a true taste of Hawaiian living.brbrTHINGS TO KNOWbrThis property does not include elevators.brMAUI KAMAOLE® is a federally registered trademark owned by The Association of Apartment Owners of Maui Kamaole, Inc. Vacasa is in no way affiliated with, sponsored by, or endorsed by The Association of Apartment Owners of Maui Kamaole, Inc. or the MAUI KAMAOLE® brand.brbrA mandatory $35 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(14)

$542.44

/ Nightly
Private Vacation Home

Mana Kai Maui Resort condo with private W/D & WiFi - beaches & beyond

Kihei, Hawaii, United States

Mana Kai Maui Resort 615abrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSwim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best beaches! The Mana Kai Maui Resort uniquely offers all the advantages of a condo vacation, but with the added amenities of a resort hotel. Choose from condominium or hotel-style accommodations. The condominiums include one and two-bedroom suites, complete with well-equipped kitchens and private lanais. In-room safes and free high-speed WiFi access are also available. Comfortable hotel-style suites with full baths are also available just steps away from the ocean. You'll also have access to two gas grills and laundry facilities available on the property. While our amenities do not include poolside towel service, our condo and hotel suites are equipped with beach towels for use at the pool and beach. Take advantage of the resort atmosphere with special features including free parking, a pool, open air dining with lounge, yoga classes with Maui Yoga Path, a fitness center, an activities center, a gift shop, a general store, a business center with computers, and conference/meeting facilities.brbrThings to know:brThis is a subunit unit that can be rented along with Mana Kai Maui Resort 615, which can be rented separately.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 6.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Sleep 2

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Exceptional(12)

$327.59

/ Nightly
Private Vacation Home

Kihei Akahi Condo w/ Shared Pool, Private W/D-Surf, Bike, Golf, More

Kihei, Hawaii, United States

Kihei Akahi D215brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrStep across the street and enjoy stunning Kamaole Beach Park II, one of Maui’s best swimming beaches. Revel in the spectacular sunsets or stroll along miles of white sandy beach at “first light.” Kihei Akahi is ideally situated and offers excellent value. This two-bedroom vacation condo features a private lanai, a cable TV, free high-speed WiFi, a washer/dryer, ceiling fans, a fully-equipped kitchen, and a complimentary, in-suite safe. A tennis court and barbecues can also be found on the property’s beautifully manicured grounds, in addition to ample free parking. Enjoy a cool swim in one of the two pools. Great shopping and a variety of restaurants are also just minutes away from your doorstep.brbrA mandatory $25.00 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 2

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Sleep 4

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Exceptional(14)

$261.31

/ Nightly
Private Vacation Home

Mana Kai Maui Resort condo with grill & WiFi - great location

Kihei, Hawaii, United States

Mana Kai Maui Resort 211bbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSwim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best beaches! The Mana Kai Maui Resort uniquely offers all the advantages of a condo vacation, but with the added amenities of a resort hotel. This hotel-style studio with a full bath includes a mini-fridge, microwave, and coffee maker. In-room safes and free high-speed WiFi access are also available. Just steps away from the ocean. You'll also have access to two gas grills and laundry facilities available on the property. While our amenities do not include poolside towel service, this room is equipped with beach towels for use at the pool and beach. Take advantage of the resort atmosphere with special features including free parking, a pool, open-air dining with lounge, yoga classes with Maui Yoga Path, a fitness center, an activities center, a gift shop, a general store, a business center with computers, and conference/meeting facilities.brbrTHINGS TO KNOWbrThis unit is a part of an adjoining room. If another guest has booked the other unit, you will share a front door and hallway.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(6)

$253.98

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Private Vacation Home

Hale Kamaole Condo w/ A/C, Shared Grill-Beach Lovers Dream

Kihei, Hawaii, United States

Hale Kamaole 242brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrHale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the most popular, family-friendly, and lifeguarded beaches on Maui. Enjoy spectacular sunsets from your private lanai or head to the beach for a romantic evening stroll along the shoreline under a canopy of starlight.These spacious rentals, set in beautifully landscaped grounds, are an ideal setting for a relaxing sun-soaked vacation. Catch some rays next to one of two pools on the property, choose to play some tennis at the on-site tennis court, or toss a Frisbee around on the sprawling grass lawns. All condos also have free WiFi access, washer/dryer, and full kitchen. The outdoor barbecue areas are a must for grilling the perfect dinner, and you'll love indulging in a night out at a large selection of nearby restaurants in Kihei or Wailea. Also choose to shop at a variety of stores located along South Kihei Rd or at the boutiques showcased at the Shops at Wailea. Hale Kamaole is close to great shopping, popular Maui golf courses, and fantastic snorkel beaches. Here, warm aloha awaits families and couples alike.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Sleep 4

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Exceptional(13)

$328.99

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Private Vacation Home

Sugar Beach Resort Condo w/ Ocean View, Shared Pool/Hot tub-Swim, Surf, and More

Kihei, Hawaii, United States

Sugar Beach Resort 116brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrJoin the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this exceptional beachfront location. Wake up to the gentle sound of waves breaking along the five miles of white-sand beach. When you stay in a Sugar Beach condo, you’ll have access to one of Maui’s best beaches for strolling, sunning, and swimming right outside your door. Choose from oceanfront views, ocean views, or garden views. The one and two-bedroom Sugar Beach Resort condos are all perfectly suited to your home-away-from-home Maui vacation. All Sugar Beach Resort Maui condos feature a private lanai, a fully-equipped kitchen, free WiFi, a washer/dryer, and all the resort amenities you’d expect from the best hotels.brbrParking notes: There is free parking available for 1 vehicle.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Sleep 4

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Exceptional(48)

$415.36

/ Nightly
Private Vacation Home

Newly remodeled Sugar Beach Resort condo w/shared pool & hot tub

Kihei, Hawaii, United States

Sugar Beach Resort 431brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrJoin the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this exceptional beachfront location. Wake up to the gentle sound of waves breaking along the five miles of white-sand beach. Take in the stunning, panoramic views right from your lanai. Choose from oceanfront views, ocean views, or garden views. The one and two-bedroom Sugar Beach Resort condos are all perfectly suited to your home-away-from-home Maui vacation.brbrWhen you stay in a Sugar Beach condo, you’ll have access to one of Maui’s best beaches for strolling, sunning, and swimming right outside your door. Enjoy an effortless day of fun in the sun with the provided beach towels, beach chairs, and beach cooler. Start your morning with a delicious breakfast in the well-equipped kitchen, featuring brand new appliances, a Keurig coffee machine, and a new premium mattress. All Sugar Beach Resort Maui condos feature a private lanai, a fully-equipped kitchen, free WiFi, a washer/dryer, and all the resort amenities you’d expect from the best hotels. Book your stay today! brbrRESORT AMENITIESbr-Poolbr-Hot tub br-Gas grillbrbrTHINGS TO KNOWbrThis property is managed by Vacasa Vacation Rentals of Hawaii LLC.brbrParking notes: There is free parking available for 1 vehicle.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(5)

$278.08

/ Nightly
Private Vacation Home

Vacation condo with grill, AC, pools & hot tub - near beaches

Kihei, Hawaii, United States

Maui Kamaole M107brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLuxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Maui’s best swimming, snorkeling, and sunning beaches. This luxurious and extra-spacious condo showcases a lovely view. Strolling the grounds of this low-rise property, you'll discover tropical gardens, two pools (the lower pool is heated), a pool spa, tennis courts, and barbecue areas. Comfortably and elegantly furnished, this home provides many perks that include free high-speed WiFi, free cable TV, a DVD player, a washer/dryer, and a well-equipped kitchen. In-room safes are available. The spacious lanai offers spectacular views and a true taste of Hawaiian living.brbrTHINGS TO KNOW brThis property does not include elevators.brMAUI KAMAOLE® is a federally registered trademark owned by The Association of Apartment Owners of Maui Kamaole, Inc. Vacasa is in no way affiliated with, sponsored by, or endorsed by The Association of Apartment Owners of Maui Kamaole, Inc. or the MAUI KAMAOLE® brand.brThis property is managed by Vacasa Vacation Rentals of Hawaii LLC.brbrA mandatory $35 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 1.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(21)

$295.02

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Private Vacation Home

Sunny condo with pools, hot tub & washer/dryer - near swimming & surfing

Kihei, Hawaii, United States

Maui Kamaole I105brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLuxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Maui’s best swimming, snorkeling, and sunning beaches. This luxurious and extra-spacious condo showcases a lovely view. Strolling the grounds of this low-rise property, you'll discover tropical gardens, two pools (the lower pool is heated), a pool spa, tennis courts, and barbecue areas. Comfortably and elegantly furnished, this home provides many perks that include free high-speed WiFi, free cable TV, a DVD player, a washer/dryer, and a well-equipped kitchen. In-room safes are available. The spacious lanai offers spectacular views and a true taste of Hawaiian living.brbrTHINGS TO KNOW brThis property does not include elevators.brMAUI KAMAOLE® is a federally registered trademark owned by The Association of Apartment Owners of Maui Kamaole, Inc. Vacasa is in no way affiliated with, sponsored by, or endorsed by The Association of Apartment Owners of Maui Kamaole, Inc. or the MAUI KAMAOLE® brand.brThis property is managed by Vacasa Vacation Rentals of Hawaii LLC.brbrA mandatory $35 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(87)

$428.59

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Private Vacation Home

Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches and Beyond

Kihei, Hawaii, United States

Hale Kai O Kihei 206brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that lets you enjoy the ocean’s many moods ranging from a tranquil sunrise to a glorious sunset. Your Maui vacation will be even more enjoyable when you take advantage of the oceanfront pool. The bocce ball area, shuffleboard, and barbecue facility will enhance your outdoor activities, while the beautifully furnished condo, featuring a kitchen, air conditioning, a telephone, free WiFi, cable TV, and a complimentary in-suite safe, will make your stay super comfortable. You'll even have laundry facilities conveniently located on the property, so you can afford to pack light for your trip! The atmosphere of Hale Kai O’ Kihei seems a world apart but it is within walking distance of Azeka Mall, with great shopping and dining options, as well as the post office. Excellent restaurants, tennis courts, gyms, and Maui’s world-class golf courses are also easily accessible. When you stay in this delightful condo, you’ll have everything you need for an amazing Hawaii vacation.brbr* Please note that the Hale Kai O’ Kihei does not have elevators.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 3.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

Bed

Bath 2

Bath

Sleep 4

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Exceptional(31)

$404.27

/ Nightly
Private Vacation Home

Hale Kamaole Condo w/ Shared Pool, Shared Outdoor Pool - Close to Beaches

Kihei, Hawaii, United States

Hale Kamaole 335brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrHale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the most popular, family-friendly, and lifeguarded beaches on Maui. Enjoy spectacular sunsets from your private lanai or head to the beach for a romantic evening stroll along the shoreline under a canopy of starlight. These spacious rentals, set in beautifully landscaped grounds, are an ideal setting for a relaxing sun-soaked vacation. Catch some rays next to one of two pools on the property, choose to play some tennis at the on-site tennis court, or toss a Frisbee around on the sprawling grass lawns. All condos also have free WiFi access, washer/dryer, and full kitchen. The outdoor barbecue areas are a must for grilling the perfect dinner, and you'll love indulging in a night out at a large selection of nearby restaurants in Kihei or Wailea. Also choose to shop at a variety of stores located along South Kihei Rd or at the boutiques showcased at the Shops at Wailea. Hale Kamaole is close to great shopping, popular Maui golf courses, and fantastic snorkel beaches. Here, warm aloha awaits families and couples alike.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 3.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(22)

$337.39

/ Nightly
Private Vacation Home

Top-tier getaway with pools, grill & hot tub - the waves await

Kihei, Hawaii, United States

Maui Kamaole G214brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLuxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Maui’s best swimming, snorkeling, and sunning beaches. This luxurious and extra-spacious condo showcases a lovely view. Strolling the grounds of this low-rise property, you'll discover tropical gardens, two pools (the lower pool is heated), a pool spa, tennis courts, and barbecue areas. Comfortably and elegantly furnished, this home provides many perks that include free high-speed WiFi, free cable TV, a DVD player, a washer/dryer, and a well-equipped kitchen. In-room safes are available. The spacious lanai offers spectacular views and a true taste of Hawaiian living.brbrThis property does not include elevators.brbrA mandatory $35 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

Bed

Bath 2

Bath

Sleep 4

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Exceptional(17)

$441.18

/ Nightly
Private Vacation Home

Matchless condo with washer/dryer, pools & condo - near multiple beaches

Kihei, Hawaii, United States

Maui Kamaole I216brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLuxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Maui’s best swimming, snorkeling, and sunning beaches. This luxurious and extra-spacious condo showcases a lovely view. Strolling the grounds of this low-rise property, you'll discover tropical gardens, two pools (the lower pool is heated), a pool spa, tennis courts, and barbecue areas. Comfortably and elegantly furnished, this home provides many perks that include free high-speed WiFi, free cable TV, a DVD player, a washer/dryer, and a well-equipped kitchen. In-room safes are available. The spacious lanai offers spectacular views and a true taste of Hawaiian living.brbrTHINGS TO KNOW brThis property does not include elevators.brMAUI KAMAOLE® is a federally registered trademark owned by The Association of Apartment Owners of Maui Kamaole, Inc. Vacasa is in no way affiliated with, sponsored by, or endorsed by The Association of Apartment Owners of Maui Kamaole, Inc. or the MAUI KAMAOLE® brand.brThis property is managed by Vacasa Vacation Rentals of Hawaii LLC.brbrA mandatory $35 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(56)

$332.55

/ Nightly
Private Vacation Home

Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await

Kihei, Hawaii, United States

Hale Kai O Kihei 202brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that lets you enjoy the ocean’s many moods ranging from a tranquil sunrise to a glorious sunset. Your Maui vacation will be even more enjoyable when you take advantage of the oceanfront pool. The bocce ball area, shuffleboard, and barbecue facility will enhance your outdoor activities, while the beautifully furnished condo, featuring a kitchen, air conditioning, a telephone, free WiFi, cable TV, and a complimentary in-suite safe, will make your stay super comfortable. You'll even have laundry facilities conveniently located on the property, so you can afford to pack light for your trip! The atmosphere of Hale Kai O’ Kihei seems a world apart but it is within walking distance of Azeka Mall, with great shopping and dining options, as well as the post office. Excellent restaurants, tennis courts, gyms, and Maui’s world-class golf courses are also easily accessible. When you stay in this delightful condo, you’ll have everything you need for an amazing Hawaii vacation.brbr* Please note that the Hale Kai O’ Kihei does not have elevators.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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