Home Vacation Rentals By Owner In Kihei, HI

Showing 160 Of 3547 Vacation Rentals
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Exceptional(22)

$255.7

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Upscale condo with washer/dryer & grill - near surfing, biking & golf

Kihei, Hawaii, United States

Maui Kamaole K105brbrOur 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(14)

$262.75

/ Nightly
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Kihei Akahi Condo w/ Private W/D, Free WiFi-Beaches Await

Kihei, Hawaii, United States

Kihei Akahi C512brbrOur 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 one-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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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.
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Sleep 6

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Exceptional(9)

$285.37

/ Nightly
Condo

Sugar Beach Resort oceanfront condo with pool, hot tub, sauna, & central AC

Kihei, Hawaii, United States

Sugar Beach Resort 105brbrOur 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. Bask in the gentle trade wind breezes and picturesque sunset views. Outside your vacation home, you'll find world-class golfing, 5-star restaurants, and exclusive boutique shops. Indulge in sightseeing adventures to immortalize your time here. Stock up on supplies at the nearby farmer's markets and sear them to perfection in the BBQ area to dine alfresco with the ocean serving as your backdrop.brbrThe 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, such as a wading pool, whirlpool, swimming pool, putting green, and a sauna.brbrWith everything you could want in one premium location, you won't want to leave!brbrRESORT AMENITIESbr-Poolbr-Hot tubbr-Saunabr-Gas grillbrbrTHINGS TO KNOWbrbrParking 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(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.
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Exceptional(16)

$649.04

/ Nightly
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Sugar Beach Resort Condo w/ A/C, Shared Grill-Beaches Await

Kihei, Hawaii, United States

Sugar Beach Resort PH13brbrOur 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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Exceptional(43)

$358.6

/ Nightly
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Sugar Beach Resort Condo w/ Private W/D, Shared Pool-Surf, Bike, Golf, More

Kihei, Hawaii, United States

Sugar Beach Resort 536brbrOur 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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Exceptional(21)

$285.96

/ Nightly
Condo

Ocean-view hideaway with pools, hot tub, tennis & grill - beaches await

Kihei, Hawaii, United States

Maui Kamaole G102brbrOur 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.brbrComfortably and elegantly furnished, this home provides many perks, including a brand-new sofa bed, free high-speed WiFi, cable TV, DVD player, washer/dryer, and a well-equipped kitchen. In-room safes are available. The spacious lanai offers a new table, 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.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(29)

$320.51

/ Nightly
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Sugar Beach Resort Condo w/ Free WiFi, A/C-Snorkel, Surf, Swim

Kihei, Hawaii, United States

Sugar Beach Resort 335brbrOur 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.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(30)

$321.02

/ Nightly
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Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Ocean View-Beaches Await

Kihei, Hawaii, United States

Sugar Beach Resort 434brbrOur 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 4.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(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.
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Sleep 6

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Exceptional(56)

$332.55

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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.
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Sleep 4

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Exceptional(49)

$638.29

/ Nightly
Private Vacation Home

Sugar Beach Resort Condo w/ A/C, Ocean View-Great Location

Kihei, Hawaii, United States

Sugar Beach Resort 513brbrOur 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.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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Bath 2

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Sleep 4

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Exceptional(25)

$268.72

/ Nightly
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Kihei Akahi Condo w/ Shared Grill, A/C-Beach Lovers Dream

Kihei, Hawaii, United States

Kihei Akahi DG09brbrOur 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 one-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.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(164)

$954.21

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Condo

Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View

Kihei, Hawaii, United States

Aloha! We are Julie and Randy and welcome to our home! We want you to enjoy the fantastic ocean views and luxury of our 2-bedroom, 2-bathroom condo in Wailea Elua Village - a gated, 24-acre, oceanfront community on beautiful Ulua Beach in Maui.brbrPlease note, due to a change in the Maui County Fire Code, individual lanai BBQs are no longer allowed at Elua Village. However, community BBQs are available at the two pool areas, as well as other locations throughout the property.brbrIn October 2019, we completed a 6-month, top-to-bottom, remodel of our condo! All the windows and sliding lanai doors were replaced, and we even added another sliding door in the living room to expand the ocean view! All the flooring was replaced with beautiful porcelain plank tile (inside as well as out on the lanai). Both shower enclosures were also renovated with the porcelain tile. We basically took the condo down to the studs, rebuilt it, and the result is amazing! Please check out all the updated photos of the new Elua 701. Our condo is now even more beautiful than our existing 160, five-star Traveler Reviews indicate! brbrYou should also know that our listing is one of the few truly “by owner” Wailea Elua Village properties on VRBO and HomeAway. Believe it or not 85% of the Elua Village listings on these sites are managed and operated by vacation rental management companies on Maui, where a guest will have no interaction with the actual owner of the condo. In contrast, Julie and I personally handle and manage every single VRBO and HomeAway inquiry and booking for Elua 701. If you book our condo, or send an email to ask a question, you will interact directly with us, not a management company. After all, isn’t VRBO supposed to be Vacation Rental “BY OWNER” brbrOur home (Elua 701) is perfectly situated in the center of the Wailea Elua Village property. We are only 150 yards from Ulua beach -- just a 90 second walk to the sand and the world famous 2-mile Wailea Beach Walk that connects all the beachfront resorts along the stunning South Maui shoreline. Our condo is centrally located to the upper pool and Jacuzzi area, tennis court and putting green, as well as the newly remodeled and absolutely beautiful lower pool and pavilion area (which is right next to the beach). Additionally, since our condo is in the middle of the village we are far away from all the road noise of Wailea Alanui Drive which runs along the back of the property. Thus, whether you are relaxing inside our home or outside on the large lanai all you can hear is the surf, the birds, and the breeze in the palms.brbrFrom the moment you walk in the door of Elua 701, you will feel at home in our remodeled condo. You will see the quality touches from the granite counter tops to the cool tile flooring. The open floor plan of the main living area includes the well-stocked gourmet kitchen, the dining area with a bar and chilled wine locker, the expansive living room with an additional sitting area, and an entertainment center with a 58-inch Samsung Smart 4K UHD television and a Sonos soundbar system system -- all with a fantastic ocean view.brbrThe lanai off of the living room is huge, adding over 400 square feet of outdoor space to the already spacious 1260 square feet interior area of our condo. This outdoor space is partially covered so there is always sun or shade available. The lanai also provides two lounges, and a comfortable outdoor dining area for six people. Additionally, there is an intimate bar-height table for two that is truly a special place for morning coffee and evening drinks at sunset.brbrThe Master Suite features a new extra-large 'California King' bed, high-thread-count sheets and bedding, 40-inch Vizio Smart 4K television, and over-sized spa bath towels. The large, ocean view, second bedroom also has new 'California King' with high-thread-count sheets, 40-inch Vizio Smart 4K television, and over-sized spa bath towels in the adjacent bathroom.brbrSince this is truly a 'by owner' property, you will receive owner-direct pricing. You will also find our home is lovingly cared for with the greatest attention to detail. Our guests also receive exceptional personal attention throughout the entire inquiry and booking process as well as during their stay in our home, which is something they might not receive from a property that is not directly managed and cared for by the owner. We invite you to read through the Traveler Reviews attached to this listing to see what our guests have to say about the quality of our home and the level of service we provide. We are passionate about Elua 701, not only because it is our second home, but because it is our guest’s home during their vacation on Maui. The quality of your vacation experience in Elua 701 is very important to us, because we know that it is very important to you.brbrWhile Julie and I personally handle and manage all details of your booking, we also have the support of a guest services company on Maui that provides the cleaning and maintenance services required to maintain the high standards we insist upon. The support of this company is available to our guests during their stay in Elua 701 should there be a question or issue that Julie and I cannot immediately answer or resolve from our home in California.brbrPlease note the Wailea Elua Village Homeowner’s Association requires a minimum stay of 5 nights for all vacation rentals, and we do not offer daily maid service. brbrOur home has all the usual amenities that you would expect... and more!br- 3 Smart 4K TVs, and Sonus soundbar systembr- Free secure, wireless high-speed internet (Bring your laptop or iPad!)br- Central air conditioningbr- Ceiling fans throughoutbr- Full-sized front-loading washer and dryerbr- Large refrigerator with ice maker br- Ultra-quiet dishwasherbr- Large lanai with private gas grill, lounges, & outdoor dining br- Fully stocked linen closetbr- Blow dryersbr- Iron & ironing boardbr- Beach chairs, beach towels, and large coolerbr- Covered parkingbr- And more...brbrAnd don't forget about all the things to do!br- 1 minute walk to two pool areas with lounges, several gas BBQs, & tables for dining pool-sidebr- 1 minute walk to the paddle tennis court and putting greenbr- 1.5 minute walk to famous Ulua Beach with sun, snorkeling, and scuba divingbr- 1.5 minute walk to the 2-mile Wailea Beach Walk -- perfect for your morning 'power walk' and sunset strollsbr- 5 minute walk to the Shops at Wailea with its fantastic shopping and restaurantsbr- 5 minute drive to three world-famous golf courses
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Exceptional(47)

$1280.02

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Private Vacation Home

Summer Deal Wailea Oceanfront Villa with Pool Hot Tub and Sunsets

Kihei, Hawaii, United States

This property is hotel zoned, and not being affected by the recent proposed legislation.brbrBreathtaking Views and Picturesque Sunsets!!! Ho'olei 39-3 offers spacious, upscale living in a private gated community. Escape and relax at this opulent two-story Villa.brbrAs you enter 39-3, be in awe at the impressive art pieces tastefully placed throughout the villa. Be drawn into the gloriously decorated great room and flow seamlessly out to the lanai via the grand push back, floor-to-ceiling sliding doors.brbrYour private patio is complete with large dining table, chaise loungers and outdoor kitchen with Wolf gas grill and Sub Zero mini fridge. Enjoy the ultimate indoor/outdoor experience and be mesmerized by views of the Pacific. While dining al fresco on the lanai or if enjoying meals at the stately formal dining table, it is hard to miss the captivating Maui sunsets.brbrThe gourmet kitchen is equipped with state-of-the-art brands and every utensil a chef could dream of to prepare a five-star meal. Beautiful cabinetry, stone counters and large breakfast bar with additional seating for six PLUS views of the ocean complete this spectacular kitchen.brbrEach of the 3 luxurious bedrooms has its own en suite bathroom. The guest room, located on the main level, has two queen beds with sleeping for up to four and has a TV and DVD player.brThe two Primary suites are located on the lower level along with the laundry room with full sized washer and dryer. Both suites offer king size beds with plush linens and share the lower level ocean view lanai that is perfect for morning coffee.brThe larger Primary suite offers a peaceful spa-like sanctuary with huge soaking tub, separate large stone shower and massive dual vanity. A perfectly serene atmosphere to recharge after a day of adventuring.brbrHeavenly is the best word to describe the 2nd Primary. With the drapes drawn and sliders open, the room is bright and airy and full of natural light and ocean breezes. The plush four poster canopy bed drapes you in flowy fabrics and has enough pillows to make you feel like you are sleeping in a cloud.brbrHo’olei is just moments from Wailea beach, voted one of the top beaches in the world. This amazing beach has numerous activities such as paddle boarding, snorkeling, sea kayaking, swimming, boogie boarding and relaxing on the beautiful shore. During the winter months, Humpback whales can be easily seen from Wailea beach. There is a breathtaking oceanside walking/running trail that spans 1.8 miles one way.brbrThere is ample seating along with a fitness center. Located just moments from dining and shopping at 3 resorts as well as The Shops at Wailea. You may dine at any of the resort restaurants as well as set up spa appointments, but please note that hotel pool access at the adjacent resorts is not included with your reservation. Ho’olei offers a stunning large resort-style pool complete with water falls, a sandy artificial beach for kids and 2 hot tubs. Also provided is 24 hour on-site security and gated access.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.Registration number210081190063, TA-041-265-9712-02
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Exceptional(46)

$280.97

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Summer Deal Ocean View Condo Steps from Kamaole III Beach Maui

Kihei, Hawaii, United States

Welcome to the highly sought after Hale Kamaole 121! This perfectly located ground floor unit offers beautiful sunsets and ocean views right from your lanai.brbrAs you enter you are greeted by the open comfortable feel of this beautifully updated condo. The kitchen has been nicely remodeled with granite counter tops and newer appliances and is perfectly equipped for the inspired home chef.brbrThe spacious living room boasts exquisite new furnishings complete with comfy sofa sleeper. Luxuriate in the spa style bathroom. The primary bedroom allows for relaxation with king bed, plush linens and TV. Brand New ductless AC system helps cool things off during those hot Summer nights.brbrSavor the breathtaking Maui sunsets while dining al fresco or just marvel at the ocean views right from your private lanai! This unit is perfectly located on the ground level, in the center of the complex and just steps from one of the two pools.brbrTake in the serene setting of Hale Kamaole's seven acres of lushly landscaped grounds! Amenities include two pools, tennis court and two BBQ areas. Best known for being THE sunset spot, famous Kamaole III beach is right across the street!brbrSpend your days soaking up the sun, snorkeling with turtles and whale watching (during season). Enjoy the convenience of nearby golf, dining and shopping. This is what Maui vacations are made of!brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.Registration number390040840021, TA-196-764-3136-01
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Exceptional(83)

$270.84

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Beautiful KIHEI condo near Charley Young Bch, Pickleball Crts, Quiet, GreatRates

Kihei, Hawaii, United States

Enjoy our little piece of paradise! This SUPER clean, one bedroom, one bath unit has been remodeled and updated. In the heart of Kihei, you are within walking distance to beautiful Charley Young Beach, famous Kamaole Beaches 1, 2, and 3, and popular Cove Beach, fantastic restaurants, incredible happy hours, shopping and more. You'll love the 3 private pools along with the newly resurfaced 6 championship tennis courts and Pickleball courts on the property. The kitchen is complete with everything you need to cook a great meal or bbq on one of the gas grills just outside of our unit. The kitchen boasts new bamboo, soft-close cabinets, new refrigerator, granite countertops, flat electric stove, oven, new pots/pans, blender, coffee pot, Keurig, and more. There is also a brand new washer/dryer in the unit. In the living room, you'll enjoy the brand new 55” flat screen tv, dvd/ blue ray player, and cable tv. The comfortable new couch folds out to a queen size bed with a memory foam topper. The over-sized ground floor private lanai has a table, umbrella, and 4 chairs so you can enjoy your morning coffee, have meals, or enjoy a mai tai. The master bedroom has a comfortable queen sized bed with a new memory foam topper, new bedding, a tv, a large dresser, nightstands, a ceiling fan, and large closet. The completely remodeled bathroom has a walk in shower, granite counters, medicine cabinet, a removable shower head, new towels, and a hair blow dryer. Don't worry about beach gear! We have brand new Tommy Bahama chairs, an umbrella, an ice chest, a new boogie board, and sand toys. There is also a portable playpen, if needed. We also provide complimentary wifi. There is air conditioning throughout the unit to keep you nice and cool. You'll love being able to just grab your beach gear and head out across the street to beautiful Charley Young Beach. Plenty of free parking. Check out our positive reviews! brbrThere is a 4 night minimum stay. Contact owner for fill-in dates.
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Exceptional(32)

$245.35

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Garden Oasis w/ Partial Ocean Views | Kihei Kai Nani 341

Kihei, Hawaii, United States

This May, Choose Paradise. Choose Maui Vision Rentals. Book Now!.brbrPlease review the property description and pictures carefully prior to booking, and call/email if you have any questions. We want to ensure you have a wonderful experience with us. brbr3rd floor with stairs, no elevator. Garden and partial ocean view. Upgraded condo with window AC in the living room and window AC in the bedroom..brbrThis lovely third floor one bedroom, one bath 621 square foot home at the Kihei Kai Nani Resort is renovated, inviting, clean and comfortable. The style is contemporary with tropical influences. The condo is remodeled with new tile floors throughout (no carpets, so it's great for those with allergies), includes granite bathroom and kitchen countertops. Queen sofa bed with 4.5 memory foam mattress, window AC and ceiling fan in the living room.brbrThe master suite has an extra large window including blackout curtains and a Queen size bed. The maximum number of guests allowed in this condo is 4 (there is a charge for the 3rd and 4th guest). brbrThere is free secure 5G (400 Mbps) high-speed Wi-Fi Internet for your laptop and other devices. brbrThe large covered lanai has 4 chairs and a table for outdoor dining. Sunbathe or take a nap outdoors on the comfortable padded lounge chair. brbrThe well-maintained Kihei Kai Nani complex has one large 60'x30' freshwater swimming pool, several BBQ grills, shuffleboard court, and covered a gazebo area that you may reserve for parties. Experience views over tropical greenery and peekaboo views of Haleakala and the ocean. The beach and the sun are just outside and the shops and restaurants of Kihei and Wailea are minutes away. We hope you enjoy your stay in paradise.brbrMaximum occupancy: 4 guests (extra charge for the 3rd & 4th person)brCheck-in: 4:00 PMbrCheck-out: 11:00 AMbrbrBooking Info & Policies:br* Please always review the property description and photos carefully before booking.br* Early check-in and late check-out must be requested in advance and is subject to availability.br* Unit is Privately-owned and is operated in full compliance with Hawaii law.br* Guests are subject to any future State of Hawaii tax increases.br* General Excise (GE) and Transient Accommodations (TA) taxes collected and submitted to the State of Hawaii.br* Reach out via phone or email with any questions - we're happy to help ensure you have a wonderful stay!brbrOther Important Notes:br* Non-smoking in the condo, including lanai and hallways. A $500 fine + damage costs if violated. A designated outdoor smoking area is available.br* Guest will be charged for extra cleaning if the unit is left excessively dirty or damaged the unit beyond normal wear and tear.br* A $200 fee will be charged for the replacement of a lost key.br* Unauthorized early check-in or late check-out may incur an additional night's charge.brbrCancellation Policy:br* Please refer to the cancellation terms listed on the platform you booked with for full details.br* All cancellations must be submitted in writing or via email and must be processed through the same platform where the reservation was made.br* We highly recommend purchasing travel insurance to protect against unexpected changes to your travel plans.
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