Vacation Rentals By Owner In Kihei, HI

Sugar Beach Resort 213brbrOur 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.

Sugar Beach Resort Condo w/ Shared Grill, Ocean View-Beaches and Beyond

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$586.99

Mana Kai Maui Resort 615brbrOur 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. The condo is complete with a well-equipped kitchen and private lanai. An in-room safe and free high-speed WiFi access are also available. You'll also have access to the property's two gas grills and laundry facilities. The condo has 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 KNOWbrbrParking 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.

Resort condo steps from the beach with pool, gym & lanai

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$278.08

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.

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

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$279.67

Sugar Beach Resort PH36brbrOur 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.

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

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$299.62

Kihei Akahi D613brbrOur 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.

Kihei Akahi Condo w/ Shared Grill, Private W/D-Swim, Surf, and More

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$355.2

Maui Kamaole F108brbrOur 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 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.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.

Amazing escape with lagoon pool, hot tub, tennis, AC & great location

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$334.82

Sugar Beach Resort 119brbrOur 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.

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

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$365.21

Sugar Beach Resort 134brbrOur 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.

Sugar Beach Resort Condo w/ Private W/D, Ocean View-Snorkel, Surf, Swim

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$677.51

Mana Kai Maui Resort 202CbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect Maui escape! This freshly upgraded and thoughtfully renovated condo offers the ideal blend of modern comfort and island charm. Located on the edge of Keawakapu Beach, you’ll be just moments from the sparkling Pacific Ocean where warm sand, gentle waves, and unforgettable sunsets are part of your daily routine.brbrInside, you’ll find a bright, refreshed living space featuring brand-new flooring, stylish fixtures, and upgraded appliances designed to make your stay effortless. Whether you're preparing a quick breakfast before a beach day or unwinding after sunset, this condo delivers both comfort and convenience.brbr✨ What You’ll Lovebr-Recently renovated interior with modern finishesbr-Updated kitchen appliances for easy, at-home mealsbr-Open, airy layout with abundant natural lightbr-Private, relaxing space just steps from the beachbr-Ideal for couples, small families, or a peaceful solo getawaybrbr ️ Resort-Style Amenities & Added ComfortsbrbrEnhance your stay with access to a variety of on-site conveniences and resort-style features designed to make your vacation effortless and enjoyable:br-Access to comfortable hotel-style suites with full baths, located just steps from the ocean—perfect for traveling companions or additional flexibilitybr-Two gas grills available for outdoor cooking and casual island diningbr-On-site laundry facilities for added convenience during longer staysbr-Beach towels provided in both the condo and suites for use at the pool or beachbrbrEnjoy the relaxed atmosphere with amenities including:br-A refreshing swimming poolbr-Open-air dining area with lounge seatingbr-Fitness center and wellness options, including yoga classes with Maui Yoga Pathbr-Activities center to help plan your island adventuresbr-On-site gift shop and general store for essentials and souvenirsbr-Business center with computersbr-Conference and meeting facilities, ideal for remote work or group travelbrbr Unbeatable Kihei LocationbrThis condo places you in the heart of South Kihei, one of Maui’s most sought-after beach communities.brFor snorkeling and marine life encounters, you’re just a short drive from Molokini Crater, one of Maui’s most iconic underwater destinations.brbr ️ Dining & Local FavoritesbrYou’ll be surrounded by some of Kihei’s best dining spots:brbrOceanfront favorites like Coconuts Fish Cafe for fresh island-style seafoodbrLocal-loved Kihei Caffe for hearty breakfasts and brunchbrCafe O’Lei Kihei for a relaxed dinner with Hawaiian-inspired flavorsbrbr ️ Shopping & Island CharmbrJust minutes away, enjoy convenient shopping and local culture:brbr-Browse boutiques and open-air vendors at Kihei Kalama Villagebr-Pick up essentials, gifts, and island-made goods nearbybr-Explore parks, coastal paths, and vibrant local eventsbrbrAll guests need to stop by the Front Desk to register and receive a parking permit. Please park in the designated parking space for this unit.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.

Beautifully Renovated Condo Steps from the Ocean – Prime Kihei Location

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$266.19

Sugar Beach Resort 204brbrOur 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 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.

Sugar Beach Resort Condo w/ Free WiFi, A/C-Beaches Await

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$428.59

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.

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

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$365.53

Kamaole Sands 5-216brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrConveniently located across from Kamaole Beach III in the beautiful town of Kihei, this Kamaole Sands condo includes air conditioning, a fully-equipped kitchen, a cable TV, a telephone, free WiFi, and a private lanai among its many amenities. An in-suite safe is also available. Four tennis courts, eight gas-grill areas, a fully-equipped gym, and ample free parking can also be found on the property’s beautifully manicured grounds. Enjoy a cool swim in the heated pool, soothe your muscles in one of two hot tubs, play Ping-Pong or foosball at the poolside game room, or take a leisurely stroll across the street to enchanting Kamaole Beach Park III. Here you’ll find a beautiful sandy beach that is excellent for snorkeling, scuba diving, swimming, sunset views, and whale watching. Families with kids will want to visit the large park with a playground adjacent to the beach. Shops and restaurants are just minutes away from your doorstep, and you can enjoy a workout in the exercise room on the property.brbrThings to KnowbrBeach Gear: 2 boogie boards, 2 snorkel sets, 2 beach chairs, 1 beach umbrella, a bin of Child’s shovels and beach toys, and beach matsbrbrA mandatory $79.58 check-in/resort fee will be assessed.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.

Kamaole Sands Condo w/ Shared Grill, A/C-Snorkel, Surf, Swim

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$277.0

Maui Kamaole B106brbrOur 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, both one and two bedroom units provide many perks that include two bathrooms, air-conditioning, free high-speed WiFi, free cable TV , a DVD player, telephones, washer/dryers, and well-equipped kitchens. 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.

Ground-level condo with lanai, lagoon pool, hot tub, W/D & beach access

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$432.18

Hale Kai O Kihei 211brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrBright Kihei Condo Just Steps from the BeachbrbrExperience the best of South Maui from this inviting Kihei vacation condo, perfectly located just a short stroll from world-famous beaches, local dining, boutique shopping, and laid-back island nightlife. Whether you're here for sunny beach days, snorkeling adventures, or unforgettable sunsets, this centrally located retreat puts everything within easy reach.brbrInside, the condo offers a bright and breezy open layout designed for comfort after a day in the sun. Relax in the welcoming living area, prepare meals in the fully equipped kitchen, and enjoy indoor-outdoor island living with a private lanai perfect for morning coffee or evening cocktails beneath the palms.brbrThoughtfully furnished for relaxation and comfort, the space combines tropical charm with modern conveniences including high-speed WiFi, air conditioning, and comfortable sleeping accommodations. After a day exploring Maui, unwind by the pool, fire up the community grills, or simply soak in the peaceful atmosphere of Kihei.brbrLocated near Kamaole Beach Parks, championship golf courses, snorkeling tours, and some of Maui’s most beautiful coastline, this condo is an ideal home base for experiencing everything the island has to offer.brbrLocal Favorites & Island HotspotsbrbrBeaches & Outdoor AdventuresbrbrKamaole Beach Park I – Excellent swimming, snorkeling, and sunset viewsbrKeawakapu Beach – One of South Maui’s most scenic white sand beachesbrMakena Beach State Park – A must-visit for wide-open beach days and turquoise waterbrMolokini Crater – World-famous snorkeling and diving destinationbrWailea Golf Club – Championship golf with stunning ocean viewsbrbrRestaurants & Local EatsbrbrNalu's South Shore Grill – Local favorite for breakfast, lunch, and live musicbrCoconuts Fish Cafe – Famous fish tacos and fresh island seafoodbrPaia Fish Market South Side – Casual spot known for fresh catches and generous portionsbrMonkeypod Kitchen – Great cocktails, pizzas, and Hawaiian-inspired cuisinebrUlulani's Hawaiian Shave Ice – Essential stop for a refreshing island treatbrbrShopping & EntertainmentbrbrThe Shops at Wailea – Upscale shopping, dining, and island boutiquesbrKihei Kalama Village – Local shops, nightlife, and casual diningbrMaui Brewing Co. – Popular brewery with food, live music, and family-friendly atmospherebrbrWhether you're planning a romantic getaway, a family vacation, or a relaxing work-from-paradise escape, this Kihei retreat delivers the perfect blend of comfort, convenience, and aloha spirit.brbrThis condo is managed by Vacasa, LLC. br*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.

Newly upgraded condo with stunning ocean views and beach access

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$295.02

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.

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

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$272.52

Sugar Beach Resort 405brbrOur 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.

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

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$332.82

Sugar Beach Resort 415brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your tropical paradise in Kihei, HI! This stunning oceanfront condo offers breathtaking ocean views and a wealth of amenities to ensure a memorable getaway. With direct beach access, you can spend your days soaking up the sun, swimming, or enjoying thrilling water sports like snorkeling and paddleboarding. After a day of adventure, unwind in the hot tub or take a refreshing dip in the outdoor pool.brbrInside, the condo features a spacious living area with a comfortable sofa bed, perfect for relaxing after a day of exploration. The fully equipped kitchen boasts modern appliances, including a fridge, stove, oven, and dishwasher, making meal preparation a breeze. Enjoy your meals on the balcony while taking in the stunning views or gather around the dining area for a family feast.brbrWith central AC, WiFi, and cable TV, you’ll have all the comforts of home at your fingertips. The condo also includes convenient amenities like a washer/dryer, beach towels, and extra linens, ensuring a hassle-free stay. Whether you're planning a romantic escape, a family vacation, or an adventurous retreat, this Kihei condo is the perfect base for your Hawaiian adventure. Book your stay today and experience the beauty of Maui!brbrRESORT AMENITIESbr• Poolbr• Hot tubbr• Saunabr• Grilling areabr• ShopbrbrTHINGS TO KNOWbr• This property is managed by Vacasa Vacation Rentals of Hawaii LLC.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 4.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.

Charming oceanfront condo with lovely views - pool, hot tub & sauna on-site

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$328.99

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.

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

Kihei, Hawaii, United States

Bed

Bath

Sleeps

$314.44