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Wailuku, HI vacation rentals
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Best Vacation rentals and Airbnb offers in Wailuku, HI

Compare Vacation Rentals for Families in Wailuku, HI

Ideal for family vacations, these Wailuku, HI rentals or Airbnbs offer spacious layouts near top city attractions.

Gorgeous Oceanfront Condo With Spectacular Views! - Wailuku, HI
9.1 109 reviews
Wailuku, HI
11/01 – 11/07
$304/nighttotal: $1824 (6 )

Gorgeous Oceanfront Condo With Spectacular Views!

1 2
house , Kihei
This oceanfront Kihei condo offers direct beach access near Waipuilani, Kalepolepo, and Mai Poina Beaches, and is conveniently located 11 miles from Kahului Airport.
The 590-square-foot one-bedroom unit features a fully equipped kitchen, private terrace with ocean views, a swimming pool, and free Wi-Fi; it comfortably accommodates couples or solo travelers.
Unquie Artists Condo Home - Wailuku, HI
9.9 224 reviews
Wailuku, HI
11/01 – 11/07
$387/nighttotal: $2322 (6 )

Unquie Artists Condo Home

2 2
apartment , Kihei
This Kihei condo, part of the Koa resort community, is a short walk across South Kihei Road from the beach.
This 860-square-foot ground-floor unit sleeps six, features two bedrooms, a full kitchen with dishwasher, and offers access to an Olympic-size pool, hot tub, tennis courts, and a cabana with grilling areas.
52 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Wailuku, HI
9.8 55 reviews
Wailuku, HI
11/01 – 11/07
$201/nighttotal: $1206 (6 )

52 M² Condo ∙ 1 Bedroom ∙ 4 Guests

1 2
apartment , Maalaea
This beachfront condo in Ma'alaea Bay offers direct beach access and ocean views, situated within walking distance to the Maui Ocean Center (Aquarium), Maui Harbor Shops, and Maui Golf & Sports Park.
This 550-square-foot apartment accommodates up to four guests and features a well-stocked kitchen, air conditioning, and a private lanai, with access to an oceanfront pool and complimentary daily admissions to popular activities included.
Tropical & Serene Ground Floor - Wailuku, HI
9.9 229 reviews
Wailuku, HI
11/01 – 11/07
$294/nighttotal: $1764 (6 )

Tropical & Serene Ground Floor

1 2
house , Kihei
This Kihei condo rental is conveniently located a 5-minute walk from Maalea Bay Beaches and Kalepolepo Beach Park, and within 10 minutes of the Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters.
This 620-square-foot one-bedroom, one-bathroom unit sleeps four and offers a fully equipped kitchen, private balcony, in-unit laundry, and access to a swimming pool, jacuzzi, and barbecue grills.

Best Wailuku, HI vacation rentals with parking

Budget Downtown Studio-h W/queen Bed,  Micro-kitchen Ac, Wifi & 4 Free Streamers - Wailuku, HI
9.0 6 reviews
Wailuku, HI
11/01 – 11/07
$141/nighttotal: $846 (6 )

Budget Downtown Studio-h W/queen Bed, Micro-kitchen Ac, Wifi & 4 Free Streamers

1 2
studio , Wailuku
This Wailuku studio apartment is centrally located in downtown Wailuku, offering easy access to restaurants, shops, the Iao Theater, and is a short drive from Iao Valley State Park and Ma'alea Harbor.
The unit features a queen-size bed, a 50" TV, a well-equipped kitchenette with a fridge and microwave, air conditioning, parking, strong Wi-Fi, four free streaming services, and accommodates two guests.
Kihei Holiday 116 - Wailuku, HI
9.1 66 reviews
Wailuku, HI
07/30 – 05/29
$337/nighttotal: $102111 (303 )

Kihei Holiday 116

2 1
apartment , Kihei
Kihei Holiday 116 is conveniently located just 3 miles from Cove Park and 3.4 miles from Kihei Regional Park, offering easy access to beaches, outdoor activities, and scenic views. The apartment has received very good ratings for cleanliness and user experience, and an excellent rating for location.
This 2-bedroom, 1-bathroom vacation rental offers 880 square feet of comfortable living space. Guests can enjoy amenities such as a swimming pool, jacuzzi, spa, and a terrace or balcony, along with a fully equipped kitchen, air conditioning, internet access, and parking.
Waena Inn Unit 5  Newly Renovated Maui Private Suite - Wailuku, HI
9.2 5 reviews
Wailuku, HI
11/01 – 11/07
$256/nighttotal: $1536 (6 )

Waena Inn Unit 5 Newly Renovated Maui Private Suite

1 2
apartment , Wailuku
This Wailuku apartment rental is conveniently located less than a mile from the Iao Theater, Kahului Bay, and Kaʻahumanu Church, and within two miles of the Bailey House Museum and Haleki'i-Pihana Heiau State Monument.
This smoke-free, 320-square-foot unit features one bedroom, one bathroom, and accommodates two guests, offering air conditioning, parking, a kitchen with a fridge and microwave, and Wi-Fi.
Unit 18 Waena Inn - Maui Private Suite - Wailuku, HI
9.5 112 reviews
Wailuku, HI
11/01 – 11/07
$319/nighttotal: $1914 (6 )

Unit 18 Waena Inn - Maui Private Suite

1 2
apartment , Wailuku
This Maui Private Suite at Unit 18 Waena Inn is located in Wailuku, 1.3 miles from Paukukalo Beach and 4 miles from Iao Valley State Park.
This 320 sq ft air-conditioned apartment accommodates up to 8 guests with 1 bedroom and 1 bathroom, offering a kitchenette, Wi-Fi, and on-site parking, with nearby opportunities for cycling, fishing, and snorkeling.

Frequently Asked Questions about vacation rentals in Wailuku, HI

  • Which neighborhood in Wailuku, HI should you consider for a vacation rental?

    The best area for vacation rentals is probably Wailuku town itself. You'll be close to shops, restaurants, and the historic district. Plus, you're just a short drive from beaches and other attractions.
  • What are the best Airbnb and vacation rentals in Wailuku, HI?

  • What are the top family-friendly attractions in Wailuku, HI?

    The Maui Ocean Center is a must-see for families. It's home to a variety of marine life, including sharks, sea turtles, and colorful reef fish. For a fun day outdoors, head to the Queen Ka'ahumanu Center. They have a playground and a movie theater, perfect for keeping the kids entertained.
  • What are the most popular Airbnbs in Wailuku, HI?

  • When is the best time to book a vacation rental in Wailuku, HI?

    The best time to book a vacation rental in Wailuku is usually during the shoulder seasons, from April to May and September to October. You'll avoid the crowds and often find better deals on rentals.
  • What are the best vacation rentals with a pool in Wailuku, HI?

  • What are the best budget-friendly activities in Wailuku, HI?

    Take a hike in the Iao Valley State Monument. It's a beautiful and free way to experience nature. You can also visit the Wailuku Public Library, which offers free events and programs.
  • What are the best rentals for families and kids in Wailuku, HI?

  • What are the best restaurants with local dishes in Wailuku, HI?

    For authentic Hawaiian food, head to Ululani's Hawaiian Shave Ice. They have delicious shave ice and local snacks. If you're looking for something more upscale, try Star Noodle, which serves modern Hawaiian cuisine with a twist.
  • What are the best rentals or Airbnbs with a jacuzzi in Wailuku, HI?

    Liholiho House and 233 Market Street Unit B are the best vacation rentals or Airbnb with a jacuzzi in Wailuku, HI.

  • What are the best walking or cycling routes in Wailuku, HI?

    The Wailuku Town Path is a great option for a leisurely walk or bike ride. It runs along the Wailuku River and offers scenic views. You can also explore the historic district on foot, taking in the architecture and local shops.
  • Are there pet-friendly attractions in Wailuku, HI?

    The Queen Ka'ahumanu Center is pet-friendly, so you can bring your furry friend along for a day of shopping and dining. Many of the parks and beaches in the area are also dog-friendly, but make sure to check the rules before you go.
  • What are the benefits of choosing a vacation rental in Wailuku, HI?

    Vacation rentals often offer more space and privacy than hotels. You can also enjoy the convenience of a kitchen and laundry facilities. Plus, you'll have the chance to experience life like a local, with access to neighborhood amenities and attractions.
  • What are the top sports attractions and facilities in Wailuku, HI?

    Wailuku doesn't have any major sports stadiums or arenas. However, you can find plenty of opportunities for outdoor activities like hiking, biking, and swimming. The nearby beaches are great for surfing, snorkeling, and paddleboarding.

Destinations nearby

Choose the Right Vacation Rentals with a Terrace in Wailuku, HI

Enjoy a Wailuku, HI vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Boutique Oceanfront Vistas - Wailuku, HI
9.9 216 reviews
Wailuku, HI
11/01 – 11/07
$278/nighttotal: $1668 (6 )

Boutique Oceanfront Vistas

1 2
apartment , Kihei
This Kihei apartment is located in the mountains, just steps away from Waipuilani Park and Waipuilani Beach, with Maalaea Bay Beaches and Kalepolepo Beach Park within a 15-minute drive. The apartment has consistently received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travelers.
The 430-square-foot apartment comfortably sleeps four guests in one bedroom and one bathroom. Enjoy the convenience of a fully equipped kitchen, a relaxing terrace, and access to a swimming pool, jacuzzi, and on-site parking.
Renovated Garden Level 1br Retreat With Lush Views - Wailuku, HI
9.4 138 reviews
Wailuku, HI
11/01 – 11/07
$239/nighttotal: $1434 (6 )

Renovated Garden Level 1br Retreat With Lush Views

1 2
apartment , Maalaea
This beachfront condo is located in Maalaea, just a mile from the West Maui Mountains and Maalaea Harbor, with Kealia Pond National Wildlife Refuge a short drive away. This rental has excellent user, location, and cleanliness ratings.
This one-bedroom, one-bathroom apartment can comfortably accommodate four guests. Enjoy a fully equipped kitchen, a private balcony, and access to a swimming pool, spa, and garden.
Modern Ocean View Suite Walking Distance To The Coolest Beach Town In Maui - Wailuku, HI
10 2 reviews
Wailuku, HI
07/30 – 05/29
$521/nighttotal: $157863 (303 )

Modern Ocean View Suite Walking Distance To The Coolest Beach Town In Maui

1 1
apartment , Paia
This award-winning tropical studio is located in Paia, a short walk from the beach and close to the Alexander and Baldwin Sugar Museum, Iao Theater, and One Love Farmers Market.
This ocean view studio features a king-size bed, a full-size sofa sleeper, a custom tile shower, 14 ft. ceilings, a wrap-around lanai, and a shared outdoor wet bar with a BBQ, offering a private, gated compound with secured off-street parking and a jacuzzi.
Stunning Ocean & Pool Views In Fully Upgraded Condo! - Wailuku, HI
9.7 156 reviews
Wailuku, HI
11/01 – 11/07
$246/nighttotal: $1476 (6 )

Stunning Ocean & Pool Views In Fully Upgraded Condo!

1 2
apartment , Kihei
This Kihei condo is located steps from Lava Fields, Waipuilani Park, and Waipuilani Beach, with Maalaea Bay Beaches and Kalepolepo Beach Park within a 10-minute drive. This vacation rental has consistently received excellent ratings for location, cleanliness, and overall experience.
The one-bedroom unit, spanning 640 square feet, comfortably accommodates two guests. Enjoy amenities such as a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, and a tennis court.

Best Wailuku, HI vacation rentals with air conditioning

Private 3-bedroom Home With Ac In Sunny Kihei - Wailuku, HI
Wailuku, HI
07/30 – 05/29
$729/nighttotal: $220887 (303 )

Private 3-bedroom Home With Ac In Sunny Kihei

3 1
apartment , Kihei
This 3-bedroom, 2-bathroom condo is located in North Kihei, just two blocks from the beach and a short drive from Kamalo Wharf and Kaʻahumanu Church.
This residence accommodates up to six guests and features a bonus studio, air conditioning, and internet, with proximity to the Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters and Maui Arts and Cultural Center.
Unit 1 Waena Inn Newly Renovated Maui Private Suite - Wailuku, HI
9.0 1 review
Wailuku, HI
11/01 – 11/07
$229/nighttotal: $1374 (6 )

Unit 1 Waena Inn Newly Renovated Maui Private Suite

1 2
apartment , Wailuku
This newly renovated Wailuku suite is located 4 miles from Iao Valley State Park and 1.3 miles from Paukukalo Beach, with Kahului Airport 3.7 miles away.
This 320 square foot private studio offers air conditioning, complimentary WiFi, and a kitchenette, accommodating up to two guests.
Unit 25 Waena Inn - Maui Private Suite - Wailuku, HI
9.7 158 reviews
Wailuku, HI
11/01 – 11/07
$268/nighttotal: $1608 (6 )

Unit 25 Waena Inn - Maui Private Suite

1 2
apartment , Wailuku
This Wailuku studio is conveniently located just a 10-minute drive from the airport and 9 minutes from the Iao Needle, offering easy access to both the west and east sides of Maui. Guests consistently rate this studio as excellent, with many praising its comfortable and convenient features. The studio apartment comfortably sleeps up to four guests with a queen-size bed and a queen-size deluxe blow-up mattress. Amenities include air conditioning, Wi-Fi, free parking, and a kitchenette equipped with a refrigerator, microwave, cookware, utensils, a hot plate, skillet, toaster, rice cooker, and coffee maker.
Ground Floor, Updated Studio, Across From The Beach! - Kihei Bay Surf A101 - Wailuku, HI
Wailuku, HI
07/30 – 05/29
$206/nighttotal: $62418 (303 )

Ground Floor, Updated Studio, Across From The Beach! - Kihei Bay Surf A101

1 1
studio , Kihei
This updated ground-floor studio apartment in North Kihei is situated directly across from the beach, offering unparalleled coastal access and proximity to the Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters.
This 400 square foot unit accommodates up to 3 guests and features a fully stocked kitchen, air conditioning, and access to resort amenities including a swimming pool, hot tub, and BBQ area, with beach essentials provided for enjoying nearby whale watching, snorkeling, and surfing.
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