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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.

Kihei Bay Surf 227 - Wailuku, HI
9.1 448 reviews
Wailuku, HI
11/01 – 11/07
$265/nightTotal: $1590 (6 )

Kihei Bay Surf 227

1 2
apartment , Kihei
Kihei Bay Surf 227 is a beachfront rental located just a minute's walk from Kalepolepo Beach and a two-minute walk from Waipuilani Beach, offering stunning ocean views and easy access to the area's best beaches. The rental has excellent user, location, and cleanliness ratings.
This one-bedroom, one-bathroom unit features a fully equipped kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, satellite TV, and a private balcony with ocean views. Guests can enjoy amenities like a swimming pool, Jacuzzi, tennis court, and a restaurant on-site, as well as explore the area by bike.
Sugar Beach Oceanview  Weekly Sale 10%  Summer - Wailuku, HI
9.7 183 reviews
Wailuku, HI
11/01 – 11/07
$291/nightTotal: $1746 (6 )

Sugar Beach Oceanview Weekly Sale 10% Summer

1 2
apartment , Kihei
This beachfront Kihei condo, in the desirable Waipuilani area, offers direct access to Lava Fields, Waipuilani Beach, and Waipuilani Park, with Maalaea Bay Beaches and Kalepolepo Beach Park within a 10-minute drive.
This 800-square-foot unit features one bedroom, one bathroom, accommodates four guests, and includes a fully equipped kitchen, in-unit laundry, a private terrace, and access to a swimming pool, jacuzzi, fitness center, tennis court, and sauna.
Ma'alaea Surf #C-7  Oceanfront Getaway With Spectacular Views & Pool - Wailuku, HI
9.5 39 reviews
Wailuku, HI
11/01 – 11/07
$443/nightTotal: $2658 (6 )

Ma'alaea Surf #C-7 Oceanfront Getaway With Spectacular Views & Pool

2 2
apartment , Kihei
Maalaea Surf #G-7 By Ali'i Resorts is located in Kihei, just a short walk from Maalaea Bay Beaches and Kealia Pond National Wildlife Refuge. This 4-star condo is rated excellent by past guests for its location and overall experience.
This two-bedroom condo is perfect for families or groups of friends. Enjoy a range of amenities including a swimming pool, spa, tennis court, and free Wi-Fi, plus a fully equipped kitchen and a private balcony or terrace.
Maalaea 5 Star Island Sands 100 2 Bed Oceanfront - Wailuku, HI
9.2 298 reviews
Wailuku, HI
11/01 – 11/07
$400/nightTotal: $2400 (6 )

Maalaea 5 Star Island Sands 100 2 Bed Oceanfront

2 2
apartment , Maalaea
This Maalaea apartment is conveniently located near the beach, restaurants, and public transportation, making it an ideal choice for exploring the area. It consistently receives excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, two-bathroom rental comfortably sleeps six guests. The apartment boasts a well-equipped kitchen, air conditioning, a swimming pool, and a terrace or balcony, providing everything you need for a relaxing and enjoyable stay.

Best Wailuku, HI vacation rentals with parking

Unit 20 Waena Inn - Maui Private Suite - Wailuku, HI
9.5 169 reviews
Wailuku, HI
11/01 – 11/07
$254/nightTotal: $1524 (6 )

Unit 20 Waena Inn - Maui Private Suite

1 2
apartment , Wailuku
The Maui Ohana Modern Studio is conveniently located in Wailuku, just 4 miles from Iao Valley State Park and 1.3 miles from Paukukalo Beach, offering easy access to both natural beauty and nearby beaches. Guests have consistently rated this studio as "very good" for its overall experience, "good" for its location and cleanliness.
This 320 square foot unit comfortably accommodates up to 7 guests with one bedroom and one bathroom. Amenities include a well-equipped kitchenette, a flat-screen TV, air conditioning, private parking, and complimentary Wi-Fi. Guests can enjoy mountain views, explore nearby hiking and cycling trails, and rent a car directly from the studio for convenient island exploration.
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 25 Waena Inn - Maui Private Suite - Wailuku, HI
9.0 4 reviews
Wailuku, HI
11/01 – 11/07
$304/nightTotal: $1824 (6 )

Unit 25 Waena Inn - Maui Private Suite

1 2
apartment , Wailuku
Maui Ohana Modern Studio, Unit 13, offers a convenient Wailuku location near Paukukalo Beach and Iao Valley State Park, providing easy access to popular Maui attractions. This 320-square-foot apartment features a kitchenette, air conditioning, free Wi-Fi, and on-site parking, comfortably accommodating up to seven guests with access to a tennis court and nearby hiking trails.
Unit 27 Waena Inn - Maui Private Suite - Wailuku, HI
9.7 137 reviews
Wailuku, HI
11/01 – 11/07
$266/nightTotal: $1596 (6 )

Unit 27 Waena Inn - Maui Private Suite

1 2
apartment , Wailuku
This studio apartment is conveniently located in Wailuku, just a short drive from the airport and the iconic Iao Needle, offering easy access to both West and East Maui. The studio has earned a "very good" user rating, indicating a positive experience for previous guests.
The unit features a comfortable queen-size bed and a modern tropical décor, accommodating up to four guests. Enjoy modern amenities like air conditioning, Wi-Fi, and a smart TV, as well as a small kitchenette equipped with essential appliances for preparing light meals.

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.

Aloha Chic Penthouse Vistas - Wailuku, HI
9.9 152 reviews
Wailuku, HI
11/01 – 11/07
$314/nightTotal: $1884 (6 )

Aloha Chic Penthouse Vistas

1 2
apartment , Kihei
This Kihei apartment is steps away from Waipuilani Park and Beach, with Lava Fields also nearby, offering easy access to the ocean and beautiful views. It's rated excellent for location, cleanliness, and user experience.
The apartment has one bedroom and one bathroom, accommodating up to four guests in 800 square feet of space. Enjoy amenities like a swimming pool, jacuzzi, and a balcony, perfect for relaxing and taking in the ocean views.
Hono Kai Resort B16 - Wailuku, HI
9.4 40 reviews
Wailuku, HI
11/01 – 11/07
$222/nightTotal: $1332 (6 )

Hono Kai Resort B16

1 2
apartment , Maalaea
This 1-bedroom house is located in Wailuku, just steps from Maalaea Beach and within a 10-15 mile radius of popular attractions like Iao Valley State Park and Lahaina. It consistently receives excellent ratings for location, cleanliness, and overall user experience.
The 560 square foot house can comfortably accommodate up to 4 guests. It features a fully equipped kitchen, a private balcony, air conditioning, free parking, and Wi-Fi, as well as a swimming pool and a garden.
Breathtaking, Front Row Seat To The Azure Pacific - Wailuku, HI
9.8 266 reviews
Wailuku, HI
11/01 – 11/07
$326/nightTotal: $1956 (6 )

Breathtaking, Front Row Seat To The Azure Pacific

1 2
apartment , Maalaea
This oceanfront Maalaea condo, steps from Sugar Beach and adjacent to the Maui Ocean Center, offers unparalleled access to Maalaea Harbor and its attractions.
The 560-square-foot unit features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, private lanai, and complimentary beach gear, plus access to a pool, hot tub, and BBQ grills.
Kr607 - Great Top Floor Condo With Ocean/bay Views - Ocean/beach Access! - Wailuku, HI
9.1 65 reviews
Wailuku, HI
11/01 – 11/07
$236/nightTotal: $1416 (6 )

Kr607 - Great Top Floor Condo With Ocean/bay Views - Ocean/beach Access!

1 2
apartment , Kihei
This Kihei apartment is conveniently located within a 15-minute walk of Kealia Pond National Wildlife Refuge and Maalaea Bay Beaches, offering easy access to nature and recreation. Guests have consistently rated this rental excellent for location, cleanliness, and overall experience.
This 1-bedroom, 1-bathroom apartment spans 560 square feet and comfortably accommodates 2 guests. The apartment comes equipped with a full kitchen, in-unit laundry, a balcony, and a garden setting, ensuring a comfortable and enjoyable stay.

Best Wailuku, HI vacation rentals with air conditioning

2br Condo In Historic Wailuku–central Maui Locale - Wailuku, HI
10 2 reviews
Wailuku, HI
11/01 – 11/07
$429/nightTotal: $2574 (6 )

2br Condo In Historic Wailuku–central Maui Locale

2 2
apartment , Wailuku
This newly rebuilt 2025 apartment is located in a small, secure, five-unit gated community in Old Wailuku Town, just 10 miles from Kahului Airport.
This 2-bedroom, 2-bathroom condo accommodates up to 4 guests and features a fully equipped kitchen with full-size appliances, in-unit laundry, split A/C in each room, and a shared outdoor patio with a BBQ grill.
Unit 5 Waena Inn- Newly Renovated Maui Suite - Wailuku, HI
9.9 22 reviews
Wailuku, HI
11/01 – 11/07
$229/nightTotal: $1374 (6 )

Unit 5 Waena Inn- Newly Renovated Maui Suite

1 2
apartment , Wailuku
This Ohana studio is centrally located in Wailuku, Maui, a short 10-15 minute drive from Kahului Airport and beaches, offering easy access to both East and West Maui attractions.
This 324-square-foot studio comfortably sleeps two guests and features a kitchenette, air conditioning, Wi-Fi, a smart TV, and free parking; registration numbers 340390790000 and TA-069-028-0960-01 are provided for verification.
Unit 26 Waena Inn - Maui Private Suite - Wailuku, HI
9.8 123 reviews
Wailuku, HI
11/01 – 11/07
$356/nightTotal: $2136 (6 )

Unit 26 Waena Inn - Maui Private Suite

1 2
apartment , Wailuku
This studio apartment is situated in Wailuku, a short 10-minute drive from Kahului Airport and 9 minutes from the Iao Valley State Monument.
The 324-square-foot studio features a queen-size bed, a small kitchenette, and a queen deluxe blow-up mattress for an additional two guests, making it ideal for families or groups on a budget.
1br Wailuku House; Renovated Plantation Home; Walk Into Wailuku Town! - Wailuku, HI
9.2 268 reviews
Wailuku, HI
11/01 – 11/07
$252/nightTotal: $1512 (6 )

1br Wailuku House; Renovated Plantation Home; Walk Into Wailuku Town!

1 2
cottage , Wailuku
This cozy cottage is located in central Wailuku, just a short walk from Iao Theater and Kaʻahumanu Church, making it easy to explore the town's cultural and historical attractions. Guests consistently rate this charming rental highly for its cleanliness, location, and overall experience.
The cottage has one bedroom and one bathroom, comfortably accommodating up to three guests. The rental includes a fully equipped kitchen, a private balcony, a garden, a spa, and laundry facilities, ensuring a comfortable and enjoyable stay.
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