Search vacation rental in Wailuku, HI from 100+ sites!

54 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Wailuku, HI vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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.

Beachfront Oceanview Condo Centrally Located For All Your Maui Adventures - Wailuku, HI
9.8 44 reviews
Wailuku, HI
07/30 – 05/29
$212/nighttotal: $64236 (303 )

Beachfront Oceanview Condo Centrally Located For All Your Maui Adventures

1 1
apartment , Kihei
This oceanfront condo in Central Kihei offers direct beach access and is a short walk to shops and restaurants, 15 minutes from Makena State Park, and 20 minutes from Kahului Airport.
This newly renovated 650 sq ft apartment sleeps 4 and features a full kitchen, central air conditioning, a private lanai with ocean and mountain views, and access to resort amenities including a swimming pool, spa hot tub, and volleyball courts.

Best Wailuku, HI vacation rentals with parking

Island Sands 500, Breathtaking Ocean Views, Spacious Lanais, Renovated, Split Ac - Wailuku, HI
9.0 96 reviews
Wailuku, HI
07/30 – 05/29
$358/nighttotal: $108474 (303 )

Island Sands 500, Breathtaking Ocean Views, Spacious Lanais, Renovated, Split Ac

2 1
apartment , Maalaea
This Maalaea beachfront condo, a short walk from Haycraft Beach Park and Sugar Beach, offers easy access to Maalea Harbor for water excursions.
The 940-square-foot rental boasts three bedrooms, two bathrooms, sleeps six, and features a fully equipped kitchen, in-unit laundry, two lanais with ocean and West Maui Mountain views, plus community amenities including a pool and BBQs.
Tropical Lanai Getaway With Breezy Island Feel - Wailuku, HI
9.3 88 reviews
Wailuku, HI
07/30 – 05/29
$193/nighttotal: $58479 (303 )

Tropical Lanai Getaway With Breezy Island Feel

1 1
apartment , Maalaea
This beachfront apartment is located in Maalaea, just a mile from the West Maui Mountains and Maalea Harbor, and a short drive from Kealia Pond National Wildlife Refuge. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, accommodating up to four guests. Enjoy amenities like a swimming pool, a terrace, and a fully equipped kitchen, plus a concierge service, free WiFi, and parking.
Hale Kai O'kihei 314 - Wailuku, HI
9.5 123 reviews
Wailuku, HI
07/30 – 05/29
$366/nighttotal: $110898 (303 )

Hale Kai O'kihei 314

1 1
apartment , Kihei
Hale Kai O'Kihei 314 is a one-bedroom apartment in Kihei, located just a 7-minute walk from Waipuilani Beach and a short drive from other popular beaches like Kalepolepo and Mai Poina.
This 550 square foot apartment offers a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a swimming pool, spa, and fitness center on-site.
Private Paia Studio In A Tropical Sanctuary, A Short Walk To Paia Town & Beach. - Wailuku, HI
10 26 reviews
Wailuku, HI
07/30 – 05/29
$401/nighttotal: $121503 (303 )

Private Paia Studio In A Tropical Sanctuary, A Short Walk To Paia Town & Beach.

1 1
studio , Paia
This Paia, Maui studio rental is centrally located, within walking distance of Baldwin Beach and Paia Bay, and a short drive from the One Love and Hali'imaile Farmers Markets.
The 500-square-foot unit features a king-size bed, queen-size sleeper sofa, full kitchen with fridge, private bathroom with custom tile shower, air conditioning, and a private jacuzzi, accommodating up to two guests.

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.

Lauloa - Oceanfront | Ground Floor | Pool | Ac - Wailuku, HI
8.0 1 review
Wailuku, HI
07/30 – 05/29
$453/nighttotal: $137259 (303 )

Lauloa - Oceanfront | Ground Floor | Pool | Ac

2 1
apartment , Maalaea
This beachfront condo in Ma'alaea offers direct access to Haycraft Beach Park, a five-minute walk away, and is conveniently situated near local shopping and dining.
This 950 square foot apartment accommodates up to six guests with two bedrooms and two bathrooms, featuring a gourmet kitchen, floor-to-ceiling ocean-view windows, a shared swimming pool, and complimentary on-premises parking.
Island Sands 500, Breathtaking Ocean Views, Spacious Lanais, Renovated, Split Ac - Wailuku, HI
9.0 96 reviews
Wailuku, HI
07/30 – 05/29
$358/nighttotal: $108474 (303 )

Island Sands 500, Breathtaking Ocean Views, Spacious Lanais, Renovated, Split Ac

2 1
apartment , Maalaea
This Maalaea beachfront condo, a short walk from Haycraft Beach Park and Sugar Beach, offers easy access to Maalea Harbor for water excursions.
The 940-square-foot rental boasts three bedrooms, two bathrooms, sleeps six, and features a fully equipped kitchen, in-unit laundry, two lanais with ocean and West Maui Mountain views, plus community amenities including a pool and BBQs.
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.
Condo Available, Has Electricity ! A/c Ocean View - Wailuku, HI
9.8 81 reviews
Wailuku, HI
07/30 – 05/29
$659/nighttotal: $199677 (303 )

Condo Available, Has Electricity ! A/c Ocean View

1 1
apartment , Kihei
This beachfront Kihei condo offers direct beach access and is a 5-minute walk from Waipuilani Park and Beach, with Maalaea Bay Beaches and Kalepolepo Beach Park less than 15 minutes away.
The 1-bedroom, 2-bathroom unit sleeps 4, features a fully equipped kitchen, in-unit laundry, free WiFi, a balcony, and access to a swimming pool, fitness center, sauna, and tennis court; parking is also provided.

Best Wailuku, HI vacation rentals with air conditioning

Seaside Escape Just Steps To The Beach! - Wailuku, HI
9.6 5 reviews
Wailuku, HI
07/30 – 05/29
$264/nighttotal: $79992 (303 )

Seaside Escape Just Steps To The Beach!

1 1
apartment , Kihei
This studio condo is located in North Kihei, directly across from Kalepolepo Beach and the Whale Education Center, with Sugar Beach less than two blocks away and shops and restaurants within a 2-mile walk.
This 600 sq ft renovated rental accommodates two guests and offers a private lanai, a gourmet kitchen with high-end appliances, a spa-like bathroom, and resort-style amenities including a pool, tennis courts, and jacuzzi.
Gorgeous Ocean View 3br 2ba Home, Wailuku, 6 Mo. Min Priced Below Vacation Rates - Wailuku, HI
Wailuku, HI
07/30 – 05/29
$320/nighttotal: $96960 (303 )

Gorgeous Ocean View 3br 2ba Home, Wailuku, 6 Mo. Min Priced Below Vacation Rates

3 1
apartment , Wailuku
This Wailuku Heights vacation rental is conveniently located less than a mile from the Kaʻahumanu Church and Bailey House Museum, and within three miles of the Iao Theater and Maui War Memorial.
The three-bedroom, two-bathroom house sleeps four guests and includes amenities such as air conditioning, internet access, and a washer.
Beachfront Bliss On Sugar Beach - Wailuku, HI
Wailuku, HI
07/30 – 05/29
$217/nighttotal: $65751 (303 )

Beachfront Bliss On Sugar Beach

1 1
apartment , Kihei
This oceanfront condo in North Kihei offers direct access to Sugar Beach, Maui's longest white sand beach, and is located near Kamalo Wharf and Kaʻahumanu Church.
This 1-bedroom, 1-bathroom unit accommodates 2 guests and features a full kitchen, private lanai with ocean views, in-unit laundry, and access to an oceanfront pool and barbecues, with winter whale watching opportunities from the unit.
©2026 cozycozy.com