Holiday rentals in Wailuku

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Top-rated holiday rentals in Wailuku

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Guest favourite
A cozy living area features a plush brown sofa adorned with leafy pillows, accompanied by a textured coffee table. A pair of wicker chairs sits nearby. A colorful artwork hangs on the wall, and warm lighting enhances the inviting atmosphere.
Apartment in Wailuku
4.8 out of 5 average rating, 437 reviews

Romantic Beachfront Getaway

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

Top guest favourite
The modern kitchen features dark cabinetry and a large marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are visible. A bowl of fresh fruit sits on the island, while natural light illuminates the space through ample windows and overhead pendant lighting.
Apartment in Wailuku
4.98 out of 5 average rating, 162 reviews

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups

Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.

Top guest favourite
An open living space features a comfortable bed with soft blue linens, a stylish fold-out loveseat, and a large area rug. A fully equipped kitchen with wooden cabinets and a breakfast bar is visible, complemented by natural light from nearby windows.
Guest suite in Wailuku
4.89 out of 5 average rating, 510 reviews

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Serene, Beachy decor. Awaken to Sunrise over Haleakala & North Shore, listen to surf and local birds, and watch the ocean and harbor action- Surfers, Kiters, Sailboarders, Kanaha beach from the secluded back yard. Relax in the hot tub and sauna. Very Central, but you’ll want a car or Uber to get to most places- Wailuku town is 1 mile. Hosts live on-site for needed assistance, otherwise allow guests to enjoy their peace and solitude during the evenings after the day's adventures. FAST Internet

Top guest favourite
A lanai space features a table and chairs with a view of the ocean and distant islands. Tropical foliage decorates the foreground, including palm trees. The backdrop includes a clear sky with scattered clouds and a parking area adjacent to the property.
Apartment in Wailuku
4.95 out of 5 average rating, 166 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Welcome to a convenient Maui adventure base that is cozy, comfortable and modern! This Premier Vacation Condo in the harbor town known as Maalaea Village and located just 20 minutes from Kahului airport. Island Sands, a resort where you can enjoy a refreshing pool and barbecue grilling while overlooking stunning ocean and mountain viewing. Your tropical paradise includes opportunities to view turtles on a small beach, steps from the condo! This escape truly provides an unforgettable stay!

Guest favourite
A spacious private lanai features a round table surrounded by two chairs, with ocean views and palm trees in the background. The tranquil waters reflect sunlight, while lush greenery complements the scene. An inviting bedroom showcases a California King bed with ocean-themed decor and access to a smart TV.
Apartment in Wailuku
4.9 out of 5 average rating, 171 reviews

GORGEOUS Oceanfront/Ocean View*FULLY Remodeled!

This beautiful 559 square feet 1 bedroom, 1 bathroom unit is located just steps from the glittering Pacific Ocean, and comfortably accommodates up to four people. This condo is located in the quaint harbor village nestled between Maalaea Bay and the West Maui Mountains. Enjoy the luxury of being miles from crowded resorts, yet convenient to all your most popular island activities. The Maui Ocean Center is next door, and a delightful outdoor center with shopping and dining opportunities.

Top guest favourite
A collection of colorful canoes is positioned along the shore, framed by swaying palm trees. The ocean waves glisten under a moody sky, transitioning to sunset hues, while soft clouds add texture to the backdrop.
Guest suite in Kihei
4.98 out of 5 average rating, 391 reviews

"Dancing Turtle's "Guest Suite"

CHECK-IN WINDOW IS: 3-8PM. GIVE US AN HOUR WINDOW FOR CHECK-IN TIME AT LEAST 1 DAY BEFORE ARRIVAL; we need to adjust our schedule to make sure we can welcome you. We will try to accommodate your arrival time (e.g. later flight) as much as possible. NO EARLY CHECK IN or BAG DROP OFF. You will be in our private. Guest Apt. with fully equipped kitchen. We live upstairs. We are a licensed "B&B" , which is the Maui County destination to operate legally in an “owner occupied residence”.

Guest favourite
A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.
Apartment in Wailuku
4.94 out of 5 average rating, 131 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

Top guest favourite
A modern loft interior features a spacious living area with a light grey sectional sofa adorned with various blue and white throw pillows. A simple wooden dining table with teal seating is visible alongside a kitchen with a white island. Large windows allow natural light, and a decorative wall clock adds charm.
Apartment in Kihei
4.98 out of 5 average rating, 178 reviews

Live, Love, Loft in Beautiful Maui

Experience the beautiful island of Maui and all its wonder in this modern loft in Central Kihei. You’re just minutes away from stunning beaches, local markets, and some of the best food on island. Nothing feels like you’ve arrived in Maui like the welcoming sand and warm waters of Charlie Young Beach, just across the street. Head down to The Cove to surf or paddle board with the locals. Or simply relax, put on a classic record and enjoy the sunset from the balcony.

Superhost
The living area features a modern couch in front of an art piece depicting maps on three canvases. Two chairs are positioned around a coffee table atop a blue area rug. Soft lighting is provided by two lamps on each side of the couch.
Apartment in Kihei
4.86 out of 5 average rating, 233 reviews

Walk to Beach XL 1 Bedroom w/Pool & Jacuzzi

This is your perfect getaway place right across the beach! 1 b1 b condo includes fully set up kitchen, dining area and living room, Cal King size bed, full size washer and dryer in the unit(+laundry detergent), TV, beach chairs and cooler, wifi internet, shared jacuzzi and pool. Located in North Kihei across the street from Kalepolepo Beach Park and Turtle Sanctuary. 5 minute drive to stores and shopping. Building is secluded from the road and traffic.

Guest favourite
A well-lit living area is visible, featuring a spacious bed with a grey blanket and decorative pillows. A comfortable sofa sits adjacent, complemented by a patterned area rug. A round mirror reflects light, enhancing the sense of space. The open design creates a welcoming environment.
Apartment in Kihei
4.87 out of 5 average rating, 202 reviews

Your Island Home - KBS

Newly remodeled! This corner unit is conveniently located across Kalepolepo Beach Park, & the Humpback Whale Sanctuary. Ideal for couples, a small family or a group of friends. The condo has a queen bed, queen sleeper sofa, full kitchen, bath & walk-in shower. You are minutes away from restaurants, shopping & groceries. Parking is located in front of the condo, air conditioned, and free wifi. Kick back, relax & enjoy what the Valley Isle has to offer.

Guest favourite
Flat in Wailuku
4.92 out of 5 average rating, 259 reviews

1929 Restored 1BR Plantation Home | Walk to Town

Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.

Guest favourite
A serene beach scene unfolds with gentle waves lapping at the shoreline. A tall palm tree stands prominently, overlooking the golden sand. Lush greenery frames the foreground, while the distant island can be seen beneath a partly cloudy sky and vibrant blue ocean.
Apartment in Kihei
4.85 out of 5 average rating, 112 reviews

Paradise awaits!

E Komo Mai to our beautiful top of the line condo on the South Shore of Maui. This condo comes loaded and fully stocked with everything you need from your home away from home. Beautiful lanai to sit and have your coffee or afternoon spirits and watch the sunset. Beach towels, chairs, umbrella, cooler & boogie board. Beach (200 steps or less) from your door to capture spectacular sunsets. RB-21667 Holo Imua Properties Hallie Walker

Popular amenities for Wailuku holiday rentals

When is the best time to visit Wailuku?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Wailuku?

    Yes! Work meets play with ease at over 60 vacation rentals in Wailuku featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Wailuku?

    Four-legged friends are welcome in Wailuku. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there Wailuku vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Wailuku, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Wailuku?

    Wailuku has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do hotel rentals in Wailuku have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Wailuku. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Wailuku have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in Wailuku. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wailuku have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Wailuku. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Wailuku?

    Experience the best of Wailuku with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Wailuku

  • Total holiday rentals

    Explore 120 holiday rentals in Wailuku

  • Nightly prices starting at

    Wailuku holiday rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 7,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of Wailuku holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Wailuku rentals

  • 4.7 Average rating

    Wailuku stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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  5. Wailuku