Maalaea holiday lettings

We found 5,043 holiday rentals — enter your dates for availability

Discover a selection of 162 flats and other holiday rentals in Maalaea that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as a pool and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Maalaea

Showing deals for:5 Jun - 12 Jun

Image gallery for Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Hale Wailana Resort building
8.6 out of 10, Excellent, (91 reviews)
Excellent
(91 reviews)

Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Kihei

8% off
Price is £1,712
for 7 nights, 1 apartment
£245 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Find spaces that suit your style

Why visit Maalaea

  • Stunning beaches: Relax at Maalaea Beach and nearby Wailea Beach, both offering pristine sands and crystal-clear waters.
  • Outdoor activities: Enjoy various excursions and outdoor adventures in the breathtaking Hawaiian scenery.
  • Charming village atmosphere: Explore Maalaea's welcoming vibe, perfect for families and couples alike.
  • Affordable options: Discover budget-friendly activities and accommodations suitable for all travellers.
  • Scenic harbour: Take in the picturesque views of Maalaea Harbour, ideal for leisurely strolls and relaxation.

Popular types of accommodation in Maalaea

At Vrbo, we offer a diverse selection of Maalaea accommodation options to suit every traveller’s needs. Whether you’re seeking a cosy condo, a spacious private holiday home, or a convenient apartment, you’ll find the perfect retreat in this charming Hawaiian locale. With our transparent information and commitment to savings, choosing the right Maalaea rentals or hotels has never been easier. Explore your options and start planning your unforgettable getaway to Maalaea, Hawaii today!

  • Condos: The top choice among visitors to Maalaea, offering a blend of comfort and convenience with stunning ocean views.
  • Houses: A popular option for families or groups seeking privacy and ample space to relax together.
  • Apartments: Ideal for those looking for a self-catering option, providing a home-like atmosphere in the heart of Maalaea.
  • Villas: A luxurious stay, perfect for travellers wanting a bit of indulgence and stunning surroundings.
  • Cottages: Quaint and charming, these provide a delightful escape for a more intimate holiday experience.**

Top attractions in and around Maalaea

Maalaea offers a fantastic vacation experience for those seeking sun, sea, and scenic beauty. With its stunning beach, urban park, and picturesque harbour, visitors can enjoy outdoor activities and explore local culture. Don't miss the opportunity to relax at Maalaea Beach, just metres from the area, or venture to the nearby Wailea Beach, which is a short distance away. Maalaea truly caters to those looking for a delightful seaside escape.

  • Maalaea Harbor: A picturesque harbour known for its stunning scenery and laid-back beach vibes, perfect for leisurely strolls and enjoying the ocean views.
  • Kamaole Beach Park: Located 4.3km from Maalaea, this beautiful beach offers golden sands and a vibrant atmosphere, ideal for sunbathing and swimming.
  • Maui Tropical Plantation: Just 2.5km away, this eco-friendly plantation features lush landscapes and outdoor experiences, showcasing the rich agricultural heritage of Hawaii.

Things to do recommended for couples

For a romantic getaway in Maalaea, consider visiting MauiWine, only 8.1km away, where you can enjoy a delightful atmosphere of romance and entertainment. Alternatively, head to Tedeschi Vineyards, situated 8.7km from Maalaea, for a charming experience filled with exquisite wines and lovely views.

Things to do recommended for families

In Maalaea, families can unwind at Pilates Maui, a tranquil recreation centre just 2.5km away. For fun in the water, head to Maui Fish Pipe, an aquatic centre 3.7km away. Sports enthusiasts can visit the Maui War Memorial Center, located 4.3km from Maalaea.

Things to do recommended for groups

Groups visiting Maalaea can indulge in shopping at Whalers Village, just 8.7km away, enjoy a round of golf at the Maui Nui Golf Club, 3.7km distant, or unwind at the Maui Brewing Co., also 3.7km away, perfect for a relaxed afternoon.

What do I need to keep in mind when booking a vacation in 'Maalaea

If you’re travelling with a group, with family, bringing your pets, or seeking extended stays, it’s important to filter based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Maalaea with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Maalaea with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, alongside ensuring there are suitable amenities, such as a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Maalaea: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Maalaea: If you’re in search of holiday rentals with offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also want to include features such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Maalaea

Maalaea, a charming village in Hawaii, offers an idyllic escape for those seeking stunning beaches and breathtaking outdoor scenery. With its romantic ambiance, it's perfect for couples, while families can enjoy various excursions nearby. Explore the local area for affordable Maui options, take in the magnificent sea views, and discover the welcoming atmosphere that makes Maalaea an unforgettable destination. Whether you're after relaxation or adventure, this tropical haven is sure to delight every traveller.

  • Kihei: Situated a mere 2.5km from Maalaea, Kihei is a vibrant city renowned for its stunning beaches and outdoor activities, ideal for families and sun-seekers alike. The town features several beautiful sandy shores, such as Kamaole Beach Park, perfect for swimming, sunbathing, and picnicking. Kihei boasts an array of shopping centres and dining options, ensuring that visitors are never short of entertainment. For golf enthusiasts, the area is dotted with well-maintained golf courses that offer breathtaking views of the ocean and surrounding landscapes, making it a delightful destination for recreational pursuits.
  • Wailea: Located 5.6km from Maalaea, Wailea is an upscale neighbourhood famous for its luxurious resorts and stunning coastal scenery. The area provides a more tranquil experience, with pristine beaches like Wailea Beach that are perfect for sunbathing and swimming. Wailea is also home to world-class golf courses, providing an excellent opportunity for both novice and experienced golfers to enjoy the sport against a backdrop of spectacular ocean views. The local shops and restaurants offer a taste of Hawaii's rich culinary scene, making it a wonderful spot for a leisurely day out.
  • Ukumehame Ahupuaa: Nestled close to Maalaea, Ukumehame Ahupuaa is a charming neighbourhood known for its family-friendly atmosphere and beautiful beaches. This area is perfect for outdoor activities, with ample space for beach games, picnics, and water sports. Visitors can explore the local beaches, including family-oriented spots that provide a safe environment for children. Golf enthusiasts will appreciate the nearby golf courses while enjoying the scenic views of the bay, making Ukumehame Ahupuaa a delightful stop for families and nature lovers.

Best time to go to Maalaea

If you're planning a trip to Maalaea, it's a good idea to check both the weather and property rates. The warmest months are August and September. Peak season runs in March, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January72.7°F (22.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High
February72.3°F (22.4°C)No Rain (Dry)Mostly SunnyAverageAverage
March72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April74.1°F (23.4°C)No Rain (Dry)Mostly SunnyAverageAverage
May75.6°F (24.2°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
June76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageAverage
July77.9°F (25.5°C)No Rain (Dry)Mostly SunnySlightly HighAverage
August78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
September78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly Low
October77.7°F (25.4°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
November75.7°F (24.3°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December73.8°F (23.2°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save money on your next getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you could enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, please utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up from where you last stopped, or manage your travel arrangements. You can easily locate the properties you've saved and booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to charming Maalaea

The ocean views and wildlife create a pretty picture of Maalaea. Well known for its aquarium, seafood restaurants and whale watching, this romantic city won't disappoint. Kaanapali Beach and Wailea Beach are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Maalaea

Are you looking for attractions to see in the area? You'll be sure to enjoy Maalaea for its whale watching and snorkelling. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Maalaea a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Pilates Maui (4.3 mi / 7 km)
  • Maui Nui Golf Club (5.5 mi / 8.9 km)
  • Kaanapali Golf Courses (14.2 mi / 22.8 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (14.2 mi / 22.8 km)
  • Kapalua Golf Club Plantation Course (16.6 mi / 26.8 km)
  • Kapalua Resort (16.9 mi / 27.2 km)

Exploring the natural landscape of Maalaea

Travellers enjoy Maalaea for its seaside and island views. Whether you're an active traveller or just want to appreciate the scenery, Maalaea is a great place to get outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (14.5 mi / 23.3 km)
  • Wailea Beach (9.2 mi / 14.7 km)
  • Maalaea Bay Beaches (3.3 mi / 5.4 km)
  • Maui Tropical Plantation (3.7 mi / 6 km)
  • Kihei Regional Park (5.5 mi / 8.9 km)
  • Kamaole Beach Park (6.6 mi / 10.6 km)

Transport options to and around Maalaea

The nearest airport is in Kahului, HI (OGG), located 8.4 mi (13.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Kapalua, HI (JHM-West Maui), which is 15.5 mi (24.9 km) away.

Frequently asked questions

What is the best area to stay in Maalaea when booking a holiday rental?
When considering a holiday rental in Maalaea, Hawaii, the area offers a delightful blend of coastal charm and accessibility to some of the island's top attractions. Maalaea Harbour is particularly appealing, as it features a range of holiday rentals with stunning ocean views. This vibrant area is not only known for its proximity to the beautiful Maalaea Beach but also for the Maui Ocean Centre, where visitors can engage in the wonders of marine life.

Another top neighbourhood is the Maalaea Village, which provides a more laid-back atmosphere with a selection of properties that are just steps away from the beach. Here, you can enjoy leisurely strolls along the shoreline and indulge in local dining options that showcase fresh seafood and Hawaiian cuisine.

Overall, Maalaea boasts a variety of properties to choose from, ensuring that visitors can find a superb spot to relax and enjoy the enchanting beauty of Maui.
How much does it cost to rent a holiday home in Maalaea?
Prices for holiday rentals in Maalaea vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Maalaea to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Maalaea holiday house rentals?
You can find great discounts on house rentals in Maalaea on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Maalaea?
A long-stay holiday rental in Maalaea is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Maalaea holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Maalaea with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Maalaea for a holiday rental?
July is the peak time to visit Maalaea, Hawaii, drawing holidaymakers eager to bask in the sun and enjoy the stunning beaches. During this vibrant summer month, the area buzzes with activity as visitors partake in water sports, explore the picturesque coastal paths, and embrace the lively local culture.

The summer season, extending from July to September, offers warm temperatures averaging between 24 to 31 degrees Celsius, making it great for outdoor adventures and sun-soaked relaxation. Whether you're interested in snorkelling in crystal-clear waters or taking a leisurely stroll along the scenic shoreline, the weather is generally inviting and conducive to exploration.

If you're looking to save a bit on your holiday rental, consider visiting in October. This month often sees a slight drop in tourist numbers, allowing for a more tranquil experience while still enjoying the beautiful Hawaiian landscape. October also presents opportunities for pleasant weather with fewer crowds, which can enhance your overall holiday experience.

Ultimately, the best time to visit Maalaea will depend on your preferences—whether you want to immerse yourself in the lively summer atmosphere or enjoy a quieter escape in the autumn while still soaking up the island's natural beauty.
How early should I book a Maalaea holiday rental?
Book your Maalaea holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Maalaea?
In Maalaea, Hawaii, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural significance. The Maui Ocean Centre is a major draw, providing an in-depth look at the marine life of the Pacific and featuring interactive exhibits, a shark tunnel, and a range of educational programmes.

The picturesque Maalaea Harbour is superb for taking boat tours or whale watching, especially during the migration season. Nearby, the scenic Haycraft Park offers walking paths and picnic spots with stunning ocean views.

For those interested in outdoor activities, the nearby Sugar Beach, one of the longest beaches on Maui, is ideal for sunbathing, swimming, and leisurely strolls.
Can I change or cancel my Maalaea home rental booking on Vrbo?
To find Maalaea holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Maalaea holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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