Maalaea holiday rentals

We found 5,064 holiday rentals — enter your dates for availability
Discover a selection of 152 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:18 Dec - 25 Dec

Room
Lanai / yard w BBQ
Our Hale (Home)
Living room / futon bed
Exceptional
(106 reviews)

HALE NIHI, Paia, Maui

Paia

8% off
AU$4,223
for 7 nights, 1 home
AU$603 per night
includes taxes & fees
HALE NIHI, Paia, Maui
Room
Interior
"Sunrise" unit Kitchenette
Interior
Exceptional
(65 reviews)

Hale Nihi - Paia, Maui

Paia

7% off
AU$3,942
for 7 nights, 1 home
AU$563 per night
includes taxes & fees
Hale Nihi - Paia, Maui
Exterior
Outdoor dining
Property grounds
Pool
Exceptional
(177 reviews)

Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort

Kihei

7% off
AU$3,990
for 7 nights, 1 apartment
AU$570 per night
includes taxes & fees
Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort
Living area to kitchen and entry
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Kitchen fully updated
Hale Wailana Resort building
Excellent
(92 reviews)

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

Kihei

7% off
AU$3,693
for 7 nights, 1 apartment
AU$528 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Community swimming pool on property
Granite countertop, living area
Dining area, kitchen
Living area, dining, and kitchen
Exceptional
(140 reviews)

Kihei, Maui Ground Floor Tropical Getaway - Across street from beach

Kihei

7% off
AU$2,882
for 7 nights, 1 apartment
AU$412 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Living area with beautiful views from the lanai
Try your golf game and one of Maui's terrific Golf Courses
Experience the Hawaiian Culture at the Luau while on island. Concierge Available
Beautiful Lanai view
Wonderful
(22 reviews)

Pool View from the 2nd floor with the Great Values this Season!!

Kihei

7% off
AU$2,989
for 7 nights, 1 apartment
AU$427 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
Renovated kitchen with built in bar
Grand Champions Entrance with Waterfall feature
View from the lanai at sunset
Entrance to the condo
Exceptional
(110 reviews)

Escape to Paradise – Your Dream Wailea Getaway Awaits!

Kihei

7% off
AU$6,799
for 7 nights, 1 apartment
AU$971 per night
includes taxes & fees
Escape to Paradise – Your Dream Wailea Getaway Awaits!
view from lanai over the complex grounds
Property grounds
Dining
Private kitchen
Exceptional
(168 reviews)

Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

Kihei

8% off
AU$6,953
for 7 nights, 1 apartment
AU$993 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Living Room from Master Bedroom Railing
Lower Swimming Pool
Entry Sign by Kihei Rd
New Kitchen
Exceptional
(95 reviews)

D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.

Kihei

5% off
AU$4,946
for 7 nights, 1 apartment
AU$707 per night
includes taxes & fees
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Living area set up with queen sofa sleeper and beautiful view of the grounds
Maui has terrific ocean coast courses, for the golfers visiting!
Tropical Plantation is fantastic, trolley ride is great!
Kihei Bay Vista C207 view from the lanai
Wonderful
(31 reviews)

Partial Ocean View from private lanai, Queen Bed.....fully furnished condo

Kihei

7% off
AU$3,078
for 7 nights, 1 apartment
AU$440 per night
includes taxes & fees
Partial Ocean View from private lanai, Queen Bed.....fully furnished condo
Hot tub & pool at night
Beach directly in front of Luana Kai Resort
Resort pool area with outdoor kitchen and grills
Ocean view from the kitchen too!
Exceptional
(63 reviews)

Luana Kai D205, Direct Ocean Views, 1Bed/1Bath, A/C, Pickleball Paradise!

Kihei

7% off
AU$3,192
for 7 nights, 1 apartment
AU$456 per night
includes taxes & fees
Luana Kai D205, Direct Ocean Views, 1Bed/1Bath, A/C, Pickleball Paradise!
Our 3 turtles welcome you
Living area
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Interior
Exceptional
(50 reviews)

Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.

Kihei

8% off
AU$5,673
for 7 nights, 1 apartment
AU$810 per night
includes taxes & fees
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Property grounds
Pool
Interior
Living space has LED dimmer lighting in kitchen
Exceptional
(175 reviews)

Tropical garden setting minutes from the beach! Not a high rise!

Kihei

7% off
AU$2,854
for 7 nights, 1 apartment
AU$408 per night
includes taxes & fees
Tropical garden setting minutes from the beach! Not a high rise!
Private kitchen
Living area
Outdoor dining
Amazing pool, hot tub, and BBQ amenities
Exceptional
(126 reviews)

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

Kihei

9% off
AU$11,624
for 7 nights, 1 apartment
AU$1,661 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kitchen bar view
Clubhouse pool and hot tub
Kitchen
Common Garden area
Exceptional
(10 reviews)

Fully Remodeled Modern Island Style!

Kihei

7% off
AU$10,400
for 7 nights, 1 apartment
AU$1,486 per night
includes taxes & fees
Fully Remodeled Modern Island Style!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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:

  • Maui Nui Golf Club (5.5 mi / 8.9 km)
  • Wailea Gold Golf Course (10.3 mi / 16.7 km)
  • Maui Spa Retreat (12.8 mi / 20.6 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)

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)
  • 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)
  • Maui Nui Botanical Gardens (6.8 mi / 10.9 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.
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.
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.
Are all fees included in the Maalaea holiday homes prices shown on Stayz?
Stayz 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.
Are there any Maalaea holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Maalaea holiday homes?
You can find great discounts on holiday homes in Maalaea on Stayz, 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 change or cancel my Maalaea holiday home booking on Stayz?
To find Maalaea holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Maalaea?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Maalaea holiday home?
Book your Maalaea holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Maalaea?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Maalaea to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas