Maalaea holiday homes

We found 5,040 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:11 Dec - 18 Dec

Room
Interior
"Sunrise" unit Kitchenette
Interior
Exceptional
(65 reviews)

Hale Nihi - Paia, Maui

Paia

7% off
NZ$4,918
for 7 nights, 1 home
NZ$703 per night
includes taxes & fees
Hale Nihi - Paia, Maui
Bedroom 2
Lanaii
Koi Pond
Pool
Exceptional
(68 reviews)

Kihei Maui Beach house - On the water

Kihei

7% off
NZ$13,685
for 7 nights, 1 home
NZ$1,955 per night
includes taxes & fees
Kihei Maui Beach house - On the water
Living room looking towards the front door
The Lanai and the hint of the view from outside
View of the manicured grounds from the Lanai
The comfortable King-size master bed with the pillow-top mattress
Exceptional
(151 reviews)

195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!

Wailuku

7% off
NZ$5,345
for 7 nights, 1 apartment
NZ$764 per night
includes taxes & fees
195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!
Guest room with XL twins or king—great for couples, kids, or friends.
Relax in oceanfront luxury with beach views, sunsets, and breezy lanai mornings.
Your expansive indoor outdoor lanai has a beautiful Maui view
Wake up to island beauty with local art and tropical Maui-inspired style.
Exceptional
(93 reviews)

Makena Surf • Bright and Airy Retreat • Steps to the Beach: Swim w/Turtles

Kihei

5% off
NZ$14,584
for 7 nights, 1 apartment
NZ$2,083 per night
includes taxes & fees
Makena Surf • Bright and Airy Retreat • Steps to the Beach: Swim w/Turtles
Interior
Welcome!
THE MAJESTIC 10,000' HIGH HALEAKALA IS YOUR BACKDROP.
THE NEWLY RENOVATED PRIVATE POOL IS SPOTLESS.
Exceptional
(80 reviews)

IMPECCABLY REMODELED GROUND FLOOR OCEANFRONT - 50' FROM THE SEA TURTLE SANCUARY!

Wailuku

7% off
NZ$6,870
for 7 nights, 1 apartment
NZ$981 per night
includes taxes & fees
IMPECCABLY REMODELED GROUND FLOOR OCEANFRONT - 50' FROM THE SEA TURTLE SANCUARY!
Lobby
View on the pool
Spacious lanai with enough seating for the whole family.
Salt water pool
Exceptional
(256 reviews)

Mana Kai Maui Condo - Right on the Beach!

Kihei

7% off
NZ$7,813
for 7 nights, 1 apartment
NZ$1,116 per night
includes taxes & fees
Mana Kai Maui Condo - Right on the Beach!
Kitchen
This is the view from the unit.
Dinning Room
Bedroom
Excellent
(156 reviews)

Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei

Kihei

5% off
NZ$3,162
for 7 nights, 1 apartment
NZ$452 per night
includes taxes & fees
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
Living Room
Living Room
Dining Area
Kitchen
Exceptional
(169 reviews)

Wailea 1 BR Condo, close to everything, good pricing

Kihei

7% off
NZ$4,025
for 7 nights, 1 apartment
NZ$575 per night
includes taxes & fees
Wailea 1 BR Condo, close to everything, good pricing
View from the heated pool.
Outdoor dining
Interior
View from Keawakapu Beach
Exceptional
(79 reviews)

Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned

Kihei

8% off
NZ$9,155
for 7 nights, 1 apartment
NZ$1,308 per night
includes taxes & fees
Newly Renovated 6th floor Panoramic Beachfront Condo Fully Air Conditioned
Dining
Pool
Living area
Dining
Exceptional
(28 reviews)

Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo

Kihei

8% off
NZ$21,952
for 7 nights, 1 apartment
NZ$3,136 per night
includes taxes & fees
Wailea Beach Villas M311 Seaview Sanctuary Luxury Oceanview Condo
Room
private pool
ocean and west Maui mountain views from Lanai
Beautiful views from rooftop terrace
Wonderful
(130 reviews)

Top Floor Unit ~ Endless Ocean Views

Kihei

6% off
NZ$5,757
for 7 nights, 1 apartment
NZ$822 per night
includes taxes & fees
Top Floor Unit ~ Endless Ocean Views
Entrance to the condo
Grand Champions Entrance with Waterfall feature
Renovated kitchen with built in bar
Pool
Exceptional
(110 reviews)

Escape to Paradise – Your Dream Wailea Getaway Awaits!

Kihei

7% off
NZ$4,328
for 7 nights, 1 apartment
NZ$618 per night
includes taxes & fees
Escape to Paradise – Your Dream Wailea Getaway Awaits!
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Living area
Our 3 turtles welcome you
Interior
Exceptional
(50 reviews)

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

Kihei

7% off
NZ$7,033
for 7 nights, 1 apartment
NZ$1,005 per night
includes taxes & fees
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
view from lanai over the complex grounds
Property grounds
Private kitchen
Living area
Exceptional
(167 reviews)

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

Kihei

7% off
NZ$4,606
for 7 nights, 1 apartment
NZ$658 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Living area
Property grounds
Property grounds
Golf
Exceptional
(56 reviews)

Updated Designer Condo w/ Ocean Views within five minutes to the beach

Kihei

7% off
NZ$4,573
for 7 nights, 1 apartment
NZ$653 per night
includes taxes & fees
Updated Designer Condo w/ Ocean Views within five minutes to the beach
Dining
Property grounds
Interior
Property grounds
Exceptional
(88 reviews)

Ekahi 29C, Ocean View, Steps away from the pool

Kihei

7% off
NZ$9,043
for 7 nights, 1 apartment
NZ$1,292 per night
includes taxes & fees
Ekahi 29C, Ocean View, Steps away from the pool
Property grounds
Outdoor dining
Private kitchen
Pool
Exceptional
(101 reviews)

Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool

Kihei

7% off
NZ$3,912
for 7 nights, 1 apartment
NZ$559 per night
includes taxes & fees
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Swimming Pool
Lanai
Master Bedroom w/ sliding door to lanai
Dining Area
Exceptional
(78 reviews)

Calm Cove Beachfront Condo

Kihei

7% off
NZ$5,606
for 7 nights, 1 apartment
NZ$801 per night
includes taxes & fees
Calm Cove Beachfront Condo
Interior
Living area
Private kitchen
Living area
Wonderful
(114 reviews)

BEST LOCATION in Kihei! 1BD/1BA by the BEACH! A/C, Clean, Cozy, Wifi, Beach Gear

Kihei

7% off
NZ$3,245
for 7 nights, 1 apartment
NZ$464 per night
includes taxes & fees
BEST LOCATION in Kihei! 1BD/1BA by the BEACH! A/C, Clean, Cozy, Wifi, Beach Gear
Dining table. Dishes, pots and pans and utensils provided.
Maui Sunset Complex in beautiful Kihei next to the ocean.
Maui Sunset Condo with 2 bedroom/ 2 bath with extra bonus room.
Beautiful grounds at Maui Sunset next to the ocean
Exceptional
(36 reviews)

Spacious Maui Sunset Condo: Steps to the BEACH. Pool, Gym, AC & Family Friendly

Kihei

7% off
NZ$8,404
for 7 nights, 1 apartment
NZ$1,201 per night
includes taxes & fees
Spacious Maui Sunset Condo: Steps to the BEACH. Pool, Gym, AC & Family Friendly
Pool
Picture perfect living room views
Street view
Private kitchen
Exceptional
(105 reviews)

Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.

Kihei

7% off
NZ$3,797
for 7 nights, 1 apartment
NZ$542 per night
includes taxes & fees
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Outdoor dining
Living area
Exterior detail
Private kitchen
Exceptional
(126 reviews)

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

Kihei

14% off
NZ$4,026
for 7 nights, 1 apartment
NZ$575 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Kitchen
Clubhouse pool and hot tub
View from entryway
Common Garden area
Exceptional
(10 reviews)

Fully Remodeled Modern Island Style!

Kihei

7% off
NZ$8,965
for 7 nights, 1 apartment
NZ$1,281 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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Maalaea holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Maalaea to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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