Maalaea holiday rentals

We found 4,942 holiday rentals — enter your dates for availability

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September 2025

October 2025

Discover a selection of 15 apartments, 279 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:19 Dec - 26 Dec

Exceptional

(19 reviews)

Paia Bay House, ocean front with stunning views from all rooms in the house.

Paia, HI

8% off

for 7 nights, 1 home

AU$3,275 per night

includes taxes & fees

Relax in style at Kanai A Nalu 218! Enjoy stunning ocean views from the living room. Your perfect Maui escape awaits!

Exceptional

(14 reviews)

Beachfront Remodeled Oasis, Steps to Sugar Beach

Maalaea, HI

8% off

for 7 nights, 1 apartment

AU$1,562 per night

includes taxes & fees

Savor oceanfront living on your private lanai—morning coffee with sea breezes, sunset dinners with epic views. Pure paradise awaits!

Exceptional

(34 reviews)

Remodeled Oceanfront Condo with Stunning Views

Maalaea, HI

8% off

for 7 nights, 1 apartment

AU$2,519 per night

includes taxes & fees

Paradise found. 🌴🌊☀️ Imagine sipping your morning coffee with this breathtaking ocean view. Who’s ready for a getaway?

Exceptional

(5 reviews)

Vibrant Oceanfront Condo: Extraordinary View, Pool

Maalaea, HI

7% off

for 7 nights, 1 apartment

AU$1,382 per night

includes taxes & fees

Exceptional

(50 reviews)

Best view in Maui. Condo fully remodeled. August special 10% weekly discount.

Maalaea, HI

7% off

for 7 nights, 1 apartment

AU$929 per night

includes taxes & fees

Exceptional

(108 reviews)

Amazing Ocean Front at Sugar Beach Resort #519, High End Remodel, 1Bed/1Bath

Kihei, HI

5% off

for 7 nights, 1 apartment

AU$555 per night

includes taxes & fees

Lovely Lanai for whale/turtle watching while sipping on the beverage of choice!

Exceptional

(133 reviews)

Relaxing Ocean Front Views on Maui! Island Sands Condominium

Maalaea, HI

8% off

for 7 nights, 1 apartment

AU$700 per night

includes taxes & fees

Kihei Vacation Rental | 1BR | 1BA | 634 Sq Ft | Stairs Required

Exceptional

(28 reviews)

Stunning South Maui Condo w/ Lanai by Beach!

Kihei, HI

11% off

for 7 nights, 1 apartment

AU$644 per night

includes taxes & fees

Exceptional

(63 reviews)

Updated Kauhale Makai unit 610 1 bedroom top floor, king bed, AC

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$1,019 per night

includes taxes & fees

Exceptional

(136 reviews)

Huge Ocean Views! Direct Ocean Front Condo Sugar Beach Resort #527

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$659 per night

includes taxes & fees

Exceptional

(105 reviews)

COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!

Kihei, HI

16% off

for 7 nights, 1 apartment

AU$2,769 per night

includes taxes & fees

Exceptional

(38 reviews)

Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$904 per night

includes taxes & fees

Endless blue ocean and skies can be seen from the living, master bedroom, lanai

Wonderful

(11 reviews)

Luxurious oceanfront, walking distance to cafes, restaurants, and shopping!

Kihei, HI

8% off

for 7 nights, 1 apartment

AU$1,555 per night

includes taxes & fees

That amazing ocean view from every seat in the house!

Exceptional

(48 reviews)

Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi

Kihei, HI

6% off

for 7 nights, 1 apartment

AU$651 per night

includes taxes & fees

Exceptional

(72 reviews)

Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$356 per night

includes taxes & fees

Lanai View - enjoy your morning coffee or afternoon wine on the sunny lanai.

Exceptional

(257 reviews)

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$466 per night

includes taxes & fees

Exceptional

(20 reviews)

Mana Kai 404, Beautifully Renovated, Unbelievable Ocean View

Kihei, HI

7% off

for 7 nights, 1 apartment

AU$1,294 per night

includes taxes & fees

Exceptional

(119 reviews)

14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!

Kihei, HI

8% off

for 7 nights, 1 apartment

AU$1,129 per night

includes taxes & fees

Exceptional

(147 reviews)

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Kihei, HI

8% off

for 7 nights, 1 apartment

AU$1,134 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Maalaea

Premier Host

Crew Rest Maui - 2BR/2BA, Oceanfront, Superior Views, A/C, sleeps 6

Sleeps 4 · 2 bedrooms · 2 bathrooms

The beach, pool, and sun all from our lanai. What more could you ask for...

Premier Host

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

Sleeps 6 · 2 bedrooms · 2 bathrooms

Relax in comfort-watch whales from your lanai

Premier Host

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out

Sleeps 6 · 2 bedrooms · 2 bathrooms

Peace of mind
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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:

The Dunes at Maui Lani (5.3 mi / 8.6 km)
Maui Nui Golf Club (5.5 mi / 8.9 km)
Maui Fish Pipe (6.1 mi / 9.8 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)
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 most popular type of holiday home accommodation in Maalaea?

The most popular types of holiday homes in Maalaea are condos. Ready for more choices? Stayz has many options to match the unique needs of our guests, so you'll see properties in all shapes and sizes. The ideal fit is ready and waiting for you — get yours today.

How much does it cost to rent a holiday home in Maalaea?

The average price for a holiday home in Maalaea is determined by a number of factors, like time of year, length of stay and property type. Whether you're thinking about a sprawling villa with lots of space or a quaint cabin for just you and your sweetheart, just add your dates of travel to discover stays with fantastic value.

How much does it cost to rent a beach house in Maalaea?

Prices for beach houses in Maalaea may differ depending on the type and size of the property and when you're travelling. Simply enter your travel dates into Stayz and the number of guests to view holiday home options and prices. From there you can use our filter tool to refine your search by amenities, nearby activities, ratings and more.

What are popular home amenities in Maalaea?

An ocean view, tennis and nearby museums head the list of most popular home amenities in Maalaea. Whether you're heading away alone, with a partner or a group of best friends, Stayz can help you find a holiday home that fits your tastes with all the features you'll enjoy.

What are the top attractions for families in Maalaea?

There are loads of wonderful things to see and do with the family in Maalaea, including:

Maui Ocean Centre
Waiehu Beach
Coral Beach

Can I find two-bedroom holiday homes in Maalaea?

Take off with your besties and enjoy a relaxing escape in one of the 147 two-bedroom holiday homes Maalaea has to offer.

Are there holiday homes with WiFi in Maalaea?

Whether you want to keep up with the latest news, reply to emails or update your social media, there are 92 holiday homes with WiFi in Maalaea. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.

How old do you have to be to rent a holiday home in Maalaea?

The minimum age allowed can differ between properties on Stayz, so be sure to look at the rules of the holiday home in Maalaea you're interested in. But usually, it's 16, 18 or 21.

How long can I rent a holiday home in Maalaea for?

It all depends on the Maalaea property. To look over a list of options offering extended stays, simply enter your travel dates and guest number into Stayz's search page. You can look forward to having the whole place to yourself, along with comforts such as air conditioning, a kitchen and outdoor spaces where the kids can burn off energy. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.