Maalaea holiday rentals

We found 5,051 holiday rentals — enter your dates for availability
Discover a selection of 147 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:15 Jan - 22 Jan

Pool
Outdoor dining
Living area
Dining
Exceptional
(40 reviews)

Beachfront Condo E 303/ Incredible views/ Pickleball/Great Snorkeling

Kihei

7% off
S$13,947
for 7 nights, 1 apartment
S$1,992 per night
includes taxes & fees
Beachfront Condo E 303/ Incredible views/ Pickleball/Great Snorkeling
beautifully landscaped grounds
Dining Table and  Comfortable Love Seat with ottoman on the Lanai
View North of Sugar  Beach Resort
You can see the reef in front of Sugar Beach Resort
Exceptional
(228 reviews)

Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home

Kihei

7% off
S$5,621
for 7 nights, 1 apartment
S$803 per night
includes taxes & fees
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
Beach
Property grounds
Property grounds
Private kitchen
Exceptional
(6 reviews)

Perch - Ocean View 1BR Suite | Large Lanai | Maui Sunset

Kihei

7% off
S$3,551
for 7 nights, 1 apartment
S$507 per night
includes taxes & fees
Perch - Ocean View 1BR Suite | Large Lanai | Maui Sunset
Interior
Exotic and very rare Labradorite granite countertops shine like gemstones
The pool has rest rooms in hut to the right, outdoor showers and a shaded area.
There are glass doors and curtains to close off the master for sleeping/privacy.
Exceptional
(70 reviews)

Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews

Kihei

7% off
S$5,759
for 7 nights, 1 apartment
S$823 per night
includes taxes & fees
Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews
Property grounds
Sunset from main lanai
Private kitchen
Lower pool
Exceptional
(49 reviews)

Summer Special, Huge Discount!!! Luxury Escape in Maui Kamaole’s Premier 2‑Bdr

Kihei

7% off
S$5,902
for 7 nights, 1 apartment
S$843 per night
includes taxes & fees
Summer Special, Huge Discount!!! Luxury Escape in Maui Kamaole’s Premier 2‑Bdr
Hale Wailana Resort building
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Freds South Shore Cantina.. Terrific Taco Tuesday Specials!! Sunsets are GREAT
Kitchen fully updated
Excellent
(92 reviews)

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

Kihei

7% off
S$3,328
for 7 nights, 1 apartment
S$475 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Maui Vista is popular in affordability and comfort comfortable
BBQ areas at the Maui Vista
Terrific Maui Vista!!
Sparkling Pool Area
Wonderful
(51 reviews)

Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"

Kihei

7% off
S$2,492
for 7 nights, 1 apartment
S$356 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Exterior detail
Living area
Outdoor dining
Private kitchen
Exceptional
(127 reviews)

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

Kihei

15% off
S$6,046
for 7 nights, 1 apartment
S$864 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
  • 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)
  • 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)
  • 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 rental accommodation in Maalaea?
The most popular types of holiday rentals in Maalaea are condos. Ready for more choices? Vrbo 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 rental 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 Vrbo and the number of guests to view holiday rental 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 rental amenities in Maalaea?
An ocean view, tennis and nearby museums head the list of most popular rental amenities in Maalaea. Whether you're heading away alone, with a partner or a group of best friends, Vrbo can help you find a holiday rental 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 rentals in Maalaea?
Take off with your besties and enjoy a relaxing escape in one of the 147 two-bedroom holiday rentals Maalaea has to offer.
Are there holiday rentals 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 Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Maalaea?
The minimum age allowed can differ between properties on Vrbo, 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 rental 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 Vrbo'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.

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