Maalaea holiday rentals

We found 5,072 holiday rentals — enter your dates for availability
Discover a selection of 149 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:25 Dec - 1 Jan

Hale Wailana Resort building
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Living area to kitchen and entry
Kitchen fully updated
Excellent
(92 reviews)

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

Kihei

7% off
S$3,523
for 7 nights, 1 apartment
S$503 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Living area looks out to lanai and lush landscaping
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
S$2,811
for 7 nights, 1 apartment
S$402 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Lanai with Table and 4 Chairs Ocean View
Living area
2023 new sofa bed living room
Kitchen overlooks the ocean view
Exceptional
(42 reviews)

Modern, remodeled, ocean views, comfortable and convenient 580 sf

Kihei

7% off
S$3,519
for 7 nights, 1 apartment
S$503 per night
includes taxes & fees
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Upper Pool a Few Steps from the Lanai.
Kihei Akahi's Grounds.  Flowers Everywhere
Flat Screen TV, DVD/VCR Player.  DVDs and VHS Tapes. Books
Bright and Tropical Living Room with PC and Printer.
Exceptional
(132 reviews)

Beautiful Maui Home Away from Home

Kihei

7% off
S$2,463
for 7 nights, 1 apartment
S$352 per night
includes taxes & fees
Beautiful Maui Home Away from Home
Beautiful Lanai view
Try your golf game and one of Maui's terrific Golf Courses
Nicely updated living area with kitchen, entry
Living area with beautiful views from the lanai
Wonderful
(22 reviews)

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

Kihei

7% off
S$2,798
for 7 nights, 1 apartment
S$400 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
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!
Living area with entertainment, dining, and kitchen
Wonderful
(31 reviews)

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

Kihei

7% off
S$2,959
for 7 nights, 1 apartment
S$423 per night
includes taxes & fees
Partial Ocean View from private lanai, Queen Bed.....fully furnished condo
Kitchen with new cabinets, counters and appliances
Living area
Exterior detail
Interior
Exceptional
(42 reviews)

Kihei 1 Bedroom Beach Condo

Kihei

5% off
S$3,886
for 7 nights, 1 apartment
S$555 per night
includes taxes & fees
Kihei 1 Bedroom Beach Condo
Living area
Property grounds
Private kitchen
view from lanai over the complex grounds
Exceptional
(168 reviews)

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

Kihei

7% off
S$5,558
for 7 nights, 1 apartment
S$794 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Pool
Property grounds
Living area
Beach
Exceptional
(65 reviews)

Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout

Kihei

7% off
S$3,557
for 7 nights, 1 apartment
S$508 per night
includes taxes & fees
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
New Kitchen
View from Lanai
Lower Swimming Pool
Lower Swimming {Pool from our Lanai
Exceptional
(59 reviews)

# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach

Kihei

6% off
S$2,649
for 7 nights, 1 apartment
S$378 per night
includes taxes & fees
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Exterior detail
Living area
Private kitchen
Outdoor dining
Exceptional
(126 reviews)

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

Kihei

8% off
S$10,565
for 7 nights, 1 apartment
S$1,509 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Peaceful grassy lawn to rig your ocean toys, have a picnic, read or snooze
Property grounds
Rest and rejuvenate
60 foot "L"-shaped Swimming Pool 81-84ºF  & Hot Tub 102ºF all year long
Exceptional
(144 reviews)

🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets

Kihei

7% off
S$4,408
for 7 nights, 1 apartment
S$630 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
  • 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)
  • Napili Bay (16.9 mi / 27.2 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 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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