Maalaea holiday rentals

We found 5,047 holiday rentals — enter your dates for availability
Discover a selection of 162 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:13 Nov - 20 Nov

living dining area
Property grounds
Maui Sunset resort from beach
A nice view at sunset from the lanai
Exceptional
(107 reviews)

Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six

Kihei

7% off
S$3,703
for 7 nights, 1 apartment
S$529 per night
includes taxes & fees
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
Yard/BBQ area
Interior
Interior
"Sunrise" unit Kitchenette
Exceptional
(64 reviews)

Hale Nihi - Paia, Maui

Paia

7% off
S$3,722
for 7 nights, 1 home
S$532 per night
includes taxes & fees
Hale Nihi - Paia, Maui
Master bedroom with ocean front windows on two walls
Rare double rainbow over Maalaea Harbor taken from our bedroom.
beautifully landscaped sheltered courtyard facing Maalaea Bay
We are top left corner of the far wing
Exceptional
(166 reviews)

OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401

Wailuku

7% off
S$3,903
for 7 nights, 1 apartment
S$558 per night
includes taxes & fees
OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401
kitchen with view to lanai
view from lanai / balcony
Living room
Living area
Wonderful
(80 reviews)

Ocean Front with Spectacular View

Wailuku

8% off
S$2,867
for 7 nights, 1 apartment
S$410 per night
includes taxes & fees
Ocean Front with Spectacular View
Interior
Terrace/patio
Interior
Pool
Exceptional
(5 reviews)

New Full Remodel 2nd Floor Oceanfront Condo

Kihei

7% off
S$3,818
for 7 nights, 1 apartment
S$545 per night
includes taxes & fees
New Full Remodel 2nd Floor Oceanfront Condo
View from Kamaole I beach
Living area
Interior
The beach is steps from our condo
Exceptional
(119 reviews)

Maui Beachfront Gem

Kihei

8% off
S$6,357
for 7 nights, 1 apartment
S$908 per night
includes taxes & fees
Maui Beachfront Gem
Lobby
View on the pool
Spacious lanai with enough seating for the whole family.
Salt water pool
Exceptional
(253 reviews)

Mana Kai Maui Condo - Right on the Beach!

Kihei

7% off
S$5,989
for 7 nights, 1 apartment
S$856 per night
includes taxes & fees
Mana Kai Maui Condo - Right on the Beach!
Interior
Welcome to your tropical oasis! 🌴 Relax in style with stunning views and cozy comfort at our Maui Dream vacation rental. Perfect for unwinding after a day of island adventures!
Step into tranquility! 🌿 Our building's serene atrium invites you to relax amidst lush greenery and natural beauty. Perfect for a peaceful moment before your island adventures!
Private kitchen
Exceptional
(8 reviews)

Ocean View 1 Bed/1Bath Condo | AC | Pool | Full Kitchen in Kihei

Kihei

7% off
S$4,036
for 7 nights, 1 apartment
S$577 per night
includes taxes & fees
Ocean View 1 Bed/1Bath Condo | AC | Pool | Full Kitchen in Kihei
Private kitchen
Interior
Dining
Room
Exceptional
(14 reviews)

Resort Condo near the Beach

Kihei

5% off
S$3,827
for 7 nights, 1 apartment
S$547 per night
includes taxes & fees
Resort Condo near the Beach
Makena Surf offers oceanfront serenity, lush grounds & true Hawaiian calm.
Relax on your lanai with lush views and ocean sounds—pure island peace.
Cozy oceanview nook with local art and memory foam sleeper sofa.
Soak in ocean views from the kitchen—paradise with every meal.
Exceptional
(92 reviews)

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

Kihei

6% off
S$11,120
for 7 nights, 1 apartment
S$1,589 per night
includes taxes & fees
Makena Surf • Bright and Airy Retreat • Steps to the Beach: Swim w/Turtles
Guest access- your hammock in the front yard.
Guest access- spacious, grassy front lawn overlooks Charley Young Beach
Private kitchen
Exterior
Exceptional
(49 reviews)

Vintage Beachfront Studio Apartment Right On Charley Young Beach

Kihei

6% off
S$1,939
for 7 nights, 1 apartment
S$277 per night
includes taxes & fees
Vintage Beachfront Studio Apartment Right On Charley Young Beach
Aerial view of Menehune Shores looking toward Kihei
Kalepolepo Beach with Kings Pond (walled in swimming area) right out front
Daily tradewinds offer a pleasant breeze
Enjoy sunsets from our third floor lanai
Exceptional
(128 reviews)

Menehune Shores 304: Stunning sunset views and just steps to the beach!

Kihei

7% off
S$3,667
for 7 nights, 1 apartment
S$524 per night
includes taxes & fees
Menehune Shores 304: Stunning sunset views and just steps to the beach!
Private kitchen
Property grounds
Living area
Dining
Exceptional
(164 reviews)

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

Kihei

7% off
S$3,529
for 7 nights, 1 apartment
S$504 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Pool from lanai
Sunset from lanai
Living Room with Circular Staircase
Newly remodeled kitchen with granite and new appliances
Exceptional
(20 reviews)

Beautiful Kamaole Sands Oceanview Condominium !!

Kihei

7% off
S$3,312
for 7 nights, 1 apartment
S$473 per night
includes taxes & fees
Beautiful Kamaole Sands Oceanview Condominium !!
Golf
Property grounds
Interior
Property grounds
Exceptional
(55 reviews)

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

Kihei

7% off
S$3,502
for 7 nights, 1 apartment
S$500 per night
includes taxes & fees
Updated Designer Condo w/ Ocean Views within five minutes to the beach
photo of the ground
Sunset View from Lanai
One of the BBQ facilities taken from lanai.
Living area and Kitchen
Exceptional
(108 reviews)

Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated

Kihei

7% off
S$3,398
for 7 nights, 1 apartment
S$485 per night
includes taxes & fees
Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated
Dining
Property grounds
Interior
Pool
Very good
(19 reviews)

Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)

Kihei

7% off
S$3,133
for 7 nights, 1 apartment
S$448 per night
includes taxes & fees
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Private kitchen
Living area
Exterior detail
Amazing pool, hot tub, and BBQ amenities
Exceptional
(126 reviews)

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

Kihei

14% off
S$3,061
for 7 nights, 1 apartment
S$437 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)
  • 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)
  • The Dunes at Maui Lani (5.3 mi / 8.6 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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