Maalaea holiday rentals

We found 5,085 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:22 Jan - 29 Jan

Dining
Outdoor dining
Private kitchen
Pool
Exceptional
(40 reviews)

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

Kihei

7% off
S$13,935
for 7 nights, 1 apartment
S$1,991 per night
includes taxes & fees
Beachfront Condo E 303/ Incredible views/ Pickleball/Great Snorkeling
Interior
Large open living area
Kamaole Beach 1 & 2 are steps away!
Living area
Exceptional
(36 reviews)

Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel

Kihei

7% off
S$4,904
for 7 nights, 1 apartment
S$701 per night
includes taxes & fees
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Feel right at home in the fully equipped kitchen, featuring gorgeous granite countertops and warm wood cabinetry. It has everything you need, whether you are whipping up a quick breakfast or preparing a romantic dinner.
Enjoy stunning coastal views even while fixing a snack. The thoughtful, seamless layout flows effortlessly from the kitchen directly into the living space and out to your private oceanfront balcony.
Drift off to sleep in this serene, beautifully appointed bedroom. Featuring rich wooden accents, a cooling ceiling fan, and direct balcony access, it is a tranquil retreat at the end of the day.
Wake up to breathtaking island views without even leaving the comfort of your bed. The sliding glass doors invite in gentle morning light and offer a spectacular panorama of the water and mountains to perfectly start your day.
Exceptional
(13 reviews)

Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen

Kihei

7% off
S$4,816
for 7 nights, 1 apartment
S$688 per night
includes taxes & fees
Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen
Beach
Property grounds
Property grounds
Private kitchen
Exceptional
(7 reviews)

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

Kihei

7% off
S$3,612
for 7 nights, 1 apartment
S$516 per night
includes taxes & fees
Perch - Ocean View 1BR Suite | Large Lanai | Maui Sunset
Aerial view of Kamaole 2, we are just left of the reef. Kam 3 to right of reef.
Exotic and very rare Labradorite granite countertops shine like gemstones
Interior
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$5,574
for 7 nights, 1 apartment
S$796 per night
includes taxes & fees
Oceanview, Sleeps 8, Gourmet Kitchen,@Kam 2, Pools/HotTubs,Tennis,5 Star Reviews
Peaceful grassy lawn to rig your ocean toys, have a picnic, read or snooze
Property grounds
Rest and rejuvenate
Pool and hot tub are nestled behind greenery on our lush 5.5 acres
Exceptional
(145 reviews)

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

Kihei

7% off
S$4,561
for 7 nights, 1 apartment
S$652 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
living dining area
Property grounds
Maui Sunset resort from beach
Sunset viewed from the pool
Exceptional
(107 reviews)

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

Kihei

7% off
S$4,313
for 7 nights, 1 apartment
S$616 per night
includes taxes & fees
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
Lower pool
Sunset from main lanai
Property grounds
Private kitchen
Exceptional
(49 reviews)

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

Kihei

7% off
S$6,101
for 7 nights, 1 apartment
S$872 per night
includes taxes & fees
Summer Special, Huge Discount!!! Luxury Escape in Maui Kamaole’s Premier 2‑Bdr
Living area
Miscellaneous
Outdoor dining
Interior
Exceptional
(7 reviews)

New Full Remodel 2nd Floor Oceanfront Condo

Kihei

7% off
S$4,087
for 7 nights, 1 apartment
S$584 per night
includes taxes & fees
New Full Remodel 2nd Floor Oceanfront Condo
Exterior detail
Living area
Amazing pool, hot tub, and BBQ amenities
Private kitchen
Exceptional
(127 reviews)

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

Kihei

15% off
S$6,089
for 7 nights, 1 apartment
S$870 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Living room, dining area and lanai
Partial Ocean View from condo
Get you game on with a view
Pool is just steps away
Exceptional
(55 reviews)

Beautiful 2nd floor, partial ocean view condo! Bathroom recently updated

Kihei

9% off
S$2,488
for 7 nights, 1 apartment
S$355 per night
includes taxes & fees
Beautiful 2nd floor, partial ocean view condo! Bathroom recently updated
View from lanai
Pool is just steps from the condo
Living area
Living area
Excellent
(119 reviews)

Location, location, location! Ocean view! Swimming & surfing within steps!

Kihei

7% off
S$2,932
for 7 nights, 1 apartment
S$419 per night
includes taxes & fees
Location, location, location! Ocean view! Swimming & surfing within steps!
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    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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