Search Maalaea Villa Rentals from CA $280

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Maalaea Villas

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Fridge, microwave, oven, stovetop

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

10.0 out of 10, Exceptional, (177)
"Great place !!"
The price is CA $621
CA $1,377 total
includes taxes & fees
Aug 26 - Aug 27
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
STEEP PRICE DROP Now thru September ~ Must See OCEAN FRONT Bay Villa ~
Outdoor dining

STEEP PRICE DROP Now thru September ~ Must See OCEAN FRONT Bay Villa ~

10.0 out of 10, Exceptional, (71)
"Excellent location and appointed house! It was a wonderful place to stay. Loved it and you will to!"
STEEP PRICE DROP Now thru September ~ Must See OCEAN FRONT Bay Villa ~
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Outdoor pool, a heated pool

I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY

10.0 out of 10, Exceptional, (26)
"It was a great stay and the host was very responsive with any questions we may have had. Aloha and mahalo"
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Exquisite Spacious Wailea Beach Villas H102
Pool

Exquisite Spacious Wailea Beach Villas H102

9.8 out of 10, Exceptional, (64)
"We had a great time staying here. The place had plenty of room and great amenities. Very family friendly and still had quiet places for adults only."
Exquisite Spacious Wailea Beach Villas H102
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Outdoor pool, an infinity pool

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

10.0 out of 10, Exceptional, (82)
"Everything was wonderful… thank you so much Linda."
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
Outdoor pool, a heated pool

Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

10.0 out of 10, Exceptional, (67)
"It was good for families with small children and still able to have quiet places for the adults to enjoy. Beautiful property "
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
~ This Is Wailea Living ~
Sun loungers, beach towels

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (129)
"Fantastic property."
The price is CA $280
CA $732 total
includes taxes & fees
Sep 4 - Sep 5
~ This Is Wailea Living ~
The Westin Nanea Ocean Villas (2BR)
A heated pool

The Westin Nanea Ocean Villas (2BR)

The price is CA $1,381
CA $1,565 total
includes taxes & fees
Aug 27 - Aug 28
The Westin Nanea Ocean Villas (2BR)
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Exterior

RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS

10.0 out of 10, Exceptional, (194)
"Amazing family vacation!"
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
A waterfall pool

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

9.6 out of 10, Exceptional, (61)
"Overall this property was perfect. Had everything we needed for our family vacation (6 adults, 3 children). Property was clean, located close to pool and beach, shopping close by, we’d definitely stay here again in the future. "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
K L V R presents Beautiful Ground floor Villa 1A at Honua Kai Resort,
Outdoor pool, a heated pool

K L V R presents Beautiful Ground floor Villa 1A at Honua Kai Resort,

10.0 out of 10, Exceptional, (24)
"We have stayed here a few times now and we have never been disappointed. It's a lovely property. This is our first time staying in the Villa. We loved the space. One thing I wished was that they have maid service such as in the towers but otherwise it was great. "
K L V R presents Beautiful Ground floor Villa 1A at Honua Kai Resort,
MODERN HAWAII ⛳️ Modern Remodel, steps to the Beach, 4th Tee, Ocean View, 4 Pools
Beach nearby

MODERN HAWAII ⛳️ Modern Remodel, steps to the Beach, 4th Tee, Ocean View, 4 Pools

10.0 out of 10, Exceptional, (64)
"We usually stay on the beach, but this condo on the golf course was a lovely change of pace. The setting was peaceful, with breathtaking views of the trees, birds, and greens. The European furnishings were tasteful and elegant, adding to the overall charm of the space.The open floor plan was airy and fantastic, and the patio doors that fully open made the living area feel expansive and connected to the outdoors. We especially loved having two patios—one for morning sun and the other for...
MODERN HAWAII ⛳️ Modern Remodel, steps to the Beach, 4th Tee, Ocean View, 4 Pools
Rare Find! Ocean and Beach Front Cottage!
On the beach

Rare Find! Ocean and Beach Front Cottage!

9.2 out of 10, Wonderful, (5)
"A fantastic place to recharge and reconnect. We've stayed in Kihei many times so we know the area pretty well. This was the perfect spot. Almost no need to leave the property. We bbq'd and watched the sunset almost every evening. Went swimming in the ocean every morning. Walked over and rented surf boards to surf in the cove a couple of mornings. Went on several excursions around the island but always made it back to sit out on the lānai and watch the sunset in the evening. Mahalo."
Rare Find! Ocean and Beach Front Cottage!
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
Outdoor dining

Panoramic Ocean Views! - Luxury Villa! - Owner Direct!

10.0 out of 10, Exceptional, (71)
"Wonderful accommodations, great location and friendly staff!"
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
Marriott's Maui Ocean Club, Lāhainā (3BR)
Indoor pool, a heated pool

Marriott's Maui Ocean Club, Lāhainā (3BR)

2.0 out of 10, (1)
"This was my Christmas present to my children this year and with just hours before our flight on Christmas Day, I got an email not a phone call an email telling me that our reservation was canceled with no explanation as to why. I spent three hours with four different managers, trying to figure out how to save Christmas for my kids as I was flying from Denver all the way over nonstop to Maui, Hawaii for our Christmas vacation. This was a disaster that VRBO allows owners to cancel with no...
The price is CA $4,146
CA $4,579 total
includes taxes & fees
Aug 27 - Aug 28
Marriott's Maui Ocean Club, Lāhainā (3BR)
Maui Resort Rentals: Luana Garden Villas 8D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Pool

Maui Resort Rentals: Luana Garden Villas 8D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!

9.6 out of 10, Exceptional, (34)
"Everything about our stay at this property was amazing. Easy check in, great responsiveness from the Host, and the condo was just as great as the pictures. Our family of 8 adults had plenty of room and really enjoyed everything about our rental. "
Maui Resort Rentals: Luana Garden Villas 8D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Escape to Ho'olei – Ocean Views & Luxe Comfort
Pool

Escape to Ho'olei – Ocean Views & Luxe Comfort

9.6 out of 10, Exceptional, (75)
"Property was as described, close proximity to all that we needed, would definitely stay again "
Escape to Ho'olei – Ocean Views & Luxe Comfort
Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view
On the beach, sun loungers, beach towels

Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view

8.0 out of 10, Very good, (4)
"This listing is such a great stay and worth the price. Everything is new and updated and there are so many options - the beach, the pool or all the other pools! We want to stay again! Two things that would be nice to know ahead of time; 1. The condo is up a flight of stairs and there is no elevator, so elder guests may have issues accessing the Unit. And 2. The condo pool is saltwater, which is something my kids had to get used to. "
Welcome to Honua Kai Luana upstairs Oceanfront Resort Resort POOL view
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Outdoor pool

5 Star Ocean View, Beach House Chic, Click the Video tour below!

10.0 out of 10, Exceptional, (88)
"Great host had a lovely time thank you so much!"
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Maui Resort Rentals: 6 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!
Pool

Maui Resort Rentals: 6 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!

10.0 out of 10, Exceptional, (3)
"This property was wonderful. We had an amazing time and can't wait to come back."
Maui Resort Rentals: 6 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maalaea Hotel Reviews

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Gorgeous property with plenty of amenities. "
Blake 7-night trip
Posted 2 days ago
Fairmont Kea Lani Maui