Maui Vacation Rentals

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125 villas

EXTRAORDINARY RATE FOR KAPALUA LUXURY

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 6

“Fresh, clean and comfortable! Loved it.” My parents, 2 young children and I stayed here for a week and loved it. It is beautifully renovated with an excellent open floor plan so it felt luxurious and intimate, yet still spacious. Very comfortable for 5 people. The new owners had just completed re-equipping the condo - new flatscreen TVs, bedding, etc. Everything in the kitchen was new (flatware, serving dishes, Cuisinart cookware, even the wine glasses) so we thoroughly enjoyed cooking and dining-in. I particularly loved our ground level location, which opened to the golf course, so my children could play on the lania and the manicured green grass. The owners were very accommodating and even lent my children boogie boards and sand toys to play with. Without hesitation, it deserves a 5 star rating. We plan to return next year and absolutely I would rent this unit again.

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$229

Wailea Orchid Villa - Panoramic Views! 3 Bd/3 Ba

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

“Wonderful stay in the Penthouse Villa...” Service: 5 Stars - The owner was very prompt in replying to email with questions, concerns. Concierge and front desk staff were courteous and very helpful. The bellman/staff even brought all of our luggage (6+ pieces) to our Villa and even parked both of our rental cars. Home: 5 Stars -Villa was immaculate! Master bedroom was gorgeous and the other guest rooms were beautiful and spacious as well. Open floor plan is great for entertaining and views from living room and lanai were breathtaking. Location: 5 Stars - just a short leisurely walk to the beach, adult-only pool and you can access the kiddie pool directly from the garage. Amenities were great - housekeeping promptly replaced shampoo and toilet paper. The Penthouse Villa offers guests a private elevator with key card access. Liked the views and proximity to beach, pools, shops the best.

Responds fast! avg. 59 minutes

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Price per night from

$976

Kapalua Bay Villa Gold Stunning Ocean Front Villa!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$716

Kapalua Bay Gold Stunning Beach Front Steps to Sand! Limited Special Rate!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$716

New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$796

STELLAR KAPALUA RETREAT AWESOME VIEWS VERY PRIVATE

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 4

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$384

Luxurious Gold Kapalua Golf Villa Elegant and Unique!

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 4

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$269

Wailea Inn Maui

Kihei villa

14 bedrooms / 13 bathrooms / sleeps 35

“Maui with a Twist!” What a fabulous time we had! Everyone's dream honeymoon, a week on Maui! I'm so glad that we stayed at Hale Lele Villa instead of a hotel full of people. We got to relax in luxury, open windows to hear the ocean and we had absolute peace and seclusion when we wanted it. The house is magnificent, the views are amazing and the beach is right across the street. Scarlett made sure that we were welcomed in true Hawaiian style, and made sure we had a wealth of information available about the island. We rented a Jeep and drove around the entire island, knowing that each night we'd come back and relax in our spacious home for the week! We couldn't have asked for a more perfect honeymoon! Thank you Scarlett! I wouldn't want to stay any where else! If you were bringing a family, this is definitely a perfect spot. The kids can enjoy the pool while you unwind every evening!

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$2,472

Spectacular 3rd Row at Ho'olei with Ocean Views

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$850

Kapalua Golf Villa Gold! Designer Upgrades! Fall Special! Save 10%

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$315

Westin Kaanapali Ocean Resort, Beautiful Beachfront Resort, Spacious 2-bedroom

Ka'anapali villa

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$572

Kapalua Gold Fresh Designer Remodel Stunning Ocean Views!

Kapalua villa

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$269

Kapalua Bay Ocean Front West Facing!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$533

Kapalua Golf Villa Luxuriously Furnished with Breathtaking Ocean Views!

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 4

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$258

Kapalua Bay Villa Gold Spectacular Ocean Views! Fall Special! Save 10%

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$510

Stop!! YOU'VE FOUND THE ONE ~ Spend Your Vacation on the Ocean in Lahaina!!

Lahaina villa

6 bedrooms / 6 bathrooms / sleeps 12

“Gorgeous house even more amazing views” The house was stunning and in perfect shape just as one would expect in this kind of house. The backyard, lanai and spa were a perfect compliment to the view of the ocean. The yard was a tropical oasis all its own. The kitchen was perfect for my wife who loves to cook even while on vacation. The owner was great and made a few amazing recommendations for dinner and that only truly made the stay incredible. I want to go back just to enjoy that sushi and the macadamia pancakes. We had plenty of room for the 4 of us. We had a one-year old with us and they set us up with a company that brought in a crib and high chair and that was terrific. However, I don't think the house is well suited for many small children as the decor and design of the house are such that many items could be damaged or possibly dangerous for younger children to get into. Our son, however, was just young enough that he wasn't very mobile and didn't get into anything. Overall great home, amazing views, and fantastic treatment by the owner and company. Would highly recommend. Love the location too, very quiet!

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$2,395

Kapalua Golf Villa Gold! Breathtaking Ocean Views!

Kapalua villa

1 bedroom / 1 bathroom / sleeps 2

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$269

Kapalua Bay Single Story Top Floor Ocean Views! Fall Special!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$373

OCEANFRONT ON THE BEACH IN KAHANA. CORNER END W/PRIVACY

Napili-Honokowai villa

2 bedrooms / 2 bathrooms / sleeps 6

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$373

Kapalua Ridge Villa Gold! West Facing Sunset Views!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$441

Ocean Bliss Beachfront Home

Kihei villa

3 bedrooms / 4 bathrooms / sleeps 6

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$2,959

Kapalua Bay Villa Platnum 180* Ocean Views! $500K Reno Completed 2019!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$716

Sea Mist Villa 2403 at Residences at Kapalua Bay

Kapalua villa

4 bedrooms / 4 bathrooms / sleeps 8

“Best place EVER” This place may have ruined all future vacations because I can't imagine a better experience. The luxury is unparalleled. Service could not have been better and the location is breathtaking. We walked along the coast and reviewed other properties, including the Ritz and felt there wasn't another resort that could hold a candle to The Montage. The pool(s) are amazing and we took advantage of many many half price happy hour drinks there. (3-5pm daily) Beach was a short walk and setup was included for guests of Montage. A HUGE sea turtle named Junior hangs out about 20 yards off of the beach and seems perfectly content to have snorkelers gawk at him all day. Snorkeling off of our beach was amazing. We took a spear fishing trip to another location that paled in comparison. Best activity off site was DEFINITELY Kapalua Zip Lines. Pricey but worth every penny. Don't try to do half the course to save money, you'll regret it. We had a group of 8 on our trip (2 families) and it was the favorite activity of every one of us by far. A few of us (moms) were a little afraid at first but after 1st line could not wait to do the next! The only slight negative (and it was quickly a positive) was that there was some remodeling work in the unit above us. It really wasn't a big deal because we were rarely in the unit during the day. I did send an email to our concierge at Tropical Villa Vacations and asked if they knew how long the construction would last. By the time I got back to our unit, there was a gigantic flower arrangement, fruit platter and apology note from the owner of the unit above us promising that the noisy part of the job was finished. Tropical Villa also arranged for an extremely late checkout....6pm...because we had a late departure flight. I cannot recommend this villa highly enough...I would give it 10 stars if I could.

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$1,645

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Price per night from

$459

Modern Maui I404 at Wailea Beach Villas

Kihei villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$1,025

Beyond Platinum! Direct Ocean Front with 180* Ocean Views!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$745

Aqua Lani J305 Wailea Beach Villas

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

“Beautiful condo in Wailea!” A wonderful condo with 3 bedrooms & 3 bathrooms for six adults that was decorated with a modern touch & clean facilities. The beach is walking distance & the private pool very relaxing (separate kids pool area); didn't take advantage of the wonderful Grand Wailea facilities next door which was accessible with the rental. Would come back in a heart beat & we thoroughly enjoyed my birthday! It was a little pricey but so worth it if you anticipate the cost if three hotel rooms at a five star hotel for 5 nights!

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$1,045

Napili Turtle Cove Luxury 5 Bedroom Vacation Villa. Ask About Last Min Discounts

Napili-Honokowai villa

5 bedrooms / 4 bathrooms / sleeps 15

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$2,062

2BR villa at Westin Ka'anapali Ocean Resort Villas North

Ka'anapali villa

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 38 minutes

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Price per night from

$570

***STOP YOU MAY HAVE FOUND IT!!! The ultimate in Maui luxury!!!***

Lahaina villa

3 bedrooms / 3 bathrooms / sleeps 7

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$1,800

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$544

Kapalua Bay Villa Beyond Platinum Direct Ocean Front Panoramic Ocean Views!

Kapalua villa

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$453

Privately-Owned Penthouse with Ocean views in Maui

Kapalua villa

3 bedrooms / 4 bathrooms / sleeps 6

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$3,436

Kapalua Ridge Villa Gold! West Facing Sunsets!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$453

Kapalua Bay Villa Ocean Views From Every Room!

Kapalua villa

2 bedrooms / 3 bathrooms / sleeps 6

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$487

Stunning Kapalua Golf Villa - Gourmet Kitchen - Golf & Ocean View - Lanai

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 6

“Perfection” Clean, modern, spacious. Every amenity we needed plus views to die for. Can not wait to go back! Perfect location for sport and relaxation. Room to relax and entertain. Easy in and out. Helpful concierge.

Responds fast! avg. 3 minutes

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Price per night from

$411

Kapalua Bay Villa Sweeping Ocean Views! Rate Reduced!

Kapalua villa

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$269

$175 per night - Summer and Fall Special

Wailea villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$201

Viewing 38 of 125
villas in Maui

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