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Maui Vacation Rentals

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47 villas

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

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$1,117

Spectacular 3rd Row at Ho'olei with Ocean Views

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$1,145

Modern Maui I404 at Wailea Beach Villas

Kihei villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$1,095

Privately-Owned Penthouse with Ocean views in Maui

Kapalua villa

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$3,435

Responds fast! avg. 3 minutes

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Price per night from

$407

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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Price per night from

$995

Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

3 bedrooms / 2 bathrooms / sleeps 6

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$631

Grand Seascape K407 Wailea Beach Villas

Wailea villa

3 bedrooms / 2 bathrooms / sleeps 6

“Comfortable” Great location which is why I rent here, lovely interior, very well equipped, great service from everyone

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$995

Responds fast! avg. 2 hours 38 minutes

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Price per night from

$1,211

Bella Luna D302 Wailea Beach Villas

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 6

“June in Maui” We had a fabulous time again at the Wailea Beach Villas. The unit was perfect for our family. We spent a large amount of time out on the lanai enjoying the incredible view. Service was impeccable as it has been every time we have stayed here. Can't wait to get back to WBV this winter!

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Price per night from

$2,595

Hale Ka'ikenanani

Kapalua villa

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$389

Ocean Dreams Villa 2203 Residences, Kapalua Beach

Kapalua villa

3 bedrooms / 4 bathrooms / sleeps 8

“Heavenly” Lovely amenities in this condo...perfect location for our family's activities. Relaxing and the staff is amazing!!! We had a couple issues with the appliances and the staff was there immediately. The entire experience was perfect. The Swimming pool and the private grottos, plantings not to mention the size of it, was awesome.

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Price per night from

$2,595

CHRISTMAS WEEK 3 BDRM BEACHFRONT NANEA RESORT

Ka'anapali villa

3 bedrooms / 2 bathrooms / sleeps 11

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Price per night from

$2,806

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

3 bedrooms / 2 bathrooms / sleeps 12

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$3,206

Sunny Surf E301 at Makena Surf

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

“Just Wonderful!” We had a wonderful time in the Makena Surf unit E301. Everything is top notch and the best equipped vacation unit we've seen. I am sure we will be back! Catherine abercrombie, Munich Germany

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$1,295

Actual Owner! 2 bedroom Villa / Oceanfront - Sleeps 8 - All dates

Lahaina villa

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 38 minutes

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$1,211

Azure Azul M212 at Wailea Beach Villas

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

“This was the perfect vacation rental.” This was a beautifully appointed rental in a wonderful location. For a family, this is fantastic as the Wailea Beach Villas are right on the beach and next door to a great shopping center with restaurants. The condo was in excellent condition and had a nice view. Because it is a corner unit, there is a large balcony which was a highlight for us. We enjoyed sitting on the balcony watching the sunset. Simply heavenly. I cannot wait to return.

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Price per night from

$1,295

10 Days in Paradise

Ka'anapali villa

1 bedroom / 1 bathroom / sleeps 5

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Price per night from

$430

Kapalua Golf Villa 14T 1 Bedroom Condo

Kapalua villa

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$389

Mer Et Soleil K408 Wailea Beach Villas

Wailea villa

4 bedrooms / 3 bathrooms / sleeps 8

“Wonderful Villa Complex w/ Great Service” The Wailea Beach Villas are a wonderful complex. They are first rate on all dimensions. The villas themselves are the best in Wailea. The beach and pool have great service while also being quiet without large crowds and confusion of the nearby resorts. The concierge of Tropical Villa Vacations was one of the best and most accommodating we have ever experienced!

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$2,195

Floral Gardens Villa G102 Wailea Beach Villas

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

“Total luxury - we would definitely stay here again!” The villa itself (G102) was perfect. The finishings and furnishings are top quality. Much better than staying at one of the hotels. This villa is so spacious with the grass area and plunge pool. The beds are amazing!! Tropical villa vacations staff were so helpful and friendly, extremely professional. We would definitely recommend this villa.

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$1,695

Orient Pacific Suite J505 at Wailea Beach Villas

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

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$1,295

Sea Breeze Suite J405 at Wailea Beach Villas

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

“Luxurious” This villa is the most luxurious, well-equiped, and superbly located villas/hotels that we have stayed in in the Wailea area. The views from the penthouse building at WBV are amazing. You can whale watch, checkout the beach conditions, and watch the sun set from the lanai. The penthouses are also extremely close to the Shops at Wailea, so you can easily pop out for a morning coffee or to pickup a boogie board. The Sea Breeze Suite at WBV is beautifully appointed and expertly managed by Tropical Villa Vacations. The online pictures of the suite are accurate, but still don't convey how wonderful and calming this unit is. The kitchen has absolutely everything you need. Need a juicer? They have it. Like Nespresso coffee? They have it. Want to roast a chicken on the grill using a rotisserie? You can do that. Of course, since Wbv's are so centrally located, you can also go out for every meal as well. The best part about this villa (and WBV) is that everything is included. There are no additional charges for beach lounge chair & umbrella setup/use, parking, internet access, or resort fees. Yet, you still feel like you are getting the service and attention that you would get at one of the premier resorts in the area. We were able to get beach and pool-side chairs whenever we needed to as well (not always the case at the resorts). When our vacation plans take us to Maui, we will be staying at the Wailea Beach Villas. I highly recommend staying here.

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Price per night from

$1,450

Hale O Mana'o Nani

Kapalua villa

1 bedroom / 2 bathrooms / sleeps 2

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Price per night from

$400

Sandy Surf K508 at Wailea Beach Villas

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

“Beautiful condo, fabulous vacation” We had a blast on our first trip to Hawaii. The condo was spectacular. We had plenty of rooms and every possible amenity. I would highly recommend the condo we stayed in. Wailea Beach Villas is in a beautiful beach area and is much quieter than the Grand Wailea and Four Seasons next door. We did walk on the path to the other hotels for some drinks and meals. Every time we did, we were glad to get back to our more peaceful surroundings. Heads up, K508 gets a lot of noise from the kids' pool below, so if you think that will bother you, you my want to pick a different unit. Another cool bonus to the villas is that you literally walk out of the complex and out a gate into the the shops which was a big benefit for us. The shops have a couple of markets, several restaurants, souvenir shops, ice cream parlor and upscale stores. We have three teenagers so they enjoyed the shops. We would return for sure. We rented through Tropical Villa Vacations and would recommend them in a heart beat. They are really helpful and knowledgeable and go out of their way to assist with any activities and dining arrangements. We had Chef Robert of the Lahaina Catering Company cook two dinners for us and they were the highlight of our vacation. We highly recommend him. His wife and sister came to help him prep and serve and they were all delightful.

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$1,650

Maui Westin Ka'anapali -- Thanksgiving, President's Day, Easter, Summer 2021

Ka'anapali villa

2 bedrooms / 2 bathrooms / sleeps 8

“Fantastic Experience” Stayed with my partner, her 7yr old son, and 79yr old mother. Apartments on the North side were spacious, and even though it was a single room, had enough space for the four of us. Fantastic location with whales visible from the room/beach. Jim was commendable in being flexible with our plans, which due to flight availability, changed part way through discussions. He was very helpful in recommending locations and activities. Look forward to our next stay here.

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Price per night from

$1,031

Responds fast! avg. 3 minutes

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$366

Blue Sky Villa Maui

Lahaina villa

5 bedrooms / 6 bathrooms / sleeps 11

Responds fast! avg. 1 hour 6 minutes

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Price per night from

$4,351

Golden Mandarin D102 Wailea Beach Villas

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

“A terrific experience.” The location and unit were perfect (except for the large sliding doors which never closed well.) We had little contact with your staff but what we had was great.

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$1,695

Hale O Alihilani'

Kapalua villa

1 bedroom / 2 bathrooms / sleeps 2

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Price per night from

$400

Westin Beach Villa - Studio

Ka'anapali villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$557

Westin Maui - 1 bedroom

Ka'anapali villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$818

Marriott Maui Ocean Club

Lahaina villa

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 17 minutes

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Price per night from

$492

Westin Kaanapali Ocean Resort Villas

Lahaina villa

2 bedrooms / 2 bathrooms / sleeps 8

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$929

Westin Kaanapali Ocean Resort Villas

Lahaina villa

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$974

Aloha Kai Suite at Wailea Beach Villas PH 205

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

“Fantastic Maui Villa. All the luxuries, and more!!!” Our family of 5 had an incredible stay on Maui at the Aloha Kai Suite at the Wailea Beach Villas. The villa is everything and more we had read about in other reviews. It is very well appointed, with all the luxuries of home. 3 spacious bedroom/bathrooms and a wonderful layout. We enjoyed the great views as we grilled out on the back deck on the great gas grill. The location is unbeatable. The shops and restaurants of Wailea are a short walk, as are the pools and beach. Short drive to airport and most of Maui's sights. We will return. It is truly fantastic...5 star!!

Responds fast! avg. 48 minutes

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Price per night from

$2,056

Marriott Maui Ocean Club Lahaina/Napili Towers - 8/19/21 to 8/26/21

Lahaina villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$737

Kapalua Bay Villa 32G4

Lahaina villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$540

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