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Spectacular 3rd Row at Ho'olei with Ocean Views

Wailea villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$1,088

The Sands of Kahana on the West Coast of Maui 2BR, 2BA, Sleeps 6

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$287

MODERN LUXURY & PANORAMIC OCEAN VIEWS AT BEAUTIFUL MODERN MAUI I404!

Kihei villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$795

Responds fast! avg. 2 minutes

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Price per night from

$407

LUXURY & VIEWS AT AQUA LANI J305 WAILEA BEACH VILLAS!

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Heaven!” To say aqua Lani J305 is a beautiful home is an understatement. Everything in the home is spotless and luxurious, the pictures represent the home perfectly. The spaciousness of the home was perfect for our family of 6. The kitchen is furnished with more than the essentials and made it easy to prepare some meals after a long, sunny fun filled day. The location is a short path walk to the great pools and the big blue ocean. We would most certainly consider this a spot to return to!

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$850

OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!

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

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$849

Responds fast! avg. 2 hours 8 minutes

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Price per night from

$1,619

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Price per night from

$2,395

OCEANFRONT ELEGANCE AT OCEAN DREAMS GRAND RESIDENCE 2203 MONTAGE KAPALUA

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.

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$1,875

PANORAMIC OCEAN FRONT 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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Price per night from

$999

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

Lahaina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 8 minutes

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$638

“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

$850

“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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Price per night from

$1,299

“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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Price per night from

$999

TOTALLY REVAMPED PACIFIC PARADISE J505 AT WBV! -TOP FLOOR OCEAN VIEWS!

Wailea villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$2,250

OCEAN VIEWS AT THE EXQUISITE SEA BREEZE J405 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.

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$850

CONTEMPORARY ELEGANCE AND OCEAN VIEWS At SANDY SURF K508, SLEEPS 8!

Wailea villa

  • 4 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.

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$1,995

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.

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$1,088

Kapalua Golf Villa #16 P1&2 - Upgraded - Fantastic Summer and Fall Deals

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$329

“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.

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$1,299

Westin Beach Villa - Studio

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$557

Westin Kaanapali Ocean Resort Villas

Lahaina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$1,137

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Price per night from

$1,450

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Price per night from

$2,750

KAPALUA BAY'S MOST GORGEOUS OCEAN FRONT VILLA - THE PEARL 20B2 - 2BR/3BA

Lahaina villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$795

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Price per night from

$695

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Price per night from

$2,099

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$999

Ocean Front / Beach front suite with great sunsets

Ka'anapali villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Shared outdoor pool (unheated)

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Price per night from

$1,140

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Haleakala Cottage - Beautiful Garden Views

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Shared outdoor pool (unheated)

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Price per night from

$453

Maui Ocean View Condo, Great Location

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (unheated)

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Price per night from

$205

Kihei Kai Nani #123 Beautiful ground floor condo

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Shared outdoor pool (unheated)

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Price per night from

$149

Kihei Akahi D504 Panoramic Ocean View Condo

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“We liked it so much, we booked again!” In March of 2011, various members of my family decided that we would all meet up in Maui for a big get together. I ended up booking 4 condos in total in the D building at the Kihei akahi. My Dad was the lucky one who ended up in D504. Out of all the units that I had booked, D504 was the best one. It was very clean and decorated quite simply, yet comfortable, with everything you could possibly need from a perspective of kitchen supplies, bedding, towels, and beach paraphernalia. And the view was probably one of the best in the building. The units towards the other end of the floor are a little blocked by palm trees, but D504 had an absolutely stunning view. My Dad was thrilled with his accommodations, so much so that we have decided to go back next spring, and he asked me to book him into D504 again! Prior to going, I had done a lot of research on Kihei condos that are either ocean front or have ocean views. The Kihei akahi absolutely is one of the best condos from a perspective of location and value. The only thing that was not so great about our visit had nothing to do with the unit itself, but more about some of the owners/permanent residents in the D building...my sister had her two young children with her and it was fairly clear that some of the residents were not very tolerant of the behavior of small children, like playing on the grass and the occasional shouting at the pool. I think these units are more suited to older families - we had no problems with our 10 year old daughter, but if you have toddlers, I would recommend staying somewhere that is more suited to families with small children.

1 of 2 match: Rental types, Shared outdoor pool (unheated)

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Price per night from

$252

Spectacular luxury oceanfront condo

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (unheated)

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Price per night from

$550

Maui Tranquility - Relax and Feel Welcomed!

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Shared outdoor pool (unheated)

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Price per night from

$217

Renovated 1BR Condo with Steps to the Beach, free WiFi and parking

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (unheated)

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Price per night from

$248

Tropical oasis by the sea

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$457

1BR Oceanview Suite - July SPECIALS - FREE PARKING

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$395

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