Vacation Rentals in Kauai, Hawaii

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

Kihei villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (heated)

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Price per night from

$795

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 Private outdoor pool (heated)

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Price per night from

$849

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 Private outdoor pool (heated)

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Price per night from

$850

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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 Private outdoor pool (heated)

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Price per night from

$1,749

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

Match: Rental types Private outdoor pool (heated)

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Price per night from

$999

“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

$1,299

“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

$1,099

“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.

Match: Rental types Private outdoor pool (heated)

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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

Match: Rental types Private outdoor pool (heated)

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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 Private outdoor pool (heated)

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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 Private outdoor pool (heated)

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Price per night from

$1,995

“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 Private outdoor pool (heated)

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Price per night from

$1,549

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$457

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$2,750

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Price per night from

$1,995

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$1,250

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Price per night from

$1,350

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MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$496

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$325

Honolulu's Luxurious Cliff House (Min 30-days)

Hawaii Kai house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$3,435

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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$280

1 of 2 match: Rental types, Private outdoor pool (heated)

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$414

“The view... sigh, the view” We stayed on Maui for a week and really enjoyed the central location and ocean view from this property. It's big and comfortable enough for two people and the updates to the unit did not go unnoticed. Would definitely stay again if we were lucky enough to come back!

1 of 2 match: Rental types, Private outdoor pool (heated)

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$392

“Great 2 bdrm condo in central location” Very nice home away from home.Great location, convenient to lots of activities. Will recommend to friends and family.

1 of 2 match: Rental types, Private outdoor pool (heated)

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$621

Kihei Garden Estates #C-208 Fully Renovated Loft-Style unit, Shared Hot Tub

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (heated)

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$475

“Our Maui Holiday” Although I didn't personally stay in #214 ..... I rented that unit for my daughter and her children, I know they had a wonderful time but did leave a short list of items that were of concern. It is a beautiful location and a wonderful place to holiday.

1 of 2 match: Rental types, Private outdoor pool (heated)

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$405

1 of 2 match: Rental types, Private outdoor pool (heated)

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$608

“A sweet sunset view, right on the ocean” The unit was fine; very clean and quiet, on the second floor with a terrace with an ocean view. We were glad to find plenty of towels, sheets, kitchen equipment, and even beach chairs and umbrellas. The grounds are beautiful and well maintained. We did notice a few unsavory characters hanging out and drinking nearby, but we never felt in danger from them. The beach, though pretty, isn't great for swimming, but happily, we spotted sea turtles feeding along the shore at sunset several times. And terrific swimming/snorkeling beaches are a quick drive away.

1 of 2 match: Rental types, Private outdoor pool (heated)

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$440

“Good stay” Good stay

1 of 2 match: Rental types, Private outdoor pool (heated)

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$423

1 of 2 match: Rental types, Private outdoor pool (heated)

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$442

“Great location at an affordable price!” This little condo was perfect for our needs. The location served as the perfect place for me to experience Waikiki for the first time. Just a short walk to Waikiki beach, Dukes, Island Vintage coffee, and shopping. We really only used the room for showers and sleeping (3 days 2 nights) so the size was just fine. If the stay was longer I would have preferred a more conventional kitchen with a range but we ended up eating out for the most part. Mark was great, very accessible by phone and took care of a little hiccup with the cleaner timely and professionally. I would absolutely stay here again for short trips to Waikiki!

1 of 2 match: Rental types, Private outdoor pool (heated)

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$152

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$1,108

Maui Eldorado K-106 - New Listing! - Complimentary Activities!

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$226

“Wonderful in every way” We loved the size, cleanliness, and amenities of this condo. The price was well worth it. Its location is perfect for exploring all of Maui, but especially the southern area. We will be back.

1 of 2 match: Rental types, Private outdoor pool (heated)

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$464

1 of 2 match: Rental types, Private outdoor pool (heated)

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$770

“Wiohuli Beach” Love it here and will come back. People are friendly and nice. Clean and relaxing.

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$442

1 of 2 match: Rental types, Private outdoor pool (heated)

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Price per night from

$520

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