Maui Vacation Rentals

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892 condos

KBM Resorts: Kahana Reef KHR-408, 1 Bedroom Remodeled, Stunning Ocean Views for

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool Housekeeping Included Private outdoor pool (unheated)

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Price per night from

$263

K B M Resorts: Whaler WH1-1211, 1 Bdm, Rental Car!

Ka'anapali apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Heated pool Housekeeping Included Private outdoor pool (unheated)

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Price per night from

$427

K B M Resorts: The Whaler WH1-1218, Beautifully Remodeled, Stunning Sunset

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Heated pool Housekeeping Included Private outdoor pool (unheated)

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Price per night from

$424

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Celebrate Christmas and New Year’s in Maui!

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Heated pool, Housekeeping Included

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Price per night from

$803

K B M Resorts: Napili Point NAP-C31, Ocean Front Spacious 2 Bedrooms

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$438

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$284

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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$365

Kahana Sunset A2 - Direct Oceanfront - Pristine Pacific Views - Free Fun

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$457

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$284

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$283

Napili Shores G-155 - Summer Specials - Free Activities

Kapalua studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$260

Napili Shores H-268 - Views of the Pacific from your private Lanai

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$313

Kahana Sunset C2C - Need a break from the Cold? Sunshine and Sandy Beach Maui St

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$225

Napili Shores A-102 - Summer Specials! - Oceanfront on Napili Bay

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$243

Maalaea Banyans 418 - Oceanfront! - Free Fun! - Special Winter Rates

Wailuku condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$369

Kahana Sunset E4E - Beautiful Sandy Beach - Swimming and Snorkeling!

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$209

Napili Shores D-125 - Napili Bay and Complimentary Activities

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$207

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$272

Kahana Sunset A8 - Direct Oceanfront - Two Lanais - Free Fun

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$434

Kahana Sunset B4 - Ocean View! $750 Free Daily Activities!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$376

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$410

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$243

Kahana Sunset A9 - Spacious Oceanfront Condo with Two Lanais!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$423

“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.

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$1,549

“The unit far exceeded out epectations!!” Th villa was as beautiful as presented on line. Very spacious and , well appointed. The kitchen featured high end appliances not normally seen in rental units. Beautiful decor. The owner has clearly put a lot of thought and resources into the comfort of his guests, right down to a fully stocked executive bar to every kitchen gadget you could possibly think of!!! The location was perfect. The unit was strategically located between the adults only and family pools... just s two minute walk to the beach. The concierge and rental agents were a pleasure to deal with and usually responded to any request within a hour. Great unit! Great experience!

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$1,295

SOUTH MAUI'S SPECTACULAR OCEANFRONT WAILEA SUNSET ESTATE WELCOMES YOU!

Wailea house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

“Truly Spectacular” This house is nothing short of spectacular. We chose this home for a family get-together and it worked perfectly. The Master Suite gave my husband and me the privacy we wanted, while our children and grandchildren had their own privacy. Each bedroom has its own bath. Everything was provided and ready for us upon arrival. We had T-times for golf, paddle boards, sea kayaks, snorkeling gear, as well as high chairs and cribs. Nothing was overlooked. We even took the opportunity to have a private chef (highly recommend just for the experience) cook dinner four different evenings, as well as adding on some additional cleaning. The sunsets were beautiful, the whales were breeching and the turtles surfed up to the rocky beach every night. Because of a tropical storm, we were able to watch professional surfers from our chairs on the grass. The larger hotels are within walking distance, but other than using the Spa facility at the Four Seasons, we felt no reason to leave this beautiful property. The management of Tropical Villa Vacations were extremely professional and easy to work with. For a group I would highly recommend this home. Everyone in our family had such a relaxing get-away that we plan to make this a bi-annual vacation and can't wait for 2016. There is nothing better than spending quality time with family, and this is the house to spend it in...truly spectacular!

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$2,895

NEWLY RENOVATED, PRIVATE BEACHFRONT HIDEAWAY ^MOANA^ SLEEPS 8!!

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Paradise vacation” Moana Hideaway met all of our families needs. We didn’t even have to rent snorkel equipment because the property provided enough sets for all eight of us. The house is spacious and a single story so the older relatives didn’t have to climb stairs. The sunsets and sunrises were spectacular. Watching the green sea turtles while in the pool made our trip the ultimate Hawaiian experience. The property mgmt group was available for our questions and made sure everything was to our liking. Hoping to return to this amazing property some time in the future.

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$2,995

LUXURY BEACHFRONT KA'ANAPALI BEACH! FABULOUS SEA SHELLS BEACH HOUSE – Slee

Ka'anapali house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“A Fantastic Home Right on the Beach Where You Wouldn't Expect it” We were looking for a beachfront house on Maui for a family of 7 (one an infant). In the end, we liked the options in Kihei but most were in an area where the beach wasn't great, so we looked at West Maui. This house caught our eye. The house is located on the property where the old Ka'anapali airport used to be until the mid-1980s. While this area is mostly full of resorts, this house is wedged in with a few other properties between the big hotels. The house itself is all about the big family room/sitting area/kitchen which is huge and great. There is a big master bedroom and two other standard bedrooms with one open office corner. The layout of the house is a bit strange - it's not how I would allocate space in my own place, but it was great for a rental. There is a ton of natural light and a great view straight out to the water. The yard area is great with a hammock between two palm trees, a full bbq area, an above ground spa, and a shallow pool. Even though the walkway along the beach is nearby, the landscaping is done so well that you rarely see it. You feel isolated. It's a short walk through that landscaping and you're on a great beach. It's a bit narrower than some other parts of Ka'anapali but it's also much less crowded since it's not in front of a resort. The sand is great, and a reef begins in the ocean just to the north of the property for snorkeling. (We had a nice swim with a turtle.) Our concierge that met us there was very helpful and stayed with us initially to get us oriented, as did the property manager.

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$1,850

ULTRA LUXURY SOLARA LUXE POOL VILLA D101, NEWLY RENOVATED, SLEEPS 8!

Wailea house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Even more beautiful than the pictures.” We highly recommend Tropical Villa Vacations. Irene helped us find the perfect spot for our vaction. D101 is a beautiful addition to their inventory. The unit is spectacular. The Wailea Beach Villas property is a perfect spot for anyone looking for a luxurious condo in the heart of Wailea. Beautiful property, great ocean views and top notch service from a team that truly cares about your vacation experience!

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$1,450

REMODELED BEACHFRONT ESTATE, MAGNIFICENT MANGO SURF

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Kihei Private Home” Wanted to try "villa" living on Maui and this was spectacular! Private, modern, fully equipped and right on the beach. Easy to get to anyplace on Maui. Able to but local seafood and vegetables and cook great meals rather than dine out every night. There was nothing we wanted for and will likely return again!

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$1,595

“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.

2 of 3 match: Housekeeping Included, Heated pool, Private outdoor pool (unheated)

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Price per night from

$999

Sunshine & Rainbows 402 Valley Isle Resort

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Heated pool, Housekeeping Included

2 of 3 filters match

Price per night from

$270

2BR Westin Nanea Maui

Ka'anapali villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Heated pool, Housekeeping Included

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Price per night from

$1,066

Beautiful 3 Bedroom Oceanfront Condo With Balcony: Kahana Outrigger 3B1

Napili-Honokowai condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Private outdoor pool (unheated), Heated pool, Housekeeping Included

2 of 3 filters match

Price per night from

$859

Enjoy Your Oceanside Dream at Kihei

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Heated pool, Housekeeping Included

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Price per night from

$441

Whaler on Kaanapali Studio Ground Floor Condo

Ka'anapali apartment

  • 1 bathroom
  • sleeps 4

“Home away from home.” My third time staying at the condo. Love the location right next to the Whaler's Shops, great value and the beautiful beach just a few steps away from your balcony. Every time I call Larry to make my reservations he is very courteous and helpful. Always a great vacation!!!

2 of 3 match: Private outdoor pool (unheated), Heated pool, Housekeeping Included

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Price per night from

$270

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxing getaway. The grounds, pool area and beach are wonderful. The lanai is a serene retreat. We ate all of our breakfasts and lunches out there and then dined on fantastic food for dinner from the many choices of restaurants. The keyless entry and parking were very convenient. We will return next summer with our children.

2 of 3 match: Private outdoor pool (unheated), Heated pool, Housekeeping Included

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Price per night from

$431

The Whaler Maui-Suite 802-Spectacular Ocean Front

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“WHY this is THE B E S T Condo Experience on Kaanapali Beach!!” Why this is the B E S T Condo Experience on Kaanapali Beach!! 1 – The Closest Oceanfront Condo location on Kaanapali Beach 2 – Luxurious Condo with the comforts of home 3 – Gourmet Kitchen with extensive accessories and staples 4 – Condo Owners COMMITTED to Excellent Customer Service 1 – Our family has stayed in every Kaanapali property (excluding the Sheraton) on Kaanapali Beach. They all have their own special characteristics and charm. The Whaler Condo 802 has the best location, comfort, and luxurious amenities. Most of the resorts are all set back from the ocean, and you do not have that feeling of being right on the ocean. Condo 802 is directly in front of the ocean. The soothing ocean sounds truly enhances the level of relaxation during both awake and sleeping hours. The beach in front of The Whaler is one of the best beach sites on Kaanapali Beach for relaxing and swimming. There is a reef directly in front of The Whaler that is good for snorkeling. Black Rock is a short walk from The Whaler that has OUTSTANDING snorkeling and turtle siting opportunities. 2 – The Condo is breathtakingly beautiful and immaculate. The owners, Simon and JaNell, are committed to comfort and luxury. The beds are extremely comfortable. I have sleep challenges “on the mainland” but not in Condo 802. I could not believe how well I slept. This is our 2nd time staying in Condo 802, and I have now stayed in both the guest and master rooms. The sleep situation was outstanding in both rooms. The Master Suite is spectacular. Both rooms are wonderful. However, the Master Suite is incredible! Also, the Lanai is so wonderful. As stated previously, you cannot get any closer to the ocean. We were able to directly watch the whales and site turtles as they swim along the beach line. We even saw a small pod of dolphins swimming close by, as well!! 3 – The kitchen is fantastic! We stayed for 12 nights in Condo 802. (For this trip, we decided to stay more days and dine out less.) We prepared the majority of our meals in the condo. (Martha Stewart would not be disappointed.) Every kitchen utensil and appliance is available. Spices and staples are on hand. We had many gourmet dinners, and we were never deficit for the proper accoutrements. 4 – Simon and JaNell Zemel are outstanding owners. We have stayed in many other Whaler condos. All of The Whaler owners have been wonderful. However, Simon and JaNell set a very high bar for customer service. Shortly after our arrival we received a welcome call from JaNell. She called to ensure that everything in the Condo was accommodating our needs, and she wanted to make certain that we were enjoying our stay in their home. The owners are immediately responsive to any request or issue. We had a minor garbage disposal malfunction. It was immediately addressed and resolved. Simon and JaNell are committed to making your experience in Condo 802 to be relaxing and luxurious. I believe the difference in staying at a 5 Star Resort, and The Whaler Condo 802, is that Condo 802 feels like home. There are wonderful kitchen supplies, toiletries, and laundry supplies. Condo 802 is also stocked with beach gear, which eliminates the need to rent beach gear that you may need during your vacation. Again, the owners are outstanding. They make you feel like you are close friends staying in their home. The only negative issue is leaving. The reentry into reality is very tough after staying at The Whaler Condo 802.

2 of 3 match: Private outdoor pool (unheated), Heated pool, Housekeeping Included

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Price per night from

$1,148

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