Vacation Rentals & Condos in Kihei

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70 condos

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!

Match: Private outdoor pool (unheated)

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Price per night from

$1,695

Walk to Beach, Condos Garden View #253

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

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Price per night from

$319

Responds fast! avg. 2 minutes

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Price per night from

$283

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.

Match: Private outdoor pool (unheated)

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Price per night from

$1,995

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 30 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,819

Responds fast! avg. 2 minutes

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Price per night from

$243

Garden View Air-conditioned!A Safe Place to Stay

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 22 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$257

Garden View Beach Walk A Safe Place to Stay

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 22 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$185

Great rentals within 20 miles that match your search

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Beautiful Home” The setting and view is spectacular. All the rooms were very nice. We enjoyed the pool table upstairs, although be careful as there is a flaw in the slate and the cue ball can go flying! The Sonos music system is also great. The backyard is perfect. Lots of pool toys. We enjoyed the evenings watching the stars. We did have a few minor issues. We had 3 adult couples and it wasn't clear that two of the bedrooms had a shared bath. The other bath was across the hall. We had expected private baths for each bedroom. The showers are beautiful but water pressure is minimal. Lastly, it seems that pool and hot tub controls are managed by the owner down below. The pool light would turn off and if you wanted to swim late, we couldn't find a pool light switch. Lastly, we didn't have heat in the hot tub the first day/night and requested help from the owner. No response. The pool maintenance person fixed it for us the next day. Even with these minor issues, I would recommend the home again. It is beautiful and has stunning views. We enjoyed the fruit trees, too.

Match: Private outdoor pool (unheated)

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Price per night from

$1,590

Luxurious and Private Maui Home with Swimming Pool

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Serenity in Maui” My husband and I spent eight days at this lovely property, and quite simply, was the best house rental, and the best vacation we have ever taken. There are not enough words to tell you how beautiful the home is with all the stunning landscaping, yummy fruit trees,and great, private saltwater pool. The home is immaculate, and luxurious. Extremely clean, and absolutely stunning. Very comfortably furniture and great beds. Claudia, the owner is charming, and will be there when you need her for anything. Please, do yourself a favor and stay in this home. It is paradise!

Match: Private outdoor pool (unheated)

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Price per night from

$1,030

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Price per night from

$801

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

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$230

ROMANTIC MAUI BEACH HOME, 3-BR/3 BATH, 3 MINUTES TO BABY BEACH

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Private outdoor pool (unheated)

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Price per night from

$1,710

Romantic Beach Getaway A Safe Place to Stay

Wailuku condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 22 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$279

One-of-a-Kind Maui Getaway!

Wailea house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$2,000

Oceanfront 2 bedrooms Maalaea Kai 414

Wailuku house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 22 minutes

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Price per night from

$573

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

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 20 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$580

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

Ka'anapali apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$717

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

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$440

Sun, Beach, Golf Romantic Getaway! A Safe Place

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 22 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$488

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!

Match: Private outdoor pool (unheated)

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Price per night from

$1,995

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.

Match: Private outdoor pool (unheated)

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Price per night from

$1,995

“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: Private outdoor pool (unheated)

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Price per night from

$1,350

“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!

Match: Private outdoor pool (unheated)

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Price per night from

$999

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!

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Price per night from

$2,395

“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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Price per night from

$1,395

Beautiful Ocean View Maui A Safe Place to Stay

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 22 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$231

Napili Shores D-125 - Napili Bay and Complimentary Activities

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$207

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

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$488

Kaanapali Royal E-201 - Upgraded - Last-Minute Specials!

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$313

Napili Shores I-173 - Direct Oceanfront - Summer Dates Open

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$300

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

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$492

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Price per night from

$324

Napili Shores G-155 - Summer Specials - Free Activities

Kapalua studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$260

Kahana Sunset B10 - Ocean Views - Complimentary Activities - Swim, Snorkel & Sun

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$393

Kaanapali Royal E-302 - Walk to Kaanapali Beach! - Summer Openings!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$365

Kaanapali Royal H-302 - NEW LISTING!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$387

Responds fast! avg. 2 minutes

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Price per night from

$248

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