Maui Vacation Rentals

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279 condos

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Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$218

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$2,524

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

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

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Price per night from

$1,825

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!

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

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Price per night from

$1,033

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.

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

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Price per night from

$1,595

Cozy Maui Condo near Kaanapali!

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent Condo for the Money” When we reserved the condo we got three very informative emails in reply letting us know about check in-check out procedures, nearby restaurants, car rentals, activities in Maui, etc., so that was very helpful. When we got there we found the condo very clean with plenty of comfortable furnishings. There is no A/C but we found that if we opened the windows and turned on the fans in the evenings, the condo stayed very comfortable. It did not get too hot in the middle of the day. Kevin's policy of marking refrigerator items with the date of purchase is brilliant and renters to save on the cost of condiments and other little items. The pantry was full of staples too, so if you forgot to get something at the store, you will likely find it in the cupboard! Kevin keeps the bathroom medicine cabinet, linen closet and bedroom closets stocked with everything else you may need - boogie boards, sand toys, snorkel equipment, pool noodles, laundry detergent, bleach, bandages, antibacterial ointment, sunscreen, linens, beach towels, duct tape, you name it! The only thing we needed but couldn't find was a pair of scissors, but we got by! FYI, there is no dishwasher, so you will have to wash the dishes by hand. The location is very nice. It is in a part of town where you can walk to restaurants, a natural (but vegetarian) market, coffee shop, shave ice store, surf shop, etc. Plus it is a bout a 5-10 minute drive north of Lahaina if you need more in terms of shops and restaurants. Lahaina is also a prime spot for surf and paddleboard lessons and for hiring a boat for deep sea fishing, among other activities. The condo is also right across the street from a nice, well-used (by locals and tourists alike) park and beach. The surf doesn't get real big here, so it was a perfect boogie boarding location for our 10 year old, and a nice fishing location for our 14 year old. Plus, BONUS PART, a sea turtle hung out with us one afternoon, eating whatever grows on the rocks just off shore and swimming around our ankles.

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Video player, Smoking allowed, Swing set or jungle gym

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Price per night from

$211

BEST KEPT SECRET ON MAUI. OCEANFRONT 2B, 2B LUXURY CONDO AT AFFORDABLE PRICE

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful and relaxing” We had a relaxing stay at this condo. The pool and common areas were well kept and our neighbors were polite and friendly. We did not use the beach access here but did drive to nearby beaches. The condo had some upgrades such as the large kitchen island. In fact, the openness of the kitchen to the living room was very nice. We also enjoyed the lanai for eating meals and for whale watching. Watching the sunset from the property was a favorite way to end the day. The amenities were improving with the addition of new washers and driers in the community laundry room. Some may find this condo to be more rustic than luxurious but it met our expectations within the price point as cozy and a nice place to stay after adventure filled days. A big plus is that this condo community seems to attract a very considerate group of people. It was peaceful and relaxing to stay here and our overall impression was favorable.

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

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Price per night from

$373

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

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Price per night from

$4,415

LUXURY BEACH HOME POOL EXCELLENT LOCATION

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$5,559

Maui Chalet - tropical North Shore private retreat

Haiku chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Swing set or jungle gym, Video player, Smoking allowed

1 of 5 filters match

Price per night from

$420

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

Responds fast! avg. 3 hours 44 minutes

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$1,433

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

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$1,716

Kamaole Beach Royale 1 Bedroom Seaviews

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 6 minutes

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Swing set or jungle gym, Video player, Smoking allowed

1 of 5 filters match

Price per night from

$259

Luxury Maalaea Banyans- Perfect Honeymoon Spot! FABULOUS OCEAN VIEWS.

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“What a wonderfully relaxing get-a-way!” From the moment we arrived, we received such a warm welcome! Every detail thought of: a welcome basket of fruit, beautiful flowers in the room & all amenities you need in the condo. We loved this unit & thought it was really cozy. The balcony view was fantastic & we could not get enough of whale & turtle watching along with all the daily boat activities.

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$339

“This Place Has Everything You're Looking for on Maui” We really enjoyed staying at Maui Kai 806. The setting suns and moons as well as the layout of the unit, and the extremely helpful staff (especially Rowena) made our stay wonderful. We would recommend this place to our closest friends and relatives. It is ideally situated with access to all that Maui has to offer. Close to terrific beaches (snorkeling, sunning, etc.), close enough to beautiful sightseeing around Maui, and access to wonderful Lahaina, this place is simply amazing. It was my first trip to Hawaii and definitely a 5 star stay. This place rocks!

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$424

Milowai #204--Tropical Maui Oceanfront Condo

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Breathtakingly beautiful” From the morning sunrises with coffee on the lanai to the afternoon/evenings watching the turtles this place is simply amazing. It is very quiet away from the hustle and bustle of being near all the hotels yet very centrally located and easy to get anywhere on the island. We didn't want to leave and can't wait to come back. This will be our Maui home unless we do something crazy and invest in our own piece of paradise

Responds fast! avg. 27 minutes

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$230

Beautiful, luxury Resort Condo with LOW rates!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vaca” We loved it! We loved the location, easy access to multiple beach parks, eating and shopping. Can't wait to go back!

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Swing set or jungle gym, Video player, Smoking allowed

1 of 5 filters match

Price per night from

$194

A Tortoise and Bird Refuge #2

Lahaina private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Swing set or jungle gym, Video player, Smoking allowed

1 of 5 filters match

Price per night from

$194

A Tortise and Bird Refuge

Lahaina private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Swing set or jungle gym, Video player, Smoking allowed

1 of 5 filters match

Price per night from

$160

Ocean Views from Heliconia 2302 Residences

Lahaina apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 31 minutes

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$1,114

SUGAR BEACH RESORT, #535^

Kihei apartment

  • 2 bedrooms
  • sleeps 6

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$326

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Swing set or jungle gym, Video player, Smoking allowed

1 of 5 filters match

Price per night from

$3,901

MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • sleeps 6

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$497

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$281

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$803

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

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$263

Sun, Beach, Golf Romantic Getaway! A Safe Place

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$527

Walk to Beach, Condos Garden View #253

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$320

Unique Artist Condo's Home refreshed Spring 2019

Kihei apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Great island feel, clean, all the amenities you’d ever want, and close to it all.” We used this as the perfect spot to start and end our days. Stopped at Costco on way from the airport to get our basics. Had a homemade breakfast and dinner most nights and packed a few picnics. Great information supplied on which restaurants and attractions to see supplied by the owner. The decore was so adorable in the unit it was great to come home to. The unit was clean and had everything we needed. The pool and hot tub were immaculate as well. After exploring the island it was soothing to relax here. We even got a chance to see our beloved Toronto Maple leafs play thanks to the Great cable coverage. Walked across to the beach several times and saw turtles and whales. Can’t wait to come back.

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Swing set or jungle gym, Video player, Smoking allowed

1 of 5 filters match

Price per night from

$292

OCEANFRONT 1 BEDROOM CONDO SPECTACULAR VIEWS!

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“You Should Be Here!!!” Within the pat 2 years, we have experienced an amazing time in Lahaina. Julie is an amazing person to deal with. Her hospitality has always been sincere and genuine. The condo location is ideal good people. Everything is within walk-in distance. Very clean, comfortable, relaxing with an amazing view of the sunset, sunrise, fresh crosswinds,turtles, whales, and that amazing sound of the ocean that serenade you 24/7. As I said before "You Should Be Here." I plan to every year!!!

1 of 5 match: Swing set or jungle gym, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$395

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 5 match: Private outdoor pool (heated), Private outdoor pool (unheated), Video player, Smoking allowed, Swing set or jungle gym

1 of 5 filters match

Price per night from

$409

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

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$424

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

Kapalua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$438

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

Ka'anapali apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$427

Responds fast! avg. 2 minutes

2 of 5 match: Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (heated), Private outdoor pool (unheated)

2 of 5 filters match

Price per night from

$284

Responds fast! avg. 2 minutes

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$209

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

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 minutes

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$313

Responds fast! avg. 2 minutes

1 of 5 match: Private outdoor pool (heated), Swing set or jungle gym, Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$308

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