Maui Vacation Rentals

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489 condos

Waikiki Beach Resort

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 7 minutes

Match: Games room Stereo system Private outdoor pool (unheated)

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Price per night from

$3,442

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A great oceanview !! Quite and Peacefull with pool

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$114

Beautiful Property, on Ka'anapali Beach, Maui!!

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Games room, Stereo system

2 of 3 filters match

Price per night from

$345

Turtle Rock - Ocean Front Cottage with pool

Keauhou house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Just what we were looking for!” Turtle Rock was perfect for our family of four, you couldn't ask for a better location! It's close to town if your looking to partake in some of the shopping, restaurants and excursions that Kailua has to offer, but far enough to relax and enjoy the beauty of the Big Island. The pool was clean and refreshing, the kitchen was fully stocked with pots and pans, plates, utensils, and the BBQ came in quite handy. Outdoor furniture was comfortable for watching the sunset, surfers and sea life that flourished right under you! Geckos were out and about but not overwhelming. We did run into a few bugs and insects, but nothing that would keep us from coming back. The place could use a little maintenance but overall seemed well taken care of for being so close to the ocean. It was also a little warm because there is no air conditioning but opening all of the doors cooled off the place quickly. The snorkeling down the road and even right out from the house was amazing, better than our excursion snorkeling by far!! We saw turtles and tons of fish, it can get a little sketchy near the rocks so be careful. Basically we would go back in a heartbeat! A big mahalo to the owners for sharing their piece of heaven with the rest of us :)

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,604

“The best...” Thank you to the owners for supplying us with everything we could possibly require for a beach vacation. Your attention to detail is exceptional. The use of the beach towels to the usage of snorkel and surf gear made the difference. Just meant one less thing for us to worry about. Your home is the cleanest ... Hats off to your wonderful cleaners. This is certainly Kona Paradise.. In comparison to the other islands we found the local people the kindest right here,the culture and authenticity to be real, and the natural habitat fascinating. We will be back. Thank you again for the the phenomenal hospitality...

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Private outdoor pool (unheated), Games room, Stereo system

2 of 3 filters match

Price per night from

$270

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Games room, Stereo system

2 of 3 filters match

Price per night from

$919

2 bdrm 2 ba condo across from White Sands Beach

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful Paradise” This immaculate well maintained condo came equipped with everything needed to snorkel, body board, picnic or just rest by the ocean. The view from the balcony was breathtaking. The condo grounds, pool area, hot tub and barbecue were very well maintained. The office staff, Kitty , welcomed us when we checked in and represented the condo owners with courtesy and kindness. The owners provided us with locations of stores to purchase groceries or whatever needed. Their personal touches on their condo made us feel like we were at home.

Responds fast! avg. 1 hour 31 minutes

2 of 3 match: Private outdoor pool (unheated), Games room, Stereo system

2 of 3 filters match

Price per night from

$176

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Games room, Stereo system

2 of 3 filters match

Price per night from

$431

OCEAN VIEW STUDIO AT BEACH FRONT RESORT

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Games room, Stereo system

2 of 3 filters match

Price per night from

$1,032

2 of 3 match: Private outdoor pool (unheated), Games room, Stereo system

2 of 3 filters match

Price per night from

$524

Laguna Surf

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$345

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!

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,033

Hale Ohana, Pool, Ocean View Home/Hawaii Kai, Oahu 3+BD/3Bath

Hawaii Kai house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$913

Kona Palm House 3 Bed/2.5 Bath with Pool

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$454

Kona Bubbles: Pristine Luxury 4 bedroom Home with Amazing Pool & Oceanviews!

Kailua-Kona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$742

WAIKIKI 1BD CRN,FREE PKG,WIFI,NETFLIX,YOU TUBE, BEACH ITEMS,CALLS,

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Great” We arrived late after 3 weeks in usa mainland, where we did not stop. Getting our keys and into theunit was so easy. It was so close to get to everything from the unit. We had a family of five and with the sofa bed out it was quite tight. Maybe not so many little tables and trinkets. But that would be our only complaint. Everything was just as the photos showed and a great place for a family. We went and did food shopping at safeway, but then found Wallmart cheaper. Thanks heaps for having us

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$194

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

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$346

Kaanapali Royal N-202 Golf Course and Ocean Views!

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$406

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$244

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

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$314

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$285

Lokelani C-201 - Oceanfront - 2 lanais! - Complimentary Activities!

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$274

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$346

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,607

Steps to Kailua Beach; Newly Remodeled, Spacious home w/heated pool.

Kailua house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,600

Luxury Home w/heated pool/spa steps from Kahala Beach

Honolulu house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,590

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

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$314

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$325

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$309

Responds fast! avg. 2 minutes

2 of 3 match: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$284

“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: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$999

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: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,650

“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: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,199

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: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,595

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: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

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: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,850

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: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,895

“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: Games room, Stereo system, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$999

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