Maui Vacation Rentals

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270 condos

“3 generation getaway” The Lahaina Gatehouse was perfect for our group of grandparents, kids, their spouses and two grandsons ages 4 and 8 (8 people total). There's enough space for gatherings as well as getting away for privacy too. The saltwater pool was the central gathering place for all and is beautifully maintained. There were boogie boards, water toys and water wings too. We wouldn't hesitate to recommend this property to family or friends.

Match: Bicycles available Private outdoor pool (unheated) Video player

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$700

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KA 205 Watch the Whales and Beautiful Sunsets from this Lanai

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Video player, Bicycles available, Private outdoor pool (unheated)

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Price per night from

$195

South Maui 3 bedroom at Kamaole One Beach Park

Kihei apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Great Location and host” Plenty of space for 5 adults and being so close to the beach and shops meant that we could get away from each other whenever we wanted to. We all thoroughly enjoyed our first trip to Maui!

Responds fast! avg. 3 hours 17 minutes

2 of 3 match: Private outdoor pool (unheated), Bicycles available, Video player

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Price per night from

$328

MAUI KAI 806 High 8th Floor Oceanfront RENOVATED Condo NO CLEANING FEES mk806com

Ka'anapali apartment

1 bedroom / 1 bathroom / sleeps 2

“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!

2 of 3 match: Private outdoor pool (unheated), Bicycles available, Video player

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Price per night from

$423

2 of 3 match: Private outdoor pool (unheated), Bicycles available, Video player

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Price per night from

$166

KA 210 Direct Ocean Front 1 Bedroom

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Video player, Bicycles available, Private outdoor pool (unheated)

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Price per night from

$188

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: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$801

MAUI PLANTATION BEACH HOME, 4-BR/3 BATH, 2 MIN TO BABY BEACH, PAIA

Paia house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 56 minutes

2 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$1,483

The Banyan Bed and Breakfast Retreat in Maui, HI

Makawao lodge

7 bedrooms / 9 bathrooms / sleeps 14

“Incredible! Generous loving hosts and special place” Marty and Mouna are incredible hosts who embody the aloha spirit. From extra towels to rooms with all the little extras included, we always find the Banyen Tree B and B to fully deliver a wonderful stay.

2 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$1,489

Walk to Beach, Condos Garden View #253

Kihei apartment

1 bedroom / 1 bathroom / sleeps 5

2 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$274

Westin Kaanapali Ocean Resort Villas

Lahaina studio

Studio / 1 bathroom / sleeps 4

2 of 3 match: Private outdoor pool (unheated), Bicycles available, Video player

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Price per night from

$409

Breathtaking Oceanfront Penthouse- Privacy & Views

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 2

“Spectacular in every way possible!” My husband and I travelled to Hawaii for the first time and we could not have been more pleased with our Mahana condo. The view is beautiful beyond words - and you don't have to leave the lanai to whale watch! The sound of the ocean all night is heavenly! All the comforts of home including a fabulous kitchen, shower and top notch hotel bed! We cant wait to go back!

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$487

Mango ohana in Sprecks, Paia Maui's north shore

Paia studio

Studio / 1 bathroom / sleeps 4

1 of 3 match: Video player, Private outdoor pool (unheated), Bicycles available

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Price per night from

$195

1800SF, Ground level, 4 bedrm, central AC, Few steps to pool entrance,

Kihei townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 41 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$567

Lahaina Oceanfront Treasure

Lahaina house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 49 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$800

Aina Nalu Resort Combo - w/ pool, jetted spa

Lahaina house

4 bedrooms / 3 bathrooms / sleeps 11

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$492

Valley Isle Resort 1-Bedroom, 6th Floor, Oceanfront Corner Unit

Lahaina hotel apartment

1 bedroom / 1 bathroom / sleeps 4

“A little piece of paradise!” We stayed two weeks at Valley Isle Resort. It was an awesome experience. Condo was lovely. We had everything we needed. Pool area was never crowded, no problem with beach chairs being available, grills available for barbecuing. Great location. Bus stops out front if you are without a vehicle. We definitely plan on returning.

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$181

Maui Banyan 2 bd suite *Sept/Oct low rates*

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$275

Maui Island HIdeaway

Maalaea apartment

1 bedroom / 1 bathroom / sleeps 4

“Maui Island Hideaway” You cannot go wrong with the Maui Island Hideaway. Because the "Hideaway" is so close to the water we could hear the sounds of the water literally 24/7. Our day began with a wonderful walk on the beach and back to the lanai to have our morning coffee. Many mornings we saw the whales dancing, along with a group of turtles peaking their heads out of the water. The breeze coming through the condo was wonderful and it made sleeping so comfortable. This condo is well taken care of and nicely decorated. The location of the "Hideaway" is very central to the west and south side of the Island which for us was perfect. We had a wonderful 2 weeks at the Maui Island Hideaway and we will be back.

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$176

Maui Oceanfront, Romantic, Large Lanai, free Wi-fi

Maalaea apartment

2 bedrooms / 2 bathrooms / sleeps 4

“All you could ask for!” We just spent a week in Cynthia's condo the second week of July. It was everything you can read below....I will not go over it all again......it simply has everything you need for an enjoyable trip. The fact that this is not just a vacation rental for the owners, but it is THEIR get-away place means it is well-stocked. The only other thing I wish to add is we cannot emphasize enough its central location. Maui is split into two distinct parts and the location of this condo is right in the middle, making travel to anything on the island easy. You can go the 8 miles north to get into town for anything you need to buy; you can head south into the wonderful towns of Kihei and Wailea for what they have to offer; and you can head northwest, around the mountain to Lahiana and surrounding towns. Believe me, this is vital because of all there is to do in these areas. We wore these roads OUT every day as we bounced around from activity to activity. And if you don't want to travel.....we had some very enjoyable experiences at some of the local businesses; making friends at the aquarium with the employees and at Beach Bums. Be careful....Beach Bums has some dangerous mai tais.....one is NEVER enough.....along with very friendly regulars always hanging out at the bar. Lastly, the location allows for a nice island breeze to blow through the condo, whether it comes from the north between the mountains or off the harbor. Wonderful!

Responds fast! avg. 2 hours 4 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$265

Gorgeous*Peaceful*Condo*Steps to Beautiful Beach

Kihei condo

1 bedroom / 3 bathrooms / sleeps 4

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$259

Gorgeous 2 Bedroom, 2 Bathroom Partial Ocean View

Lahaina apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Amazing trip” First trip to Maui and hopefully not our last. Perfect family trip getting away for the first time with our 2 year old. The condo met all our needs, and the whole booking and service was great. The complex worked so well for us with good access to the beach and selection of pools that we all loved. Amazing memories of watching our son progress at swimming everyday with a massive smile on his face. This was a holiday that I was worried about, as it is way more than what we normally do budget wise, camping is our normal holiday time. I was worried that we would regret the increase in what we where spending. All I can say is it was totally worth it, and I hope we are able to do it again in the future.

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$431

OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA

Wailea cottage

1 bedroom / 2 bathrooms / sleeps 3

“Wonderful view and property” This was the perfect place for our annual stay on Maui. Dennis is the best host and takes care of any request you may have. The cottage is newly updated with all the conveniences and space needed. It is a very quiet area in the upper residential part of Kihei and Wailea border with a killer view. All the spacious rooms and layout is perfect. The kitchen was well appointed with everything you would need to cook. Very nice to have a washer and dryer in the space and not outside, as most places in Hawaii. Dennis also provided us with fresh fruit some mornings from the surrounding trees. The air conditioning is an added plus as Hawaii can get quite warm during the day. But at night the cool breezes were perfect to cool off. The deck is also nice for a sunset view. The king bed is quite comfortable, providing for the needed rest we were seeking. We will be back for future stays in this perfect cottage.

Responds fast! avg. 2 hours 29 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$285

Westin Kaanapali Ocean Resort Villas

Lahaina villa

2 bedrooms / 2 bathrooms / sleeps 8

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$786

Unobstructed ocean view, Steps to the beach, Family friendly, Front door parking

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$306

Hale Kamaole #309 -Spacious 2+ bdrm Kihei Condo

Kihei apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Hale Kameole #309 - A great find!!” We ust returned from a glorious holiday to Maui (10 days) and the Molokai (4 days). This is our 7th trip to the Islands, and I fall more in love every time! Maui had last been a destination in 1995 and although we found a lot of changes - much has stayed the same. We stayed, for the first time, in #309 (Hale Kamaole) - a 3rd story condo with an ocean view - renting the unit through Vrbo. This was a very clean and well appointed condo and allowed the four of us (2 couples) ample room and comfotable surroundings. The owner (Brenda) was easy to deal with and always helpful and honest. We loved so much about this location - it's proximitiy to Kamaole 3 Beach (right across the road, and a really great beach in it's own), shopping, dining and, of course, the beaches in Wailea (Ulua and Big Beach). The condo was extremely clean and...well, comfortable - the kind of place that you're anxious to return to after a long and tough day of beaching or shopping. Do not think we missed having cocktails on the lanai one day, watching the sun go down to the tunes of other residents performing their "conch" ceremony (not to be missed). We all loved this place, and would not hesitate to stay here again.

Responds fast! avg. 2 hours 4 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$387

Kamaole Beach Royale 1 Bedroom Seaviews

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 20 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$182

Wailea Ekahi Village 29F Ocean Front

Wailea apartment

1 bedroom / 2 bathrooms / sleeps 4

“A wonderful holiday experience!” This condo is in a great location with a lovely view of the ocean as you look out over flowering bougainvillea; it is spotless and beautifully and thoughtfully equipped. We had just a splendid holiday here and will return. The owners really try to make you feel at home -- providing all the extras that make a holiday special, including detailed information on the condo and the area.

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$375

The most Gorgeous 2bd2ba OV Villa in Kapalua!

Kapalua hotel apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Every morning on the patio, with a cup of coffee, made us realiz” We had a wonderful time in Maui and your home was so comfortable and up to date. It had everything we needed, and the coffee table book you put together (with all the suggestions of things to do & where to eat) was so helpful. Before arriving, we were skeptical of being on the first floor but it was absolutely the best place to be. And the view... down the fairway right down to the waves crashing on the coast!!! Breathtaking!!! I will pass along your condo information to our friends who are looking to visit Maui.

Responds fast! avg. 2 hours 38 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$407

4BR Upcountry Home, Incredible Views, Walk into Historic Makawao Town!

Makawao house

4 bedrooms / 3 bathrooms / sleeps 8

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$295

Garden view 1BR/1BA (sleeps 4) Kihei Condo (#125)

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 43 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$121

Beautiful High End Ocean Front Condo in Kihei

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

“Beautiful, quiet place to stay. Did not disappoint!!” We absolutely loved our stay in Brenda's condo!!! It was very well stocked and conveniently located for everything that we wanted to do. If cleanliness is a big deal to you, this place will not disappoint!! It was immaculately clean!! The view from the lanai is perfect, and we loved spending time in our Eno hammock on the quiet beach out front. We were even surprised to see a ton of sea turtles popping their heads up, especially around sunset! This place was truly paradise, and we were so happy with our choice to stay here!!

Responds fast! avg. 16 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$224

Exceptional,Ocean View,Beautiful New Kitchen& Bath

Kihei condo

2 bedrooms / 2 bathrooms / sleeps 4

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$320

FABULOUS OCEANFRONT CONDO

Maalaea condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 51 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$165

West Maui OCEANFRONT CONDO Lahaina/Kaanapali

Lahaina condo

2 bedrooms / 2 bathrooms / sleeps 6

“Just like home!!” Our accommodation exceeded my expectation. It was located on a beautiful private beach that has a family of turtles that we would find everyday. The view was stunning. We were a party 5 ladies. My daughter turned 21 with her bestie. My friend and her 16 daughter. We felt safe on the top floor. Though my friend felt our place was too warm ( no air) I was very comfortable as the breeze was always there. It was updated downstairs with whirlpool tub upstairs. The best part was the owner Deb who was always available and had little gifts for my daughter a bottle of champagne and cupcakes. She made this occasion very special. I really felt we experienced Maui in a very authentic way. I will be coming back to this place.

Responds fast! avg. 19 minutes

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$246

Wow! Beautiful Maui Oceanfront 2bd/2bath free WIFI

Maalaea condo

2 bedrooms / 2 bathrooms / sleeps 4

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$252

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$120

OCEANFRONT! GROUNDFLOOR! 2 BR 2 BA Maui Condo

Napili-Honokowai apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 3 match: Bicycles available, Private outdoor pool (unheated), Video player

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Price per night from

$260

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