Maui Vacation Rentals

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560 condos

Hawaii kona home 2 miles from the beach,

Kailua-Kona house

2 bedrooms / 1 bathroom / sleeps 8

Match: Private outdoor pool (unheated) Video player Smoking allowed

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Price per night from

$201

Kona Amazing 5 Acre Estate, 2 Swimming Pools, 2 Hot Tubs, Ocean View, Secluded

Holualoa house

7 bedrooms / 5 bathrooms / sleeps 16

Match: Private outdoor pool (unheated) Video player Smoking allowed

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Price per night from

$715

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Idyllic Honaunau Retreat Deluxe Loft Suite in Captain Cook, HI

Captain Cook house

1 bedroom / 1 bathroom / sleeps 2

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$161

Maui Chalet - tropical North Shore private retreat

Haiku chalet

2 bedrooms / 1 bathroom / sleeps 4

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$327

We Guarantee Satisfaction *Kohala Lodge* Exceeded our Expectations! Quality...

Kohala Coast house

1 bedroom / 2 bathrooms / sleeps 6

“Absolument Magnifique!” Visited from the South of France in January 2013 and just loved it! These buccolic and splendid homestead, far enough from the heat and crowds of Kona, is set in the middle of rolling pastures, with a splendid view of the ocean! The cabin is rustic, yet refined and extremely comfortable! Chris and Carol have a wonderful eye for details and a great sense of aesthetics. The house is located near the charming and laid back town of Hawi which, by the way, has a gorgeous banyan tree, and a lovely farmers market under it, where Chris and his band play bluegrass music! It doesn't get any better...This is truly paradise!!!

Responds fast! avg. 1 hour 29 minutes

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$343

Idyllic Honaunau Retreat Deluxe Standard Room in Captain Cook, HI

Captain Cook house

1 bedroom / 1 bathroom / sleeps 2

“Exceptional Experience” I enjoyed our stay at Rhonda's home. Everything was perfect. Our room was extremely comfortable and the view from the living room and lanai's are amazing. We started our day with a yummy breakfast(really enjoyed the french toast rollups with homemade pineapple jam) and ended our day having a cocktail by the pool. Rhonda also provided detailed instructions on how to get to the best snorkeling locations. We could not have planned a better trip. Thanks for everything

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$144

Breeze of Paradise 2 Bedroom Home in Volcano!

Volcano house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 23 minutes

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$103

Kamaole Beach Royale 1 Bedroom Seaviews

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$182

Hale Lawai'a- Ohana Home on Kealakekua Bay

Captain Cook house

3 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 2 hours 23 minutes

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$361

~Hale Lawai'a- 2 bedroom Home on Kealakekua Bay~

Captain Cook cottage

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 23 minutes

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$258

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!

Responds fast! avg. 3 hours 5 minutes

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

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Price per night from

$171

#2186 (1 of 3 Beach Front Units) at Kepuhi Beach

Maunaloa condo

1 bedroom / 2 bathrooms / sleeps 4

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$138

Akai Hale - Two Blocks from the Beach, Private Pool, Lanai with Ocean views

Kailua-Kona house

4 bedrooms / 6 bathrooms / sleeps 12

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$647

Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $220

Kailua house

1 bedroom / 1 bathroom / sleeps 2

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$342

#2244 (1 of 3 Beach Front Units) at Kepuhi Beach

Maunaloa condo

1 bedroom / 1 bathroom / sleeps 4

“Beautiful!” Thanks a lot for such great place! We very much enjoyed our stay, the peaceful surroundings, the lovely condo and last but not least this beautiful island!

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$161

Guest house on gated acre estate, Sleeps up to 7

Kailua-Kona manor house

2 bedrooms / 2 bathrooms / sleeps 7

“A guest house for your guests” A stay at the Turtle House will be long remembered for its extensive views, gracious hosts and access to all the Kailua Kona attractions. Whether your stay is a vacation week or like ours nearly a month, this place will encourage your next visit to Hawaii. The two bedroom guest house with upscale furnishings and private baths comfortably serves two couples or a family of four. The friendly owners Karen and Tim were always ready with local advice for things to do and places to see. Both are professionals involved in their respective businesses but on site ready to deal with any rental issues. As health care professionals, if ones desire includes guidance on healthy and nutritional living, staying here could be a life changing event. As pet lovers we enjoyed the occasional visits by the small dog “tribe” of nonintrusive sweet little ladies. Mostly kept in the big house along with Polly, the parrot, but occasionally out to be enjoyed by all. Tim and Karen do all in their power to accommodate guests. All their efforts deserve the best ranking as a vacation site based on views, facilities and service. Only one drawback keeps this rental from 5-star class. The property is located adjacent to a daytime busy road but the way to think about that is to consider it the “sound of surf” at your backyard. Since the property is located well up the hillside (1200 Ft elevation in cooler climes though the pool registers 80 degrees most days), a car is needed for ready access to town shopping, restaurants and those beautiful west side beaches.

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$201

Clean beautiful condo walkable to Ocean and beach!

Waikoloa apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Ideal location for exploring the Big Island” My wife and I stayed here for a week while on the Big Island. The condo was spacious, clean, and was well-stocked with kitchen items, sheets, towels, and beach gear. The beds and furniture were comfortable, and the large sliding doors allow a lot of light to come into the condo (or keep it out on hotter days). The spacious lanai is perfect for breakfast, lunch, or dinner, and has good views overlooking the resort area. The condo is tucked away from noisy traffic but also provides easy access to the island's main roads. The condo complex itself is well organized, and the grounds are immaculate. We didn't make much use of the nearby shops or restaurants, but they are a nice feature of the area, and the gas station (with expensive gas) is handy for people staying in the area. Bonnie was extremely helpful from the beginning - her replies to e-mails were prompt, and she had many informative and helpful suggestions. She provided clear instructions on how to get to the condo and what to do/how to use things once we got there. It was a pleasure to deal with Bonnie, and I would have no hesitation recommending this condo to other travelers or staying here again on a future visit.

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$201

TU TU'S BEACH HOUSE WITH OCEAN VIEW AND LARGE POOL

Kailua-Kona house

4 bedrooms / 4 bathrooms / sleeps 10

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$401

Spectacular Coastal Paradise Point Home

Keaau house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 50 minutes

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$178

Affordable and worthy tourists package on a slope

Mountain View b&b

3 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 3 hours 29 minutes

2 of 3 match: Private outdoor pool (unheated), Video player, Smoking allowed

2 of 3 filters match

Price per night from

$343

WBH D115 - Aloha Kai2, Beachfront, 1B/1Bath,Wifi,AC,Pool, Waiohuli Beach Hale

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

2 of 3 match: Video player, Private outdoor pool (unheated), Smoking allowed

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Price per night from

$144

Ko Olina Ocean View 9th Floor 3 Bedroom Penthouse

Kapolei condo

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$529

“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.

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$701

Elua Akai - Ocean views, Private Pool, Lanai, 2 Blocks from the Beach Sleeps 10

Kailua-Kona house

5 bedrooms / 5 bathrooms / sleeps 10

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$642

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: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$1,490

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!

Responds fast! avg. 2 hours 55 minutes

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$803

Kona Shangrila - Private Oasis with Pool

Kailua-Kona house

5 bedrooms / 5 bathrooms / sleeps 16

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$753

Oceanfront Luxury, Private Pool and Hot Tub - and Safe from Lava!

Keaau house

3 bedrooms / 2 bathrooms / sleeps 7

“Beautiful House located in a quiet setting” We loved the house. The sights and sounds of the ocean were spectacular. The rooms were spacious and the kitchen was well stocked. My daughter loved the lap pool and jacuzzi. We were also surprised to come home and find our deposit waiting for us. That was a nice surprise. We would highly recommend this property.

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$400

Hibiscus Hale - Big Lanai, Pool, Amazing Price, Best Views! good for 10 guests!

Kailua-Kona house

4 bedrooms / 3 bathrooms / sleeps 10

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$596

Ahina Palauna Estate- Sleeps 20! Minutes from ocean! Private pool!

Kailua-Kona house

10 bedrooms / 11 bathrooms / sleeps 20

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$2,033

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: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$1,483

Akai Elua Combo- Perfect for Reunions/Large Groups/Private Pool/Great Ocean View

Kailua-Kona apartment

10 bedrooms / 11 bathrooms / sleeps 20

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$1,289

Kailua Surf Paradise Hale, pool

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$324

Walk to Beach, Condos Garden View #253

Kihei apartment

1 bedroom / 1 bathroom / sleeps 5

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$274

Responds fast! avg. 1 hour 14 minutes

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$400

The Onion House- Vacation in a work of art!

Kailua-Kona house

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful Experience” I was lucky enough to share the beautiful Onion House with five of my best girlfriends to celebrate four very "special" birthdays. I never tired of the view toward the ocean through the stained glass windows. It is a very special place that I felt at peace in. Thank you for sharing it with us Beth.

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

2 of 3 filters match

Price per night from

$470

Maluhia Hale- Walk to White Sand Beach! Private Pool! Ultimate Privacy! - ID

Keauhou house

4 bedrooms / 3 bathrooms / sleeps 10

2 of 3 match: Smoking allowed, Private outdoor pool (unheated), Video player

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Price per night from

$453

Aloha Nature Lovers ! ( Horses and Waterfalls )

Hilo log cabin

1 bedroom / 2 bathrooms / sleeps 2

“The best absolutely the most FUN place I have ever stayed.” I truly enjoyed myself here and was able to really relax. Keith was very accommodating and Chelsea cooked the best dinner the last night I was there outdoors on the open fire. I wish I had taken more pictures and I hope I get a chance to go back someday and enjoy more of what the place has to offer. I have great memories of my stay here! Thank Keith and Chelsea!

Responds fast! avg. 1 hour 18 minutes

2 of 3 match: Video player, Private outdoor pool (unheated), Smoking allowed

2 of 3 filters match

Price per night from

$98

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