Maui Vacation Rentals

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378 condos

Horses and Waterfalls

Hilo log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 18 minutes

Match: Boat available Private outdoor pool (unheated)

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Price per night from

$167

Plantation Charm in Kailua

Kailua bungalow

4 bedrooms / 2 bathrooms / sleeps 7

Match: Boat available Private outdoor pool (unheated)

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Price per night from

$489

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

Match: Boat available Private outdoor pool (unheated)

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Price per night from

$98

Large 5 bedroom custom home, Private Pool & Spa, Spectacular Ocean views

Kailua-Kona house

7 bedrooms / 7 bathrooms / sleeps 17

“Fantastic Property!” We recently stayed at this house and could not have found a more perfect rental for the price. We were a group of 17 (9 Adults/8 kids) There was room for everyone and the house is so large that we had our own space. I will agree my biggest disappointment was that the pool was too cold and the hot tub had specific hours of which it could be used (electricity is very high on the island but you can purchase I believe through the agency an all day run rate). However the kids didn't mind at all but the adults hardly used it. Instead we sat on the deck for hours and stared at the amazing sunsets. It is very close to everything and Kona airport (don't worry you won't hear planes). The house sits far on a hill and it's only one of 3 in the Ooma Plantation that we could see. Your neighbors are very far so it's very private. The furnishings are high end and the beds, linens wonderful. I searched for for over 6 months for the right property at the right price and this place delivered. Additional notes: There is a high cleaning fee but for the size of the house it can be expected. The only upstairs room could use a bigger bed instead of the daybed, seems like it could be a master instead of an afterthought.

Responds fast! avg. 4 minutes

Match: Boat available Private outdoor pool (unheated)

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Price per night from

$1,010

Beautiful single level private home with spectacular ocean view & heated pool

Kailua-Kona house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 4 minutes

Match: Boat available Private outdoor pool (unheated)

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Price per night from

$440

October Special $375 ! Tropical Villa w/ Private Pool & Golf Course Views!

Puako condo

3 bedrooms / 3 bathrooms / sleeps 6

Match: Boat available Private outdoor pool (unheated)

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Price per night from

$464

Kailua Surf Paradise Hale, pool

Kailua house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 22 minutes

Match: Boat available Private outdoor pool (unheated)

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Price per night from

$324

Responds fast! avg. 3 hours 50 minutes

Match: Boat available Private outdoor pool (unheated)

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Price per night from

$226

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One Bedroom Condo with Lovely Garden & Partial Ocean Views, AC incl.

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

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Price per night from

$110

Oceanfront one bedroom Honeymoon Cottage, Breathtaking views

Kailua-Kona cottage

1 bedroom / 1 bathroom / sleeps 4

“Paradise + roaches” 15-20 dead cockroaches littered the floor of entire unit when we arrived. Apparently the unit had been vacant for some time. As a result feel that management should have checked the condition prior to our arrival. That said, Cottage itself is a great place for a couple to spend a vacation as the ocean waves break at the foundation creating a mesmerizing effect of being "in" the nature. Overall, we would go back to The Cottage again.

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

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Price per night from

$225

Lanikai Oceanside 4 Bedroom - Lanikai Kailua Oceanfront Beach House

Kailua house

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Private outdoor pool (unheated), Boat available

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Price per night from

$1,750

One Bedroom Condo with lovely Garden and Peekabo Views, ~AC~ incl.

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

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Price per night from

$110

2 bedroom condo in oceanfront complex, great Ocean views, *NEWLY REMODELED*

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

“All that and more” We really enjoyed our stay at Kona Makai. The rental was perfect for our family providing space for all of us. The location was close to many local favorites. We would definitely stay here again if we are ever in Hawaii.

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

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Price per night from

$190

Oceanfront with breathtaking Ocean & Sunset Views, 2 bedroom, 2 bath, AC incl

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Diving in thé Ocean” My family and I came for the first Time in Hawai and stayed in this unit. Every day we admired the beautiful sunset and heard the noise of the waves. We enjoyed a lot staying in this Condo

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

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Price per night from

$215

1 bedroom condo with a loft in oceanfront complex, amazing Ocean views

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

“Awesome” Condo was everything we had hoped for and so much more. Clean, Quiet, Secure and reasonably priced.

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$140

1 bedroom condo with a loft in Oceanfront complex, amazing Ocean views

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 5

“Paradise in Kona Makai” Superbe location. Wonderful unit. All what you dream for on vacation in Hawaii.

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

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Price per night from

$140

One Bedroom Condo with Amazing Ocean Views, AC incl.

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 4

“A great vacation” Enjoyed our stay at the Casa de Emdeko and in particular in 337. The unit was spacious, fully equipped and close to the ocean. The pools, barbques and cabana area are handy and perfect for a vacation. I would recommend this location and this unit.

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$120

2 bedroom Spectacular Oceanfront Condo in Oceanfront complex

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$260

Oceanfront 2 bedroom condo with amazing Ocean and Sunset views

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Terrifc condo” Stunning view of the ocean with a wrap around balcony. We were concerned about the heat and humidity in August but each bedroom and the kitchen and living room all had access to the breeze from the ocean which kept us all very comfortable. the bedrooms, each with their own bathroom, were spacious and made for an extremely comfortable stay. late birds could stay up and early birds could rise early without impacting others. We would definitely stay here again.

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$250

1 bedroom Ocean front condo, right down town w/ AC, great Ocean views

Kailua-Kona apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$155

Remodeled 1 bedroom Ocean front condo, right down town

Kailua-Kona apartment

1 bedroom / 2 bathrooms / sleeps 4

“First Family Trip to Hawaii” A first for having our Children and Grandchildren on a trip together and Kona was the perfect place. Most everything we needed was within walking distance. The room was great. Perfect view of the ocean and being able to see fish in the water from our Lanai and hearing the sounds of the waves breaking at night was great. Only exception, my Grand Daughter did not like the swinging doors on the bathroom (teen thing). No problems with reservation process at all. They were more than helpful. Wonderful family stay.

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$155

Beautifully remodeled 1 bedroom oceanfront condo with amazing views, in town

Hawaii apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$175

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$190

15th Floor 1BR at Ilikai Hotel! Only Steps to World Famous Waikiki Beach!

Honolulu condo

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$165

Makapono - 4 Bedroom

Kailua-Kona house

4 bedrooms / 5 bathrooms / sleeps 15

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$1,010

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$433

Pu'uhonua House - Place of Refuge

Captain Cook house

4 bedrooms / 2 bathrooms / sleeps 10

“Exceeded our expectations!” I am originally from Oahu and now live on the Mainland and found Pu'uhonua to be such a special place. It was even better than I imagined, which I was pleasantly surprised about! More than just the beauty of the house and location, there is a sense of being immersed in the spirit of aloha. And even though you feel far removed from civilization, modern conveniences are very close which is nice. Bruce and Nikki were very gracious and shared some of the fruits grown on the property itself and Nikki offers wonderful spa treatments in natural surroundings next door!

Responds fast! avg. 3 hours 49 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$425

Contemporary Tropical Condo 45 seconds from Kamaole II Beach

Wailea condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 46 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$126

Hale Lawai'a One Bedroom Cottage on Kealakekua Bay

Captain Cook cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 16 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$225

Lahaina Oceanfront Treasure

Lahaina house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 49 minutes

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$800

Lovely Golf Course and Mountain Views - Peaceful Get Away.

Puako condo

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$276

Discounted nightly rate is now $225 for the month of September

Captain Cook house

5 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$307

NEW GORGEOUS REMODEL-GREAT LOCATION-WELL EQUIPPED-ALL NEW

Kihei condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$215

Beautiful Luxury Oceanfront Condo- Oceanside Master BedRm, A/C, Great View,Wi

Wailuku apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$195

Emdeko's house 208

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$118

KKSR6104 GRND FLR, CORNER W/WRAP AROUND SCREENED IN LANAI! GARDEN & GOLF VIEW

Kailua-Kona condo

2 bedrooms / 2 bathrooms / sleeps 8

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$213

KKSR5202 DIRECT OCEANFRONT, 2ND FLOOR, BEST VIEWS IN THE RESORT!

Kailua-Kona apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$259

KKSR#37 Spacious 3 bedroom Townhome, Sleeps 6, Close to Pool, Amazing Price!

Kailua-Kona house

3 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (unheated), Boat available

1 of 2 filters match

Price per night from

$189

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