Maui Vacation Rentals

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3,635 condos

House of Love by the Sea/ Oceanfront & Salt Pool

Keaau house

5 bedrooms / 3 bathrooms / sleeps 8

“I never want to leave!!!” Every morning I"d wake up and sit on the cliff watching the waves crash against the rocks. Sometimes I'd see a turtle. Then I'd go for a swim in the pool before joining my family for our day's adventure. The peace and beauty that this house provides is incomparable. We plan on coming back every year. It feeds the soul.

Responds fast! avg. 43 minutes

Match: Clothes dryer Private outdoor pool (unheated) Private fishing lake or river

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Price per night from

$230

Horses and Waterfalls

Hilo log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 18 minutes

Match: Clothes dryer Private outdoor pool (unheated) Private fishing lake or river

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Price per night from

$166

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: Clothes dryer Private outdoor pool (unheated) Private fishing lake or river

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Price per night from

$98

Responds fast! avg. 1 hour 14 minutes

Match: Clothes dryer Private outdoor pool (unheated) Private fishing lake or river

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Price per night from

$400

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Kona Bobs Oceanfront Luxury at an Affordable Price

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 3

2 of 3 match: Private outdoor pool (unheated), Clothes dryer, Private fishing lake or river

2 of 3 filters match

Price per night from

$121

Remodeled #1OceanView Royal Sea Cliff King Studio

Kailua-Kona apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 16 minutes

2 of 3 match: Private outdoor pool (unheated), Clothes dryer, Private fishing lake or river

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Price per night from

$149

~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), Clothes dryer, Private fishing lake or river

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Price per night from

$259

OAHU SURF/GOLF DREAM DEAL

Makaha apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 11 minutes

2 of 3 match: Private outdoor pool (unheated), Clothes dryer, Private fishing lake or river

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Price per night from

$127

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), Clothes dryer, Private fishing lake or river

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Price per night from

$363

Waipio Ridge Home

Island of Hawaii house

5 bedrooms / 3 bathrooms / sleeps 10

“Breathtaking and Serene!” Wow! We fell in love with the Waipio house as soon as we drove into the driveway. What a breathtaking view. The owners were SO helpful, and sweet. The property manager Danele made us feel right at home, and made sure that we had everything we needed to enjoy our stay. We loved every second of our time spent here. We had all the amenties, you could dream of. Including a LOVELY bbq that we put to good use! We will very much recommend this place to family and friends. This is the PLACE to stay in Waipio. And the best place I've ever stayed on the big island!!

Responds fast! avg. 2 hours 8 minutes

2 of 3 match: Private outdoor pool (unheated), Clothes dryer, Private fishing lake or river

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Price per night from

$344

Shangri'La, Voted #9 in the World by Islands Mag.

Pahoa house

4 bedrooms / 4 bathrooms / sleeps 8

2 of 3 match: Private outdoor pool (unheated), Clothes dryer, Private fishing lake or river

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Price per night from

$831

Beautiful 5 Star Beach Front Villa

Waikoloa villa

2 bedrooms / 2 bathrooms / sleeps 7

2 of 3 match: Private outdoor pool (unheated), Clothes dryer, Private fishing lake or river

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Price per night from

$344

Large Oceanfront private home nestled on a half acre lot on Ali'i Drive!

Kailua-Kona house

5 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 4 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$760

Villa Luana

Hawaii Kai house

6 bedrooms / 7 bathrooms / sleeps 12

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,256

KA 205 Watch the Whales and Beautiful Sunsets from this Lanai

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$196

Seaside Tropics Villa - Ocean Views, Private Pool and hot tub, AC

Kihei house

4 bedrooms / 4 bathrooms / sleeps 8

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

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Price per night from

$1,803

Kona Bay Seaclusion-Oceanfront with Pool

Kailua-Kona house

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful oceanfront home with pool!” This house was just what we had hoped for - and oceanfront home near town - and the bonus is it had a pool! The house had plenty of room for our family, and the kitchen was recently updated and more the adequate for our needs. The little pool was perfect for our daughter who just wanted somewhere to splash around. We even saw dolphins one morning while sitting in the pool! The only interesting part is that there is no interior way to get to the second bedroom from the house - you have to go back out the front door or out the back deck to its separate entrance. I would definitely recommend this house to others and would look to stay here again on our return to the Big Island.

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

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Price per night from

$399

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

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,010

Unobstructed Oceanfront, Private Pool/Spa, Spectacular Views & Sunsets Daily!

Kailua-Kona house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 4 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$985

Absolute Ocean & Beach Front Estate with Pool and Spa w/ A/C in the Bedrooms!

Kailua-Kona house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 4 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,175

Breathtaking Sunsets ~ Oceanfront Gem ~ 5 King Bedrooms, Pool/Spa

Kailua-Kona house

6 bedrooms / 6 bathrooms / sleeps 16

“Absolutely gorgeous location, and beautiful home” This home was so beautiful, and in such a beautiful location, we didn't even leave it many of the days of our 2-week vacation. We had 3 families, with quite a few children ranging from 6 to 23 years old. We had everything we needed, and room for all of us. The only sleeping disadvantages are that the two biggest and ocean-view suites had daybeds or pull out couches, along with the king beds. Since we needed those small beds to accommodate the children, the adults slept in smaller, no-view rooms (none of the adults wanted children in their rooms with them - for obvious reasons!). However, those smaller rooms were still extremely comfortable and spacious, with nice private bathrooms. And, we spent most of our time outside anyway! We listened to and watched waves 24/7, had lots of fun in the pool and hot tub, and cooked many delicious meals in the spacious and well-stocked kitchen. The kids spent hours (at low tides) scouring the rocks for sea creatures. We saw turtles, dolphins and whales many times during our stay. They also spent hours in the cozy, comfortable entertainment room. We would highly recommend Hale Pua, and hope we'll have a chance to stay there again!

Responds fast! avg. 4 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,400

Serene, Peaceful and Tranquil

Lahaina cottage

2 bedrooms / 2 bathrooms / sleeps 4

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$895

4 Bedrooms! New Listing! Pool! Ocean Views! Gorgeous Home!

Kailua-Kona house

4 bedrooms / 4 bathrooms / sleeps 8

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$355

Contemporary Meets Tropical Paradise-KMN 410

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$188

Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!

Waimanalo house

9 bedrooms / 8 bathrooms / sleeps 20

Responds fast! avg. 3 hours 14 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$3,590

Perfect Paradise~Heated Pool~Hot Tub~Steps to Amazing Beach!

Waimanalo house

6 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 3 hours 14 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,116

Beyond your Expectations~Heated Pool~Step from Beach~Perfect Location!

Waimanalo house

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 3 hours 14 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$569

Spectacular Location~Heated Pool~Private Beach Access~Beach Gear!

Waimanalo house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 14 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$3,590

Turtle Bay Oahu Loft Condo (FULL KITCHEN)

Kahuku apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 11 minutes

1 of 3 match: Clothes dryer, Private outdoor pool (unheated), Private fishing lake or river

1 of 3 filters match

Price per night from

$190

Ocean Front Luxury - Private Pool -

Hilo house

3 bedrooms / 4 bathrooms / sleeps 8

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$460

Pohailani #223

Lahaina apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$212

Seaside Tropics Estate~Ocean views, private pool and hot tub

Wailea house

5 bedrooms / 5 bathrooms / sleeps 8

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$2,172

Kaanapali Shores 819 -Family Fun Resort -Spacious 1/1 Beautiful Ocean Views!

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$205

Kaanapali Shores 422 - Beautiful 1 BDR Oceanfront Resort (Epic Realty)

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 44 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$182

Intimate Garden Bungalow Mins to Two Step Beach!

Captain Cook studio

Studio / 1 bathroom / sleeps 3

Responds fast! avg. 17 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$97

Nohonani 405

Napili-Honokowai condo

2 bedrooms / 2 bathrooms / sleeps 6

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$314

NEW! Bright Kailua House w/Pool & Patio by Beaches

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 17 minutes

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$189

Kalina at Hapuna Beach

Puako house

4 bedrooms / 5 bathrooms / sleeps 10

2 of 3 match: Private fishing lake or river, Clothes dryer, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$4,803

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