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2,150 house rentals

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Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

4 bedrooms
5 bathrooms

sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$1,425

Ko Olina Beach Villa BT1003 - Ocean Views 10th Floor Sunset and Ocean Views

Kapolei apartment

2 bedrooms
2 bathrooms

sleeps 6

“First rate all the way” This location goes beyond all expectations. Everyone visiting Hawaii has preconceived ideas and expectations, this condo goes well beyond what you are expecting. I highly suggest this triple a location and enjoy the area! Fabulous

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Price per night from

$677

The Whaler Maui-Suite 802-Spectacular Ocean Front

Ka'anapali apartment

2 bedrooms
2 bathrooms

sleeps 5

“WHY this is THE B E S T Condo Experience on Kaanapali Beach!!” Why this is the B E S T Condo Experience on Kaanapali Beach!! 1 – The Closest Oceanfront Condo location on Kaanapali Beach 2 – Luxurious Condo with the comforts of home 3 – Gourmet Kitchen with extensive accessories and staples 4 – Condo Owners COMMITTED to Excellent Customer Service 1 – Our family has stayed in every Kaanapali property (excluding the Sheraton) on Kaanapali Beach. They all have their own special characteristics and charm. The Whaler Condo 802 has the best location, comfort, and luxurious amenities. Most of the resorts are all set back from the ocean, and you do not have that feeling of being right on the ocean. Condo 802 is directly in front of the ocean. The soothing ocean sounds truly enhances the level of relaxation during both awake and sleeping hours. The beach in front of The Whaler is one of the best beach sites on Kaanapali Beach for relaxing and swimming. There is a reef directly in front of The Whaler that is good for snorkeling. Black Rock is a short walk from The Whaler that has OUTSTANDING snorkeling and turtle siting opportunities. 2 – The Condo is breathtakingly beautiful and immaculate. The owners, Simon and JaNell, are committed to comfort and luxury. The beds are extremely comfortable. I have sleep challenges “on the mainland” but not in Condo 802. I could not believe how well I slept. This is our 2nd time staying in Condo 802, and I have now stayed in both the guest and master rooms. The sleep situation was outstanding in both rooms. The Master Suite is spectacular. Both rooms are wonderful. However, the Master Suite is incredible! Also, the Lanai is so wonderful. As stated previously, you cannot get any closer to the ocean. We were able to directly watch the whales and site turtles as they swim along the beach line. We even saw a small pod of dolphins swimming close by, as well!! 3 – The kitchen is fantastic! We stayed for 12 nights in Condo 802. (For this trip, we decided to stay more days and dine out less.) We prepared the majority of our meals in the condo. (Martha Stewart would not be disappointed.) Every kitchen utensil and appliance is available. Spices and staples are on hand. We had many gourmet dinners, and we were never deficit for the proper accoutrements. 4 – Simon and JaNell Zemel are outstanding owners. We have stayed in many other Whaler condos. All of The Whaler owners have been wonderful. However, Simon and JaNell set a very high bar for customer service. Shortly after our arrival we received a welcome call from JaNell. She called to ensure that everything in the Condo was accommodating our needs, and she wanted to make certain that we were enjoying our stay in their home. The owners are immediately responsive to any request or issue. We had a minor garbage disposal malfunction. It was immediately addressed and resolved. Simon and JaNell are committed to making your experience in Condo 802 to be relaxing and luxurious. I believe the difference in staying at a 5 Star Resort, and The Whaler Condo 802, is that Condo 802 feels like home. There are wonderful kitchen supplies, toiletries, and laundry supplies. Condo 802 is also stocked with beach gear, which eliminates the need to rent beach gear that you may need during your vacation. Again, the owners are outstanding. They make you feel like you are close friends staying in their home. The only negative issue is leaving. The reentry into reality is very tough after staying at The Whaler Condo 802.

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Price per night from

$1,141

Nancy's Kailua Cottage Makai

Kailua cottage

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$223

Kolea Palms Guesthouse

Ewa Beach guest house

1 bedroom
2 bathrooms

sleeps 4

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Price per night from

$149

1 BR/1BA (Sleeps 4) Kihei Condo by Kamaole II Beach (#252)

Kihei apartment

1 bedroom
1 bathroom

sleeps 4

“Great stay” Spent 2 weeks here and was not disappointed at all, it met all of our needs. The condo was very clean, kitchen we'll stocked, and most important was the bed was very comfortable. There was never any noise problems day or night. It's in a great location, short walk to lots of restaurants, gift shops, and. Of course the ice cream shop. Condo us also furnished with snorkel gear, beach chairs, and mats. If you stay here you will not be disappointed.

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$206

Waipio Ridge Home

Island of Hawaii house

5 bedrooms
2 bathrooms

sleeps 8

“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. 3 hours 20 minutes

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Price per night from

$537

WHALE VIEWING!!-BEACH Villa--Sweeping OCEAN VIEWS! 2 Min. BEACH! DISCOUNTED RAT

Kailua-Kona house

2 bedrooms
2 bathrooms

sleeps 6

“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

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Price per night from

$268

Breathtaking Oceanview Paradise at Malulani Green Haven in Kona

Kailua-Kona house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$457

Nancy's Kailua Cottage Mauka

Kailua cottage

1 bathroom

sleeps 2

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Price per night from

$223

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

3 bedrooms
3 bathrooms

sleeps 6

“Beautiful Home” The setting and view is spectacular. All the rooms were very nice. We enjoyed the pool table upstairs, although be careful as there is a flaw in the slate and the cue ball can go flying! The Sonos music system is also great. The backyard is perfect. Lots of pool toys. We enjoyed the evenings watching the stars. We did have a few minor issues. We had 3 adult couples and it wasn't clear that two of the bedrooms had a shared bath. The other bath was across the hall. We had expected private baths for each bedroom. The showers are beautiful but water pressure is minimal. Lastly, it seems that pool and hot tub controls are managed by the owner down below. The pool light would turn off and if you wanted to swim late, we couldn't find a pool light switch. Lastly, we didn't have heat in the hot tub the first day/night and requested help from the owner. No response. The pool maintenance person fixed it for us the next day. Even with these minor issues, I would recommend the home again. It is beautiful and has stunning views. We enjoyed the fruit trees, too.

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Price per night from

$1,586

Romantic Beachfront Getaway

Maalaea apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$211

Keawakapu Ocean View, renovated green 2BR 2B

Kihei apartment

2 bedrooms
2 bathrooms

sleeps 4

“Maui's Best!” Honu place is absolutely amazing! Better than described! My wife and I spent our two week honeymoon here and we couldn't have been happier! Susie and Rick have provided every amenity imaginable to make your stay comfortable and memorable. It is beautifully remodeled and tastefully decorated. The location is perfect, set slightly back from South Kihei Rd and a five minute walk to Maui's best - Keawakapu Beach, Honu Place is the perfect place to relax and rejuvenate. Just minutes away from shops and dinning in both Kihei and Wailea! Honu Place is a true hidden gem and one of Maui's best kept secrets. We can't wait to stay again!

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$400

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

6 bedrooms
5 bathrooms

sleeps 14

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Price per night from

$3,879

Hawaiian Hibiscus home- AC, private pool/SPA, 1.3 mile to Poipu beach in GOLF

Poipu house

5 bedrooms
5 bathrooms

sleeps 13

“Wonderful, Beautiful, Comfortable Home!” This home was everything it was advertised and so much more! 12 of us stayed here in great comfort and relaxation. This house was perfect for a week getting ready for a destination wedding. Our sincere gratitude to Ning and her family for having everything ready and organized for our stay. I highly recommend this house and all of us can’t wait to plan our next trip to use this home again. Thank you again! Amber & Ryan Lowe

Responds fast! avg. 3 hours 49 minutes

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Price per night from

$1,712

Pakalana Sanctuary at Puako Beach Ocean View Room

Puako private room

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 46 minutes

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Price per night from

$343

Ocean view home with central air conditioning, walk to downtown Paia and beaches

Paia house

3 bedrooms
3 bathrooms

sleeps 6

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$604

ROMANTIC MAUI BEACH HOME, 3-BR/3 BATH, 3 MINUTES TO BABY BEACH

Paia house

4 bedrooms
3 bathrooms

sleeps 5

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$1,706

2BRSleeps 6Direct Beach Access**Overlooking the Pool and Ocean

Kihei apartment

2 bedrooms
2 bathrooms

sleeps 6

“Kihei stay” The condo was wonderful. Plenty of room for our family of six. Clean and well stocked with necessities. Great having the beach chairs, umbrella, beach towels and more, ready to use. So nice to have the washer and dryer to keep up with everything! Cable and wifi, really all the comforts of home.

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$798

Orchid House, Panoramic Ocean views, AC, private warm pool, walk tobeaches.

Poipu house

4 bedrooms
5 bathrooms

sleeps 10

Responds fast! avg. 3 hours 49 minutes

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$2,037

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$1,814

Brand New Luxury House in Ainamalu Waikoloa

Waikoloa house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$662

Ocean/Mountain View Cottage. Private Island Retreat.

Haiku house

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$284

Bird of Paradise, 4BR,3.5BA, private warm pool, walk to beaches, wonderful views

Poipu house

4 bedrooms
4 bathrooms

sleeps 8

“Restful Vacation in Paradise” We were fortunate to have almost two weeks to enjoy this lovely home located just a few minutes walk from beautiful Po'ipu Beach. We enjoyed hours on the lanai over coffee in the AM, and cocktails in the evening. Our long flight from the east coast meant our bodies were ready for the day at 5AM so we took advantage by observing the amazing stars giving way to the sunrise on both Shipwreck and Po'ipu beaches. The helpful hints inside the house binder gave us directions to some "off the grid" activities like waterfall hikes and rope swings - which our teenagers loved. (Bear in mind that the directions assume you're coming from Lihue, not the house - so plan your route accordingly!) The layout of the house is perfect for privacy whether you are traveling with teens or other couples. The house was stocked with the essentials and then some, which made our trip relaxed and fun. We didn't need to contact the caretakers during our trip, as everything we could have needed had been anticipated and provided for -the house was spotless upon arrival and easy to maintain while we were there. We can't wait to return.

Responds fast! avg. 3 hours 49 minutes

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$1,198

Feel the Ocean Breeze; Gorgeous view. Sandy beach steps away. Ocean front.

Waianae house

6 bedrooms
7 bathrooms

sleeps 14

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$856

7 Bedroom House 300 feet to the beach/ Ocean view on Hawaii North Shore

Hauula house

7 bedrooms
3 bathrooms

sleeps 16

“Home away From Home” If anyone is looking for a relaxing retreat, this is the place for you. The location of this property is quiet and yet is within close proximity of places such as Turtle Bay Resort (excellent golfing) and North Shore Sunset Beach and Haleiwa. The Bus even stops right in front on both sides of the street allowing one a cheap ride ($2.50) in either direction. Everything I needed was provided and the owner was quite approachable regarding any concerns or questions that I had. I would recommend this property to anyone that is looking less for luxury but more for a home away from home getaway.

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$770

Remodeled 2 BD 2 BA Condo Split A/C Steps From Kam II Beach, Shops & Restaurants

Kihei condo

2 bedrooms
2 bathrooms

sleeps 6

“A Maui trip to remember” What a great birthday getaway!!! The condominium, its location and proximity to the beach, and its overall amenities exceeded all of my and my mate’s expectations. I would positively jump at the chance to stay there again. A great place for both relaxation and celebration. So a mahalo nui loa to the renters and to Flip Key for making this holiday one for the ages.

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Price per night from

$326