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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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$1,432

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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$1,147

“I would love to come back here!” Our part of six (all adults) had a fabulous time staying in this home. It was very comfortable and everything one could think of was provided. Not only did we save a ton of money on accommodations (we would have had to rent three hotel rooms and probably pay for internet service) but we also had breakfast at "home" everyday and we barbecued one evening. The kitchen was well stocked with equipment including a coffee maker and there were lots of spices in the cabinet. Our suggestion is to top by the Costco by the airport before checking in and stock up on breakfast supplies and beverages. We took one of the colors and an ice pack with us every day. Detergent was also provided for the washing machine which was very much appreciated. Everyone was able to get up, or go to bed at their own pace, or hang out in the living room. No need to knock on doors to see if someone was ready to leave! If you are an animal lover this location is one of the best on the island as the sea turtles are only a few hundred yards away. Grab the boogie boards out of the garage and hit the beach. You don't have to walk far! Restaurants and shops are also nearby. Honestly, I would not have been as happy anyplace else.

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$685

Kiahuna 223-2BR,2BA-FREE WIFI, Tennis, Fitness Ctr

Poipu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 56 minutes

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$413

Charming Kuuipo Cottage near Hawaii Volcanoes National Park

Volcano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 35 minutes

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$160

Hale M

Kahuku house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect Location... The "Real" Hawaii” Being from New Hampshire, Hale Malaekahana reminded me of a Lake House dropped on a perfect stretch of Hawaiian beach, close to the North Shore of Oahu. If you're looking for marble floors and granite counters, stay in Waikiki...if you want a true feel for the "Country" of Hawaii, grab a week or more at Hale Malaekahana!! The house and kitchen were very well equipped for anything that you would need, including surf boards, life jackets, beach chairs/mats, snorkel gear and a Webber Grill for grilling up some of the fresh caught fish that you can get from the locals. Forget about the pricey restaurants in Honolulu, experience the local garlic shrimp and Huli chicken along the route, you'll be glad you stayed up here!! Nothing more relaxing than falling asleep to the sound of the waves and waking early to an awesome sunrise and coffee on the beach. Stan and Marcia ( although we didn't meet them personally) were very responsive to e-mails and calls during the booking process and our rental went off without a hitch. They even graciously accommodated our request for a late check-out on departure day as we had a late flight and we wanted to soak up every minute of Sun we could out front on the beach!!

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$402

South Maui 4 bdrm close to beaches, restaurants

Kihei house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Exceptional home away from home!” Just as described, the kihei oasis is an excellent vacation rental. The layout of the home, furnitionings and it's convenient surroundings, I would definitely recommend staying here. The jacuzzi was a hit, but the real bonus was the little amenities that you don't really think of until you need it. I opened the kitchen cabinets and found foil, oil, shoyu sauce and lots of helpful seasonings. The bathroom cabinets also had additional body wash, shampoo, lotion and for kids too. Although we brought our own amenities, I'm glad you have them available especially for large families. Also a garage wall dedicated to fun in the sun activities, boardgames and so much more. Mahalo to the Morts ohana for providing such a lovely home away from home, We definitely enjoyed ourselves!

Responds fast! avg. 40 minutes

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$1,032

Ocean View 3 Bedroom Home at Poipu Beach with A/C

Poipu house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$537

Enchanting Rainforest Hideaway on 2 Private Acres

Keaau house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Magical” Connie and andrew's place is something out of paradise. It's even more gorgeous than in the pictures, and they supply absolutely everything you could want. We had a great time there. Watch out for the frogs in the region though -- loud!

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$155

“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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$270

Hale Kawehi B&B Guesthouse in downtown Hilo.

Hilo house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Authentic, laid-back, non-touristy Hawaiian experience.” My husband and I just spent a week at Hale Kawehi. We loved every minute of it. Full disclosure: we both love cats and this charming Hawaiian home came with an especially loving tabby cat who greeted us every time we returned from an outing as soon as he discovered he was welcome. The house is much larger than the average guest house. It is charming and homey. It has a fully equipped kitchen and two covered patios where breakfast is a treat. Its location is central and easy to find as well as having easy access to local shops and restaurants. We were looking for a relaxed, non-touristy visit to get a sense of every day Hawaiian life and we achieved that goal well beyond what we might have hoped. Kawehi is a kind, generous and knowledgeable hostess. Lucky are those who choose Hale Kawehi. Anne Kass

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$190

Hale Kiana: Quiet mountain-side retreat. Great Views

Kula house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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$315

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$224

Sheffield Suite Walk to Kailua Beach or Town

Kailua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$320

“Hawaii home away from home.” Service was excellent: prompt, thorough and pleasant. The room was as presented in the pictures, and was so clean and well supplied, it felt like home within minutes of arriving. Location is as stated, except that it was a 15 minute drive, not 10 minutes, to downtown Kona where all the restaurants and hotels are. It is very well situated for getting to other places on the island. The area is quiet. Just received a new road. I can't think of a single thing we didn't like.

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$258

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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$402

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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$3,899

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$212

KONA HAWAII GEM

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$251

Maui ocean front paradise with miles of beach at Menehune Shores

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$276

Hibiscus - Studio - One Minute Walk to Poipu Beach

Koloa studio

  • Studio
  • 2 bathrooms
  • sleeps 2

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$362

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$430

Surf HQ in Pupukea / Northshore paradise

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

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$774

Seaside Zen Cottage on the Beach in Kailua Kona

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great for family vacation. Awesome setting.” I was worried about this Beach House before renting but we would up loving it. The reviews seemed to range. There are some comments that the beach in front of house is small, yes the beach is small but it is also quite perfect for snorkeling, looking at or a quick dip. It was great sleeping to the sound of the ocean, the view is so nice you don't want to stop looking at it. One important note which it is hard to discover unless you stay here. The beach in front of the house is NOT your personal private beach, Visitors mostly locals and other renters visit the beach pretty much every day via a public walkway. There is a short wall separating you from the beach which is nice. It was never crowded it just has probably at most I have seen 10 people. The only issue with this is that it feels like your beach, but people keep coming to it. I got over this after the first day. The mornings and evenings the beach was usually empty and all to ourselves. The turtles come near you non stop at this beach which is really cool. The House upstairs is basically one giant room with 2 bathrooms, the rooms separate via closable walls which was convenient for us and well designed. The downstairs has a living area, kitchen and another bathroom. For our family this house was perfect. Something to note: There were lizards and occasional insects which appeared to be some kind of roach, however this did not bother us as a tropical hawaiian roach is not nearly as bad as a NYC roach. The furnishings of the house are in good shape, there are no frills in this house it is basically an older beach cottage. The house had beach gear and snorkeling gear available which was great. If you rent it, we left one of our little girls life jackets so you may see that there LOL. The place was clean with clean linens and towels. There is a property manager who lives on the grounds. She was very helpful. I would stay here again and would also recommend this house. I attached 3 pics. One is of the beach, There is sand you just can't see from the shot, two is from one of the rocks outside - house is on right, and 3 is of the sunset. Side note if you don't know anything about big island: Kona is where you want to be on the Big Island if you like nice weather. I did not realize there are basically two sides to stay. Kona side and Hilo Side. Luckily this is on Kona side. Hilo has a bunch of stuff to do and hikes, waterfalls, museums etc, also closer to volcanos but its the "rainy" side. I would rather be on the sunny side and travel to the other side.

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$918

“Great place” It had everything you needed and a great location. I will try to get her place again. We have been coming to Maui for over 10 years and this is my favorite place.

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$407

Responds fast! avg. 3 hours 49 minutes

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$2,044

Responds fast! avg. 40 minutes

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$746

Stunning and Spacious! Premier and Oceanfront 1 bed/1 bath Suite Sleeps 4

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$373

Healani Villa - 705

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$780

“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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$1,204

KuKilaKila

Princeville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 41 minutes

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$1,720

Deluxe Ocean View Bluff North Shore Home full of ALOHA for 10 - AC!

Princeville house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$1,095

“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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$327

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$281

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$419

Diamond Head Luxury Hawaiian Estate/ Your perfect place in Paradise!

Kahala house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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$1,376

2Bdrm/2Ba w/Ocean Views+Hot Tub-WalkTo Sandy Beach

Poipu apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Loved it!” My husband and I stayed here on our honeymoon and loved it. We booked the Seabreeze Villa and were very very happy with it. The location was great and the apartment had everything we wanted. Although we didn't get to meet Herb and Gale, the service was excellent and the one small problem we had was fixed immediately. We will definitely return!

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$906

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$224

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