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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

$1,431

aloha hale

Kohala Coast house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

Oceanfront Rhythm: 2 Bed/1 Bath Cottage at the Beach! TVNC # 4288

Kapaa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$492

Responds fast! avg. 3 hours 29 minutes

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Price per night from

$801

Paddles Hawaii quiet setting on 3 acres

Kawaihae house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 12 minutes

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Price per night from

$287

Konea 643 ~ Experience Maui Bliss: Upgraded Ocean View Condo at Honua Kai

Ka'anapali house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great accomodations for Maui vacation” This condo was perfect for our recent Maui vacation. The unit was very clean and well equipped and the team from Maui Westside Properties were great to deal with. No issues at all with booking or the check in/out process. Honua Kai is a great complex - well maintained, lots of amenities, several pools, easy beach/ocean access, lots of parking, close to Lahaina and it's restaurants, shopping, etc. We would definitely stay here again.

Responds fast! avg. 31 minutes

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$429

“This condo is a wonderful place to enjoy Maui.” We had a wonderful visit to Maui here in this condo Hokulani 509. The views from the condo are breath taking. Before we arrived, I hoped that the pictures on the web site would be accurate. I was not disappointed. The condo is well stocked with what you need to make your stay pleasant. We were there for two weeks and did not feel that we were in need for anything. The grounds are beautiful with three pools and hot tubs. There is a restaurant on the grounds that is very convenient. We cooked in and ate out over the two weeks. Nice grills are available for guests use. There is a grocery store close by. There is so much to do between Lahaina and Kapalua. We would rent again.

Responds fast! avg. 31 minutes

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Price per night from

$573

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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Price per night from

$401

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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Price per night from

$1,031

Volcano Mountain Haven, minutes from Hawaii Volcanoes National Park

Volcano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Cozy cottage in quiet forest amid birdcalls” We so enjoyed our stay at Volcano Mountain Haven. It is close to the National Park, a focal point of our trip for hiking and birding. The grounds are full of flowers and ohia trees, which are full of apapane and other native birds. We appreciated the well-stocked kitchen, the owner's guidebooks and nature guidebooks, the hike and dinner recommendations, which we followed. It is such a beautiful house in a perfect setting, we plan to return soon.

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Price per night from

$161

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

Poipu house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$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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Price per night from

$269

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Price per night from

$686

Waiola Guesthouse & Zen Garden

Naalehu house

  • 1 bathroom
  • sleeps 2

“Beautiful guesthouse, enjoy our vacation” My husband and I stayed at the Waiola guesthouse for 9 nights. We really enjoyed it. This was a wonderful place to stay, an overall wonderful experience. The house is bright, clean, and nicely built. David and Wendy are very nice and helpful, giving suggestions, providing delicious fruits and eggs. I really enjoyed limes there. It tastes very good. You should try it when u visit this place. The full kitchen had all the things you would have in your own house. It was quite from town, traffic jams and people. We had the pleasure of waking up to beautiful birds song every morning. Fresh air, beautiful view and u can see the ocean away in the distance. While its private, the main highway is still very close. It's easy to get there, and it's close to Point South and Green Sand Beach. We highly recommend this place those who like a peaceful vacation in beautiful area Jeab and Greg

Responds fast! avg. 2 hours 54 minutes

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Price per night from

$138

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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$189

Hale Kiana: Quiet mountain-side retreat. Great Views

Kula house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$315

Responds fast! avg. 31 minutes

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Price per night from

$314

Romantic couple's getaway and private beach

Honolulu house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$229

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Price per night from

$224

Incredible Secluded Beachfront in Heart of Oahu's North Shore

Pupukea house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 47 minutes

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$401

Convenient affordable house close to Waikiki

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 35 minutes

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$103

“perfect!” Have rented multiple times at this resort and with Maui Westside Properties. Always flawless, easy checkin. Absolutely perfect unit, stocked with amenities. Pools, beach, Dukes. What more to you need.

Responds fast! avg. 31 minutes

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$479

“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

“Family Vacation” Fantastic! Wow! Super! Our family of 19 used this condo as our gathering place for meals, games, conversation and relaxing. The 6 of us who actually stayed there felt like we were in the "lap of luxury" - every detail was carefully planned in the condo right down to beach towels, beach chairs, boogie boards, etc. The kitchen area an was a superb place to prepare meals with assistance from the Viking grill on the lanai. The lanai provided breathtaking views of the ever-changing ocean and rainbows. The matriarch of our family had no trouble navigating the condo in her walker and wheelchair.

Responds fast! avg. 31 minutes

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$829

“Room was great!” This room and condo development is great. The construction next door was not overly intrusive with the windows closed - they always closed down for the day before dinner so we can enjoy the balcony. My only negative is that they should have a few more blankets in the room available to the guests.

Responds fast! avg. 31 minutes

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$337

Robertson's Beach House - Kailua Kona

Kailua-Kona house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Kinda Beach House” The house was well supplied for our group of eight. Everyone enjoyed the yard and access to the ocean. The turtles were a special hit. We appreciated the spacious lanai. Great sunset views. Neighborhood and road were busy, but not intrusively so. The downstairs bathroom off the kitchen could use a better privacy curtain.

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$1,309

Private, Gated Residence, Panoramic Ocean Sunset Views

Kailua-Kona house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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$1,252

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$212

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Price per night from

$606

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$916

Surf HQ in Pupukea / Northshore paradise

Pupukea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

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$773

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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$916

“Comfortable apartment, beautiful view!” We stayed in the 2 bedroom Konea 705 unit at the Honua Kai complex in Kaanapali in November 2016. Setting up our reservation through Maui Westside Properties was a simple and efficient process. For some reason, my phone wouldn't allow me to use the number pad when we arrived on the island, so contacting the reservation agent via phone wasn't possible. I sent an email instead, and received a return phone call almost immediately. We were assisted by Kristin upon arrival, and she was wonderful! Konea 705 was perfectly spacious for us, and the couple that we were traveling with. We had a couple of issues with basic housekeeping supplies (no additional trashbags for the kitchen area, and all of the extra toilet paper and kleenex was in one bathroom, instead of distributed equally, which we didn't know about until we asked our friends if they had any extra TP in their bathroom, since we didn't enter each other's spaces), but Kristin came to the rescue again on the trashbag issue, and brought us more very quickly. The beds were very comfortable, everything worked well during our visit - plumbing, TV, laundry - which was great, and we LOVED the types of keys they use for the condos at Honua Kai! (They're a rubber bracelet type of thing. Awesome!) Wifi didn't work at all when we were out on the terrace, but worked fine once inside. The property is pretty awesome. We were there without kids, but it seemed like the families that were all there were enjoying all the amenities as much as we were. Free valet parking was great! The beach wasn't too crowded on any given day that we were out there. We used the pools, and really liked the environment around the "quiet pool", of course. There is only one full-service restaurant on site, called "Duke's". We didn't have a single bad meal there. From the happy hour menu, to breakfast, to lunch and dinner on various days, we ALL enjoyed everything we ordered. The service was awesome, too. Servers and bartenders were all very friendly and accommodating. The gym in our building was well-appointed. But we also got a lot of exercise walking the beach path to Whaler's Village, and around to various dinner spots around Kaanapali. When we didn't walk, we were able to catch a cab. And my friend and I tried to take the bus one day (returning from Whalers), but wound up getting on one heading the opposite direction than we needed to go! We should have asked the bus driver, but we didn't. Had we asked, we would have gotten on the right one, and been back at the property in about 20 mins, it seemed. Anyway, point being, there are loads of ways to get around town, if you haven't rented a car. I would definitely recommend Honua Kai as a property, and Konea 705 as a rental unit.

Responds fast! avg. 31 minutes

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$734

Responds fast! avg. 31 minutes

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$447

2BR Private Home; Walk into the Heart of Lahaina Town!

Lahaina house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$208

“Beautiful Maui Stay” Everything about this stay was fantastic. The people at Maui Westside Properties were fantastic to work with. Having never booked through them, you are always a little nervous, but e-mails and phone calls were always handled great. The unit itself, 501 Konea is beautiful. Don't think you can beat the view! The unit is very spacious with plenty of room to spread out and put your personal belongings away. The resort pools were great for the kids, and despite being there for Easter week, there were plenty of chairs around the pool to lounge around on. Dukes is a very nice restaurant that we visited pretty much every day, either for breakfast, Lunch or dinner. Loved the steak tacos! We didn't do much cooking this trip, but the Lanai had beautiful Viking appliances for grilling. Even had an outdoor refrigerator to store your food. We also liked the convenient access to both Lahaina and Kapalua. They were both just a short drive away. All in All, we hope to be back to Maui in the next several years, and hope this unit is available when we do.

Responds fast! avg. 31 minutes

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Price per night from

$619

Beautiful Home One Block to Beach Hanalei, Kauai

Hanalei house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Perfect House for Family Trip!” My family and I spent seven nights at the house and had a simply amazing time. The house is lovely and spacious. We had all three suites for our group of 12 (which included three children) and felt that we had plenty of room the entire time. The ambience is relaxing and the house is well cared for and well stocked with everything you need for your vacation. And you can't beat the location - just a block and a half to the beach and a few extra blocks to the shops and restaurants Hanalei. We loved every second of our time there and can't wait to go back.

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$1,260

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