Maui Vacation Rentals

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1,990 condos

Ocean, beach, mountain view Double queen beds Jenny's Pineapple Cottage

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

Match: Climbing frame Linen provided Microwave Staffed property

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Price per night from

$263

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Cottage on the Beach, Romantic, Oahu North Shore Mokuleia (Licensed!)

Waialua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The sound of the waves, right outside your door, are like a lull” We had a "rough time" getting here (mechanical problems with the plane, canceled flight, etc.) but the cottage soothed our tired souls! We found the drum of the waves to be the best lullaby and the fresh air and abundant sunshine to renew our spirits. We appreciated the personal art on the walls and the large open space. For folks who enjoy cooking with local produce, the well stocked kitchen, the large number of pots/pans/utensils, and the full sized refrigerator are perfect. There was plenty of hot water in the shower (and good water pressure!), the furniture was comfortable (brought back memories of beach houses from our childhood), and the large counter surface in the "dressing room" was perfect for all of our "stuff". We used the outdoor patio table for several breakfasts and dinners, watched a neighbor vacationer fish from the sea wall, and took daily walks on the nearly deserted beach. There were many informative books in the cottage along with maps, Dvds, etc. We used the guide books but were too busy enjoying Oahu to need any other form of entertainment! Although we have traveled extensively in the past few years, this was our first trip to Hawaii. We have already recommended the cottage to family and friends - thank you, Peter, for sharing your wonderful home.

3 of 4 match: Staffed property, Climbing frame, Linen provided, Microwave

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Price per night from

$339

Jenny's Pineapple Cottage. Deluxe Ocean view ,central AC,parking bathtub

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 32 minutes

3 of 4 match: Staffed property, Climbing frame, Linen provided, Microwave

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Price per night from

$229

Honomu Inn Gate way to Akaka Falls, Big Island 11 miles from Hilo

Honomu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$173

Christmas in Maui!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$296

Renovated Studio Steps from the Beach & Pool - A/C

Wailea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$229

Leilani Magikal Gardens Bed & Breakfast

Pahoa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Climbing frame, Microwave, Linen provided, Staffed property

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Price per night from

$155

2 of 4 match: Climbing frame, Microwave, Linen provided, Staffed property

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Price per night from

$75

BAMBOO 2 at Tiki Moon Villas: 2 bdrm/2ba

Laie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 42 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$500

Hale Kukui spectacular ocean cliff cottage with ex

Kukuihaele cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$286

Luxury With a View!!! Designer Furnished and All New (Wavecrest Resort)

Kaunakakai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$201

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$179

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$245

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$689

Hilo Private Luxury Suite

Hilo studio

  • Studio
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$207

Hale Pikake O-406

Ko Olina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$804

Mauna Kea Cottage

Waimea cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$304

Beautiful, Quiet, Grand Ocean View in the cool Mountain above Kona

Kalaoa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$258

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$194

Island Paradise Walk to Kealakekua Bay to see dolphins

Captain Cook house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$228

2 of 4 match: Climbing frame, Microwave, Linen provided, Staffed property

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Price per night from

$689

Living Aloha! Walk to Beach, Free Parking

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$155

Ocean Breeze at Tiki Moon Villas 1bd/1ba Ocean Front Bungalow

Laie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 42 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

3 of 4 filters match

Price per night from

$474

Responds fast! avg. 42 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$480

Recently Remodeled - KONA REEF- Ocean Front!!!

Kailua-Kona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$218

Hale Kamaole #309 -Spacious 2+ bdrm Kihei Condo

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Hale Kameole #309 - A great find!!” We ust returned from a glorious holiday to Maui (10 days) and the Molokai (4 days). This is our 7th trip to the Islands, and I fall more in love every time! Maui had last been a destination in 1995 and although we found a lot of changes - much has stayed the same. We stayed, for the first time, in #309 (Hale Kamaole) - a 3rd story condo with an ocean view - renting the unit through Vrbo. This was a very clean and well appointed condo and allowed the four of us (2 couples) ample room and comfotable surroundings. The owner (Brenda) was easy to deal with and always helpful and honest. We loved so much about this location - it's proximitiy to Kamaole 3 Beach (right across the road, and a really great beach in it's own), shopping, dining and, of course, the beaches in Wailea (Ulua and Big Beach). The condo was extremely clean and...well, comfortable - the kind of place that you're anxious to return to after a long and tough day of beaching or shopping. Do not think we missed having cocktails on the lanai one day, watching the sun go down to the tunes of other residents performing their "conch" ceremony (not to be missed). We all loved this place, and would not hesitate to stay here again.

Responds fast! avg. 3 hours 34 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$454

BEST KEPT SECRET ON MAUI. OCEANFRONT 2B, 2B LUXURY CONDO AT AFFORDABLE PRICE

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful and relaxing” We had a relaxing stay at this condo. The pool and common areas were well kept and our neighbors were polite and friendly. We did not use the beach access here but did drive to nearby beaches. The condo had some upgrades such as the large kitchen island. In fact, the openness of the kitchen to the living room was very nice. We also enjoyed the lanai for eating meals and for whale watching. Watching the sunset from the property was a favorite way to end the day. The amenities were improving with the addition of new washers and driers in the community laundry room. Some may find this condo to be more rustic than luxurious but it met our expectations within the price point as cozy and a nice place to stay after adventure filled days. A big plus is that this condo community seems to attract a very considerate group of people. It was peaceful and relaxing to stay here and our overall impression was favorable.

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$373

South Maui is open! Come enjoy our brand new kitchen!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$252

PAPAYA 3 at Tiki Moon Villas 3bd/1ba

Laie house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 42 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$500

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

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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$190

“Wonderful time!” My husband and I had the opportunity to spend 10 days at Tracy's place and loved everyday! She has stocked everything needed to make it a worry free vacation. It was wonderful to watch the sunset each night from our place. Also, there are a bunch of delicious places to eat at nearby. It was nice to be able to bring home leftovers, to enjoy the next day. Highly recommend Tracy's place.

Responds fast! avg. 59 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$332

“Incredibly relaxing!” It's a home away from home with everything you might need - with quality stuff too. Bright, beachy, quite and so relaxing.

Responds fast! avg. 59 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$355

2019 Christmas Hawaiian Vacation

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$148

Beautiful Ocean Front/View 2 bedroom condo resort

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place to stay” Took a chance on a different rental and glad we did. Condo is very well equipped with necessities, clean and in walking distance to beach. There's lots off good restaurants to venture to, plus fast food if care to go that way. Grocery stores near by. Really enjoyed our stay.

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$332

Ko Olina Beach Villas Beachfront (Beach Tower 709)

Kapolei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent Location and Home” Our family of four had an absolutelly wonderful week at this condominium. The ocean, with the lagoon, is fantastic to swim and play in, all the time knowing that the kids are safe. The condo was excellent with all of the current amenities, a fantastic view, and a spatious design.

Responds fast! avg. 2 hours 6 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$907

Cozy Quiet Garden View Condo, Kihei Kai Nani, Maui

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Near the action yet quiet.” It was a short walk to a beautiful beach and quite a lot of traffic before there but the condo was quiet with the sounds of birds and a cool breeze passing through so AC wasn't needed even in the heat of summer.

Responds fast! avg. 3 hours 3 minutes

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$207

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.

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$1,312

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.

3 of 4 match: Climbing frame, Linen provided, Microwave, Staffed property

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Price per night from

$919

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