Maui Vacation Rentals

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63 condos

Horses and Waterfalls

Hilo log cabin

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 18 minutes

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Price per night from

$167

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: Climbing frame Smoking allowed

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Price per night from

$99

Affordable and worthy tourists package on a slope

Mountain View b&b

3 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 3 hours 31 minutes

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Price per night from

$346

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Beach Cottage, Romantic, Oahu North Shore Mokuleia

Waialua cottage

1 bedroom / 1 bathroom / sleeps 4

“Hawai'i Doesn't Get any Better” We've been staying at Mokuleia Beach Colony for over 30 years and this is one of the best units there. It's quaint, very clean and wonderfully decorated. The lanai (front porch for you main landers) is maybe the best location in all of Hawai'i to watch a sun set. We can walk on the beach to the east for almost a mile before we get to the first houses in town (Waialua) and all there is are horse pastures and forest on our right and ocean on our left and some amazing snorkeling and swimming holes. I've been finding my favorite Green Sea Turtle, most mornings for several years, about 100 yards off shore, sleeping under a large coral head. The swimming pool is great and there is a super tennis court. This is old "Country" Hawai'i. It doesn't get any better.

1 of 2 match: Smoking allowed, Climbing frame

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Price per night from

$226

North Shore Oahu Tropical Luxury Private BeachHome - Sleeps 6

Haleiwa house

3 bedrooms / 2 bathrooms / sleeps 6

“Relaxing beachside home” Had a week stopover on our way to australia and just wanted to relax. This was the perfect beachside home to do this! Amazing wraparound deck and just steps to the beach. So convenient to have a grocery store and Starbucks just a few min walk away. Bbq'd everyday at the wonderful tikki bar. Thanks so much for sharing your amazing home!

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Smoking allowed, Climbing frame

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Price per night from

$285

Hale Kawehi Guesthouse in quaint downtown Hilo.

Hilo house

1 bedroom / 2 bathrooms / sleeps 2

“Stay at Hale Kawehi!” Stay at Hale Kawehi and you will never want to stay anywhere else. It is completely authentic old style Hawai'i and feels gracious and comfortable. There are 3 beautiful sitting areas outside and 3 inside. There is a wet bar, house wines, juice, jelly, butter, and bagels in the fridge. The kitchen is very well appointed, centrally located, and open to the rest of house for those who want to do their own cooking. There are beautiful stained glass windows - designed and made by the owner - in almost every room and literally hundreds of little details and collections to enjoy - the clock collection is particularly interesting. The mosaic inlays in the kitchen and wet-bar area were designed by the owner Some of the collections are from far-flung parts of the globe so you sense that the house is not only Hawaiian but a place that embraces the world. Almost everything here is an art object of some sort. The little green vines stenciled on the white frame of the front veranda enhance the garden-feeling of it. There are dozens of helpful notes in the house to guide the guest. If you are a TV watcher, there are several big, flat-screen TVs in the house. You can hear the traffic a little but the street is not busy it is not an annoyance. There is a nice cat, "Mr. Princess", who is friendly but not bothersome. At nite there are little chirping frogs at night that sound like birds to me - some people don't like the sound. This is a safe place for anyone - there is a secure gate with either key or combination entry and a tall fence for privacy and security. You will seldom, if ever, need fans as the temperature is a little warm in the day and a little cool at nite - you will want a cover in bed. There are big expanses of screen to allow the air to flow freely. Kawehi will be happy to tell you about the house and collections but will not intrude unless you ask. Beauty, hospitality, and comfort. You will always be glad you stayed at Hale Kawehi - I certainly am!

Responds fast! avg. 12 minutes

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$138

Quiet Hanauma Bay Hideaway

Hawaii Kai studio

Studio / 1 bathroom / sleeps 3

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$139

Leilani Magikal Gardens Bed & Breakfast

Pahoa house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$157

Serene ‘Halakea Hale’ Cottage by Volcano NTL Park!

Volcano cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 51 minutes

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$115

First Floor Pool Side Self Contained Unit in Captain Cook, HI

Captain Cook guest house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 18 minutes

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$290

Idyllic Honaunau Retreat Deluxe Standard Room in Captain Cook, HI

Captain Cook house

1 bedroom / 1 bathroom / sleeps 2

“Exceptional Experience” I enjoyed our stay at Rhonda's home. Everything was perfect. Our room was extremely comfortable and the view from the living room and lanai's are amazing. We started our day with a yummy breakfast(really enjoyed the french toast rollups with homemade pineapple jam) and ended our day having a cocktail by the pool. Rhonda also provided detailed instructions on how to get to the best snorkeling locations. We could not have planned a better trip. Thanks for everything

Responds fast! avg. 1 hour 18 minutes

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$145

A Honu World at Keoni Nu'i Bay~~Kahana Sunset~~

Napili-Honokowai condo

2 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$363

North Shore Hideaway

Waialua yurt

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$156

Maui Chalet - tropical North Shore private retreat

Haiku chalet

2 bedrooms / 1 bathroom / sleeps 4

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$329

Hale 'Aina Nani Large 2 Bedroom

Waimea house

2 bedrooms / 1 bathroom / sleeps 4

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$150

Volcano Retreat

Volcano cottage

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$93

WBH D115 - Aloha Kai2, Beachfront, 1B/1Bath,Wifi,AC,Pool, Waiohuli Beach Hale

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$133

Puna Rainforest Retreat-Lavender Orchid Cottage

Pahoa house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$87

SUPER SALE! Direct Ocean Front 1-Bedroom/2-Bath Whaler #401

Lahaina apartment

1 bedroom / 2 bathrooms / sleeps 4

“Perfect beach holiday” Returned to the Whaler after 17 years in Europe. Perfect! Beach, snorkeling, paddle boarding, Whalers Village, sunshine, everything.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$419

The Whaler 965 - Studio Ocean View Condominium

Lahaina studio

Studio / 1 bathroom / sleeps 2

“An absolute great experience from start to finish with personnel” The Whaler was recommended by a good friend and did not disappoint. Room 965 was perfect and the view and location exceeded our expectations. From check-in to check-out, we could not have enjoyed a better time. All personnel were helpful, friendly, and quite willing to answer any questions or provide guidance. I will strongly recommend the Whaler and the Whaler Vacation Rental Program to family and friends in the future.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$291

The Whaler 813 - Studio Ocean View Condominium

Lahaina studio

Studio / 1 bathroom / sleeps 2

“Unit 813” Loved the location and the room! The service was excellent, there was a problem with the gas grill and the service person tracked us down to let us know what was wrong and that it had been fixed..this was all with in a half an hour! Next time we're on Maui we will stay in this unit again.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$291

MAUI SPECIAL! Whaler 1174 - One Bedroom, Two Bath Ocean View

Lahaina apartment

1 bedroom / 2 bathrooms / sleeps 4

“Loved it (again)” We've stayed at the Whaler several times in the past - most times in this unit. Being "be backs" should say it all. For someone looking at where to stay in Maui, The Whaler is the best place to stay. We've vacationed on Maui about ten times over the past years. Five of hem have been at The Whaler. Obviously, we think it is the onloy place to stay in Maui.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$346

INCREDIBLE 2Bd/2Bath Condo, Whaler 923

Ka'anapali apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful experience” Just stayed at this unit and we could not ask for anything more! Everything was there. Enjoyed the fact that we got views from either sides, ocean and mountains! We loved that there was the washer and dryer and full kitchen! We would definitely rent this unit again and recommend this to all. Also loved that there was free service to print our departure boarding pass at the lobby and our baggages were held at the front desk until our shuttle pick up. Amy at the front desk was very helpful and very accommodating. All in all, this is home away from home!!! Loved it! Only Suggestions would be that it might be time to update the toaster and coffee maker and fix door to master bedroom shower. These are not complains but rather suggestions only.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$622

DIRECT OCEAN FRONT Whaler #1102 Two-Bedroom/Two-Bath Condo

Lahaina apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Best View in Maui -- Absolutely amazing!!!” We loved our stay at the Whaler and highly, highly recommend staying at this 11th floor luxury condo!! Located in an excellent location -- literally steps away from the best mall in Maui; directly located on one of the best beaches in Maui; and next door to three of our favorite restaurants on the island!! The view from this condo is absolutely amazing!!! The photos posted on the website truly do not do this rental justice!! We loved this condo and know you will too!!! The Whaler is located right on the beach -- where you can rent chaise lounges, umbrellas, boogie boards, etc., by the hour, the day, or the week! This was a perfect vacation spot and we cannot wait to return!!! Additionally, all of the staff at the Whaler was super helpful and very, very kind!! We booked all of our "excursions" at the concierge right in the lobby of the Whaler!! Lisa gave us great suggestions and advice regarding the best surfing classes, horseback riding along the coast (Mendes Ranch is the best in Maui !!!), whale watching, and snorkeling!! Excellent condo -- my family and I loved it!!!

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$690

The Whaler 1074 - One Bedroom, Two Bath Ocean View Condominium

Ka'anapali condo

1 bedroom / 2 bathrooms / sleeps 2

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$419

SALE! The Whaler 963 - Studio Ocean View Condominium

Lahaina studio

Studio / 1 bathroom / sleeps 2

“Good place to spend your vacation” Great room, perfect view. A little noisy at night if the windows are open. Custodial service could be better. When they clean the room, they don't leave any toilet paper and soap. We were out toilet paper and soap and had to buy it in the supermarket.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$248

$299/NIGHT SPECIAL 1Bd/2Bath Condo, Whaler 370

Ka'anapali condo

1 bedroom / 2 bathrooms / sleeps 4

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$345

$199/NIGHT SPECIAL 1Bd/1Bath Condo, Whaler 259

Lahaina condo

1 bedroom / 1 bathroom / sleeps 4

“Perfect for our travel needs.” We just returned home from this vacation rental. Great property. Friendly/easy mgmt. Traveled with our two teens. The unit is spacious. We rented an extra cot so our kids didn't have to share the pullout. Plenty of room to accommodate the cot. The unit is cozy. The kitchen has lots of extras to save $ while in Maui. I baked cookies one afternoon. The grill area is great! We watched the staff meticulously clean the common areas every am. Impressive how well they care of this place. Someone else said one flight of stairs and your on the beach, true! Great walking to many amenities! Our teens snorkeled and saw turtles right from the beach. Dolphins and whales too. Cliff jumping was happening 2 minute walk down the beach. great space for the $ in Maui.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$334

MAUI VACATION SALE! The Whaler 411- Deluxe 1-Bedroom/2-Bathroom

Lahaina apartment

1 bedroom / 2 bathrooms / sleeps 4

“Enjoyable Stay” We thoroughly enjoyed our stay at the Whaler. We have been there many times, although this was the first time in this particular condo. It is great to have 2 bathrooms. There is plenty of room to store clothes. The two TVs are nice, although, we didn't watch much TV. Love the view of the ocean and pool. The Murphy Bed probably needs to be replaced. The frame upon which it sits is rickety and we had to manually adjust it each night to make sure the bed was level and not at a slant. The only other suggestions I would make is to include dishcloths in the unit. Because it is a condo we ate many meals there and there was not a sponge or dishcloth to be found for dish washing-not evertyhing can go in the dishwasher.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$389

GORGEOUS VIEWS Whaler 564 Studio Condominium

Ka'anapali studio

Studio / 1 bathroom / sleeps 4

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$291

The Whaler 557- Deluxe One Bedroom Two Bathroom Condominium

Ka'anapali condo

1 bedroom / 2 bathrooms / sleeps 4

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$419

The Whaler 1118 - Studio Ocean View Condominium

Ka'anapali studio

Studio / 1 bathroom / sleeps 2

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$291

The Whaler 1062 - Studio Ocean View Condominium

Lahaina studio

Studio / 1 bathroom / sleeps 2

“Perfect view!” While this unit may not have had all the 'bells & whistles' upgrades that others I looked at (before renting this one) had, this one had the #1 thing I was looking for: the perfect view. And the wonderful sound of the ocean washing up on the shore, 24/7. Whaler: terrific location, beach walk had foot traffic from morning to night, Whaler Village right next door, restaurants close by, nice reception crew, and beautiful grounds. The unit was equipped with everything you would need for a short (or long) stay. Bed was very comfortable; I forgot to look for pots & pans in the kitchen, but I wasn't cooking so didn't need them. I would recommend this unit!

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$291

PREMIUM UNIT Whaler #956, 1-Bedroom/1-Bath Ocean View

Ka'anapali condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$375

Oceanfront condo just feet from the ocean in beautiful Kona, Hawaii

Kailua-Kona condo

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$114

The Whaler 715 - Studio Ocean View Condominium

Lahaina studio

Studio / 1 bathroom / sleeps 2

“Christmas at the Whaler” As always the 15 stack for me is the best in the building, and the location of the Whaler on Kaanapali is the best in Hawaii and is the reason I have traveled ther for 35 years. My only comment is that this unit could stand a little more updating to keep pace with others I have stayed in.

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$291

Idyllic Honaunau Retreat Deluxe Loft Suite in Captain Cook, HI

Captain Cook house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 18 minutes

1 of 2 match: Climbing frame, Smoking allowed

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Price per night from

$162

1 BDRM~ MAUI PARADISE AWAITS YOUR ARRIVAL... BEAUTIFUL KA'ANAPALI BEACH CLUB~

Ka'anapali condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 11 minutes

1 of 2 match: Smoking allowed, Climbing frame

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Price per night from

$404

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