Maui Vacation Rentals

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1,494 condos

“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

Match: Shared outdoor pool (unheated) Private outdoor pool (heated) Golf within 30mins drive

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Price per night from

$1,198

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DOWNTOWN KAILUA-KONA w/AC and FREE WIFI/FREE PARKING

Kailua-Kona studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$211

Kihei Kai Nani #105 steps from the beach

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$170

Kepuhi Beach Resort

Maunaloa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$121

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

2 of 3 match: Shared outdoor pool (unheated), Golf within 30mins drive, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,425

Milowai #204--Tropical Maui Oceanfront Condo

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Breathtakingly beautiful” From the morning sunrises with coffee on the lanai to the afternoon/evenings watching the turtles this place is simply amazing. It is very quiet away from the hustle and bustle of being near all the hotels yet very centrally located and easy to get anywhere on the island. We didn't want to leave and can't wait to come back. This will be our Maui home unless we do something crazy and invest in our own piece of paradise

Responds fast! avg. 27 minutes

2 of 3 match: Shared outdoor pool (unheated), Golf within 30mins drive, Private outdoor pool (heated)

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Price per night from

$229

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

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Price per night from

$343

Club Wyndham Kona Hawaiian Resort 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$343

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Golf within 30mins drive, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$217

Boutique hotel- great location in Waikiki!!

Kahala studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$172

Ocean view #201

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$330

Kolea 16A

Waikoloa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Golf within 30mins drive, Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$591

Great Special!! 2bdrm/2BA Ocean View

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 28 minutes

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$421

Hawaiian King- Modern Elegance with Hawaiian Charm

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

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Price per night from

$166

Large Studio Courtyard at Bamboo w/full kitchen. Minimum 2 nights.

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 19 minutes

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$166

MAUI KIHEI BEST KEPT SECRET-Covid safe

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“In the Top 3!” We have been coming to Maui for over 30 years. In that time, we have stayed in many different condos and Ohanas(private cottages). This unit was definitely in our top 3. The location was perfect! We could easily walk out our door to grocery stores & post office or restaurants. The unit was a little more spacious than most. They have upgraded the kitchen & bathroom, doing an excellent job on the nice big shower. Being located on the ground floor, with a spacious lanai, & near the BBQs, offered us the opportunity to host a couple of gatherings for 10-12 people. The unit is pretty well stocked with almost anything you"ll need. We loved the king size bed and and the matching furnishings. Having a safe for our valuables was an added & well appreciated bonus.The grounds are well kept, with an excellent swimming pool and outdoor kitchen area. The beach is only a block away. The owners are very responsive to any problem that we had. There were only 2 negatives that we found but which we managed to work around. The w/d are not in the unit. Luckily, they are located right outside the door and there was a change machine at the pool, which helped immensely. The laundry so close, made it less of an inconvenience than we thought it would be & we were there for 6 wks, so we did do laundry. The most negative thing is that this complex bills itself as a nonsmoking complex but has no bylaws to enforce No Smoking on residents who choose to smoke on their lanais. All guests seem to follow the rules and restricted their smoking to the designated Smoking Areas. Unfortunately, the owner/neighbor next to us, even after implored by both the owners and ourselves to please not smoke because it drifted directly into our unit, persisted in doing so and was not reasonable when approached. Luckily, this will not deter us from returning to this unit. We had a mostly wonderful stay and sincerely look forward to more stays in the near future and for years to come.

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$183

High end 3 bedroom/2 bathrooms Ocean View. Minimum 5 nights.

Honolulu apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$793

Club Wyndham Mauna Loa Village 2 bedroom condo

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$286

RENOVATED & SPACIOUS 798 SQ FT Ocean View Suite + Den, FREE PARKING

Honolulu hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$158

Premium Studio w/kitchen and FREE parking.

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$200

“Luxurious, well maintained, quiet "Paradise Beach Condo".” Firstly, the location was within walking distance to three great beaches, local shopping and great restaurants. This newly renovated condo was a "Home away from Home" with a "Wow" factor. The grounds were well maniquered with a lovely pool, hot tub and BBQ. Every detail in beach accessory from boogie boards, to snorkling gear to beach chairs etc. was at your disposal for a great day at the beach. We will come back again!!!

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$227

OCEAN View Studio w/FREE Parking

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$95

Kona Reef 2 Bedroom Oceanfront Penthouse

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$636

RELAX in paradise at The Salty Mermaid!

Keauhou condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$315

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$171

Exclusive area, heated infinity pool, ocean view, private yard, putting green

Kailua-Kona house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Golf within 30mins drive, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,596

Luxury Home, Awesome Views, Heated Pool, in town

Kailua-Kona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Shared outdoor pool (unheated), Golf within 30mins drive, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$913

Iron man Raceweek 2bdrm 2bath Condo Oct.8-15 2017

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$241

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$349

Lokelani Villa - 403

Ko Olina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$742

Luxury Ko Olina Beach Rental Panoramic Ocean View

Kapolei villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$973

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$409

Wailea Ekahi Ocean View 50A

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$394

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

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$451

Wyndham Kona Hawaiian Resort

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$227

Kamaole Sands Condo Renovated in South Kihei

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Exactly as promised” Very nice accommodation very central. Less than mile from downtown business. Some much closer. Shaved ice and other restaurants are closer.

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$223

Maui Vacation Condo - 2BR\2BA Corner Unit, Steps from the Beach!

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$222

2 of 3 match: Private outdoor pool (heated), Golf within 30mins drive, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$251

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