Maui Vacation Rentals

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Westin Kaanapali Ocean Resort Villas studio north/south

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Staffed property

1 of 5 filters match

Price per night from

$574

Kihei Kai Nani #123 Beautiful ground floor condo

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$150

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$587

Privately-Owned Penthouse with Ocean views in Maui

Kapalua villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$3,449

NEW Clean Condo; Tropical Gardens; Pool - Hot Tub!

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Clean condominium with all amenities on beautiful grounds” This condominium was absolutely wonderful and provided all the comforts of home while maintaining the feel of a resort. The photos provided were accurate. The kitchen was clean with new silverware and appliances. The carved cupboards added subtle beauty. The rooms were also clean, beds comfortable, and bathrooms clean and stocked. Views from the lanai were so relaxing. As an added bonus, plentiful beach gear was also provided, which made for fun days at the beach each day. Aside from the condo itself, the location was prime and accessible to each part of the island, which we were able to visit. I definitely recommend renting this condo for your trip to Maui.

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$250

Milo Cottage

Paia house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$978

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$821

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 30 minutes

2 of 5 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (unheated), Secure parking

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Price per night from

$1,828

SPECIAL! Closest to beach! King Bed

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$282

The Sands of Kahana on the West Coast of Maui 2BR, 2BA, Sleeps 6

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$288

Luxurious and Private Maui Home with Swimming Pool

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Serenity in Maui” My husband and I spent eight days at this lovely property, and quite simply, was the best house rental, and the best vacation we have ever taken. There are not enough words to tell you how beautiful the home is with all the stunning landscaping, yummy fruit trees,and great, private saltwater pool. The home is immaculate, and luxurious. Extremely clean, and absolutely stunning. Very comfortably furniture and great beds. Claudia, the owner is charming, and will be there when you need her for anything. Please, do yourself a favor and stay in this home. It is paradise!

2 of 5 match: Climbing frame, Private fishing lake or river, Staffed property, Private outdoor pool (unheated), Secure parking

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Price per night from

$1,035

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$609

GoVisitMaui presents K103 at Honua Kai - Ground Floor with view of ocean

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Staffed property

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Price per night from

$2,300

Actual Owner! 2 bedroom Villa / Oceanfront - Sleeps 8 - All dates

Lahaina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 8 minutes

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$641

Renovated! Ocean views! New AC! 2 bedroom ,Top Floor!!

Lahaina condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$489

Westin Beach Villa - Studio

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$559

Private Home; Walk into the Heart of Lahaina Town!

Lahaina house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$231

“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!!!

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Staffed property

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Price per night from

$229

Sale! Romantic, 5 Star Luxury, 25' from the Ocean!

Lahaina apartment

  • 1 bathroom
  • sleeps 3

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$229

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Beautiful Home” The setting and view is spectacular. All the rooms were very nice. We enjoyed the pool table upstairs, although be careful as there is a flaw in the slate and the cue ball can go flying! The Sonos music system is also great. The backyard is perfect. Lots of pool toys. We enjoyed the evenings watching the stars. We did have a few minor issues. We had 3 adult couples and it wasn't clear that two of the bedrooms had a shared bath. The other bath was across the hall. We had expected private baths for each bedroom. The showers are beautiful but water pressure is minimal. Lastly, it seems that pool and hot tub controls are managed by the owner down below. The pool light would turn off and if you wanted to swim late, we couldn't find a pool light switch. Lastly, we didn't have heat in the hot tub the first day/night and requested help from the owner. No response. The pool maintenance person fixed it for us the next day. Even with these minor issues, I would recommend the home again. It is beautiful and has stunning views. We enjoyed the fruit trees, too.

1 of 5 match: Climbing frame, Private fishing lake or river, Staffed property, Secure parking, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$1,598

Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$317

“Paradise!” Our stay in 427 Sugar Beach Resort was awesome! Beautiful, comfortable condo that was very clean and well stocked. Having free long distance to Canada was a real bonus for us, we were able to call home everyday!

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Staffed property

1 of 5 filters match

Price per night from

$298

Whaler on Kaanapali Studio Ground Floor Condo

Ka'anapali apartment

  • 1 bathroom
  • sleeps 4

“Home away from home.” My third time staying at the condo. Love the location right next to the Whaler's Shops, great value and the beautiful beach just a few steps away from your balcony. Every time I call Larry to make my reservations he is very courteous and helpful. Always a great vacation!!!

2 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$271

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

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Staffed property

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Price per night from

$455

Garden view 1BR/1BA (sleeps 4) Kihei Condo by Kamaole 2 Beach (#125)

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$202

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.

2 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

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Price per night from

$374

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxing getaway. The grounds, pool area and beach are wonderful. The lanai is a serene retreat. We ate all of our breakfasts and lunches out there and then dined on fantastic food for dinner from the many choices of restaurants. The keyless entry and parking were very convenient. We will return next summer with our children.

2 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

2 of 5 filters match

Price per night from

$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.

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$1,150

South Maui is open! Plan now for 2024!!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Staffed property

1 of 5 filters match

Price per night from

$241

One Bedroom, Renovated, Closest to Beach

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$340

Maui by the Sea cottage

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Loved Maui by the Sea!” Valerie, We loved our stay at the cottage. Couldn't have been better! Tavares beach was our favorite, just watching turtles and hanging out. Paia is a great town. It really felt like home and we hope to be back soon. Thank you to you and Craig for the hospitality. Mahalo, Tom and Michelle

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$368

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$4,421

LUXURY BEACH HOME POOL EXCELLENT LOCATION

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$5,571

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 58 minutes

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$1,436

“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

2 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

2 of 5 filters match

Price per night from

$333

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.

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Staffed property

1 of 5 filters match

Price per night from

$333

Honua Kai -Luxurious Ocean View Resort #H 208*Great location in the resort**

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Paradise - very luxurious” This is a very luxurious condo. It is brand new, on a nice beach. We felt like we were at home. It was beter than we expected. The location is perfect, lots of restaurants and stores nearby. We will certainly go back soon. We will recommand it to our friends.

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$730

Ocean/Mountain View Cottage. Private Island Retreat. Great Rates.

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 5 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Staffed property, Secure parking

1 of 5 filters match

Price per night from

$225

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