Maui Vacation Rentals

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Beachfront Property 1 day free after 7

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$252

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$818

"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

1 of 4 match: Climbing frame, Private fishing lake or river, Wheelchair accessible, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$1,821

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

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$287

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!

1 of 4 match: Climbing frame, Private fishing lake or river, Wheelchair accessible, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$1,031

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 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$1,129

Westin Beach Villa - Studio

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$557

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$410

1BR Oceanview Suite - July SPECIALS - FREE PARKING

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$395

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$218

Kihei Kai Nani #123 Beautiful ground floor condo

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$149

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$584

Wailea Ekahi Ocean View 50A

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$395

Condo near saltwater pool- boutique Lahaina resort

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$458

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 4 match: Climbing frame, Private fishing lake or river, Wheelchair accessible, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$1,592

Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$315

Old Hawaii Oceanfront Feel + Modern Eco-friendly and Hi-tech Living

Napili-Honokowai apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Every detail taken care of...” We loved the Maui Sands condo, it was completely perfect for us.Every detail was so thoughtfully taken care of that we really didn’t have to worry about a thing. From the provided cooler, beach chairs, and umbrella, to the snorkel gear and ocean shoes. Almost every time it occurred to us that we needed something, we found it in the condo. The complex grounds were so well maintained and quiet. We used the grill one night, as well as the lovely pool. The availability of recycling was very important to us, we really appreciated that. The beds and linens were very comfortable and tasteful. We also really appreciated the Condo Manual – it answered every question we could possibly have. Beautiful place to stay! It's not every morning you get to have coffee while watching the whale show - but that's the norm here. Ryan was also wonderful to work with throughout our whole planning phase, and into the week of our vacation. Very easy to communicate with and helpful.

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$567

“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 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$297

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$344

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 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$453

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$172

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 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$1,145

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$4,403

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 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$5,548

Aloha! 2 Bed Room, 2 bath Sleeps Six MAUI

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$250

Kamaole Beach Royale 1 Bedroom Seaviews

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 46 minutes

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$258

Kahana Reef 317 OCEAN FRONT TRANQUILITY - One Be

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Great Views” We had a lovely time in Maui. #317, Kahana Reef Was very comfortable,peaceful, with the wonderful sound of ocean surf. The condo has great views of Molokai. The weather was off and on due to a Kona Low. There was Big Waves, had much fun watching Sail Boarders and Kite Surfers. Very close to Maui Brewing which was fun to sample their Beers and the food was pretty tasty. The condo had everything we needed. Pool is a bit small. Hot tub would have been great especially with the cooler weather.

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$225

2BR**Sleeps 6**Direct Beach Access**Overlooking the Pool and Ocean

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Kihei stay” The condo was wonderful. Plenty of room for our family of six. Clean and well stocked with necessities. Great having the beach chairs, umbrella, beach towels and more, ready to use. So nice to have the washer and dryer to keep up with everything! Cable and wifi, really all the comforts of home.

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$801

Walk to Beach, Condos Garden View #253

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

1 of 4 match: Climbing frame, Private fishing lake or river, Wheelchair accessible, Private outdoor pool (unheated)

1 of 4 filters match

Price per night from

$320

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 33 minutes

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$206

Valley Isle Resort 1-Bedroom, 6th Floor, Oceanfront Corner Unit

Lahaina hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“A little piece of paradise!” We stayed two weeks at Valley Isle Resort. It was an awesome experience. Condo was lovely. We had everything we needed. Pool area was never crowded, no problem with beach chairs being available, grills available for barbecuing. Great location. Bus stops out front if you are without a vehicle. We definitely plan on returning.

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$250

South Maui 3 bedroom at Kamaole One Beach Park

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Location and host” Plenty of space for 5 adults and being so close to the beach and shops meant that we could get away from each other whenever we wanted to. We all thoroughly enjoyed our first trip to Maui!

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$516

Gorgeous 2 Bedroom, 2 Bathroom Partial Ocean View

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$544

Romantic Beachfront Getaway

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$212

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$2,519

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$252

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$1,060

1 of 4 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible

1 of 4 filters match

Price per night from

$687

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