Kaanapali, Hawaii, USA Rentals

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Great rentals within 20 miles that match your search

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Wheelchair accessible

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Price per night from

$584

Beachfront Property 1 day free after 7

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$252

Condo near saltwater pool- boutique Lahaina resort

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$458

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.

Match: Wheelchair accessible

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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!

Match: Wheelchair accessible

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Price per night from

$297

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$344

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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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.

Match: Wheelchair accessible

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Price per night from

$1,145

ROMANTIC MAUI BEACH HOME, 3-BR/3 BATH, 3 MINUTES TO BABY BEACH

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Wheelchair accessible

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Price per night from

$1,712

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.

Match: Wheelchair accessible

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Price per night from

$225

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.

Match: Wheelchair accessible

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Price per night from

$250

Gorgeous 2 Bedroom, 2 Bathroom Partial Ocean View

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$544

Romantic Beachfront Getaway

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$212

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$818

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

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Wheelchair accessible

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Price per night from

$287

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

Match: Wheelchair accessible

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Price per night from

$638

Westin Beach Villa - Studio

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$557

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$410

1BR Oceanview Suite - July SPECIALS - FREE PARKING

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$395

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$218

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Price per night from

$687

Mahina Surf Unit 227

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$280

OCEAN VIEW STUDIO AT BEACH FRONT RESORT

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$1,030

BEACH FRONT RESORT TOP FLOOR STUDIO

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$1,030

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Wheelchair accessible

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Price per night from

$4,580

“A Maui trip to remember” What a great birthday getaway!!! The condominium, its location and proximity to the beach, and its overall amenities exceeded all of my and my mate’s expectations. I would positively jump at the chance to stay there again. A great place for both relaxation and celebration. So a mahalo nui loa to the renters and to Flip Key for making this holiday one for the ages.

Match: Wheelchair accessible

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Price per night from

$327

Westin Kaanapali Ocean Resort Villas

Lahaina studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$409

Maui Budget Luxury: 3bd/2ba Modern Beachfront w/Central Air

Kapalua condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 45 minutes

Match: Wheelchair accessible

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Price per night from

$1,031

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Match: Wheelchair accessible

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Price per night from

$430

MAUI ELDORADO RESORT- Apt I-101 Kaanapali

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Paradise on the Beach” We have enjoyed our stays in Maui for 12 years and found this condo to be a perfect fit for our family of four. We have just renewed our reservation with the owners for our fourth consecutive year. We love all the extra space and that it's a corner unit with lots of windows to view all the beautiful surroundings. Having the large heated pool beside the apartment is very convenient. It is located just a 5 minute walk through the garden to the beach cabana. The condo is stocked with all the amenities of a home. We love the convenience of having a shuttle to take us to and from the private beach cabana when the kids are tired from all the play on the beach. The restaurants and shopping at Whaler's Village are within short walking distance. Kaanapali has a shuttle service which provides transportation throughout the village. Grocery shopping and Golf courses are within a very short drive from the resort. we will continue to return to this comfortable resort - and apartment! Doris

Match: Wheelchair accessible

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Price per night from

$361

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.

Match: Wheelchair accessible

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Price per night from

$801

2BR Westin Nanea Maui

Ka'anapali villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$1,064

Unique Artist Condo's Home refreshed Spring 2019

Kihei apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Great island feel, clean, all the amenities you’d ever want, and close to it all.” We used this as the perfect spot to start and end our days. Stopped at Costco on way from the airport to get our basics. Had a homemade breakfast and dinner most nights and packed a few picnics. Great information supplied on which restaurants and attractions to see supplied by the owner. The decore was so adorable in the unit it was great to come home to. The unit was clean and had everything we needed. The pool and hot tub were immaculate as well. After exploring the island it was soothing to relax here. We even got a chance to see our beloved Toronto Maple leafs play thanks to the Great cable coverage. Walked across to the beach several times and saw turtles and whales. Can’t wait to come back.

Match: Wheelchair accessible

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Price per night from

$292

Match: Wheelchair accessible

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Price per night from

$523

Kaanapali Oceanfront

Lahaina hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$602

South Maui Partial ocean views Maui Sunset 112A 1 BR, 2BA

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$350

Maui Sunset 113A ~ 1 BR, 2 BA, Ground Floor, Ideal for Families!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“We'll be back (said in my best Schwarzenegger voice)” Our 10 days at the Maui Sunset were amazing. Beautiful grounds, great for the kids, just open the door and go. We will definitely stay at the Maui Sunset again. That being said, this particular unit could use just a little tlc. A few updates on fixtures (faucets in particular). Also, we travelled with 3 other families and the other 3 units offered beach accesorries, ie; chairs, boogie boards, large cooler, etc. Our unit did not offer any of these items. We found out that it is up to the individual owners what the guests have access to. By no means am I complaining, those items just would have been nice. In closing, I highly reccommend the Maui Sunset and this particular unit. The Robinson's

Match: Wheelchair accessible

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Price per night from

$325

Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Wheelchair accessible

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Price per night from

$315

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