Kaanapali, Hawaii, USA Rentals

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194 rentals

Great rentals within 20 miles that match your search

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$218

West Maui OCEANFRONT CONDO Lahaina/Kaanapali

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Just like home!!” Our accommodation exceeded my expectation. It was located on a beautiful private beach that has a family of turtles that we would find everyday. The view was stunning. We were a party 5 ladies. My daughter turned 21 with her bestie. My friend and her 16 daughter. We felt safe on the top floor. Though my friend felt our place was too warm ( no air) I was very comfortable as the breeze was always there. It was updated downstairs with whirlpool tub upstairs. The best part was the owner Deb who was always available and had little gifts for my daughter a bottle of champagne and cupcakes. She made this occasion very special. I really felt we experienced Maui in a very authentic way. I will be coming back to this place.

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$431

“Perfect Stay in Paradise!” Tracy's condo was perfect for our 30th wedding anniversary stay! We would not stay anywhere else on Maui except in one of Tracy's amazing rentals! The condo has a great location (across from the beach) and close to restaurants and shops. It is brightly decorated with happy cheerful colors and special touches! It was like a ray of sunshine! Both my husband and I loved the fact that the condo was well supplied --- everything from shampoo to an ice cooler and more. Tracy has thought of everything you need for a terrific stay --- even electric candles! The bed was so comfortable and relaxing! Tracy's binder on the coffee table was full of tips for a great vacation as well as menus from area restaurants. We loved seeing the large sea turtles swimming in the lagoon section at the beach across the street. The property is extremely clean and well maintained and we enjoyed the pool and jacuzzi at the condo as well. We were sorry to leave and return home. We can't wait to return to stay again at one of Tracy's Tropical Treasures condos! We enjoyed it so much that I have recommended it to a recently engaged friend for her honeymoon. Thank you Tracy for providing such wonderful accommodations and making our 30th wedding anniversary so memorable! We will definitely be back!

Responds fast! avg. 1 hour 2 minutes

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$332

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$820

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

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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$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

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$639

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$411

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.

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$569

Papakea Resort, Unit G-407

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great condo, Great Location!” Great condo, great location! ★ ★ ★ ★ ★ We recently returned home from a 10 day stay at Papakea G-407! I wish I could have stayed forever! The condo is in a great location convenient to several gorgeous beaches and a short drive to Lahaina town. We had all the conveniences needed to prepare meals in and enjoyed dinner on the lanai several evenings with a beautiful sunset! Anne provided a great deal of information on the area as well as helpful hints for shopping, sightseeing, etc. The grounds at Papakea are absolutely beautiful! There are two great pools as well as two large jacuzzis. We will definitely return to this condo on our next visit to beautiful Maui! Thank you, Anne and Wes for sharing your home with us! Tina and Bob

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$431

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!!!

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$270

Cozy Maui Condo near Kaanapali!

Ka'anapali apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent Condo for the Money” When we reserved the condo we got three very informative emails in reply letting us know about check in-check out procedures, nearby restaurants, car rentals, activities in Maui, etc., so that was very helpful. When we got there we found the condo very clean with plenty of comfortable furnishings. There is no A/C but we found that if we opened the windows and turned on the fans in the evenings, the condo stayed very comfortable. It did not get too hot in the middle of the day. Kevin's policy of marking refrigerator items with the date of purchase is brilliant and renters to save on the cost of condiments and other little items. The pantry was full of staples too, so if you forgot to get something at the store, you will likely find it in the cupboard! Kevin keeps the bathroom medicine cabinet, linen closet and bedroom closets stocked with everything else you may need - boogie boards, sand toys, snorkel equipment, pool noodles, laundry detergent, bleach, bandages, antibacterial ointment, sunscreen, linens, beach towels, duct tape, you name it! The only thing we needed but couldn't find was a pair of scissors, but we got by! FYI, there is no dishwasher, so you will have to wash the dishes by hand. The location is very nice. It is in a part of town where you can walk to restaurants, a natural (but vegetarian) market, coffee shop, shave ice store, surf shop, etc. Plus it is a bout a 5-10 minute drive north of Lahaina if you need more in terms of shops and restaurants. Lahaina is also a prime spot for surf and paddleboard lessons and for hiring a boat for deep sea fishing, among other activities. The condo is also right across the street from a nice, well-used (by locals and tourists alike) park and beach. The surf doesn't get real big here, so it was a perfect boogie boarding location for our 10 year old, and a nice fishing location for our 14 year old. Plus, BONUS PART, a sea turtle hung out with us one afternoon, eating whatever grows on the rocks just off shore and swimming around our ankles.

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$211

“Wonderful accommodations” We stayed at Jean's condo for 2 weeks in Feb/March 2014. The condo was outstanding on the quiet end of Kihei Rd. This is a very nice condo with an island color scheme. The furnishings were comfortable both inside and on the lanai. There is air conditioning but you can get a nice breeze moving if you use the ceiling fans and keep the windows open. Everything was there for our use. The only thing you need to bring is a change of clothes, perishable groceries and a toothbrush. The cupboards were well stocked with almost everything imaginable including aloe vera for my husbands nasty sunburn. Having a washer and dryer in the unit is a great advantage. The laundry detergent & fabric softener were provided. The kitchen has all kinds of stuff you might need including a mix master, food processor etc. We have made several trips to Maui and have never stayed somewhere that was so well stocked. The condo was very well cleaned without a speck of dust anywhere. The floors shined. The gardeners are meticulous. Not a single blade of grass was out of place. The area around the pool has several bbq's and an outdoor kitchen. The pool and hot tub were nice and didn't have excessive chemicals used. Jean was very attentive to our needs. She answered phone calls and replied to all emails within minutes. She provided a lovely gift basket for us filled with coffee, potato chips, chocolates plus other goodies. She has a book of information in the condo with recommendations for restaurants, activities, etc. I would highly recommend this condo for anybody that needs a two bedroom. I wish there was a way to leave more than 5 stars because this place is a 10. Thank you again Jean for sharing your lovely condo with us. I cannot wait to go back. We will most certainly rent from you again on our next trip.

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$431

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.

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$1,148

“This Place Has Everything You're Looking for on Maui” We really enjoyed staying at Maui Kai 806. The setting suns and moons as well as the layout of the unit, and the extremely helpful staff (especially Rowena) made our stay wonderful. We would recommend this place to our closest friends and relatives. It is ideally situated with access to all that Maui has to offer. Close to terrific beaches (snorkeling, sunning, etc.), close enough to beautiful sightseeing around Maui, and access to wonderful Lahaina, this place is simply amazing. It was my first trip to Hawaii and definitely a 5 star stay. This place rocks!

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$424

Newly remodeled Beautiful Beach Front condo at Kanai A Nalu Maalaea Maui

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Completely Enjoyed it. Cant wait to return.” We surprised our children with a trip to Maui over their winter break while home from college. When we found this condo open at the last minute, we were a bit leery since it was during the peak season. The surprise was all ours. What a beautiful place!! We could tell the condo had recently been renovated with all new furnishings and amenities. The owner did a wonderful job redecorating and tying the theme together throughout. I'm very particular when it comes to sleeping away from home as you never know how mattresses are going to feel in rentals. I was delighted at how comfortable the beds were and energized each morning when I woke. We truly were in paradise inside and out. The owner was most helpful with booking our trip, especially since it was last minute, providing us with many fun activities to do during our stay. Looking forward to booking our next visit and staying in this beautiful condo.

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$322

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.

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$251

Westin Kaanapali Ocean Resort Villas

Lahaina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$1,140

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.

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$184

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$454

Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$1,195

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

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$223

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$351

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$351

Luxury With a View!!! Designer Furnished and All New (Wavecrest Resort)

Kaunakakai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$201

Kahana Nui Tropical Estate - Private Oceanside Villa

Napili-Honokowai house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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$3,901

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$402

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$431

Sunshine & Rainbows 402 Valley Isle Resort

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$270

Maui ocean front paradise with miles of beach at Menehune Shores

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$276

“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.

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$327

Stunning and Spacious! Premier and Oceanfront 1 bed/1 bath Suite Sleeps 4

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$373

Stunning Penthouse Oceanfront 1 bedroom 1 bath, sleeps 2 adults only

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$402

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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$4,590

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

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$1,033

10 Days in Paradise

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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$431

Responds fast! avg. 1 hour 1 minutes

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$561

Lahaina Gem, 2 blks to Front St. New Remodel, 2 bedroom, Sleeps 6!

Lahaina condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$341

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$1,312

Viewing 38 of 194
rentals in Kaanapali, Hawaii, USA

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