Kaanapali, Hawaii, USA Rentals

Updating...

age 0-16
835 Results

Relevance

Price: low to high

Price: high to low

Reviews

835 rentals

Great rentals within 20 miles that match your search

Price per night from

$911

Price per night from

$516

Kaanapali Alii - 11'th Floor - Mountain/Ocean View

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$504

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!!!

Responds fast! avg. 1 hour 36 minutes

Price per night from

$269

Beautiful Property, on Ka'anapali Beach, Maui!!

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$344

Super Luxury, Direct Oceanfront

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$378

Lavish Beach Front Condo- Kihei Beach #307

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Property Management company and resident Manager.” Property management company was supportive and provided very helpful concierge information. Was responsive to simple issue that arose and very professional and pleasant. The resident manager at the building was friendly and very informative. A great experience all around.

Price per night from

$289

Beautiful Condo Beach Front Condo - Kihei Beach #303

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Paradise Found at #303” Clean Great location, great service by staff, ample parking, lovely pool, everything you need in a condo away from home. Comfy bed, great views. We will definitely rent again. Mahalo!

Price per night from

$289

Gorgeous Remodeled Beach Front Condo! - Kihei Beach #506

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“June in maui” We went to kihei for my husbands birthday. We stayed in kihei beach 506. Everything was wonderful and the condo was very clean. We loved the location. We were very happy being directly on the beach and loved sitting on the deck. The best part was we slept so good on that wonderful bed. I definitely would stay there again if we go back to Maui. Thank you Guy and Carrie

Price per night from

$350

Remodeled Corner Unit w/ Amazing Views - Kihei Beach #510

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Kihei Beach Condo” What a beautiful condo with amazing views! From our booking to our greeting by Ali'i Resort's representative, we were given excellent recommendations and introduced to our accommodations. The area is easily accessible to Kihei and north to Lahania. The outrigger canoes added extra enjoyment throughout our stay. It's a perfect place to stay.

Price per night from

$339

Sand, Sea, & Spectacular Oceanfront Sunsets- Kihei Beach #405

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“A perfect trip...” Our stay in Kihei was like a dream… The condo was exactly as described, clean, beautiful, affordable, and the view on the ocean… incredible! We received a warm welcome by the staff and the owner, they made it easy for us, we had anything we needed. The kitchen was complete and we cooked a lot. All the furniture was very comfortable, but the best of it…. During sunset, walking on the beach, which is just down the lanai of this nice condo…

Price per night from

$289

Beautiful Beach Front 2 BDRM Condo - Kihei Beach #402

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing View!” We had a great stay in Maui at the Kihei Beach Resort. We had a beautiful view of the ocean and enjoyed looking for whales. Fantastic walking beach where we could have walked about six miles in a northerly direction. The ali'i property management met us our first day and checked back with us to see if we had any questions. If we ever return to Maui, we definitely will consider staying here again!

Price per night from

$339

Hula Happiness - Ocean Front 2BD/2BA - Kihei Beach #409

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing” This condo is great -- location is great, condo was perfect for our vacation. Everything you need for your vacation is in the condo. Highly recommend and would absolutely stay here again.

Price per night from

$339

Stunning Beach Front Views - Sugar Beach #540

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Would stay here again without hesitation” Great beach/water location. Loved being able to sit on the Lanai and see whales, dolphins and hear the waves and yet high enough that had complete privacy from anyone on the beach. Great location on Maui (central) which was great for getting to/from other activities. The condo provided our family of 5 with everything we needed for our stay. It was clean and comfortable. Everything was as expected. The unit is on the 5th floor at the end of the complex away from the elevator so you either use the 5 flights off stairs or a walk from the elevator (but this also gives the privacy). The only two items I would recommend that could be improved were that that the oven took 45 minutes to pre-heat to 400 degrees (minor given that we only used it twice) and it would be nice to have a few water toys included for the kids to use, given that it was such a great beach location. We spent quite a bit of time in the water right in front of the place and it would have been nice for the kids to have a few water toys such as a boogie board, paddle board, or mask and snorkel. This was our first trip to Maui and we are completely happy with this unit and would stay here again.

Price per night from

$479

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

Lahaina apartment

  • 1 bathroom
  • sleeps 3

Price per night from

$228

Condo near saltwater pool- boutique Lahaina resort

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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.

Price per night from

$1,592

Honua Kai! HUGE 1 BED (248)

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Our First Maui Vacation” My girlfriend and I have used Vrbo before, for properties in Europe and have never had an issue. Jill and Terry did not disappoint! The Honua Kai property and more specifically the unit we stayed in owned by Jill and Terry was absolutely incredible! I think it's rated as 4 stars, but clearly it was closer to 5 stars in our opinion. The description and photos on the unit were quite accurate. Jill was amazing with customer service and always helped us when needed. The amount of local information made available to us in the form of a very big binder or two in their condo was awesome. The condo unit was very clean and tidy when we arrived. We highly recommend a visit to Honolua Bay to go snorkling. It's only about a 15 minutes drive from the property, and worth the visit! It's a rocky beach, so leave the beach chairs at home and just take towels and snorkel equipment with you. Also, if you're a foodie, check out Roy's, about 5 miles south of Honua Kai. As well, Duke's is on the Honua Kai resort property and it's an awesome restaurant for drinks, lunch and dinner-highly recommend both Dukes and Roy's. We also went to the Old Lahaina Luau one night, and boy it was just amazing! Great entertainment and food. We would recommend this property to anyone, and have already done so with our friends.

Price per night from

$457

“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!

Price per night from

$297

Beautiful condo in the heart of Lahaina Maui

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Paradise Found” Thank you for providing a beautiful condo for us to stay in. The unit was in the perfect location at the resort. We loved seeing the lights from the garden pool outside of our bedroom at night. The furnishings are absolutely beautiful and the unit was very clean! We loved the spa shower! We could not have asked for a more perfect place to spend our vacation. We only wish that we had booked a longer trip. We will definitely be back. We really appreciated your recomendations on where to eat and what to see while visiting Maui. Star noodle is our new favorite restaurant! The location of the resort itself was perfect. We loved being able to walk to new restaurants every night, except for the nights we cooked in! We really enjoyed the Bbq's and the fully stocked kitchen. We were also able to find free parking every night on the street out front. Thank you again for lettings us stay in your beautiful condo, we will be back!

Price per night from

$457

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

Responds fast! avg. 1 hour 18 minutes

Price per night from

$430

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$344

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.

Price per night from

$292

Oceanfront Paradise! Awesome Views! Ground floor! A/C Throughout!

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$859

“Clean, modern, wonderful place to stay” When we arrived we were pleasantly surprised at how beautiful and clean the condo was. It was like being home. Beautiful grounds, pool, and easy access to beach.

Responds fast! avg. 40 minutes

Price per night from

$205

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.

Price per night from

$344

“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.

Price per night from

$430

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Honua Kai! HUGE 1 BED (244)

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Best trip to Maui ever!” We spent 2 weeks in Terry and Jill's fabulous condo. It had everything we needed and more! Laundry soap, spices, hand soap, boogie boards, snorkel gear, beach chairs and umbrella plus lots more. Terry or Jill were always reachable before or during our trip to answer any questions. We will for sure be back to this resort and book with them again!

Price per night from

$457

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.

Price per night from

$1,145

2 bedroom\2 bath condo located in heart of Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$544

Panoramic Oceanfront 3BR-Awesome Sunsets & Views! "Sunset Shores Maui"

Lahaina apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Whales and turtles from the lanai” Had a fantastic relaxing time at sunset shores. An older condo, but kept up very nicely. Well appointed kitchen, beach towels, beach chairs, coolers and umbrellas. Easy parking. And a nice West Maui location. Helpful owner. But the real star is the view. Easy to while away hours on the lanai sipping cocktails and watching the whales go by. Truly spectacular. I almost hesitate giving this review for fear that it will be harder to book in future years. Really nice place.

Price per night from

$1,030

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

Price per night from

$367

Ocean Front Penthouse Best View in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Amazingly Remarkable Vacation Spot” We found our paradise !! My husband and I really enjoyed our stay at Sugar Beach Resort in Maui. The view is amazing! How wonderful to hear the waves crashing just below. Soothing and so romantic! So nice to be able to cook meals in and also use the Bbq's at the pool. My husband enjoyed meeting other guy's cooking at the Bbq's. It was quite the social atmosphere. We have been to Maui several times and really liked the location of your condo. So much better than staying in a motel with all the amenities you provided. Thank you so much for the wonderfully decorated tropical atmosphere we had an amazing vacation and will be booking again real soon.

Price per night from

$487

“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

Price per night from

$331

“Incredibly relaxing!” It's a home away from home with everything you might need - with quality stuff too. Bright, beachy, quite and so relaxing.

Responds fast! avg. 59 minutes

Price per night from

$354

“Breath Taking Views” This penthouse is as advertised! Views are incredible. We saw spouting whales daily ( in season) The humpback whale foundation is right next door and you can hear the conch shells at sunset nightly. There is an Indian restaurant downstairs that serves nightly... So convenient. Makenna beach just down the road was our favorite beach... We would love to return someday!

Price per night from

$320

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.

Price per night from

$225

Viewing 38 of 835
rentals in Kaanapali, Hawaii, USA

×

Also consider