Kaanapali, Hawaii, USA Rentals

Updating...

age 0-16
451 Results

Relevance

Price: low to high

Price: high to low

Reviews

451 rentals

Great rentals within 20 miles that match your search

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$218

Great Special!! 2bdrm/2BA Ocean View

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 28 minutes

Match: Ceiling Fans

All filters match

Price per night from

$423

Spacious Corner Unit with Premium Upgrades & Large Lanai: Maui Eldorado B206

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Beautiful spacious semi-private condo in Kaanapali Beach area” We just returned to the mainland after staying seven days in unit B206 at the Maui Eldorado. We loved the semi-private corner location of this very spacious condo. We loved the quiet setting but also loved the ability to walk to Whalers Village, the Kaanapali Shorewalk, restaurants, etc. There is an upscale strip mall close by that has a gym, coffee shop, and a well stocked general store. Maui Eldorado has its own private beach cabana on the quiet side of Black Rock Beach. The resort provides golf cart transportation to and from the beach cabana. We never had to wait more than 10 minutes for a golf cart. It's a quick trip that is walkable if one decides to skip the golf cart. We found the staff to be very helpful and friendly. The property manager Barb was so helpful and responsive to any questions. She was a joy to work with before and during our stay. We were extremely impressed by the cleanliness of B206. We definitely would stay here again.

Responds fast! avg. 31 minutes

Match: Ceiling Fans

All filters match

Price per night from

$365

aloha on the ocean

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Ceiling Fans

All filters match

Price per night from

$201

Pono Plantation Cottage- Maui Hawaii

Ka'anapali cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Ceiling Fans

All filters match

Price per night from

$584

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

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$344

Beachfront Property 1 day free after 7

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$252

Super Luxury, Direct Oceanfront

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$378

Remodeled Beach Front Condo - Great Views - Kihei Beach #306

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Match: Ceiling Fans

All filters match

Price per night from

$239

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.

Match: Ceiling Fans

All filters match

Price per night from

$249

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!

Match: Ceiling Fans

All filters match

Price per night from

$299

Stunning Beach Front 2 Bedroom - Sugar Beach #535

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A vacation in paradise!” Our recent stay at Sugar Beach was a wonderful experience from start to finish. The service was excellent in all regards and everyone is so friendly, including the amazing staff and the other guests. The condo where we stayed was superb, with lots of room, all the amenities, and a decor that makes you feel at home from the moment you come through the front door. Your location on the beach is awesome, and despite a little rain and wind we were able to find so many neat things to do during our stay in Maui.What we liked best about our stay was the friendly atmosphere and warmth wherever we went, then being able to come back to this magnificent resort at the end of the day to relax. Thank you for being such perfect hosts, and we certainly look forward to returning in the future. Sincerely, Mike and Joyce Rainone Dale and Linda Widdifield

Match: Ceiling Fans

All filters match

Price per night from

$479

Responds fast! avg. 31 minutes

Match: Ceiling Fans

All filters match

Price per night from

$314

Responds fast! avg. 31 minutes

Match: Ceiling Fans

All filters match

Price per night from

$447

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

Lahaina apartment

  • 1 bathroom
  • sleeps 3

Match: Ceiling Fans

All filters match

Price per night from

$228

Condo near saltwater pool- boutique Lahaina resort

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All 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.

Match: Ceiling Fans

All filters match

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.

Match: Ceiling Fans

All filters match

Price per night from

$457

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: Ceiling Fans

All 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!

Match: Ceiling Fans

All filters match

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!

Match: Ceiling Fans

All filters match

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

Match: Ceiling Fans

All filters match

Price per night from

$430

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

Price per night from

$344

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!!!

Match: Ceiling Fans

All filters match

Price per night from

$269

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.

Match: Ceiling Fans

All filters match

Price per night from

$211

Maui Sunset B421 Amazing View and Amenities 2021 RENOVATION

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Paradise Awaits You!” This is the perfect place to stay. The owners are fabulous to work with and provided excellent key information about the area! The accommodations are excellent with every need available from a fully stock kitchen to a wonderful living area with movies to a gorgeous set of bedrooms to a closet with everything necessary for a great day at the beach. Also, provided is music CD and lots of books for you down time leisure. We loved all of the amenities!!!! The location is ideally located to the beach, shopping, food, etc. The owners recommended a trip better known as the road to Hana. It is an island must do. I highly recommend a small tour group. It was a pleasure having an expert guide, driver, and cook take us on a super trip including lunch and trip along the back side of the island. Thanks for the perfect week in paradise. Looking forward to a return visit!!!

Match: Ceiling Fans

All filters match

Price per night from

$572

“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.

Match: Ceiling Fans

All filters match

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.

Match: Ceiling Fans

All filters match

Price per night from

$373

“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.

Match: Ceiling Fans

All filters match

Price per night from

$430

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans

All filters match

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!

Match: Ceiling Fans

All filters match

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.

Match: Ceiling Fans

All filters match

Price per night from

$1,145

2 bedroom\2 bath condo located in heart of Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Ceiling Fans

All filters match

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.

Match: Ceiling Fans

All filters match

Price per night from

$1,030

“Room was great!” This room and condo development is great. The construction next door was not overly intrusive with the windows closed - they always closed down for the day before dinner so we can enjoy the balcony. My only negative is that they should have a few more blankets in the room available to the guests.

Responds fast! avg. 31 minutes

Match: Ceiling Fans

All filters match

Price per night from

$314

“Family Vacation” Fantastic! Wow! Super! Our family of 19 used this condo as our gathering place for meals, games, conversation and relaxing. The 6 of us who actually stayed there felt like we were in the "lap of luxury" - every detail was carefully planned in the condo right down to beach towels, beach chairs, boogie boards, etc. The kitchen area an was a superb place to prepare meals with assistance from the Viking grill on the lanai. The lanai provided breathtaking views of the ever-changing ocean and rainbows. The matriarch of our family had no trouble navigating the condo in her walker and wheelchair.

Responds fast! avg. 31 minutes

Match: Ceiling Fans

All filters match

Price per night from

$861

“This condo is a wonderful place to enjoy Maui.” We had a wonderful visit to Maui here in this condo Hokulani 509. The views from the condo are breath taking. Before we arrived, I hoped that the pictures on the web site would be accurate. I was not disappointed. The condo is well stocked with what you need to make your stay pleasant. We were there for two weeks and did not feel that we were in need for anything. The grounds are beautiful with three pools and hot tubs. There is a restaurant on the grounds that is very convenient. We cooked in and ate out over the two weeks. Nice grills are available for guests use. There is a grocery store close by. There is so much to do between Lahaina and Kapalua. We would rent again.

Responds fast! avg. 31 minutes

Match: Ceiling Fans

All filters match

Price per night from

$606

“perfect!” Have rented multiple times at this resort and with Maui Westside Properties. Always flawless, easy checkin. Absolutely perfect unit, stocked with amenities. Pools, beach, Dukes. What more to you need.

Responds fast! avg. 31 minutes

Match: Ceiling Fans

All filters match

Price per night from

$479

Viewing 38 of 451
rentals in Kaanapali, Hawaii, USA

×

Also consider