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Kaanapali, Hawaii, USA Rentals

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Great rentals within 20 miles that match your search

Leaving Program

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

“Pleasant stay” Stayed for 8 days at Sugar Beach Resort in Unit #330. Nice unit right on the ocean. Great way to start your day eating breakfast on the lanai watching the water. Unit was a one bedroom with a sofa bed. I was worried it would be two small for 2 adults and 2 kids but was roomy enough. Was surprised at how comfortable the kids said the sofa bed was. Have stayed elsewhere in the past in units that had horrible sofa beds so this was a pleasant surprise. Kitchen was just remodeled and everything worked great. Kihei is a great place to stay if you plan on exploring the island as it is centrally located. The resort office staff is not very friendly but all you have to deal with them is to get your parking pass so not a big deal. The ali'i staff who checked us in and talked to on the phone were very nice and took care of us well.

Price per night from

$229

Gorgeous Oceanfront Condo! - Sugar Beach #518

Kihei apartment

1 bedroom / 1 bathroom / sleeps 2

“Great accommodation for the price” Had a fantastic stay at the Sugar Beach Resort #518. Room has all necessities covered. Could use a little TLC in the bathroom area. Nothing too crazy and didn't impact our stay. View from the lanai is tremendous. Each morning of our stay we enjoyed a cup of coffee and each evening a glass of wine out on the lanai. Doesn't get much better than that. Location is good if you want to stay out of the tourist traps. Dina's Sand Witch shop is on site with great sandwiches and better cocktails. Short drive to restaurants and shops in Kihei. Would recommend this unit to the value traveler. This is not a five star resort but it is a great value.

Price per night from

$229

Stunning Beach Front Views!! - Sugar Beach #418

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

“Sugar Beach #418” Wonderful place to vacation. Nicely appointed condo and best view of ocean and beach. A+ Great Staff and Pool and BBQ grills are a nice touch. Great location to everything on Maui!

Price per night from

$229

Lovely Beach Front 1 Bdrm Condo- Kihei Beach #305

Kihei apartment

1 bedroom / 2 bathrooms / sleeps 4

“We love the whales” This is a really nice condo. Great views and nicely remodeled. It needs a new frig and toaster. Bathrooms and kitchens are great!!

Price per night from

$278

Perfect Ocean Front Location - Menehune Shores #218

Kihei apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Home away from home in Maui” We just returned from spending 2 weeks at the Menehune Shores Condo in Kihei, Maui and was so glad we picked this property. We were traveling with 7 people so the three bedroom, 2 bath unit was perfect for us. (We were 7 ranging in ages of 17, 21, 22, 24, and 51). We had condo number 218 which is an oceanfront condo. It is also one of the few condo units that had air conditioning. Although you got a nice breeze from the water and all rooms had ceiling fans it was also nice to be able to use the air conditioner after a day in the sun, We arrived later in the evening and had no problem using the code they sent us to enter the condo. The next morning we got to see all the beautiful views...gorgeous! Whether you were in two of the bedrooms, living room or kitchen you can look out at the ocean. Not to mention hearing the waves. So peaceful. The condo came clean and well equipped. The kitchen had everything you needed (loved the fish shaped silverware). The beds were comfortable and their was a tv in each room. There was a start up supply of shampoos, soap, laundry detergent and coffee. Plenty of extra pillows which made my husband happy. There was also beach chairs, plenty of towels and coolers to take to the beach. The condo is centrally located in a quiet area which was nice to be away from the tourist area but close enough to visit. The complex had a pool which we never had a problem getting lounge chairs for all of us, and was never really crowded. The beach was shallow and was surrounded by a protected barrier which is great for kids. The grounds were beautiful and well kept. The neighboring beach was perfect for an early morning stroll. There is also an Indian Restaurant (Monsoon India) on site which is oceanfront, which everyone enjoyed, and the service was very good. Although some reviewers complained about the spice smell, we didn't find it to be a problem. The complex is also close to a Safeway and not far from Costco for any food or stocking up needs. If I had a complaint it is that the coolers had be washed before we used them and the kitchen was equipped with a convection microwave oven, but we chose to BBQ instead. There are BBQ's located by the pool and on the roof top deck which was great for the days we wanted to eat in. The management company checked in with us during stay to make sure all was ok, and that was appreciated. If we ever to get the chance to return to Maui, we would definitely stay here again.

Price per night from

$538

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

$278

Remodeled Beachfront 3bd/2ba Condo - Menehune Shores #510

Kihei apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Great Place to Stay” The place was newly remodeled. What you see on the pictures is what you get, not less. The view is great and if you have little kids the little beach in front is perfect for them. We loved it and we will definitively recommend to everybody.

Price per night from

$597

Stunning Beach Front Views - Sugar Beach #430

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

“All about the view” This place is a bit away from the action and requires one to get into the car for anything from restaurants to nicer public beaches. BUT the views are absolutely fantastic! Sitting down for dinner on our lanai was very special. The sunset was beautiful. The complex was nice with all that you really need: BBQs, Pool, small beach, etc... The unit is well located on the 4th floor to maximise the view. Although the Kitchen has been renovated some other aspects of the unit probably needs renovations. Everything is functional, but aesthetics are just OK. I would still highly recommend.

Price per night from

$229

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

Price per night from

$458

Gorgeous Fully Remodeled Beach Front - Sugar Beach #329

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

“Truely a wonderful time, morning, noon and night.” We were here two weeks, we loved our home on the beach. We would definitely stay in 329 again, we went walking on the beach everyday, twice a day. It was clean, and the maids came in once a week to change your linens for you. The best is waking up in the morning, having a cup of coffee and watching the whales you can see from your lanai. Great for a couple who wants a quiet get away together. Only complaint I have is it needs a new couch. Other than that you'll love it.

Price per night from

$229

Condo near saltwater pool- boutique Lahaina resort

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$343

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

3 bedrooms / 4 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

$1,472

Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$314

“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

$273

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

$342

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. 27 minutes

Price per night from

$337

Kaanapali Shores panoramic ocean - view sleeps 4

Ka'anapali apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$337

Breathtaking Oceanfront Penthouse- Privacy & Views

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 2

“Spectacular in every way possible!” My husband and I travelled to Hawaii for the first time and we could not have been more pleased with our Mahana condo. The view is beautiful beyond words - and you don't have to leave the lanai to whale watch! The sound of the ocean all night is heavenly! All the comforts of home including a fabulous kitchen, shower and top notch hotel bed! We cant wait to go back!

Price per night from

$485

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.

Price per night from

$152

HUGE SAVINGS!!! Come see the WHALES! All remaining dates ONLY $350/night!!!

Lahaina apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$440

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!!!

Price per night from

$410

Maui! Lush and Beautiful Kihei Resort - Right across from Sugar Beach!

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

“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. 17 minutes

Price per night from

$193

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

$348

Fabulous Oceanfront/Ocean view condo! Free Wifi, A/C,Pool,Parking, Private Lanai

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

“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.

Responds fast! avg. 1 hour 35 minutes

Price per night from

$262

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$137

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

$490

Maui's Best Condo!

Maalaea apartment

1 bedroom / 1 bathroom / sleeps 3

“Fabulous.” We have stayed in Maui twice so far at Maui's Best Condo. It was very clean, comforting, affordable and would recommend it to anyone. We plan on visiting again soon.

Price per night from

$177

Dunbar Beachfront Cottages-Pauwalu Cottage -Kainalu, Molokai

Kaunakakai house

2 bedrooms / 1 bathroom / sleeps 4

“Mototoi” Relaxed, beachside with fantastic views. Young kids had a blast on the beach chasing sand crabs and swimming in the protected fish pond.

Price per night from

$210

2 bedroom\2 bath condo located in heart of Lahaina

Lahaina apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$428

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.

Responds fast! avg. 2 hours 17 minutes

Price per night from

$912

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

Responds fast! avg. 2 hours 12 minutes

Price per night from

$337

Beach Front With Sweeping Ocean Views - Sugar Beach #414

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

“Sugar Beach Best” This is an awesome condo. I just wish there was more availability! Other owners at Sugar Beach should take notice of the remodel. If you haven't updated, you really should! The bathrooms at Sugar Beach are so small and if they aren't renovated, the experience is not great. Love the lightness of the paned doors for the bedroom. Many of the Sugar Beach bedrooms feel like caves. This one is light and bright. Plus, a TV in the bedroom. Bonus!!

Price per night from

$229

“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. 30 minutes

Price per night from

$319

“Fabulous vacation!” Previously we had stayed at the owner’s unit on the 4th floor and loved it! This year it wasn’t available for our dates, so we decided to rent the penthouse from Gayle. My husband and I had the most relaxing vacation at this beautiful condo in Kihei. The area is quiet but close to everything, and the view from this unit is a 10; the most incredible I’ve had the pleasure of enjoying. - you cannot believe this unit! The condo is absolutely amazing -completely renovated with the most modern finishes and totally equipped with everything you need. There is no a/c but really, if you want to enjoy the ocean breezes, hear the surf, and feel like you are in Hawaii, who would want to shut those “floor to ceiling doors” anyway. Ceiling fans are in every room! We swam at the lovely beach on property, there are some sea turtles right out front, but we also explored the many great beaches along the Kihei-Wailea coast. We also walked for miles on the beach to the left. One day we did drive to Lahaina, but it is very crowded, definitely worth a one day trip though. Farmer's Markets are all around, we love the BIG swap meet on Sat mornings (go early it opens at 7 am) over in Kahalui at the community college. It's great for gifts to bring home to friends and family. Gayle lists it on her fun things to do, which we used daily for ideas. There are also a lot of books in the condo with activities and attractions including a CD for the car, called the Road to Hana. Down by the office, where you get your free parking pass, there are brochures on all local activities. The unit is as beautiful as the pictures, and there is absolutely everything you need for a great vacation..........unit and grounds were very clean and well taken care of. You can tell the owner cares about this place. The property is so well situated on Maui - centrally located so that travel time and access to any of the island activities is just a short drive. When we return to Maui, we will be checking with the owners for their 4th or 6th floor place, you cannot go wrong!

Price per night from

$285

Both Bathrooms Newly Remodeled-12 Yds to the Beach-From -Kihei Beach #207

Kihei apartment

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$278

Gorgeous Ocean Views & Interior - Menehune Shores #427

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

“A great Vacation!” Initially we were nervous about renting a condo. We have never been to Maui or any of the other islands. Many of our friends had told us that renting a condo is the way to go. We are always concerned about paying up front for something like this, you just never know what you are really going to get. After many conversations with ali'i Resorts and doing some other checking, we decided to reserve this condo. The condo was great. It made our dream vacation affordable. excellent kitchen and lots of space throughout. My wife, son and I all had a great stay here. the beds were quite comfy. 3 tv's (not that you should be watching TV in maui). We spent almost 2 weeks here and it was hard to leave at the end. the kitchen had almost everything you need. the only thing missing was an actual oven. it is a built in microwave oven under the stove top and another microwave on the counter. The only other down fall I would give this place is the carpets in the two bedrooms. They have some stains and are a little dated. The grounds around the condo are impecable. I have never walked on a golf green in bare feet, it's amazing. All the grass around the Condo on the Ocean side is all like a golf green. Dealing with ali'i resorts was absolutely awesome! They are always there to help you out if needed. Very informative and polite. Their Concierge service is excellent. We called them to get some information on some things we wanted to do. They were full of answers for all of my questions. They also Intended to meet us at the condo when we arrived but our flight was delayed and we arrived after hours, Not a problem though. I called to let them know we'd be late and they made sure we had the info wee needed to get into our condo when we got there. the next day a lovely lady from ali'i (Can't remember her name) stopped by to check on us to make sure we got in ok. They also contacted us just before we left to make sure our stay was ok and to offer us the same place next year at a discount.

Price per night from

$318

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

Paia house

4 bedrooms / 3 bathrooms / sleeps 5

Responds fast! avg. 59 minutes

Price per night from

$1,478

Kahana Villa July or Aug 2022 Message for other dates. (7 nights)

Lahaina condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$113

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rentals in Kaanapali, Hawaii, USA

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