Wailuku Rentals

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328 Houses

Kanai A Nalu #311 Direct Oceanfront Unit with GREAT Ocean Views, Wifi

Wailuku apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$604

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$608

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$650

Island Sands 505

Wailuku condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 39 minutes

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$258

Great rentals within 20 miles that match your search

Super Luxury, Direct Oceanfront

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$378

Responds fast! avg. 31 minutes

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$300

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.

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$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.

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$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!

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$297

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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$430

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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$269

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

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$343

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!!!

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$572

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.

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$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.

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$430

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$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!

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$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.

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$1,145

One Bedroom, Renovated, Closest to Beach

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$338

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.

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$1,030

“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

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$606

“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

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$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

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$861

“Beautiful Maui Stay” Everything about this stay was fantastic. The people at Maui Westside Properties were fantastic to work with. Having never booked through them, you are always a little nervous, but e-mails and phone calls were always handled great. The unit itself, 501 Konea is beautiful. Don't think you can beat the view! The unit is very spacious with plenty of room to spread out and put your personal belongings away. The resort pools were great for the kids, and despite being there for Easter week, there were plenty of chairs around the pool to lounge around on. Dukes is a very nice restaurant that we visited pretty much every day, either for breakfast, Lunch or dinner. Loved the steak tacos! We didn't do much cooking this trip, but the Lanai had beautiful Viking appliances for grilling. Even had an outdoor refrigerator to store your food. We also liked the convenient access to both Lahaina and Kapalua. They were both just a short drive away. All in All, we hope to be back to Maui in the next several years, and hope this unit is available when we do.

Responds fast! avg. 31 minutes

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$619

“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.

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$479

“Fantastic!!” Everything you could hope for. Unit is amazing. Entire complex is exactly what you want and hope for! Will come back again

Responds fast! avg. 31 minutes

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$414

“MAUI TRIP” The condo was as great as expected. Views were exceptional. Rainbows appeared on three different days on the mountain side. Te facility had every amenity that anyone can ask for. Our hosts were wonderful and were there to greet us at 12 midnight. What more can a person say.

Responds fast! avg. 31 minutes

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$479

“AMAZING!!!” We rented this for our honeymoon and the place was amazing. The place was immaculate and we had a great view of the mountains and partial ocean view off the 10th floor. If you have a chance, stay here!!!

Responds fast! avg. 31 minutes

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$441

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

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$367

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$4,403

LUXURY BEACH HOME POOL EXCELLENT LOCATION

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M

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$5,548

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.

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$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

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$331

MA'ALAEA BEACHFRONT CONDO Makani A Kai

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Just perfect!” We loved our stay at this condo- it's very clean and bright, fully equipped with everything you need, a balcony with amazing views of the ocean/ crater/ turtles and only steps away from the beach. The complex and grounds are very well looked after, very green and felt safe at all times. Being one of the smallest complexes in that area added to the relaxing atmosphere. The owners can be reached easily by email/ phone, were very helpful and even provide a tasty welcome package with fresh fruits, local cookies and coffee (Thanks again!). The location of the condo was perfect for exploring the island, as it's only a short drive from Kahului airport/ the Road to Hana, not far from Lahaina and also the Haleakala crater (amazing sunrise experience!). Grocery stores and nice restaurants aren't too far away either. We can recommend this condo to anyone looking for somewhere not too busy, but still centrally located, and would definitely come back again!

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$338

“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!

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$320

Beautiful Ocean Front/View 2 bedroom condo resort

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place to stay” Took a chance on a different rental and glad we did. Condo is very well equipped with necessities, clean and in walking distance to beach. There's lots off good restaurants to venture to, plus fast food if care to go that way. Grocery stores near by. Really enjoyed our stay.

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$331

Honua Kai -Luxurious Ocean View Resort #H 208*Great location in the resort**

Ka'anapali hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Paradise - very luxurious” This is a very luxurious condo. It is brand new, on a nice beach. We felt like we were at home. It was beter than we expected. The location is perfect, lots of restaurants and stores nearby. We will certainly go back soon. We will recommand it to our friends.

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$727

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.

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$225

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