Maui Vacation Rentals

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Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$218

606 Hale Pau Hana Beachfront, Phenomenal Views

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$517

Westin Kaanapali Ocean Resort Villas studio north/south

Lahaina condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Private outdoor pool (unheated), Video player, Smoking allowed, Waterfront, Children's pool

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Price per night from

$573

Super Luxury, Direct Oceanfront

Maalaea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$379

West Maui OCEANFRONT CONDO Lahaina/Kaanapali

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$431

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

Responds fast! avg. 1 hour 2 minutes

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$332

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 5 match: Private outdoor pool (unheated), Video player, Smoking allowed, Waterfront, Children's pool

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Price per night from

$2,524

Milo Cottage

Paia house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$976

Beachfront, Spectacular Views, Close to Everything

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$311

Papakea oceanfront - totally renovated!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$573

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Waterfront, Private outdoor pool (unheated), Video player, Smoking allowed, Children's pool

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Price per night from

$820

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 5 match: Waterfront, Children's pool, Video player, Smoking allowed, Private outdoor pool (unheated)

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Price per night from

$1,825

SPECIAL! Closest to beach! King Bed

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$281

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 5 match: Waterfront, Private outdoor pool (unheated), Video player, Smoking allowed, Children's pool

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Price per night from

$201

1 Bed and Den! Like a 2 Bedroom

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$516

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

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 5 match: Private outdoor pool (unheated), Video player, Smoking allowed, Waterfront, Children's pool

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Price per night from

$287

Luxurious and Private Maui Home with Swimming Pool

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Serenity in Maui” My husband and I spent eight days at this lovely property, and quite simply, was the best house rental, and the best vacation we have ever taken. There are not enough words to tell you how beautiful the home is with all the stunning landscaping, yummy fruit trees,and great, private saltwater pool. The home is immaculate, and luxurious. Extremely clean, and absolutely stunning. Very comfortably furniture and great beds. Claudia, the owner is charming, and will be there when you need her for anything. Please, do yourself a favor and stay in this home. It is paradise!

1 of 5 match: Waterfront, Children's pool, Video player, Smoking allowed, Private outdoor pool (unheated)

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Price per night from

$1,033

GoVisitMaui presents K103 at Honua Kai - Ground Floor with view of ocean

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Private outdoor pool (unheated), Video player, Smoking allowed, Waterfront, Children's pool

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Price per night from

$2,295

Actual Owner! 2 bedroom Villa / Oceanfront - Sleeps 8 - All dates

Lahaina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 8 minutes

2 of 5 match: Private outdoor pool (unheated), Video player, Smoking allowed, Waterfront, Children's pool

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Price per night from

$639

Westin Beach Villa - Studio

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Waterfront, Private outdoor pool (unheated), Video player, Smoking allowed, Children's pool

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Price per night from

$558

DIRECT OCEAN VIEWS from every room & RENOVATED!!

Lahaina condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Waterfront, Private outdoor pool (unheated), Video player, Smoking allowed, Children's pool

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Price per night from

$411

1BR Oceanview Suite - July SPECIALS - FREE PARKING

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Waterfront, Private outdoor pool (unheated), Video player, Smoking allowed, Children's pool

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Price per night from

$396

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.

1 of 5 match: Waterfront, Children's pool, Video player, Smoking allowed, Private outdoor pool (unheated)

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Price per night from

$1,595

Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$316

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.

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$569

Papakea Resort, Unit G-407

Ka'anapali apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

1 of 5 filters match

Price per night from

$431

Whaler on Kaanapali Studio Ground Floor Condo

Ka'anapali apartment

  • 1 bathroom
  • sleeps 4

“Home away from home.” My third time staying at the condo. Love the location right next to the Whaler's Shops, great value and the beautiful beach just a few steps away from your balcony. Every time I call Larry to make my reservations he is very courteous and helpful. Always a great vacation!!!

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$270

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.

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$373

Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Relaxing and Beautiful Getaway” My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean with all the amenities needed for a relaxing getaway. The grounds, pool area and beach are wonderful. The lanai is a serene retreat. We ate all of our breakfasts and lunches out there and then dined on fantastic food for dinner from the many choices of restaurants. The keyless entry and parking were very convenient. We will return next summer with our children.

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$431

“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.

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$431

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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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!

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$459

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.

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

1 of 5 filters match

Price per night from

$1,148

One Bedroom, Renovated, Closest to Beach

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$339

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.

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$1,032

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

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

1 of 5 filters match

Price per night from

$368

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

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Price per night from

$4,415

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

1 of 5 match: Private outdoor pool (unheated), Children's pool, Video player, Smoking allowed, Waterfront

1 of 5 filters match

Price per night from

$5,559

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