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Maui Vacation Rentals

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72 villas

EXTRAORDINARY RATE FOR KAPALUA LUXURY

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 6

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$253

Wailea Orchid Villa - Panoramic Views! 3 Bd/3 Ba

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 8

“Wonderful stay in the Penthouse Villa...” Service: 5 Stars - The owner was very prompt in replying to email with questions, concerns. Concierge and front desk staff were courteous and very helpful. The bellman/staff even brought all of our luggage (6+ pieces) to our Villa and even parked both of our rental cars. Home: 5 Stars -Villa was immaculate! Master bedroom was gorgeous and the other guest rooms were beautiful and spacious as well. Open floor plan is great for entertaining and views from living room and lanai were breathtaking. Location: 5 Stars - just a short leisurely walk to the beach, adult-only pool and you can access the kiddie pool directly from the garage. Amenities were great - housekeeping promptly replaced shampoo and toilet paper. The Penthouse Villa offers guests a private elevator with key card access. Liked the views and proximity to beach, pools, shops the best.

Responds fast! avg. 58 minutes

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$1,369

STELLAR KAPALUA RETREAT AWESOME VIEWS VERY PRIVATE

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 4

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$387

New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 30 minutes

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$783

Wailea Inn Maui

Kihei villa

14 bedrooms / 13 bathrooms / sleeps 32

“Maui with a Twist!” What a fabulous time we had! Everyone's dream honeymoon, a week on Maui! I'm so glad that we stayed at Hale Lele Villa instead of a hotel full of people. We got to relax in luxury, open windows to hear the ocean and we had absolute peace and seclusion when we wanted it. The house is magnificent, the views are amazing and the beach is right across the street. Scarlett made sure that we were welcomed in true Hawaiian style, and made sure we had a wealth of information available about the island. We rented a Jeep and drove around the entire island, knowing that each night we'd come back and relax in our spacious home for the week! We couldn't have asked for a more perfect honeymoon! Thank you Scarlett! I wouldn't want to stay any where else! If you were bringing a family, this is definitely a perfect spot. The kids can enjoy the pool while you unwind every evening!

Responds fast! avg. 1 hour 52 minutes

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$3,206

Spectacular 3rd Row at Ho'olei with Ocean Views

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 36 minutes

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$848

Ocean Bliss Beachfront Home

Kihei villa

3 bedrooms / 4 bathrooms / sleeps 6

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$3,142

Sea Mist Villa 2403 at Residences at Kapalua Bay

Kapalua villa

4 bedrooms / 4 bathrooms / sleeps 8

“Luxury in Kapalua” We stayed in this unit in august 2013 after staying in Wailea in another unit managed by this rental company in 2012. The main selling points to us about both units were the incredible luxury, the spaciousness of the condo, as well as having a kitchen and grill to prepare meals. The rental company, Tropical Villa Vacations thinks of absolutely everything you might need in appointing the condo, including every possible kitchen appliance. We stayed both vacations for a few days at the Four Seasons and these accommodations were superior in our opinion both times. The Kapalua location was different from the Wailea location in a few ways. The grounds of this unit were terrific, the pool area is really beautiful and a place we spent some time. The outdoor restaurant/bar was just fine as well and the service was terrific. In Wailea we never even entered the pool at those condos. The beaches in Kapalua were astoundingly beautiful and varied- one great for snorkeling, one great for body surfing. The walk between them was breathtaking. We took a Sunset cruise from Kaanapali and of course, it shows how beautiful our location was that the cruise docked right outside of our condo as its destination- the coast is so incredible! The snorkeling at Kapalua bay was so wonderful that we could find incredible fish in three feet of water, definitely better than what we found in Wailea. We also had access to the Ritz Carlton ambassadors of the Environment programs and did a snorkle expedition off the shore with them- nice for adults and kids- learned a lot about the fish. We enjoyed the proximity to Kaanapali for parasailing and the shops at Whaler's village. However, it was windy in august- refreshing and in a good way the way our villa was located or on our beaches, but when we walked over to the Ritz, I felt that the wind would be an issue if I were staying there. Also loved the proximity to Merrimans - delicious complete meal/ or cocktails on patio enjoy sunset.

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$2,595

Modern Maui I404 at Wailea Beach Villas

Kihei villa

3 bedrooms / 2 bathrooms / sleeps 6

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$1,450

Napili Turtle Cove Luxury 5 Bedroom Vacation Villa. Ask About Last Min Discounts

Napili-Honokowai villa

5 bedrooms / 4 bathrooms / sleeps 15

Responds fast! avg. 14 minutes

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Price per night from

$2,030

Privately-Owned Penthouse with Ocean views in Maui

Kapalua villa

3 bedrooms / 4 bathrooms / sleeps 6

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$3,633

Stunning Kapalua Golf Villa - Gourmet Kitchen - Golf & Ocean View - Lanai

Kapalua villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

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$411

Aqua Lani J305 Wailea Beach Villas

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

“Beautiful condo in Wailea!” A wonderful condo with 3 bedrooms & 3 bathrooms for six adults that was decorated with a modern touch & clean facilities. The beach is walking distance & the private pool very relaxing (separate kids pool area); didn't take advantage of the wonderful Grand Wailea facilities next door which was accessible with the rental. Would come back in a heart beat & we thoroughly enjoyed my birthday! It was a little pricey but so worth it if you anticipate the cost if three hotel rooms at a five star hotel for 5 nights!

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$1,495

Enjoy Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

3 bedrooms / 2 bathrooms / sleeps 6

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$488

Grand Seascape K407 Wailea Beach Villas

Wailea villa

3 bedrooms / 2 bathrooms / sleeps 6

“Comfortable” Great location which is why I rent here, lovely interior, very well equipped, great service from everyone

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$1,450

Responds fast! avg. 2 hours 28 minutes

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$1,064

Bella Luna D302 Wailea Beach Villas

Wailea villa

3 bedrooms / 4 bathrooms / sleeps 6

“Simply Divine in Wailea” Our family of 6, 2 teen boys and 2 teen girls, had the pleasure of staying at Bella Luna in March. It was even better than the pictures. Sure it was a splurge, but there is simply no better accommodations to be had in the Wailea area. The unit was so complete and so well stocked that there was not one single thing we could think of that wasn't already there. The furnishings were spectacular, the view from the lanai was breathtaking, and the sliding glass walls allowed us to enjoy the open air all the time. The appliances, electronics, were all top notch, as were the cookware and dishes. I was impressed too with the management company, Tropical Villa Vacations. They were really on top of everything to make sure our trip was special. We will definitely go back to Wailea and stay in this unit again. I wouldn't want to stay anywhere else!

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$2,495

Amore Aloha Villa 813 at Andaz Maui at Wailea Resort

Kihei villa

3 bedrooms / 4 bathrooms / sleeps 6

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$4,395

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$399

Hale Ka'ikenanani

Kapalua villa

1 bedroom / 2 bathrooms / sleeps 4

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$240

Kapalua Golf Villa: Ocean View Lanai & Pool Access

Lahaina villa

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 5 minutes

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$207

Kapalua Bay Villas 23B-1

Lahaina villa

1 bedroom / 1 bathroom / sleeps 4

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$344

Westin Nanea

Ka'anapali villa

1 bedroom / 1 bathroom / sleeps 4

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$333

Ocean Front 2 bd/2 ba February Week Westin Ka'anapali Ocean Villas Resort North

Ka'anapali villa

2 bedrooms / 2 bathrooms / sleeps 8

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$733

Ocean Dreams Villa 2203 Residences, Kapalua Beach

Kapalua villa

3 bedrooms / 4 bathrooms / sleeps 8

“Heavenly” Lovely amenities in this condo...perfect location for our family's activities. Relaxing and the staff is amazing!!! We had a couple issues with the appliances and the staff was there immediately. The entire experience was perfect. The Swimming pool and the private grottos, plantings not to mention the size of it, was awesome.

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$2,295

CHRISTMAS WEEK 3 BDRM BEACHFRONT NANEA RESORT

Ka'anapali villa

3 bedrooms / 2 bathrooms / sleeps 11

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$1,211

Christmas 3Bdrm Beachfront Nanea Westin Kaanapali

Ka'anapali villa

3 bedrooms / 2 bathrooms / sleeps 12

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$1,089

Kaanapali Plantation KP31

Lahaina villa

3 bedrooms / 3 bathrooms / sleeps 9

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$495

Two bedroom Marriott Maui Ocean Club Towers. Full resort access! All weeks!

Lahaina villa

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$709

Sunny Surf E301 at Makena Surf

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

“Just Wonderful!” We had a wonderful time in the Makena Surf unit E301. Everything is top notch and the best equipped vacation unit we've seen. I am sure we will be back! Catherine abercrombie, Munich Germany

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$1,495

Gorgeous Oceanfront Kaanapali Beach Club, One bedroom villa. Save thousands!

Ka'anapali villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$400

1 bed room ocean front deluxe villa - The Westin Ka'anapali Ocean Resort North

Ka'anapali villa

1 bedroom / 1 bathroom / sleeps 4

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$1,255

Westin Ka'anapali, Stunning Two Bedroom Villa, Ocean Front Resort

Ka'anapali villa

2 bedrooms / 2 bathrooms / sleeps 8

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$709

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

Lahaina villa

3 bedrooms / 3 bathrooms / sleeps 12

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$1,072

Luxurious Kapalua Golf Villa Getaway Newly Remodeled 1BR/2BA NEW Listing

Kapalua villa

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 55 minutes

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$307

Beautiful 1bed / 1 bath Villa for rent in the newest resort in Ka’anapli

Ka'anapali villa

1 bedroom / 1 bathroom / sleeps 4

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$589

Azure Azul M212 at Wailea Beach Villas

Wailea villa

3 bedrooms / 3 bathrooms / sleeps 6

“This was the perfect vacation rental.” This was a beautifully appointed rental in a wonderful location. For a family, this is fantastic as the Wailea Beach Villas are right on the beach and next door to a great shopping center with restaurants. The condo was in excellent condition and had a nice view. Because it is a corner unit, there is a large balcony which was a highlight for us. We enjoyed sitting on the balcony watching the sunset. Simply heavenly. I cannot wait to return.

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$1,450

Amazing Wailea Surf Villa at Wailea Beach Villas

Wailea villa

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay in Maui.” Dear Helen and Steve, We had a wonderful time at your Wailea Beach Villa condo. This was our second stay (first was in 2010) and we had an even better trip this time having been more familiar with the area. The beaches all along south Maui are so nice. Especially south past Wailea where there are less crowds. The snorkeling is pretty good too. The condo was the perfect size for our family of 4 plus our mother-in-law. The kitchen was well stocked with all the amenities we could think of. The kids even baked cupcakes one afternoon. The staff was very friendly and helpful. If you are considering staying at this property, you won't be disappointed. There is a lot of room, Helen is easy to work with, the beds are super comfortable and the kitchen has top of the line appliances. And you won't have to deal with the typical crowds of the resorts next door.

Responds fast! avg. 58 minutes

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Price per night from

$909

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