50 Best Lahaina Vacation rentals on Holiday Lettings - Condos

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2,056 Vacation rentals

16

Vacation studio in Lahaina

Maui / Lahaina

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Our "Studio Premium" is the most affordable unit you can book at the luxurious Westin Kaanapali Ocean Resort and has all Westin amenities including king-size "heavenly" bed and queen-size sofa, whirlpool bath, lanai and all the facilities available at the resort. A wint …see more

from $400 / night

$1,990 / week

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from $400 / night

(1) Good 

6

Vacation studio rental

Maui / Lahaina

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
*** this is for a Studio Premium unit*** This property is 3 minutes walk from the beach. Set between North Ka’anapali Beach and the mountains of West Maui, this Lahaina, Hawaii resort features 6 outdoor pools. It has spacious villas with views of the ocean or island. …see more

from $399 / night

$2,793 / week

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from $399 / night

(2) Excellent 

10

Lahaina Vacation apartment rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Ocean front views and upgrades throughout this condo on Kahana Bay. In addition to the TV in the living room there is a also a TV and DVD player in the bedroom. Updated in 2012 with fresh paint, carpet, kitchen appliances and solar shades throughout. Watch the sunset fr …see more

from $140 / night

$980 / week

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from $140 / night

(18) Very Good 

12

Vacation condo rental

Maui / Lahaina

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
Our corner condo is set up as a second home. So we think you will find amenities that most vacation rentals don't offer. We have a 40" flat screen with blu ray player and surround sound with over 100 new blu ray movies and well over 300 dvd's, concerts, and VHS tapes to …see more

from $180 / night

$1,260 / week

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from $180 / night

(2) Excellent 

30

Apartment rental in Lahaina with shared pool

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Welcome to paradise! This direct oceanfront condo is just 50 feet from the ocean, with unobstructed ocean views from the living room, lanai, kitchen and the mater bed room. Access gates lead you to the very private sandy/rock beach where you can enjoy snorkeling with tu …see more

from $169 / night

$1,183 - $2,275 / week

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from $169 / night

(3) Very Good 

23

Vacation studio in Lahaina

Maui / Lahaina

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Ocean views from this 6th floor condo on Kahana Bay. Perfect for a couple or a family of three. Tastefully decorated with island style furnishings. Enjoy meals on your lanai and enjoy the tropical breezes. The condo features a full size fridge, washer and dryer, and 4-b …see more

from $120 / night

$875 - $1,666 / week

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from $120 / night

(1) Excellent 

24

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful 1 bedroom, 1 bathroom, oceanfront condominium provides everything you need for your vacation in paradise. With spectacular panoramic views over Maui’s neighbor islands, Lanai and Molokai, you can’t beat watching the whales and turtles from the comfort of …see more

from $129 / night

$903 - $1,785 / week

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from $129 / night

36

Home rental in Lahaina with shared pool

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Our managing agent Maui Beachfront Rentals located on island knows our unit intimately, has the ability to negotiate and is happy to arrange for any special needs you may have. Google "Maui Beachfront Rentals" for personalized service. OCEANFRONT PENTHOUSE CORNER 5* R …see more

from $385 / night

$2,695 / week

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from $385 / night

(25) Excellent 

14

Vacation hotel apartment rental

Maui / Lahaina

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Serious inquiries only. We are charged for each one. Ask about discounts for Military, law enforcement, seniors, disabled, local stays. .Welcome to Valley Isle Resort, an ocean front property where you can feel the sand beneath your feet and the sea on your face. Come …see more

from $158 / night

$1,106 / week

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Responds fast!
avg. 3 hours 14 minutes

from $158 / night

(3) Very Good 

31

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Top of the World Penthouse with Direct Ocean Front Views! Royal Kahana 1211 is the first choice if you are looking for a 2 bedroom, fully furnished W. Maui vacation rental with amazing views! Enjoy Maui sunsets on our wrap-around lanai. Condo features remodeled kitchen …see more

from $290 / night

$2,030 / week

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from $290 / night

38

Vacation apartment in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Your Maui vacation starts here in Paki Maui 226! This lovely 2 bedroom, 2 bathroom, plus a Queen sized sleeper sofa is perfect for families with children, couples, or a group of friends visiting Maui. It's a great condo for those travelers with larger groups who are o …see more

from $139 / night

$973 - $1,925 / week

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from $139 / night

22

Lahaina Vacation condo rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
BRAND NEW UNIT TO OUR PORTFOLIO. New hard flooring going in this May where you see the currently carpeted areas! Hawaii Life Vacations Presents Aina Nalu C-205, one of the very best one bedroom locations in of Lahaina Town's most desired complexes. Aina Nalu is within …see more

from $114 / night

$798 - $1,918 / week

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from $114 / night

(1) Excellent 

13

Condo rental in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
The resort is located right on the beach. Humpback whale watching season is from November to April, with March being the best, so be sure and bring your binoculars during that time. First sightings can occur as early as September. The whales are in the channel between …see more

from $175 / night

$1,225 / week

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from $175 / night

27

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our remodeled villa has all of the modern amenities of home! It is situated half way between Kaanapali and Kapalua Bay with plenty of shopping and restaurants near by. This beautifully furnished 2 bedroom 1 bath condo sleeps up to 6 people and has a large lanai that ove …see more

from $139 / night

$973 - $1,505 / week

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from $139 / night

(5) Excellent 

9

Vacation home with shared pool in Lahaina

Maui / Lahaina

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy all that a Hawaiian Paradise has to offer. This large, air-conditioned oceanfront penthouse features 2,700 square feet of living space with panoramic views of the ocean and neighboring Hawaiian Islands, Lanai and Molokai. Relax with family and friends in this 3 b …see more

from $545 / night

$3,815 / week

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from $545 / night

(9) Very Good 

21

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Ocean front views on Kahana Bay. Brand NEW kitchen with granite counter tops and brand new appliances as of Dec '14. The remodeled bathroom has a large walk-in tile shower, no tub. Keep your valuables secure in the in-room safe. Rent Blu-Ray DVD's at the Kahana Gateway …see more

from $150 / night

$1,050 / week

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from $150 / night

(1) Excellent 

26

Lahaina Vacation home rental

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Quality 1 bedroom 2 bath OCEAN FRONT Lahaina Townhome - Puamana's best location & value! This home was torn down and rebuilt from the ground up featuring top of the line finishes; granite, travertine, disappearing lanai doors and cherry wood cabinets - 43-1 offers a won …see more

from $395 / night

$2,765 / week

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from $395 / night

(2) Very Good 

34

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Relax and enjoy your time with us at this Maui vacation in this beautiful condo with golf course views on the Ka'anapali Golf course. There are stairs only to this entrance-no elevators. 3 stairs lead down to living room and to master bedroom. The guest bathroom has a w …see more

from $225 / night

$1,575 / week

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from $225 / night

39

Lahaina Vacation apartment rental

Maui / Lahaina

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
Come and enjoy the amazing views and sunsets at Kahana Sunset Oceanfront Condos!! This beautiful 2-bedroom, 2-bathroom condo with breathtaking views of the ocean provides everything you need for your vacation in paradise. With a fully equipped kitchen for those nights …see more

from $179 / night

$1,253 - $2,373 / week

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from $179 / night

(2) Excellent 

24

Lahaina Vacation apartment rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Introducing Maui Resort Rentals – Luxury Vacation Rentals By Maui Resort Realty... — Licensed Maui real estate brokerage & property manager specializing in resort real estate…we are the only company with 8000+ sq. ft. of office and warehouse space just steps from Honua …see more

from $210 / night

$1,855 - $5,670 / week

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Responds fast!
avg. 1 hour 21 minutes

from $210 / night

(3) Excellent 

16

Vacation apartment in Lahaina

Maui / Lahaina

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our 2 bedroom\ 2 Bath Ohana vacation rental is a corner unit located on the second floor. It is surrounded by lush palms making you feel like you are in a tree house. It is conveniently located between the two pools on the property. The condo features two master bedro …see more

from $375 / night

$2,494 / week

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from $375 / night

(2) Very Good 

29

Lahaina Vacation apartment rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Come and enjoy your Maui vacation at this beautiful 2 bedroom condo at the Hololani Oceanfront resort in wonderful West Maui! Bright blue is all you see as you enter this amazing space! There is a perfect view of Maui’s majestic sister island of Molokai straight off t …see more

from $179 / night

$1,253 - $2,513 / week

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from $179 / night

(25) Very Good 

28

Vacation apartment in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a glass/stone back splash wi …see more

from $225 / night

$1,575 / week

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from $225 / night

(1) Excellent 

14

Lahaina Vacation apartment rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Ground Level, ocean front condo with expansive views of the Pacific Ocean and the neighboring islands, Lanai and Molokai. This 1 bedroom , 1 bathroom offers you a home away from home. The master bedroom offers a queen size bed and the kitchen is fully equipped and open …see more

from $119 / night

$833 - $1,750 / week

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from $119 / night

24

Vacation home in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
CANCELLATION; OPPORTUNITY FOR SAVINGS! AVAILABLE JUNE NIGHTS REDUCED TO $199 PER NIGHT (pre-taxes, Trip Advisor and clean fee). Welcome to Hale O Kapalua which translates to 'Home where arms embrace the sea'. Hale O Kapalua is one of the newest additions to the Plati …see more

from $199 / night

$1,393 - $2,093 / week

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Responds fast!
avg. 54 minutes

from $199 / night

59

Lahaina Vacation apartment rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
NOTICE: The Luana townhome expansion project at Honua Kai has started and is partially visible from the Konea 604 lanai. These two story townhomes will have zero impact to the mountain and partial ocean Konea 604 views. There may be intermittent noise from 8AM-4:30PM M- …see more

from $244 / night

$1,708 - $5,565 / week

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from $244 / night

48

Apartment rental in Lahaina with shared pool

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Hawaii Life Vacation Rentals offers the "Kailani" Konea 607 as part of our Reserve Collection. This is a SPACIOUS 1,315 square foot two bedroom/ two-bathroom luxury residence featuring strong panoramic ocean views, beautiful sunset views, and fantastic whale watching in …see more

from $349 / night

$2,443 - $6,468 / week

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from $349 / night

24

Lahaina Vacation apartment rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Escape to Lahaina to enjoy this luxurious 1-bedroom, 1-bathroom vacation rental condo with enough space to accommodate 4 guests. Only steps from the beach with community amenities such as a pool, outdoor grills, and shuffleboard, this condo will provide you with an unbe …see more

from $119 / night

$833 / week

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Responds fast!
avg. 34 minutes

from $119 / night

(5) Very Good 

24

Vacation home with shared pool in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Newly Remodeled as of December 2015. One of the best views on the property overlooking the pool toward the islands of Molokai and Lanai from both upper and lower lanais. A 2 Bedroom/2.5 Bathroom unit with a fully-equipped kitchen including a washer/dryer and a downstair …see more

from $245 / night

$1,715 / week

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from $245 / night

(3) Excellent 

24

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Come enjoy the Paki Maui Oceanfront Resort! This 1 bedroom, 1 bath, lush garden view condo is the perfect place for couples, small families and adventurers looking to experience and explore the island for all the wondrous places and memories it holds! It comes with a …see more

from $89 / night

$623 - $1,400 / week

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from $89 / night

(3) Very Good 

23

Vacation villa with shared pool in Lahaina

Maui / Lahaina

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Lahaina Oceanfront Estate is a magnificent oceanfront vacation home located in Maui, Hawaii. It is a neocolonial-style Hawaiian villa. With the ability to leisurely accommodate up to 12 guests, this classic Hawaiian vacation home is ideal for large multifamily vacations …see more

from $2,395 / night

$16,765 / week

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from $2,395 / night

36

Apartment rental in Lahaina with shared pool

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Our managing agent Maui Beachfront Rentals located on island knows our unit intimately, has the ability to negotiate and is happy to arrange for any special needs you may have. Google "Maui Beachfront Rentals" for personalized service. Kaanapali Beach is the most famo …see more

from $358 / night

$2,506 / week

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from $358 / night

(28) Excellent 

24

Vacation apartment in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Stunning ocean front views from the 9th floor in this beautifully remodeled & tastefully furnished condo on Kahana Bay. A large wrap-around lanai, accessible from the living room and master bedroom, adds to the view. In addition to the HD TV & Blu-Ray DVD player in the …see more

from $305 / night

$3,059 - $3,661 / week

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from $305 / night

26

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Imagine Maui. Relax and/or play in this vacation rental resort with a residential feel. This boutique complex is one of the best-kept secrets on Front Street in Lahaina Town. With the ocean at your doorstep, you have front row seats for the turtle watching, seasonal wha …see more

from $160 / night

$1,218 - $1,967 / week

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from $160 / night

(1) Excellent 

33

Vacation apartment with swimming pool in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Experience the true sense of ALOHA at the Royal Kahana Resort! We offer a much in demand ground level condo with all the amenities of home. This spacious one bedroom, one bathroom suite is elegantly REMODELED with beautiful island décor. It has a private lanai with a …see more

from $139 / night

$973 - $2,450 / week

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from $139 / night

(2) Excellent 

44

Apartment rental in Lahaina

Maui / Lahaina

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Walk to the Beach and Downtown Lahaina. At Puamana, you can relax away from the crowds one would encounter at any of the large resort complexes and still have the luxury of being an easy walk or bike to the shops, restaurants and nightlife of Lahaina. Puamana offers 3 …see more

from $300 / night

$2,100 - $4,375 / week

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from $300 / night

(8) Excellent 

35

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Remodeled with ocean front views on the ground floor in North Ka'anapali. Sleeping accommodations will allow for a maximum of two people only. A window air conditioner in the living room cools the entire condo. The bathroom features a walk-in shower, no tub. An in-room …see more

from $200 / night

$1,400 / week

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from $200 / night

(27) Very Good 

35

Apartment rental in Lahaina with shared pool

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to Mahana 405! This beautiful oceanfront condo on North Kaanapali beach sleeps 2-4 and features a convenient second bathroom. Enjoy stunning views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. Living room highlights …see more

from $280 / night

$1,960 / week

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from $280 / night

10

Vacation villa with shared pool in Lahaina

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Ocean view Golf Villa with nice fairway and mountain views. This unit is new to our inventory. Nicely upgraded kitchen with stainless steel appliances and granite counters. Fresh and clean furnishings. Has a huge covered lanai. Air conditioning and free high speed wirel …see more

from $199 / night

$1,393 - $1,883 / week

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from $199 / night

32

Studio rental in Lahaina with shared pool

Maui / Lahaina

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask about children
Noelani is an OCEANFRONT BOUTIQUE RESORT on lush landscaped grounds, reminiscent of Old Hawaii. A quiet low rise development of fifty units next to S Turns, a popular sandy beach. The property features two pools, one of which is a saline lap pool! There is a great Jacuz …see more

from $139 / night

$973 - $1,505 / week

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from $139 / night