50 Best Lahaina Vacation rentals on Holiday Lettings - Condos

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949 Vacation rentals

6

Vacation apartment rental

Maui / Lahaina

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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. Westin Ka’anapali Ocean Resort Villas offe …see more

from $299 / night

$2093 / week

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from $299 / night

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 $320 / night

$1701 / week

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from $320 / night

(3) Excellent 

18

Vacation apartment in Lahaina

Maui / Lahaina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Honua Kai is one of Maui's newest and most luxurious five star resort. Situated on North Kaanapali Beach, this oceanfront property is located just north of Black Rock. If you are looking for modern, luxurious accommodations on a beautiful sandy beach, then this is for y …see more

from $350 / night

$2300 - $5000 / week

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from $350 / night

8

Vacation condo in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
OUT OF THE 249 two bedroom units at the Honua Kai Condominums only a very few have comparable views to Konea 703. Located on the inner courtyard, one back from the front and north facing you will never miss a sunset from this place. And you actually get ocean views from …see more

from $560 / night

$3920 / week

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from $560 / night

24

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 $139 / night

$973 - $2443 / week

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from $139 / night

25

Vacation home rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Partial views of the West Maui Mountains from your private lanai! Baby bundle ameniti …see more

from $162 / night

$1134 / week

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Responds fast!
avg. 2 hours 15 minutes

from $162 / night

(1) Excellent 

27

Home accommodation in Lahaina with shared pool

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master bedroom, queen …see more

from $162 / night

$1134 / week

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Responds fast!
avg. 2 hours 15 minutes

from $162 / night

21

Lahaina Vacation home rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master bedroom, queen …see more

from $162 / night

$1134 / week

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Responds fast!
avg. 2 hours 15 minutes

from $162 / night

(4) Excellent 

9

Vacation condo in Lahaina

Maui / Lahaina

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
Beautiful condo located between Kaanapali and Kapalua with awesome sunset, ocean and island views; gourmet style kitchen & dry bar of exotic granite countertops only 40 feet from the shore. Listening to the constant sound of the waves breaking on the shore is very rela …see more

from $150 / night

$1050 / week

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from $150 / night

17

Lahaina Vacation apartment rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Oceanfront Honua Kai, Maui’s newest full service resort in over 25 years, can be your next vacation choice! Located on world famous Kaanapali Beach, Honua Kai offers a true luxurious Hawaiian vacation. Its’ multiple amenities (3 distinct pool and hot tub areas, dining o …see more

from $195 / night

$1365 - $2450 / week

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from $195 / night

(22) Very Good 

24

Vacation apartment accommodation

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
High style living at the Valley Isle, offering perfect ocean front views from the direct ocean front 5th floor location. Relax and unwind in a setting of casual elegance with rustic Hawaiian nuance. Redesigned & remodeled. Master bath features rain shower to wash the st …see more

from $250 / night

$1750 / week

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from $250 / night

24

Lahaina Vacation apartment rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Whales and dolphins frolic in our clear, warm water and you can watch surfers, windsurfers, and kite surfers playing in our waves. The occasional sea turtle (Honu) pops his head up for a quick peek at our visitors. Snorkeling and kayaking are also a favorite right out i …see more

from $129 / night

$903 - $1750 / week

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from $129 / night

(1) Excellent 

24

Vacation apartment rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This condo is nicely equipped with most every convenience you may need. The full kitchen is complete with all the utensils, dish and cookware plus a lot of extras. All counter top appliances have been provided for your convenience. The living room has plenty of room to …see more

from $155 / night

$1085 - $2450 / week

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from $155 / night

17

Vacation home in Lahaina

Maui / Lahaina

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Come stay with us and enjoy island living Puamana-style! Swim and surf at the beach, soak up the sun and cool off in the oceanfront pool, play tennis, or relax under the coconut trees and enjoy stunning sunset views of Lana'i, Kahoolawe, and Molokai. Relax and enjoy Coc …see more

from $243 / night

$1701 / week

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Responds fast!
avg. 2 hours 15 minutes

from $243 / night

(21) Excellent 

44

Vacation apartment in Lahaina

Maui / Lahaina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
My property may show available but please allow me to confirm these dates prior to a reservation request or organizing your flights since your desired dates may create gaps of less than a week on either side of your stay that are difficult to fill.. This is a magnificen …see more

from $225 / night

$1450 - $2400 / week

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Responds fast!
avg. 3 hours 54 minutes

from $225 / night

26

Lahaina Vacation home rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master bedroom, two t …see more

from $162 / night

$1134 / week

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Responds fast!
avg. 2 hours 15 minutes

from $162 / night

23

Home accommodation in Lahaina

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Corner-end condo with a private lanai overlooking the Makai pool and greenbelt. 846 s …see more

from $162 / night

$1134 / week

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Responds fast!
avg. 2 hours 15 minutes

from $162 / night

(9) Very Good 

26

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
2nd floor remodeled vacation condo with wonderful ocean views in North Kaanapali. This condo features both bedrooms all on one floor. Brand new sofa sleeper as of Mar '17. Listen to CD's and watch your DVD's with the 5 disc CD changer in the living room. Enjoy a relaxin …see more

from $245 / night

$1715 / week

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from $245 / night

45

Vacation apartment in Lahaina

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 - $1400 / week

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from $89 / night

51

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
Enjoy this fabulous Oceanview 2 bed, 2 ba condo with new modern coastal/beach furnishings. World famous snorkeling (Honokeana Cove) located directly in front of the unit and walking distance to Napili and Kapalua Bay. You will love this location!!! Napili Point is a …see more

from $233 / night

$1626 - $3594 / week

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from $233 / night

34

Lahaina Vacation apartment rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Oceanfront Honua Kai, Maui’s newest full service resort in over 25 years, can be your next vacation choice! Located on world famous Kaanapali Beach, Honua Kai offers a true luxurious Hawaiian vacation. Its’ multiple amenities (3 distinct pool and hot tub areas, dining o …see more

from $319 / night

$2233 - $5243 / week

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from $319 / night

26

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
TROPICAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath Aina Nalu condominium. Abundant comforts await your arrival at this award winning and highly sought after Lahaina resort. You will be greeted to this 9 acre island oasis by the lushly lan …see more

from $139 / night

$973 - $2800 / week

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from $139 / night

48

Lahaina Vacation apartment rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
TROPICAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath at Aina Nalu condominium. Abundant comforts await your arrival at this award winning and highly sought after Lahaina resort. You will be greeted to this 9 acre island oasis by the lushly …see more

from $129 / night

$903 - $2800 / week

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from $129 / night

(1) Excellent 

31

Vacation apartment with shared pool in Lahaina

Maui / Lahaina

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
Incredible ocean views and sunset views from this west facing 2-story condo. Wrap around windows and lanai with one of the most expansive view on West Maui. Watch dolphins, sea turtles, and whales from the private lanai. Extra wide and spacious totally remodeled unit. J …see more

from $209 / night

$1463 - $2933 / week

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from $209 / night

24

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 $119 / night

$833 - $1925 / week

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from $119 / night

(3) Excellent 

27

Lahaina Vacation apartment rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
Welcome to the Spinnaker! This first floor air-conditioned two-bedroom condo features a master bedroom that has a king size pillow top bed, a flat screen tv/cable. The second bedroom also has a queen size bed, making this condo a wonderful unit for a family retreat. T …see more

from $165 / night

$1155 / week

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from $165 / night

5

Lahaina Vacation condo accommodation

Maui / Lahaina

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Includes oceanfront studio condo suite Sleeps 4, Murphy Bed and Sofa Bed Private ocean view Lanai overlooking the islands of Lanai and Molokai: excellent view for daily whale watching! Rooms decorated with light, airy natural woods, bamboo and shell stone acc …see more

from $286 / night

$2000 / week

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Responds fast!
avg. 3 hours 5 minutes

from $286 / night

(2) Excellent 

26

Apartment rental in Lahaina

Maui / Lahaina

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • 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 $289 / night

$1393 - $3675 / week

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from $289 / night

(2) Very Good 

27

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
Remodeled! Garden and resort views at this 1 bedroom-loft style condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Our condo is nicely updated and furnished. Watch your favorite DVD on the 42 flat screen TV downstairs or the 32" T …see more

from $235 / night

$1645 / week

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from $235 / night

15

Condo rental in Lahaina

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
Napili Shores Resort is a low-rise, condominium, OCEANFRONT complex located on NAPILI BAY on the West Coast of Maui, just nine miles North of Lahaina. It's the perfect place to celebrate those special occasions. The large studio condo is situated on the second floor and …see more

from $90 / night

$630 / week

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from $90 / night

(2) Excellent 

37

Apartment accommodation 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
Kaanapali Royal F-302, the "Turtle Villa", was completely remodeled in 2011 and features an open, two-story townhouse style floor plan. The master suite is located upstairs and features a king bed, a custom walk-in shower and ocean views from the private lanai. The gues …see more

from $305 / night

$2135 / week

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from $305 / night

14

Vacation hotel apartment with shared pool in Lahaina

Maui / Lahaina

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fantastic full service resort!!-- I have a 1 BD/1 BATH unit available--Sleeps 4-5 people, unit comes with a FULL KITCHEN and 1 king size bed per room--plus 1 queen foldout in the living area. Great pool for the kids with a mini pirate ship- within minutes of the heart …see more

from $325 / night

$2275 / week

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from $325 / night

16

Lahaina Vacation apartment rental

Maui / Lahaina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
Master has Cal King bed, flat screen tv/cable, Bedroom 2 has two twin beds. Kitchen includes stainless steel appliances, stove top, microwave, wall oven, coffee maker, granite countertops/island with stools. Fully tiled bathroom with walk-in shower. Living Room has flat …see more

from $125 / night

$875 - $1925 / week

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from $125 / night

25

Lahaina Vacation home rental

Maui / Lahaina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Experience the magic of Maui at this recently renovated, oceanfront condo at Kahana Reef. This one bedroom unit sleeps up to four and has a private lanai (brand new outdoor furniture!) with incredible views of Maui's neighboring islands, colorful sunsets and you can eve …see more

from $139 / night

$973 / week

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from $139 / night

29

Lahaina Vacation home rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master bedroom, queen bed in g …see more

from $153 / night

$1071 / week

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Responds fast!
avg. 2 hours 15 minutes

from $153 / night

(1) Excellent 

17

Apartment rental in Lahaina with shared pool

Maui / Lahaina

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ka Laki Niu ( The Lucky Coconut) Brand new Pohailani condo, completely redone. Condo is located on 9 lush tropical acres in a quiet complex across the road from the beach. Close to shops and restaurants. 5 min drive north to Napili bay one of the best places on the isla …see more

from $154 / night

$1078 / week

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Responds fast!
avg. 1 hour 18 minutes

from $154 / night

37

Lahaina Vacation apartment rental

Maui / Lahaina

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Within walking distance of the world famous Whalers Village, located on the Kaanapali Golf Course, Kaanapali Royal Q301 is ideal for the beach or golf lover. This beautiful Maui home features a townhouse style floor plan with the master bedroom and bath located upstairs …see more

from $250 / night

$1750 / week

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from $250 / night

22

Lahaina Vacation home rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. Designer furniture upgrades throughout the unit Custom bedding by Maka Sea, designed …see more

from $162 / night

$1134 / week

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Responds fast!
avg. 2 hours 15 minutes

from $162 / night

18

Lahaina Vacation home rental

Maui / Lahaina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed in master bedroom, queen bed in g …see more

from $153 / night

$1071 / week

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Responds fast!
avg. 2 hours 15 minutes

from $153 / night

24

Home 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
  • Ask about pets
We invite you to come and stay in our upgraded condo just two blocks from famous Front Street! Relax and enjoy Coconut Condos Premier 2bd/2ba Aina Nalu condo in Lahaina, Maui. Corner-end condo with views of the Makai pool area! 846 sq. ft. for spacious living for up to …see more

from $153 / night

$1071 / week

Book View

Responds fast!
avg. 2 hours 15 minutes

from $153 / night

1