50 Best Kapalua Villas on Holiday Lettings - Vacation rentals

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1,481 Vacation rentals

(1) Excellent 

24

Kapalua Vacation villa rental

Maui / Kapalua

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This luxurious retreat will spoil you forever. You’ll feel like you’re on top of the world as you take in spectacular views of the Pacific Ocean and the lush green landscape that surrounds you. You’ll feel your last care melt away as the warm tropical breezes envelope …see more

from $325 / night

$2,275 - $4,025 / week

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Responds fast!
avg. 1 hour 30 minutes

from $325 / night

9

Vacation tower in Kapalua

Maui / Kapalua

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Two bedroom oceanfront villa on the beach in paradise available December 13-20, 2017 ONLY. No dates available in 2018. Tennis, pools, spa, restaurant, bar, beach, activities center, barbecues and more. Ten minutes to five championship golf courses. The Sands of Kahana …see more

from $200 / night

$1,400 / week

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from $200 / night

10

Vacation villa with shared pool in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
All new interior, very clean and tastefully decorated. On the Bay Golf course with a nice ocean view. Central air conditioning, free high speed internet and free unlimited long distance calling to U.S. & Canada. Bedding is 1 King and 1 Queen sleeper sofa. 1100 sq ft Min …see more

from $199 / night

$1,393 - $1,603 / week

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from $199 / night

(4) Excellent 

10

Vacation villa in Kapalua

Maui / Kapalua

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Renovations of this newly renovated wonderful ocean view 2 bedroom Golf Villa in Kapalua were completed December 2010. No expenses spared. Golf, tennis, beach, and restaurants are all within walking distance. Central air conditioning, high definition TV's and free wirel …see more

from $299 / night

$2,093 - $2,443 / week

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from $299 / night

(7) Excellent 

10

Kapalua Vacation villa rental

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Complete renovations in this terrace-level (no stairs!) villa were completed late 2013. Walls were taken down to bare studs and everything was replaced. The owners had one thing in mind - make it their home away from home. In that quest they hired the best contractor, d …see more

from $229 / night

$1,603 - $1,743 / week

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from $229 / night

(1) Excellent 

10

Vacation condo with shared pool in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautifully remodeled and upgraded condo has outstanding ocean views. Custom cabinetry, travertine and granite throughout. High definition flat panel TV, high speed wireless internet, free unlimited long distance calling to U.S. and Canada, and central air conditio …see more

from $269 / night

$1,883 - $2,093 / week

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from $269 / night

(5) Very Good 

10

Kapalua Vacation condo rental

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautifully remodeled and upgraded condo has outstanding ocean views. Custom cabinetry, travertine and granite throughout. Premium sound system and high definition flat panel TV, high speed wireless internet, free unlimited long distance calling to U.S. and Canada, …see more

from $269 / night

$1,883 - $2,093 / week

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from $269 / night

(1) Excellent 

10

Villa rental in Kapalua with shared pool

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautifully remodeled and upgraded condo is new to our inventory and has outstanding ocean views. Custom cabinetry, travertine flooring and granite throughout. This is a bridge level unit so there are no stairs to climb and unit is all on one level. High definition …see more

from $269 / night

$1,883 - $2,093 / week

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from $269 / night

(1) Excellent 

10

Vacation villa with shared pool in Kapalua

Maui / Kapalua

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
This rare 3 bedroom 3 bathroom Kapalua Ridge Villa has unobstructed 180 degree views towards Honolua Bay, the neighbor island of Molokai and to the south. Very spacious with over 2100 square feet of living space. There is a lanai on main level and upstairs. Furnishings …see more

from $389 / night

$2,723 - $3,423 / week

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from $389 / night

(3) Very Good 

10

Kapalua Vacation villa rental

Maui / Kapalua

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. Has a huge covered lanai. Central air conditioning and free high speed wireless internet. Bedding is king and queen sleeper sofa. 1000 sq. ft. 4 Night minimum stay. There is a $170.00 cleaning fee. Daily maid s …see more

from $179 / night

$1,253 - $1,463 / week

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from $179 / night

(3) Very Good 

10

Villa rental in Kapalua with shared pool

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This ocean front Kapalua Bay Villa is new to our inventory and complete make over finished September 2014. All new everything including custom cabinetry, granite, flooring and upgraded furnishings. This brand new ocean front ground floor condominium has very easy access …see more

from $289 / night

$2,023 - $2,233 / week

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from $289 / night

25

Vacation home in Kapalua

Maui / Kapalua

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Enjoy views of the Pacific Ocean, Molokai and Lanai from this ground level villa! Walk to many top Maui beaches, award winning restaurants, champion golf courses and more! This villa is great value and offers a peaceful and comfortable setting. Kapalua Golf Villas 23T …see more

from $159 / night

$1,113 / week

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from $159 / night

10

Villa rental in Kapalua with shared pool

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful ocean front Kapalua Bay Villa is new to our inventory. Unit is very tastefully updated and decorated with Hawaiian Fusion influence. Custom cabinetry and granite counters throughout. New stainless steel appliances in kitchen and new washer/dryer. Tiled fl …see more

from $425 / night

$2,975 - $3,325 / week

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from $425 / night

10

Vacation villa with shared pool in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This clean and fresh oceanfront townhouse style villa has great views toward Molokai and is an easy walk to Kapalua Bay and Ironwoods beaches. Unit is being completely re-furnished in February 2017. Pool and tennis courts are just steps away. There is air conditioning, …see more

from $289 / night

$2,023 - $2,233 / week

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from $289 / night

(1) Excellent 

24

Vacation apartment rental

Maui / Kapalua

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Some of the best views from this location await you. Open the doors and feel the trade winds blowing, keeping you comfortable while you enjoy the expansive walk-out lanai. A beautiful, remodeled condo with luxury throughout. This condo is nicely equipped with most eve …see more

from $239 / night

$1,673 - $2,975 / week

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Responds fast!
avg. 3 hours 50 minutes

from $239 / night

(3) Excellent 

10

Vacation villa with shared pool in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This ocean view Kapalua Golf Villa has great ocean/fairway/mountain views. There is a huge covered lanai that is partially open for sunning. High definition LCD TV, free high speed wireless internet and free unlimited long distance calling to U.S. & Canada. Central air …see more

from $179 / night

$1,253 - $1,463 / week

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from $179 / night

9

Kapalua Vacation condo rental

Maui / Kapalua

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Large 2200 sq ft condo on the beach in West Maui minutes from Lahaina, Maui. Beautiful ocean view overlooking the islands of Molakai and Lanai. On-site amenities: Swimming pool with 2nd children's pool. Equipped gym, volleyball, tennis and basketball courts. Restaur …see more

from $272 / night

$1,900 / week

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from $272 / night

(6) Very Good 

10

Condo rental in Kapalua with shared pool

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This nicely upgraded ocean front ground floor condominium has very easy access to the beach. Spacious walk-out lanai and lawn. Wireless internet, free unlimited long distance calling to U.S. and Canada and central air conditioning. 4 Night minimum stay. There is a $170. …see more

from $289 / night

$2,023 - $2,233 / week

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from $289 / night

18

Kapalua Vacation condo rental

Maui / Kapalua

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Lovely one bedroom home conveniently located on the first floor of the Royal Kahana Resort with a view of the ocean and pool from the lanai. This oceanfront resort is one of Maui’s best-kept secrets. The home was recently remodeled and has everything you would come to e …see more

from $135 / night

$945 / week

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from $135 / night

24

Vacation villa with shared pool in Kapalua

Maui / Kapalua

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful and peaceful retreat offers two spacious master suites and three baths all on the top floor with ocean views as far as the eye can see. Centrally located in the resort and walking distance to four world class beaches, two championship golf courses, step …see more

from $325 / night

$2,275 - $4,165 / week

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Responds fast!
avg. 1 hour 30 minutes

from $325 / night

(12) Excellent 

10

Vacation condo with shared pool in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Complete makeover of this Fabulous "Deluxe" upgraded condo was completed in July 2008. All new everything from custom cabinetry, warm travertine stone flooring, elegant granite counters and luxurious furnishings. Complete with central air conditioning, stainless steel a …see more

from $269 / night

$1,883 - $2,093 / week

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from $269 / night

(2) Excellent 

10

Vacation villa rental

Maui / Kapalua

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Renovations of this newly renovated wonderful ocean view 2 bedroom Golf Villa in Kapalua were completed December 2012. Custom granite, cabinets and tile flooring. Golf, tennis, beach, and restaurants are all within walking distance. Central air conditioning, high defini …see more

from $299 / night

$2,093 - $2,443 / week

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from $299 / night

(8) Very Good 

10

Vacation villa with shared pool in Kapalua

Maui / Kapalua

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This ground floor ocean view Bay Villa has walk out lanai's from all rooms. Great views toward Honolua Bay and neighbor island of Molokai. New furnishings, air conditioning and wireless high speed internet. Bedding is 1 King, 2 Queens in 2nd bedroom and Queen sleeper so …see more

from $399 / night

$2,793 - $3,073 / week

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from $399 / night

15

Kapalua Vacation home rental

Maui / Kapalua

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This is a great ocean view unit that over looks the Bay golf course. It's a spacious unit with hawaiiana decor. Bedding is King, King, Queen Sofa sleeper.The Kapalua Villas Maui Resort is situated on three white-sand beaches on Kapalua Bay. Two of its three golf cours …see more

from $250 / night

$1,750 / week

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from $250 / night

(8) Excellent 

10

Villa rental in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This newly decorated top row Golf Villa is located on the Kapalua Bay Golf Course. Unobstructed panoramic views toward neighbor islands of Lanai and Molokai. Unit is on ground level with no stairs to climb. Covered parking and central air conditioning. Free high speed w …see more

from $199 / night

$1,393 - $1,603 / week

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from $199 / night

(7) Very Good 

10

Villa rental in Kapalua with shared pool

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
As of June 2017, this ground level, end unit, townhouse style villa was beautifully updated. Enjoy ocean views from every room in this exceptional villa! Delight in using our private balcony off the master suite or the lanai on the main level to gaze at the ocean. With …see more

from $269 / night

$1,883 - $2,093 / week

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from $269 / night

24

Kapalua Vacation villa rental

Maui / Kapalua

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Stunning ocean views from every room! Recent upgrades include new furnishings inside and out, new carpet, fresh paint and accessories. The rugged shore below is home to a variety of tropical birds, exotic plants, fish, and giant sea turtles. During the months of Janua …see more

from $595 / night

$4,165 - $6,300 / week

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Responds fast!
avg. 1 hour 30 minutes

from $595 / night

(1) Excellent 

10

Kapalua Vacation villa rental

Maui / Kapalua

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
This luxuriously appointed ocean view Bay Villa has fabulous panoramic ocean views from all rooms. No cost was spared with renovations and furnishings completed in 2009. Hawaiian fusion decor with custom granite and stone. There is central air conditioning, high definit …see more

from $450 / night

$3,150 - $4,053 / week

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from $450 / night

(2) Excellent 

10

Villa rental in Kapalua with shared pool

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful and new to our inventory Golf Villa was just renovated in 2015. A dedicated covered parking space is yours, just steps away from entry doors. Free unlimited calling to the U.S. and Canada and free high speed wireless internet. 1100 sq ft. 1 King bed and Q …see more

from $199 / night

$1,393 - $1,603 / week

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from $199 / night

35

Kapalua Vacation home rental

Maui / Kapalua

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Private garden
Aloha, the Napili Hale is a perfect vacation house located in Northwest Maui. It boasts 4 bedrooms and 4 bathrooms, and 2200 sq/ft of living space. Napili Hale is a casual Hawaiian plantation-style house located across the street from Napili Bay, a tranquil, leeward bay …see more

from $500 / night

$3,500 / week

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from $500 / night

(1) Excellent 

24

Vacation villa with shared pool in Kapalua

Maui / Kapalua

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
If you enjoy the serene and tranquil feel of the Golf Villas but want a nice ocean view, you will be delighted with this little gem. It is the best of both worlds. Just steps from the pool and green or a short walk to the beach. This lovely villa is the retreat you ha …see more

from $199 / night

$1,393 - $2,555 / week

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Responds fast!
avg. 1 hour 30 minutes

from $199 / night

24

Kapalua Vacation villa rental

Maui / Kapalua

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Enjoy 5 star accommodations in an exclusive private villa paradise! Custom Designed and Fully Upgraded Ridge Villa with Ocean Views from Every Room! Designed from the onset to take advantage of its unique Island setting, Kapalua Ridge Villa 1112 is perfectly sited …see more

from $325 / night

$2,275 - $4,165 / week

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Responds fast!
avg. 1 hour 30 minutes

from $325 / night

24

Vacation villa with shared pool in Kapalua

Maui / Kapalua

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This enchanting ridge villa, is newly remodeled to include all the high end upgrades you would expect to find in a 5 star resort. It has an attached covered carport for 2 cars, a lovely garden off the master suite and beautiful ocean views. Just a 3 minute walk to the …see more

from $225 / night

$1,575 - $2,625 / week

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Responds fast!
avg. 1 hour 30 minutes

from $225 / night

(10) Very Good 

10

Vacation condo with shared pool in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This nicely upgraded townhouse style 1 bedroom condo is on the bridge level with no stairs to the entry. Unit has central air conditioning, high definition LCD TV's, wireless internet and unlimited long distance calling to US and Canada. Bedding is 1 King and Queen slee …see more

from $309 / night

$2,163 - $2,303 / week

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from $309 / night

27

Apartment rental in Kapalua with shared pool

Maui / Kapalua

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
The Breathtaking views from this fabulous villa is just one of the reason Kapalua is the premier spot for your Hawaiian holiday. The white sand beaches, championship golf course, award winning restaurants are just a few things to dream of before you arrive and enjoy thi …see more

from $249 / night

$1,743 - $2,975 / week

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Responds fast!
avg. 3 hours 50 minutes

from $249 / night

(6) Excellent 

10

Vacation villa with shared pool in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
All new interior, very clean and tastefully decorated. On the Bay Golf course with a nice ocean view. Central air conditioning, free high speed internet and free unlimited long distance calling to U.S. & Canada. Bedding is 1 King and 1 Queen sleeper sofa. 1100 sq ft Min …see more

from $199 / night

$1,393 - $1,603 / week

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from $199 / night

10

Vacation villa rental

Maui / Kapalua

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Renovations of this newly renovated wonderful ocean view 3 bedroom Golf Villa in Kapalua were completed December 2012. Golf, tennis, beach, and restaurants are all within walking distance. Central air conditioning, high definition TV's and wireless high speed internet. …see more

from $699 / night

$4,893 - $4,998 / week

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from $699 / night

(8) Very Good 

10

Kapalua Vacation villa rental

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The furnishings in this tastefully decorated ocean view Bay Villa are all brand new (11/2015). Custom flooring, cabinetry and granite throughout. Condo has high definition LCD TV's, free long distance calling to U.S. and Canada, free wireless high speed internet and cen …see more

from $269 / night

$1,883 - $2,093 / week

Inquire View

from $269 / night

24

Kapalua Vacation villa rental

Maui / Kapalua

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Updated kitchen Spring 2017 with all new stainless appliances, newly renovated baths, new furnishings in master including the mattress and new A/C system! Relax and rejuvenate. The warm tropical breezes and soothing sounds of the ocean will transport you to a place of …see more

from $550 / night

$3,850 - $5,950 / week

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Responds fast!
avg. 1 hour 30 minutes

from $550 / night

(7) Good 

24

Vacation home with shared pool in Kapalua

Maui / Kapalua

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This is a beautiful remodeled unit ocean view unit! It has stainless steele appliances, tile floors, granite countertops, flat screen TV's, DVD, CD player, all new furniture, king bed with queen sofa sleeper in livingroom, free internet hook-up, and a nice grass lawn a …see more

from $220 / night

$1,540 / week

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from $220 / night