50 Best Maui Vacation rentals on Holiday Lettings - Condos

Close

View larger map

Also consider

Vacation rentals Lahaina
987 properties
Condos Kihei
743 properties
Condos Wailea
165 properties
Ka'anapali
115 properties
Villas Kapalua
66 properties
Condos Napili-Honokowai
45 properties
Haiku
35 properties
Condos Maalaea
22 properties
Vacation rentals Paia
21 properties
Apartments Wailuku
16 properties
Makawao
12 properties
Vacation rentals Hana
9 properties
Kula
5 properties

Maui

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

2,114 Vacation rentals

(3) Excellent 

142

Vacation home in Haiku

Maui / Haiku

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Aloha! The perfect location, perfect amount of privacy, perfect aloha spirit, perfectly natural....perfectly luxurious vegetarian home! Please make sure to see if your questions are asked already here before emailing. Mahalo! If you want to have a relaxing, fun, vacati …see more

from $95 / night

$665 / week

Book View

from $95 / night

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

Book View

from $299 / night

8

Vacation apartment in Paia

Maui / Paia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Located only 3m to Paia, where you can find yoga studios, restaurants, shopping boutiques and art galleries. 3m to Ho'okipa beach and Baldwin beach where are perfect for surfing, wind surfing and kite surfing. 15m to Kahului airport. The upstairs of the house has two r …see more

from $120 / night

$720 - $1950 / week

Book View

from $120 / night

124

Vacation home in Haiku

Maui / Haiku

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Aloha! The perfect location, perfect amount of privacy, perfect aloha spirit, perfectly natural....perfectly luxurious! Please make sure to see if your questions are asked already here before emailing. Mahalo! If you want to have a relaxing, fun, vacation, and are kind …see more

from $95 / night

$665 / week

Book View

from $95 / night

(1)  

21

Vacation condo with shared pool in Kihei

Maui / Kihei

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Kamaole Sands is an award-winning condo complex situated just across from one of the best beaches on Maui. Kamaole Sands III beach, is recognized as one of the best beaches in Maui. Boogie board, surf, snorkel straight off the beach. We have seen turtles, Manta rays and …see more

from $219 / night

$1533 / week

Book View

from $219 / 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

$1700 / week

Book View

from $320 / night

49

Condo rental in Wailuku

Maui / Wailuku

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
~~~Your own private window to the whales. Conveniently situated in quaint Maalaea Village. We invite you to come aboard, and set sail into a radiant Maui sunset. You'll see whimsical turtles playing peekaboo in the gentle surf (year round) and magnificent humpback wh …see more

from $300 / night

$2100 / week

Book View

from $300 / night

6

Vacation private room in Paia

Maui / Paia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 0.5 mi
  • Car not necessary
SUMMARY: No car? Don't feel like driving on vacation? Want to save on car rental? This is THE PERFECT place for you. My place is 5min walking distance to the Beach, restaurants and dining, town center, art and culture, great views, family-friendly activities. You’ll lo …see more

from $129 / night

$801 / week

Book View

from $129 / night

20

Vacation condo rental

Maui / Kihei

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Child friendly
Bright, clean and comfortable, contemporary and uncluttered with a great view of the ocean and the lush tropical gardens below. This is a very well renovated one bed/one bath unit in KA building C unit 509, nicely furnished and well outfitted. Being up higher on the f …see more

from $99 / night

$693 / week

Book View

from $99 / night

7

Private room rental in Paia

Maui / Paia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 0.5 mi
  • Car not necessary
SUMMARY: No car? Don't feel like driving on vacation? Want to save on car rental? This is THE PERFECT place for you. My place is 5min walking distance to the Beach, restaurants and dining, town center, art and culture, great views, family-friendly activities. You’ll lo …see more

from $127 / night

$801 / week

Book View

from $127 / night

8

Vacation apartment with shared pool in Ka'anapali

Maui / Ka'anapali

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Escape to an exotic island surrounded by glistening, white sandy shores, flourishing tropical scenery and intriguing wild life. The symphony of gently lapping waves beckons visitors to explore Maui’s many hidden wonders. Dive down to the depths of the ocean and discover …see more

from $358 / night

$2500 / week

Book View

from $358 / night

10

Kihei Vacation condo rental

Maui / Kihei

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Welcome to this home away from home. This is a lovely, well-maintained 1 bedroom condo in the family friendly complex of Hale Kamaole. Walking distance to Kamaole II and III, shopping, restaurants, and parks. Complex has 2 pools, gas and coal BBQs, and a tennis court, a …see more

from $100 / night

$700 / week

Book View

from $100 / night

(2) 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

Book View

from $350 / night

(3) Excellent 

23

Vacation condo in Lahaina

Maui / Lahaina

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
You will love the spectacular views from this beautiful, one bedroom, level entry, oceanfront condominium located within the Aston Mahana at Kaanapali and adjacent to Maui's beautiful Kaanapali Beach. The quiet surroundings and manicured tropical gardens at the Mahana …see more

from $305 / night

$2135 / week

Book View

from $305 / 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

Book View

from $225 / night

(2) Very Good 

24

Vacation apartment in Paia

Maui / Paia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0.5 mi
  • Child friendly
Suite w/full private bathroom in shared 2 bed 2 bath condo. Features queen-size bed, TV & free Wi-Fi. Parking may be assigned or unassigned. Shared kitchen, living room & lanai. Laundromat on site. 2 guests max. Close to Ho'okipa & Baldwin Beach, Paia Bay, Twin Falls. …see more

from $90 / night

$630 / week

Book View

from $90 / night

22

Vacation condo in Kihei

Maui / Kihei

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
2BD/2BA ocean view Steps to beach and many other amenities Come and enjoy our beautiful OCEAN VIEW unit. C building offers the only ocean views in the complex. This two-bedroom, two bath condo is located on the top floor. It is bright, cheery and has beautiful trade wi …see more

from $149 / night

$1533 / week

Book View

from $149 / night

(3) Excellent 

23

Apartment rental in Kihei with shared pool

Maui / Kihei

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located across the street from Kamaole 1 & Charley Young Beach. Its a 5 minute walk to the beach! Beautiful swimming and snorkeling beach. Ideal for taking a nice stroll and perfect for watching the sunset at night. Conveniently located within walking distance to many …see more

from $139 / night

$973 / week

Book View

from $139 / night

9

Vacation condo in Kihei

Maui / Kihei

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
****Outstanding Condo with Jacuzzi Tub, 37' LCD HDTV, iPod docking system, King Bed and free Wi-Fi + cable - Great Price for all of the amenities of Home + Great Location**** You are invited to stay in this beautiful, romantic condo in South Kihei, right next t …see more

from $225 / night

$1575 / week

Book View

from $225 / night

(1) Excellent 

21

Napili-Honokowai Vacation condo rental

Maui / Napili-Honokowai

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our ground floor "beach house" unit in the Hale Ono Loa complex is uniquely situated on the water's edge in an area known as Honokowai, bordering Ka'anapali to the north. Fully renovated in late 2014, it offers an amazing view and an amazing value. Just about everythin …see more

from $299 / night

$2093 / week

Book View

from $299 / night

(10) Excellent 

24

Vacation apartment with swimming pool in Ka'anapali

Maui / Ka'anapali

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Cozy fully furnished 2 bedroom 1 bath condo just north of Kaanapali and across from a Beach Park. Nestled along the west Maui coast, this centrally located two bedroom one bath condo at Honokowai Palms is 35 yards to the Beach Park and 70 yards to the Pacific ocean. …see more

from $120 / night

$820 - $1232 / week

Book View

from $120 / 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 $135 / night

$973 - $1750 / week

Book View

from $135 / 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

$2303 - $5243 / week

Book View

from $319 / night

24

Vacation condo rental

Maui / Spreckelsville

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Absolutely the best North Shore location! Sugar Cove sits beachfront, with launch access for windsurfers and kiters. Families love Baby Beach / Baldwin Beach, just a short walk down the street. This property is four manicured acres of grounds with only 18 oceanfront …see more

from $550 / night

$3850 / week

Book View

from $550 / night

41

Napili-Honokowai Vacation condo rental

Maui / Napili-Honokowai

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
This 1400 square foot, 2 bedroom, 2.5 bath home boasts a magnificent WRAP-AROUND LANAI with an unobstructed oceanfront view encompassing the islands of Molokai & Lanai. The second floor location is ideal for watching whales, viewing Kahana Bay or enjoying an evening bev …see more

from $300 / night

$2100 / week

Book View

from $300 / night

28

Lahaina Vacation apartment rental

Maui / Lahaina

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
The Kulakane is the most distinctive condominium building on the beautiful West Maui shore. This unit is on the first floor, steps away from the beach and with picturesque views of neighboring islands and spectacular sunsets. Watch the whales, dolphins and sea turtles u …see more

from $129 / night

$945 - $1750 / week

Book View

from $129 / night

4

Vacation villa rental

Maui / Ka'anapali

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Deluxe 1 Bedroom premium Villa ( South Side) Westin Kaanapali ocean Resorts Villas . Dates are Saturday 6/10 /2017 4pm Check In to Saturday 6/17/2017 10am check out ( dates are not flexible as this resort is fully Booked for any other dates in summer of 2017 BBQDVD …see more

from $308 / night

$2150 / week

Book View

from $308 / night

(1) Very Good 

28

Studio accommodation in Lahaina with shared pool

Maui / Lahaina

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
All of the comforts of home await you at this spacious Royal Kahana 3rd floor studio air-conditioned condominium. Your private lanai is the perfect setting to savor that morning cup of locally grown coffee while watching our beloved whales frolic (Nov-May) and enjoy fab …see more

from $107 / night

$1274 / week

Book View

from $107 / night

(11) Very Good 

27

Kihei Vacation apartment rental

Maui / Kihei

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
ALOHA! Imagine enjoying your morning coffee as whales play in the warm Pacific Ocean that lies just yards away. Enjoy long strolls on the beach - a refreshing dip in the pool and a relaxing Jacuzzi hot tub under the Maui stars and moon with the ambiance of Hawaiian tiki …see more

from $145 / night

$850 / week

Book View

from $145 / night

(18) Excellent 

25

Vacation apartment in Wailea

Maui / Wailea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Car not necessary
Here's is your chance to experience this gorgeous condo at the Palms at Wailea. Newly renovated fully air conditioned, Charcoal grey bamboo floors, Whotel Pillow top Cal king mattress including the WHotel feather bed that makes you feel like your floating. There is als …see more

from $199 / night

$1390 - $1900 / week

Book View

from $199 / night

(1) Excellent 

24

Home rental in Spreckelsville with golf nearby

Maui / Spreckelsville

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Private garden
Just around the corner from Baby Beach and Baldwin Beach. Fully remodeled in 2011!! Gorgeous updated interior. Kahale Makani is located off the ocean in Spreckelsville. By car, we’re just one minute to Sprecks, and one minute to Paia. Kahale Makani has a two story …see more

from $500 / night

$3500 / week

Book View

from $500 / night

(27) Very Good 

16

Vacation apartment in Kihei

Maui / Kihei

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
We have a welcoming second floor, 723 sq. ft. one bedroom condiminium at the Kihei Kai Nani complex across the street from a beautiful beach, Kamaole II, in Kihei (300 paces to sand). Kamaole II is a beautiful golden sand beach (rated as one of the 15 best beaches on Ma …see more

from $83 / night

$581 / week

Book View

from $83 / night

(4) Excellent 

16

Kihei Vacation apartment rental

Maui / Kihei

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 800 mi
  • Swimming pool
  • Child friendly
Enjoy paradise while at the center of most anything you want to do! From our lanai take in views of the ocean and the beautiful Haleakala mountain. A beach is just 600 feet away. Although our condo complex is conveniently located next to shopping, the beach and dining, …see more

from $165 / night

$1155 - $1435 / week

Book View

from $165 / night

(2) Very Good 

26

Vacation condo in Kihei

Maui / Kihei

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Child friendly
Beautiful extensively upgraded 2-bedroom/2-bathroom unit (sleeps 5). Beachfront with ocean views in a great location in the building! The master bedroom has a king bed with full ocean views. The guest bedroom has a queen and twin bed. There is a Mitsubishi Split (A/C) S …see more

from $195 / night

$1365 / week

Book View

from $195 / night

(1) Very Good 

14

Vacation apartment with swimming pool in Kihei

Maui / Kihei

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Aloha and welcome to Maui Condos By The Sea This is a terrific condo..not only is it located in a great, centrally located complex with a beautiful oceanfront pool, spa, kiddie pool, sauna and BBQ's, it has amazing ocean views, privacy and recently remodeled! Watch t …see more

from $160 / night

$1120 / week

Book View

from $160 / 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 $154 / night

$1078 / week

Book View

from $154 / night

12

Vacation condo with shared pool in Ka'anapali

Maui / Ka'anapali

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Kaanapali Beach Club Resort - Embassy Suites Kaanapali (EVR) 2016 Summer filling quickly. $150 OFF JULY 2016 full 7 night weekly stay only. Book early for 2017 to ensure availability! Prices below are based on full 7 night week, other durations available (2 night m …see more

from $295 / night

$1995 / week

Book View

from $295 / night

25

Wailea Vacation condo rental

Maui / Wailea

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
LOCATION LOCATION LOCATION! This was the reason my investment dream stopped here,.... I had found Island Surf! You can not help to fall in love with the southern part of Kihei. Park your rental car and walk to EVERYTHING. The convenient amenities of this condo are very …see more

from $119 / night

$833 / week

Book View

from $119 / night

(5) Excellent 

21

Vacation condo in Napili-Honokowai

Maui / Napili-Honokowai

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Napili Shores Condo #D130 Kick back and relax at beautiful Napili Shores! You can do as much or as little as you want! Lounge poolside, kick back in the jacuzzi, or lay out on the golden sandy beach at Napili Bay and let the stress of daily life just melt away. Or ma …see more

from $120 / night

$840 / week

Book View

from $120 / 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

Book View

from $165 / night

1