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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 38 Villas in Kahoolawe with updated reviews, rates, and availability.

~ This Is Wailea Living ~
Point of interest

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (121)
"Great location. Everything just as advertised"
The price is AED 1,010
AED 2,293 total
includes taxes & fees
3 Jun - 4 Jun
~ This Is Wailea Living ~
Hula On In to Beach House Chic Style, Click the Video tour below!
Outdoor pool

Hula On In to Beach House Chic Style, Click the Video tour below!

10.0 out of 10, Exceptional, (130)
"Condo was very clean, comfortable, and just perfect for our week vacation in Maui with our teen children. Would highly recommend! "
Hula On In to Beach House Chic Style, Click the Video tour below!
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Outdoor pool, an infinity pool

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

10.0 out of 10, Exceptional, (74)
"Our family vacation PH H101 this home is the best . Linda is a great host always answered our request we will be back "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Private Ocean Front at Wailea Beach Villas B102
Pool

Private Ocean Front at Wailea Beach Villas B102

10.0 out of 10, Exceptional, (27)
"The unit and property were beautiful. Very spacious and loved being so close to the ocean. Hope to be back again soon. "
Private Ocean Front at Wailea Beach Villas B102
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Pool

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

10.0 out of 10, Exceptional, (54)
"Property is totally amazing. Wonderful location, amenities and cleanliness. Our family loved our stay. We will return. "
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Exquisite Oceanview Villa with Resort Amenities in Gated Community
Pool

Exquisite Oceanview Villa with Resort Amenities in Gated Community

10.0 out of 10, Exceptional, (63)
"As advertised, property was lovely and suitable for our family. Beautiful view and very comfortable. "
Exquisite Oceanview Villa with Resort Amenities in Gated Community
Gated 2-story beach house with big yard
Exterior detail

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (55)
"The house was perfect for our visit with family. There were multiple areas inside and out to relax or spend time in. The grounds were beautiful...even one orchid blooming. "
Gated 2-story beach house with big yard
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Exterior

RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS

10.0 out of 10, Exceptional, (188)
"Nice property, great views. Would stay again. "
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
A waterfall pool

Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

9.6 out of 10, Exceptional, (55)
"We had a wonderful vacation and this location was perfect. After visiting multiple areas in Maui, we decided we like this area best "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach.
Outdoor pool

Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach.

9.8 out of 10, Exceptional, (56)
"Absolutely stunning property. Private pool, love birds and other birds galore. Property is as listed. Watch the whales from the pool deck. We hung out at the pool all the time. Totally private. Terri was wonderful to work with. She kept in touch during our stay. She also stocked our suite with bananas, mango and other treats. The outside shower is to die for. "
Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach.
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Outdoor pool

5 Star Ocean View, Beach House Chic, Click the Video tour below!

10.0 out of 10, Exceptional, (86)
"Great host had a lovely time thank you so much!"
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Pool

Spectacular 3rd Row Villa at Ho'olei with Ocean Views

10.0 out of 10, Exceptional, (56)
"We had an amazing time. Will be coming back again! "
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain
Property grounds

Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain

10.0 out of 10, Exceptional, (1)
"Four adults and two kids had a wonderful stay. Kitchen had everything we needed. Kids loved the pool. Adults enjoyed the beach and the view. We all appreciated the beach toys and used them well "
Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain
Exquisite Spacious Wailea Beach Villas H102
Pool

Exquisite Spacious Wailea Beach Villas H102

9.8 out of 10, Exceptional, (64)
"Great stay for my wife and two daughters. Property was perfect and everything went smoothly. Monique helped us check in and she was outstanding. Five Stars for her too! Thank you for a wonderful vacation. "
Exquisite Spacious Wailea Beach Villas H102
Oceanview Penthouse, sleeps up to 16 guests!
Beach nearby

Oceanview Penthouse, sleeps up to 16 guests!

9.4 out of 10, Exceptional, (15)
"Great place, a perfect destination for a family trip"
Oceanview Penthouse, sleeps up to 16 guests!
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Outdoor pool, a heated pool

I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY

10.0 out of 10, Exceptional, (26)
"It was a great stay and the host was very responsive with any questions we may have had. Aloha and mahalo"
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Aloha Villas Resort | 12 Bed, 12.5 Bath
Outdoor dining

Aloha Villas Resort | 12 Bed, 12.5 Bath

9.8 out of 10, Exceptional, (43)
"No detail, communication or service was less than spectacular. From the fully equipped villas to games and lush greenery, we enjoyed our home in paradise for two weeks. Thank you to Jude and Mary for promptly responding to our needs throughout our stay."
Aloha Villas Resort | 12 Bed, 12.5 Bath
CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!
Beach nearby, sun loungers, beach towels

CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!

9.6 out of 10, Exceptional, (64)
"Nice unit. We enjoyed our stay and hope to come back someday soon. The unit was in a quiet area near everything Maui has to offer. The complex was quiet and clean. We would stay again. "
CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!
Rare Find! Ocean and Beach Front Cottage!
On the beach

Rare Find! Ocean and Beach Front Cottage!

10.0 out of 10, Exceptional, (2)
"Over all great time. You will loose your parking spot almost every time you leave as it is next to beach access."
The price is AED 1,017
AED 2,890 total
includes taxes & fees
28 May - 29 May
Rare Find! Ocean and Beach Front Cottage!
Exquisite Oceanfront Wailea Beach Villas B202
Pool

Exquisite Oceanfront Wailea Beach Villas B202

10.0 out of 10, Exceptional, (2)
"We stayed 10 days and had a great time. The location is perfect to keep everyone busy and still be able to chill out at the pool. Our 2nd time at the property. Highly recommend the location. "
Exquisite Oceanfront Wailea Beach Villas B202
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kahoolawe

Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.4 out of 10, Very Good, (745)
"We had a great time! "
Maui Beach Vacation Club
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1064)
"We love the location to go anywhere on the island or just a short drive into Kihei. Beautiful beach and nice pool area!"
Sugar Beach Resort
Maui Sunset
View from property

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (430)
"Great place to stay for a Maui vacation. Central location, nice pool, and rooms with solid amenities. "
Maui Sunset
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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