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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Villas in Kahoolawe

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, (77)
"Everything was wonderful… thank you so much Linda."
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
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, (192)
"Amazing family vacation!"
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
~ This Is Wailea Living ~
Sun loungers, beach towels

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (126)
"It was great place to stay , close to beach etc."
The price is AED 1,074
AED 2,388 total
includes taxes & fees
21 Jul - 22 Jul
~ This Is Wailea Living ~
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, (87)
"Great host had a lovely time thank you so much!"
5 Star Ocean View, Beach House Chic, Click the Video tour below!
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
Gated 2-story beach house with big yard
Exterior detail

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (59)
"Our family of 6 thoroughly enjoyed this house. Situated within walking distance of a great beach and close to plenty of shopping, you couldn’t ask for a better location. The property is fenced in which allows for privacy and a sense of security. There are plenty of amenities in the house including surfboards, boogie boards, chairs and an umbrella for the beach, bikes a ping pong table, a hammock and much more. We had a great time and would stay there again in a heartbeat!"
Gated 2-story beach house with big yard
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, (59)
"Overall this property was perfect. Had everything we needed for our family vacation (6 adults, 3 children). Property was clean, located close to pool and beach, shopping close by, we’d definitely stay here again in the future. "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
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
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
Rare Find! Ocean and Beach Front Cottage!
On the beach

Rare Find! Ocean and Beach Front Cottage!

9.0 out of 10, Wonderful, (4)
"We stayed a week in this cute beach front cottage. It is central located with walking distance to restaurants, surfing lessons, groceries and shops. The owner/host was easily get in touch with and accommodated us with early check in since we had a very early flight in. The view is beautiful and we watched sunset every day from our lanai. "
The price is AED 1,627
AED 3,725 total
includes taxes & fees
9 Aug - 10 Aug
Rare Find! Ocean and Beach Front Cottage!
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
Pool

Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades

10.0 out of 10, Exceptional, (55)
"This was an amazing home to stay in. It is close to a variety of beaches and restaurants, and we enjoyed being in the heart of Wailea. The home itself was clean, with comfortable beds and furniture, and had everything we needed for a relaxing vacation (i.e. beach chairs, umbrellas, cooler, laundry) "
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
Outdoor dining

Panoramic Ocean Views! - Luxury Villa! - Owner Direct!

10.0 out of 10, Exceptional, (71)
"Wonderful accommodations, great location and friendly staff!"
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
Bright and Luxurous Wailea Beach Villas I204
Pool

Bright and Luxurous Wailea Beach Villas I204

10.0 out of 10, Exceptional, (61)
"A beautiful villa, great views and plenty of amenities. Would definitely come back!"
Bright and Luxurous Wailea Beach Villas I204
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Property grounds

Luxury Oceanview Wailea Retreat [Hōkū Hale]

Luxury Oceanview Wailea Retreat [Hōkū Hale]
Ho'olei Garden View by Coldwell Banker Island Vacation
Pool

Ho'olei Garden View by Coldwell Banker Island Vacation

2.0 star property
Ho'olei Garden View by Coldwell Banker Island Vacation
Private Ocean Front at Wailea Beach Villas B102
Pool

Private Ocean Front at Wailea Beach Villas B102

10.0 out of 10, Exceptional, (29)
"Great location for adult children, aging parent alike"
Private Ocean Front at Wailea Beach Villas B102
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, (67)
"We had a terrific stay with no problems at all."
Exquisite Oceanview Villa with Resort Amenities in Gated Community
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, (132)
"We come to Maui annually for spring break. This was a great property to use as our base."
Hula On In to Beach House Chic Style, Click the Video tour below!
Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!
Pool

Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!

9.8 out of 10, Exceptional, (52)
"Family vacation "
Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!
Escape to Ho'olei – Ocean Views & Luxe Comfort
Pool

Escape to Ho'olei – Ocean Views & Luxe Comfort

9.6 out of 10, Exceptional, (75)
"Beautiful villa with all of the accommodations needed for a wonderful holiday. Perfectly located to get to all that Wailea offers."
Escape to Ho'olei – Ocean Views & Luxe Comfort
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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