Villas in Kaupakulua

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In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Villas in Kaupakulua

Wailea Beach Villas M312: Your Hawaiian Paradise
Pool

Wailea Beach Villas M312: Your Hawaiian Paradise

10.0 out of 10, Exceptional, (13)
"Wonderful views and beach!"
Wailea Beach Villas M312: Your Hawaiian Paradise
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Terrace/patio

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

10.0 out of 10, Exceptional, (83)
"Everything was great! Can’t wait to come back. "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Gated 2-story beach house with big yard
Exterior

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (64)
"Perfect beach house for a family!"
Gated 2-story beach house with big yard
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Exterior

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

10.0 out of 10, Exceptional, (27)
"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
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Terrace/patio

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

10.0 out of 10, Exceptional, (179)
"Great place !!"
$955 nightly
The price is $1,110
Oct 22 - Oct 23
Total with taxes and fees
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Outdoor pool

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

10.0 out of 10, Exceptional, (196)
"Amazing family vacation!"
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!
Outdoor dining

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

9.6 out of 10, Exceptional, (64)
"The place was beautiful! Plenty of room for the whole family. We would definitely love stay there again!"
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Bright and Luxurous Wailea Beach Villas I204
Pool

Bright and Luxurous Wailea Beach Villas I204

10.0 out of 10, Exceptional, (62)
"Great location, very clean unit. Fully stocked kitchen, spices and cooking condiments were wonderful. Property amenities are amazing including the beach service for chair and umbrella setup. Pools are great and well maintained. Our host was very kind and helpful in giving local tips "
Bright and Luxurous Wailea Beach Villas I204
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Property grounds

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

10.0 out of 10, Exceptional, (90)
"Great host had a lovely time thank you so much!"
5 Star Ocean View, Beach House Chic, Click the Video tour below!
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!
Escape to Ho'olei – Ocean Views & Luxe Comfort
Outdoor dining

Escape to Ho'olei – Ocean Views & Luxe Comfort

9.6 out of 10, Exceptional, (75)
"Property was as described, close proximity to all that we needed, would definitely stay again "
Escape to Ho'olei – Ocean Views & Luxe Comfort
I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! FLEXIBLE CANCELATION POLICY
Terrace/patio

I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! FLEXIBLE CANCELATION POLICY

9.6 out of 10, Exceptional, (19)
"Had a fantastic stay! Looking forward to returning!"
I.P.M PRESENTS: HOOLEI 99-2 BRAND NEW REMODEL - WOW! FLEXIBLE CANCELATION POLICY
Ho'olei Garden View by Coldwell Banker Island Vacation
Villa, 3 Bedrooms | Outdoor dining

Ho'olei Garden View by Coldwell Banker Island Vacation

3.0 star property
Ho'olei Garden View by Coldwell Banker Island Vacation
~ This Is Wailea Living ~
Outdoor dining

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (132)
"Everything about this condo was delightful. We enjoyed the location with nearby shopping, beaches, and restaurants. The complex itself was beautiful and peaceful. Would absolutely recommend this spot to anyone."
$453 nightly
The price is $527
Oct 20 - Oct 21
Total with taxes and fees
~ This Is Wailea Living ~
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Outdoor dining

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

10.0 out of 10, Exceptional, (58)
"We had an amazing time. Will be coming back again! "
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Property grounds

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

10.0 out of 10, Exceptional, (55)
"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
Private Ocean Front at Wailea Beach Villas B102
Interior

Private Ocean Front at Wailea Beach Villas B102

10.0 out of 10, Exceptional, (29)
"We had a great stay, Allison took care of everything we needed. Including the extras."
Private Ocean Front at Wailea Beach Villas B102
Panoramic Ocean Views at Wailea Beach Villas I503
Outdoor dining

Panoramic Ocean Views at Wailea Beach Villas I503

10.0 out of 10, Exceptional, (75)
"This villa is beautiful! Panoramic views and large rooms make it comfortable for multiple couples - we enjoyed watching whales while having morning coffee. Best location for beaches, restaurants and activities. Staff extremely helpful. Pools are beautiful and grounds lush with plantings. Will definitely come back!"
Panoramic Ocean Views at Wailea Beach Villas I503
Exquisite Oceanview Villa with Resort Amenities in Gated Community
Terrace/patio

Exquisite Oceanview Villa with Resort Amenities in Gated Community

10.0 out of 10, Exceptional, (68)
"Fantastic location; clean. Always love staying in this community. Back next year or sooner !"
Exquisite Oceanview Villa with Resort Amenities in Gated Community
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
Property grounds

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

10.0 out of 10, Exceptional, (57)
"We met up with our family fromAustralia and had a wonderful time here in Maui. The condo was very well maintained and well stocked which made for a pleasant experience. Would highly recommend. "
Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades
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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Top Kaupakulua Hotel Reviews

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"Nice property, close to the ocean, great pools and loved our hotel room. Stayed in a two bedroom / 2 bath. Close drive to Wailea. "
christiane 4-night trip
Posted 2 days ago
Hilton Grand Vacations Club Maui Bay Villas

Find out more about Kaupakulua

Find out more about Kaupakulua

Kaupakulua Villas information

Number of reviews
1,122
Accommodation
65 Villas
Lowest Price
$527
Highest Price
$1,110

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