Compare Kaupakulua Villas

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Featured Villas in Kaupakulua

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

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

Kula HI
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Panoramic Ocean Views at Wailea Beach Villas I503

Panoramic Ocean Views at Wailea Beach Villas I503

Wailea HI
Guests of this villa enjoy features like a gym, a hot tub, and an arcade/game room. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach villa include laundry facilities and barbecue grills.
Pool
Hot Tub
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

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

Kihei HI
This villa features an outdoor pool, a children's pool, and a gym. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach villa include free WiFi in public areas, a hot tub, and laundry facilities.
Pool
Hot Tub
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS

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

Kihei HI
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This beach villa also has a garden.
Pool
Kitchen
Gated 2-story beach house with big yard

Gated 2-story beach house with big yard

Kihei HI
At this villa, guests have access to laundry facilities, local meal delivery service, and barbecue grills. This villa also has a garden.
Kitchen
Washer
~ BOOK WITH WITH US AND WITH CONFIDENCE THOUGH 2031 ~

~ BOOK WITH WITH US AND WITH CONFIDENCE THOUGH 2031 ~

Kihei HI
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This golf villa also has barbecue grills.
Pool
Hot Tub
Maui Villa with Lanai Views Gourmet Kitchen Elevator and Resort Amenities

Maui Villa with Lanai Views Gourmet Kitchen Elevator and Resort Amenities

Wailea HI
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Private Ocean Front at Wailea Beach Villas B102

Private Ocean Front at Wailea Beach Villas B102

Wailea HI
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. This beach villa also has barbecue grills.
Pool
Hot Tub
Indulge in Maui luxury: private lanai, gourmet kitchen, waterfall pool & jacuzzi

Indulge in Maui luxury: private lanai, gourmet kitchen, waterfall pool & jacuzzi

Wailea HI
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
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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.

Hotel Options in Kaupakulua

    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive Kihei HI
    $1,030 nightly
    The price is $1,222 total per night from Apr 5 to Apr 6
    $1,222 total
    Apr 5 - Apr 6
    Total with taxes and fees
    8.8/10 Excellent! (1,007 reviews)
    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive Kihei HI
    $1,265 nightly
    The price is $1,502 total per night from Mar 9 to Mar 10
    $1,502 total
    Mar 9 - Mar 10
    Total with taxes and fees
    9.6/10 Exceptional! (1,007 reviews)
    Maui Seaside Hotel

    Maui Seaside Hotel

    100 W Kaahumanu Ave Kahului HI
    $244 nightly
    The price is $290 total per night from Mar 9 to Mar 10
    $290 total
    Mar 9 - Mar 10
    Total with taxes and fees
    8.8/10 Excellent! (1,308 reviews)

Luxury Villas

Book luxury villas in Kaupakulua
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Kaupakulua. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Kaupakulua, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Kaupakulua
You won’t have a problem finding your own space in Kaupakulua. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Kaupakulua on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Kaupakulua rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Kaupakulua Villas essential information

Accommodation
72 Villas
Lowest Price
$290
Highest Price
$1,502
Popular accommodation
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views, Panoramic Ocean Views at Wailea Beach Villas I503, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS, Gated 2-story beach house with big yard, ~ BOOK WITH WITH US AND WITH CONFIDENCE THOUGH 2031 ~, Maui Villa with Lanai Views Gourmet Kitchen Elevator and Resort Amenities, Private Ocean Front at Wailea Beach Villas B102, Indulge in Maui luxury: private lanai, gourmet kitchen, waterfall pool & jacuzzi