Book Villas in Upcountry Maui, HI

Top Villas in Upcountry Maui

OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!

$217

per night

May 25 - May 26

This villa features free WiFi in public areas, a garden, and barbecue grills.

Kitchen

Barbecue grill

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

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This villa features a gym and a spa tub. Barbecue grills are provided for your convenience.

Hot Tub

Pool

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

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This villa includes a garden and barbecue grills.

Oceanview Penthouse, sleeps up to 16 guests!

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This villa includes a garden and barbecue grills.

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

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This villa features an outdoor pool and a gym. Enjoy the spa tub and perks like free WiFi. Concierge services and barbecue grills are also provided.

Hot Tub

Pool

Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa

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This villa features a gym and a spa tub. There's a sauna on site, and concierge services and barbecue grills are also offered.

AMAZING LOCATION in the HEART of WAILEA!! WBV H102!

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This villa features a gym and a spa tub. Concierge services and barbecue grills are also provided.

Hot Tub

Kitchen

OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!

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This villa includes a garden and barbecue grills.

Kitchen

Barbecue grill

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

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This villa features a gym and a spa tub. Barbecue grills are provided for your convenience.

New Ka'anapali Deluxe Villa Ocean and Island view

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This villa features barbecue grills.

Hawaii Life Vacations Hoolei Wailea Lux Residence Overlooking Resort Pool

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This villa features a gym and a spa tub. Families will appreciate the playground and barbecue grills. A garden is also provided.

Hot Tub

Kitchen

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

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This villa features an outdoor pool and a gym. There's a spa tub on site, and concierge services and barbecue grills are also offered.

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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.

Top hotels in Upcountry Maui

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy, Lahaina, HI

$238

per night

May 27 - May 28

8.4/10 Very Good! (3,001 reviews)

Upcountry Maui Villas essential information

Accommodation	19 Villas
Lowest Price	$217
Highest Price	$999
Popular accommodation	OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!, Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!, OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!, Oceanview Penthouse, sleeps up to 16 guests!, Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere, Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa, AMAZING LOCATION in the HEART of WAILEA!! WBV H102!, OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!, Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei, New Ka'anapali Deluxe Villa Ocean and Island view, Hawaii Life Vacations Hoolei Wailea Lux Residence Overlooking Resort Pool, I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY