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Villas, Pools and Ocean Views
Maui luxury vacation rentals include villas, estates, private pool homes, ocean-view condos and larger retreats across the island. Choose extra space in Wailea, Kaanapali, Kapalua, North Shore or Upcountry areas.
Featured Luxury Rentals
Start with private homes and oceanfront estates chosen for a higher-end Hawaii stay.
From $19,548/night
This ultra-luxury Makena Beach estate is a spectacular 6-bedroom, 7.5-bathroom retreat offering 8,030 square feet of refined indoor-outdoor living on...
From $11,524/night
Ka'anapali Beachfront Estate is an extraordinary 9-bedroom, 9.5-bath vacation rental located on one of only six beachfront parcels in Ka'anapali....
From $2,995/night
Lahaina Oceanfront Mansion is Maui's largest luxury vacation rental, offering nearly 12,000 square feet of modern elegance with 10 master suites, a...
From $1,899/night
Garuda Estate is a serene 3-bedroom, 3,300 sq ft luxury villa in Launiupoko, West Maui, offering sweeping ocean views and an idyllic setting just...
From $2,848/night
This luxury West Maui villa is a spectacular vacation rental located directly across the street from one of the island's top-rated beaches in Napili....
From $7,832/night
Hawaiiana Hale is a luxurious beachfront vacation rental on Maui's Ka'anapali Beach, offering sweeping ocean views, a heated seaside pool and hot...
From $1,450/night
Seaview is a spacious and serene Upcountry Maui vacation rental designed for families or groups seeking privacy, comfort, and panoramic coastal...
From $15,935/night
Ka'anapali Beachfront Estate is Maui's most extraordinary new luxury vacation rental, spanning 11,000 square feet with 11 bedrooms and situated...
From $891/night
Kula Luxury Home is a peaceful Upcountry Maui vacation rental for up to four guests, offering sweeping ocean and pasture views, a private pool and...
From $1,768/night
This Napili luxury vacation rental is a gated 6-bedroom home just 300 feet from the ocean in West Maui, offering spectacular views, a resort-style...
From $2,900/night
Paradise Cove is a serene oceanfront vacation home in Napili, West Maui, offering 3 bedrooms, 3.5 bathrooms, and panoramic views of Lana'i and...
From $1,830/night
Nalu House is a charming, designer-renovated vacation rental in the heart of Paia, just steps from Paia Bay and moments from boutique shops and...
From $2,829/night
Pacific View is a 5-acre gated estate in the West Maui Mountains offering 4,000+ square feet of living space, panoramic ocean views, and resort-style...
More Luxury Stays
See more high-end homes from the same collection in a simple, easy-to-scan layout.
Maui's Premier Vacation Home: New Pickleball Court and Unmatched Luxury for Family Reunions
Lani Paradise Oceanfront Retreat with Private Pool
A Rare Find: Legal Beachfront Vacation Home on Maui’s Sunny South Shore
Gorgeous Oceanfront Home with Pool and Hot Tub in Paia
Luxury Napili Waterfront Home
Maui North Shore Villa: Private Pool, Courtyard & Steps to Baby Beach
Pililani - Upcountry Maui Private Resort on 4 Acres with Fruit Trees, Pool, Tennis, Hot Tub & Sauna
Beach Paradise: 6 BR Kihei Beachfront Home with Pool