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Villas, Pools and Ocean Views
See private estates, beachfront villas and oceanview luxury homes on Maui.
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 $937/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 $2,010/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 $2,800/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