From $18,599/night
Hale 'Ae Kai – Balinese-Inspired Oceanfront Estate
Kilauea, Hawaii
Hale 'Ae Kai is a breathtaking Balinese-inspired luxury estate perched above Kauai's Secret Beach, offering panoramic views from Bali Hai to the...
Villas, Pools and Views
Kauai Luxury Vacation Rentals
See private estates, beachfront villas and oceanview luxury homes on Kauai.
Featured Luxury Rentals
Featured Kauai Luxury Villas and Estates
Start with private homes and oceanfront estates chosen for a higher-end Hawaii stay.
From $18,599/night
From $2,700/night
Pali Nui – Gorgeous New Kukui'ula Villa
Koloa, Hawaii
★★★★★ 10.0/10 · 21 reviews
Pali Nui is a gorgeous luxury villa in Kukui'ula's exclusive Kula Makai neighborhood on Kauai's South Shore. This 6-bedroom estate blends tropical...
From $1,208/night
Ginger Beach House – Anahola Beachfront Estate
Anahola, Hawaii
★★★★★ 9.8/10 · 124 reviews
Ginger Beach House is a luxurious beachfront vacation rental on Kauai's Anahola Bay, offering 152 feet of sandy beach frontage and sweeping ocean...
From $3,527/night
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate
Koloa, Hawaii
★★★★★ 9.8/10 · 37 reviews
Paradisio Ho'o Kumu is a premier oceanfront estate on Kauai's South Shore, offering six air-conditioned bedroom suites, a private pool and spa, and...
From $1,879/night
Hale Ohia – Private Gated Luxury Estate with Panoramic Ocean Views
Kaloa, Hawaii
★★★★★ 10.0/10 · 19 reviews
Hale Ohia is a private, gated estate and one of Kauai's premier luxury vacation rentals, offering four ocean-view suites, each with a private bath....
From $2,815/night
Kauai Kai – Luxury Oceanfront Home on Poipu Beach Coastline
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Kauai Kai is a premier oceanfront vacation rental located along the dramatic Poipu Beach coastline. This beautifully remodeled single-level estate...
From $1,492/night
Hale Mahina Hou – Luxury Kukui'ula Vacation Home with Pool and Ocean Views
Koloa, Hawaii
★★★★★ 9.6/10 · 5 reviews
Hale Mahina Hou is a luxury retreat in Kukui'ula on Kauai's sunny south shore, offering stunning ocean views, a private infinity pool and hot tub,...
From $1,721/night
Hale Kahili Nui – Poipu Beach Estates Luxury Villa
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Hale Kahili Nui is a spacious luxury villa in Poipu Beach Estates offering over 4,000 square feet of elegant living space, a private pool and spa,...
From $1,992/night
Kukui'ula Country Club Villa with Private Pool
Koloa, Hawaii
★★★★★ 10.0/10 · 22 reviews
Kukui'ula Country Club Villa is a luxurious 6-bedroom estate ideal for families or groups seeking a spacious, resort-style retreat on Kauai's South...
From $1,530/night
Kaulana Naue – Luxury Beachfront Home on Kauai’s North Shore
Hanalei, Hawaii
★★★★★ 10.0/10 · 118 reviews
Kaulana Naue is a luxurious 5,000 sq. ft. oceanfront vacation rental on Kauai's North Shore, just a short beach walk from Tunnels Beach. This...
From $1,223/night
Haena Beach House – Luxury Oceanfront Kauai Retreat
Hanalei, Hawaii
★★★★★ 9.8/10 · 56 reviews
Haena Beach House is a luxury oceanfront vacation rental on Kauai's North Shore, offering sweeping ocean views from every room. Ideal for large...
From $1,985/night
Gorgeous Poipu Villa with Pool & Spa
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
This gorgeous Poipu villa in Kukui'ula blends timeless island architecture with modern luxury, featuring 3 bedrooms in the main house and a detached...
From $3,699/night
Waiohai Beach House – Elegant Oceanview Retreat in Poipu
Koloa, Hawaii
★★★★★ 9.6/10 · 49 reviews
Waiohai Beach House is the only single-family vacation rental directly on Poipu Beach, offering relaxed oceanfront luxury in the heart of Kauai's...
From $1,840/night
Hale Kupanaha – Mid-Century Modern Luxury in Poipu
Koloa, Hawaii
★★★★★ 10.0/10 · 42 reviews
Hale Kupanaha is a stunning 4-bedroom luxury vacation rental in Poipu's prestigious Kukui'ula neighborhood, designed with mid-century-modern elegance...
From $1,962/night
Poipu Kai Hale - Oceanfront Elegance at Makahuena Point
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Poipu Kai Hale is a one-of-a-kind oceanfront vacation rental perched at Makahuena Point, offering 200 degree panoramic views from Kauai's...
From $2,625/night
Anini Vista Drive Estate - Kauai North Shore Gem
Kilauea, Hawaii
★★★★★ 10.0/10 · 10 reviews
Anini Vista Drive Estate is a luxury resort-style retreat on Kauai's North Shore, centered around a lagoon-style saltwater pool with waterfalls, a...
From $1,285/night
Modern Princeville Retreat – Hanalei Bay Rental with Private Pool
Princeville, Hawaii
This Princeville vacation rental is a brand new luxury home overlooking Hanalei Bay and the lush valley canopy of Kauai's North Shore. The 5-bedroom...
From $2,101/night
Hale Ho'ouluulu – Luxury Poipu Villa with Infinity Pool & Ocean View
Koloa, Hawaii
★★★★★ 10.0/10 · 31 reviews
Hale Ho'ouluulu is a luxury 5-bedroom villa in the prestigious Kukui'ula community on Kauai's South Shore, offering panoramic ocean, orchard, and...
From $3,780/night
Lani Kai - Beachfront on Hanalei Bay with Sauna, Hot Tub and Fire Pit
Hanalei, Hawaii
★★★★★ 9.6/10 · 35 reviews
Located directly on Hanalei Bay, Lani Kai - meaning "Heavenly Ocean Home" - is a newly renovated 4-bedroom beachfront vacation rental that blends...
From $1,800/night
Kauai Princeville Luxury Vacation Home
Princeville, Hawaii
★★★★★ 9.4/10 · 41 reviews
Perfect for couples and small groups, this elegant 3-bedroom Princeville vacation home offers a bright, open layout ideal for socializing and...
From $2,067/night
Honu Awa - Princeville Kauai Oceanfront Vacation Rental Home
Princeville, Hawaii
★★★★★ 10.0/10 · 41 reviews
Perched on a bluff overlooking the North Shore's turquoise reef and waves, Honu Awa - meaning "Turtle Cove" - is a luxurious 4-bedroom villa in...
From $1,465/night
Poipu Oasis - Poipu Vacation Home with Pool
Koloa, Hawaii
★★★★★ 10.0/10 · 36 reviews
Poipu Oasis is a custom-designed 4-bedroom vacation home with ocean views and a private pool, just steps from Poipu Beach Park on Kauai's sunny south...
From $1,800/night
Honu Point - Luxury Princeville Vacation Home near Sea Lodge Beach
Princeville, Hawaii
★★★★★ 10.0/10 · 174 reviews
Honu Point is a stunning oceanfront vacation rental perched 160 feet above the Pacific on a private peninsula in Princeville on Kauai's North Shore....
From $2,950/night
Ke Aloha Villa - 3BR Princeville Paradise with Lanai, Pool & Golf Views
Princeville, Hawaii
★★★★★ 10.0/10 · 4 reviews
Ke Aloha Villa is a newly built luxury vacation rental in Princeville offering nearly 3,000 square feet of sophisticated living space and over 1,200...
From $741/night
Lani Oasis - Princeville Vacation Home with Saltwater Pool
Princeville, Hawaii
★★★★★ 10.0/10 · 13 reviews
Lani Oasis is a family-friendly 4-bedroom vacation rental on Kauai's lush North Shore, featuring a private fenced-in saltwater pool with waterfall, a...
From $1,200/night
Serene Aliomanu Bay Vacation Rental on Kauai's East Shore
Anahola, Hawaii
★★★★★ 9.6/10 · 48 reviews
Experience true oceanfront luxury at this fully remodeled 4-bedroom vacation rental on Kauai's serene Aliomanu Bay. Just 11 steps from the water's...
From $1,214/night
Ocean Front 3-bedroom house in phenomenal Anahola with WiFi and A/C
Anahola, Hawaii
★★★★★ 2 reviews
Discover the laid-back charm of Anahola in this cozy 3-bedroom vacation home, ideal for families or small groups. Featuring two queen beds and a bunk...
From $2,050/night
Wilikoki - Beachfront Vintage Home on Hanalei Bay
Hanalei, Hawaii
★★★★★ 9.8/10 · 46 reviews
Wilikoki is a rare and charming beachfront home located directly on Hanalei Bay, offering panoramic ocean views, historic character, and unbeatable...
From $1,232/night
Kilauea Ocean Bluff Estate – Luxury 2-Bedroom Home with Secluded Beach Access
Kilauea, Hawaii
★★★★★ 10.0/10 · 6 reviews
Perched on a stunning ocean bluff on Kauai's North Shore, this 12-acre Kilauea estate offers breathtaking views of the ocean, mountains, and Kilauea...
From $1,684/night
Ke Aloha Estate - North Shore Kauai Retreat with Pool, Spa, Gym, Pool Table & Pickleball
Kilauea, Hawaii
★★★★★ 10.0/10 · 12 reviews
Located in Kilauea on Kauai's North Shore, Ke Aloha Estate is a 5-acre retreat offering a unique combination of luxury and modern amenities. This...
From $1,914/night
Hale Ma'ana Hou - Poipu Beachfront Home with A/C and Pool!
Koloa, Hawaii
★★★★★ 9.8/10 · 81 reviews
Hale Ma'ana Hou is a Mediterranean-style 5-bedroom beachfront home in Poipu, Kauai. With air-conditioning throughout the upper level and bedrooms,...