Luxury Villa Rentals in Kauai

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Why Kauai? It’s a question that you need to answer in person, with our Kauai luxury villas ready to show you what the fuss is all about. This green, lush place is perfect for nature lovers; guests also love testing out the island’s world class golf.

Why Kauai? It’s a question that you need to answer in person.

Discover our 8 luxury villa rentals

$1,260 - $5,000/nt

Hale Mahina Hou, Hawaii, Kauai

12 Guests • 4 Bedrooms • 4 Bathrooms

$1,300 - $4,500/nt

Hale Pomaika’i Mau, Hawaii, Kauai

10 Guests • 4 Bedrooms • 4 Bathrooms

$1,500 - $4,500/nt

Honu Awa, Hawaii, Kauai

8 Guests • 4 Bedrooms • 4 Bathrooms

$2,000 - $5,000/nt

Hale Pakika at Kukui’ula, Hawaii, Kauai

12 Guests • 5 Bedrooms • 5 Bathrooms

$2,500 - $9,500/nt

Hale Keaka at Kukui’ula, Hawaii, Kauai

14 Guests • 6 Bedrooms • 6 Bathrooms

Villa Reviews

Hokulani 825, Hawaii

Great place and amazing service. Very profession team we loved them and our get away there in Maui 🙂

Jamie E., May 2025
Makena Kai, Hawaii

Our family has worked with James D’Silva for several years to create perfect villa vacations that perfectly meet our needs. We have booked vacations with him in Hawaii, Cabo San Lucas, Jamaica, etc. He and his team are always customer...

Brian M, July 2021
Hokulani 825, Hawaii

Trip was wonderful and the accommodates met our high expectations. James and team did a nice job
communicating and providing details.

Ben, February 2025
Dolphin Manor, Hawaii

Great house, as advertised. Nicely furnished. Pool is smaller than I thought from the pictures, but I should have looked more carefully. Activities and arranged chef were wonderful. The outreach from the concierge distinguished SJ and was much appreciated.

Dave B., December 2025
Tremblant Village Walk,

Wade and the Sheldon James team were incredibly helpful and provided a true 5-star service and product. Their chalet recommendation was a perfect fit for our needs and the attention to detail during our entire stay was impeccable including the...

Bernard A, April 2025
The Resort, Spain

The Sheldon James team knocked it out of the park again for our annual trip. We are typically confirming late into the rental season but Wade and his team always comes through with a great rental property for our large...

Hillary Fujii, June 2024
L’Ecume Des Jours, St. Martin

Spent a magical few days at L’écume des jours in St-Martin. Everything was taken care of to reach the property, to return to the airport, for the car rental, stocking,...

Ken Y., May 2025
Hacienda Magica, Riviera Maya

We had visited this villa many years ago so knew the basic set up. The new owners have kept the charm and updated it to be more comfortable and modern. It is spacious, with multiple places both for groups to...

Leslie H., March 2026
Villa Cascade, Turks and Caicos

Villa Cascade was the most luxurious place I have stayed in so far and has now set the bar for my family and I. Everywhere I looked there was something beautiful, comfortable, and thoughtfully designed. The staff was absolutely incredible....

Katie, January 2026
Villa Azetes, St. Barts

Loved it! Excellent work to get the two villas near each other. cleaning people were great. Loved the food they brought us

David K, December 2025

$2,995 - $6,000/nt

Hale O Ka Nene, Hawaii, Kauai

15 Guests • 6 Bedrooms • 6 Bathrooms

$3,200 - $8,000/nt

Hale Makau, Hawaii, Kauai

14 Guests • 5 Bedrooms • 5 Bathrooms

The Garden Isle of Kauai is chill even by Hawaiian standards, letting you really slow down. Staying at one of our Kauai luxury villas is the perfect way to take in its incredible mountainscapes, quaint restaurants, and activities on the crystal-clear water at your own pace.

$7,500 - $15,000/nt

Dali Hale, Hawaii, Kauai

12 Guests • 8 Bedrooms • 8 Bathrooms

THE SHELDON JAMES WAY

Whether it’s choosing the perfect villa in Hawaii for your group or building a custom menu of high-end activities and services, we don’t leave any details to chance. Along with its trusted on-island partners, Sheldon James has got you covered from start to finish and can’t wait to show you how luxury villa travel really can be.

Our guest-first focus

You’re always our top priority–we’ve got you covered on all your travel needs before, during and after your stay.

Hand-selected villas

Our standards are high. Each and every villa we offer has been visited or thoroughly reviewed by a member of our team.

A trusted network

We only work with partners we know and trust, so you can count on them to reflect our values and standards.

Our mission is to transform our experience and relationships into a unique offering for you.

explore the world

We have much more than you see here. Want to escape to Thailand or an exclusive villa in Mykonos? We can do that.

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Internal Info

Supplier:
Commission Value:
Link to Rates:
Price & Villa Details:
Villa Status:
Villa Status Description:
Sales Pitch (INTERNAL VIC TOOL):
Look Before You Book Details:
Whitelabel URL:

Internal Info

Supplier:
Commission Value:
Link to Rates:
Price & Villa Details:
Villa Status:
Villa Status Description:
Sales Pitch (INTERNAL VIC TOOL):
Look Before You Book Details:
Whitelabel URL:

Discover our 8 luxury villa rentals in Kauai

THE SHELDON JAMES WAY

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