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
Maui Ocean Breeze, Hawaii

The property, as always, was very comfortable and enjoyable. We had been apprehensive about returning to Maui in light of the fire that had destroyed much of Lahaina, but it really did not impact our visit. Kapalua, Ka’anapali, and...

Jim P, September 2024
Villa Cascade, Turks and Caicos

10 stars rating!! It was the most luxurious place I have ever stayed in, and I loved walking out my bedroom door each morning to see my swimming pool.
The staff was incredible, and made me feel like a queen....

Jessi, January 2026
Beach Kandi, Turks and Caicos

Superior Service & beautiful villa

Amer Q., July 2025
Kishti East, Anguilla

Our week in Anguilla was perfect. The villa was exactly as described. The location, the staff — magnificent. The food blew us away. (Dinner out was more of an activity though we should’ve taken advantage of the villa chef more.)...

Emma J, December 2024
Solara, Turks and Caicos

Greg H., March 2026
Serena, St. Martin

Beautiful villa on the Baie de Rouge beach,

Pearly C, November 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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