Kauai

What more is there to say about Hawaii? This quintessential getaway should be experienced with the five senses, and Sheldon James villas offer a luxurious indoor-outdoor headquarters from which to explore the island paradise. Come with us and see how we deliver the aloha spirit with style.

Discover our 7 luxury villa rentals

$1,260 - $5,000/nt
Hale Mahina Hou, Hawaii, Kauai
12 Guests • 4 Bedrooms • 4.5 Bathrooms
$1,300 - $4,500/nt
Hale Pomaika’i Mau, Hawaii, Kauai
10 Guests • 4 Bedrooms • 4.5 Bathrooms
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Villa Reviews

  • 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

  • Solara, Turks and Caicos

    The home was beautiful, the staff was lovely and very accommodating. Dan was our right hand man the whole trip, making sure our cups were never empty and that we were always happy. He took great care of us...

    Cam N, May 2024

  • Beach Enclave GB Oceanview Villa 6bdr, Turks and Caicos

    We had a great experience at beach enclave. 5 star property and service. The only confusion was at first when the villa number/size was slightly different than what we thought we signed up for, but nonetheless we had a...

    Matt P, February 2023

  • 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
$1,500 - $4,500/nt
Honu Awa, Hawaii, Kauai
8 Guests • 4 Bedrooms • 4.5 Bathrooms
$2,000 - $5,000/nt
Hale Pakika at Kukui’ula, Hawaii, Kauai
12 Guests • 5 Bedrooms • 5.5 Bathrooms
$2,500 - $9,500/nt
Hale Keaka at Kukui’ula, Hawaii, Kauai
14 Guests • 6 Bedrooms • 6.5 Bathrooms
$3,200 - $8,000/nt
Hale Makau, Hawaii, Kauai
14 Guests • 5 Bedrooms • 5.5 Bathrooms
$6,000 - $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.
Client-first focusHand-select villasA trusted network

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.

Thank you for contacting us!

A Villa Expert will be in touch with you shortly. If you want to speak to someone immediately, please give us a call.

Toll Free: 1-888-277-8882
International: +1 514-400-5151

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