Hawaii Poolside Escapes

Whether you’re seeking a romantic retreat or a family adventure, our meticulously curated collection of luxury villas with private pools ensures a serene haven where you can unwind, rejuvenate, and create unforgettable memories.

Los Cabos

Blue Agave

8 Guests

This seaside enclave showcases the best of Spanish hacienda entertaining ensconced in the pristine paradise of a Pueblo-style masterpiece.

Cliffside Oceanfront Views
Al-Fresco Dining Area
40,000 Gallon Infinity Pool
Private Concierge

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Big Island, Hawaii

Makai Estate

8 Guests

A Hawaiian masterpiece with spectacular vistas of the Pacific Ocean, Kohala Coastline and the Island of Maui and inviting, saltwater infinity pool with spa.

Stunning, Outdoor Pool with Views
Great Room with Natural Elements
Private, Secluded, Resort Location
Impressive, Indoor / Outdoor Kitchen + Grill

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Big Island, Hawaii

Pakui Estate

8 Guests

A Hawaiian masterpiece with spectacular vistas of the Pacific Ocean, Hualalai golf course and the Island of Maui with private pool and spa.

Private Outdoor Pool with Views
Great Room with Natural Elements
Private, Secluded, Resort Location
Private Garden Showers

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Big Island, Hawaii

Pohinahina Estate

8 Guests

Paradise has been found on this serene, luxurious estate. Open floor-to-ceiling sliding glass doors to the expansive lanai, featuring a stunning double-level infinity pool and spa that overlooks the 5th hole of the Jack Nicklaus Signature Golf Course at the Four Seasons Hualalai Resort.

Ocean and Golf Course Views
Double-Level Pool and Hot Tub
Gourmet Kitchen
Indoor/Outdoor Living

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Big Island, Hawaii

Kahua Kohola Estate

10 Guests

This 5-bed, 7-bath escape wasn’t just built on the island—it was created from it. With natural beeswax and island stone clad walls, Hawaiian spirit comes to life.

Access to Resort Amenities
Chef-Style Kitchen
Infinity Pool
Outdoor Shower Garden

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Big Island, Hawaii

Hale Lani

10 Guests

Hale Lani offers comfortable resort living for the family and the deep, wide lanai is perfect for entertaining, opening onto a manicured lawn, inﬁnity edge pool and spa.

Plunge Pool and Outdoor Shower
Indoor/Outdoor Living
Infinity Pool with Ocean Views
Chef-Style Kitchen

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Big Island, Hawaii

Pauoa Beach

10 Guests

Pauoa Beach invites you to experience the best of indoor/outdoor living, Hawaii-style complete with infinity pool, romantic zen garden, and lanai.

Infinity Pool
Beach Access
Outdoor Bar
Gourmet Kitchen

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Big Island, Hawaii

Hale Laueki

10 Guests

From the zen-like garden and water features at the entrance, along verdant breezeways connecting luxurious suites with exterior garden showers and soaking tubs, to elegant indoor and outdoor living spaces overlooking the private pool, Ke’olu Golf Course, and the Pacific Ocean – discover pure tranquility and exquisite opulence at Hale Laueki.

Golf Course & Ocean Views
Indoor/Outdoor Living
Gourmet Kitchen
Infinity Pool & Spa

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Oahu, Hawaii

Hale Oli Oli

12 Guests

Discover true luxury and serenity at this spectacular oceanfront villa just steps from the white sand of Kailua Beach. Inside is a free-flowing open layout, a beautifully-designed gourmet kitchen, and six luxurious bedrooms, including a one-of-a-kind primary suite. Outside, discover a new favorite spot every day, with multiple lanais, a private pool, and a grassy lawn with cozy outdoor lounge areas, hammocks, and plenty of ocean views.

Ocean View Front
Private Pool
Luxurious Primary Suite
Gourmet Kitchen

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Authentic Cuvée Experiences

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