Luxury Vacation Rentals with a Private Pool in Koloa

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 15 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Koloa

Koloa, Hawaii

Wander Kauai Sanctuary

Wander Kauai Serenity

Wander Kauai Panorama

Wander Kauai Magnificent

Welcome to private poolside luxury in Koloa

Elevate your South Shore escape with luxury private-pool vacation rentals in Koloa. Wander blends the polish of a luxury hotel with the comfort of a modern island home, delivering consistency you can count on. What you see is what you arrive to, supported by pristine cleaning, inspiring views, ultra fast WiFi, and 24/7 concierge.

Each residence centers around a private pool for uninterrupted downtime. Think sunny lanais, lush privacy, indoor and outdoor lounges, and chef-friendly kitchens that make hosting effortless. Spa-like suites, premium linens, and thoughtful work setups let you switch from poolside to productive without missing a beat. This is resort-level ease in a home that is entirely yours.

Popular private pool vacation rentals in Koloa

Wander Kauai Serenity

Next avail.

Dec 10 - Dec 13

Koloa, Hawaii

Wander Kauai Panorama

Wander Kauai Magnificent

Featured private pool vacation rentals in Koloa

Wander Kauai Serenity

Wander Kauai Magnificent

Next avail.

Jan 13 - Jan 23

614

Highlights in Koloa

Discover historic plantation towns, stunning sunny beaches, and dramatic coastal wonders on Kauai's beautiful and popular South Shore.

Old Koloa Town

Poipu Beach

Spouting Horn Park

Allerton Garden

Maha'ulepu Heritage Trail

Shipwreck Beach

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Koloa

Koloa, Hawaii

Wander Kauai Sanctuary

Wander Kauai Serenity

Wander Kauai Panorama

Wander Kauai Magnificent

Most popular amenities for private pool vacation rentals in Koloa

Beach Essentials (12)

Outdoor Dining Area (14)

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Discover more beyond the pool in Koloa

Koloa pairs a laid-back plantation-town heritage with the island’s sunniest coastline. Palm-lined streets and cobalt water set the tone for days that start slow and end with vivid sunsets over the Pacific. The South Shore stays bright and breezy most of the year, ideal for beach time, coastal walks, and ocean adventures.

Between rugged lava shelves, calm coves, and botanical wonders, the scenery feels both dramatic and welcoming. Winter brings whales offshore, summer offers glassy mornings, and trade winds keep everything comfortable. It is a destination that makes planning easy and memories linger, which is why Wander’s luxury private-pool vacation rentals in Koloa are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Koloa

Why should I book a Wander in Koloa over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.

Every home in Koloa delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in Koloa?

Some of our most popular private pool vacation rentals in Koloa include Wander Kauai Shores, Wander Kauai Oasis, and Wander Kauai Sea. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in Koloa?

Wander offers 15 private pool vacation rentals in Koloa, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in Koloa?

You can check-in to Wander private pool vacation rentals in Koloa after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Koloa have WiFi access?

Yes. Every Wander home in Koloa has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.