Luxury Vacation Rentals with a Private Pool in Waikoloa

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 17 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Waikoloa

Ainamalu

4 bedrooms•3 baths

New

Mauna Lani KaMilo #217

4 bedrooms•3 baths

•

~$285 less than other sites

Mauna Lani KaMilo #311

3 bedrooms•3 baths

New

KaMilo (333) Home at Mauna Lani Resort

4 bedrooms•4.5 baths

•

~$365 less than other sites

Luxury

Laule'a at Mauna Lani Resort #5

4 bedrooms•4.5 baths

•

~$635 less than other sites

Champion Ridge Home

4 bedrooms•4.5 baths

•

~$575 less than other sites

Luxury

Champion Ridge 7

4 bedrooms•5.5 baths

•

~$715 less than other sites

Kulalani 1004

2 bedrooms•2 baths

•

~$110 less than other sites

Welcome to private poolside luxury in Waikoloa

Set your out-of-office beside your own pool. Wander offers luxury vacation rentals in Waikoloa, Hawaii, pairing ocean-kissed views with the reliability of a five-star stay. Each private-pool home is designed for indoor-outdoor living, with sunlit lanais, contemporary finishes, and thoughtful spaces for quiet mornings or productive afternoons.

Every stay looks like the photos and feels impeccably cared for, with pristine cleaning and 24/7 concierge support. Enjoy ultra fast WiFi, premium linens, and intuitive smart-home touches. From sunrise laps to starlit dips, your private pool is the centerpiece, turning downtime into an experience you will want to repeat.

Available soon in Waikoloa

Ainamalu

4 bedrooms•3 baths

•

New

~$180 less than other sites

Mauna Lani KaMilo #217

4 bedrooms•3 baths

•

~$285 less than other sites

Featured private pool vacation rentals in Waikoloa

Luxury

Laule'a at Mauna Lani Resort #5

4 bedrooms•4.5 baths

•

~$635 less than other sites

Champion Ridge Home

4 bedrooms•4.5 baths

•

~$575 less than other sites

Luxury

Champion Ridge 7

4 bedrooms•5.5 baths

•

~$715 less than other sites

Luxury

Mauna Lani Lux Golf Estate (5) at One Ocean

6 bedrooms•6.5 baths

•

New

~$1,240 less than other sites

Luxury

Mauna Lani Lux Golf Estate (6) at One Ocean

6 bedrooms•6.5 baths

•

New

~$950 less than other sites

House of the Turtle at Champion Ridge, Mauna Lani (CR 18)

4 bedrooms•4.5 baths

•

~$655 less than other sites

Luxury

Beach Walker at Champion Ridge

4 bedrooms•4.5 baths

•

New

~$865 less than other sites

Laule'a at the Mauna Lani Resort #14

4 bedrooms•4.5 baths

•

New

~$660 less than other sites

Highlights in Waikoloa

Discover sun-drenched beaches, ancient petroglyph trails, and world-class golf along the Kohala Coast of Hawaii's Big Island.

Anaehoomalu Bay (A-Bay)

Waikoloa Petroglyph Preserve

Kings' Shops and Queens' MarketPlace

Dolphin Quest Hawaii

Hapuna Beach State Recreation Area

Puako Petroglyph Archaeological Preserve

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 Waikoloa

Ainamalu

4 bedrooms•3 baths

New

Mauna Lani KaMilo #217

4 bedrooms•3 baths

•

~$285 less than other sites

Mauna Lani KaMilo #311

3 bedrooms•3 baths

New

KaMilo (333) Home at Mauna Lani Resort

4 bedrooms•4.5 baths

•

~$365 less than other sites

Luxury

Laule'a at Mauna Lani Resort #5

4 bedrooms•4.5 baths

•

~$635 less than other sites

Champion Ridge Home

4 bedrooms•4.5 baths

•

~$575 less than other sites

Luxury

Champion Ridge 7

4 bedrooms•5.5 baths

•

~$715 less than other sites

Kulalani 1004

2 bedrooms•2 baths

•

~$110 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Waikoloa

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Discover more beyond the pool in Waikoloa

Waikoloa sits on the sunny Kohala Coast, where rugged lava fields give way to turquoise coves and long, gentle swells. Days are warm, the trade winds are kind, and sunsets seem to linger. Golf, coastal paths, tranquil bays, and sail-ready waters create an easy rhythm from morning to dusk.

Petroglyph preserves, volcanic panoramas, and clear night skies offer a sense of place you can feel. The area balances calm with convenience, so you can lean into adventure or pure relaxation without compromise. Which is why Wander's luxury vacation rentals in Waikoloa, Hawaii are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Waikoloa

Why should I book a Wander in Waikoloa 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 Waikoloa 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 Waikoloa?

Some of our most popular private pool vacation rentals in Waikoloa include Ainamalu, Mauna Lani KaMilo #217, and Mauna Lani KaMilo #311. 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 Waikoloa?

Wander offers 17 private pool vacation rentals in Waikoloa, 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 Waikoloa?

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

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

Yes. Every Wander home in Waikoloa 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.