Luxury Vacation Rentals with a Private Pool in Hollywood Hills, Los Angeles

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

Top-rated private pool vacation rentals in Hollywood Hills, Los Angeles

Luxury

Howard Hughes Estate: Spanish Revival Gem w/ Pool, Wine Cellar & Guest House

7 bedrooms•8 baths

•

New

~$10,140 less than other sites

Luxury

Panoramic Sunset

4 bedrooms•3 baths

•

~$385 less than other sites

Stunning home with pool and spa In Los Feliz – Close to Hollywood

4 bedrooms•4 baths

Luxury

Modern Hills Sanctuary

3 bedrooms•3 baths

•

~$3,425 less than other sites

Luxury

Villa Lareira

5 bedrooms•5.5 baths

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New

~$820 less than other sites

Luxury

Villa Croft, Beverly Hills Luxury Hideaway

5 bedrooms•5.5 baths

New

Luxury

Collina Royale

5 bedrooms•8 baths

•

New

~$4,390 less than other sites

Luxury

Genesee Modern - Luxe Los Angeles Home, West Hollywood, Pool+Spa

5 bedrooms•5.5 baths

New

Welcome to private poolside luxury in Hollywood Hills, Los Angeles

Welcome to Hollywood Hills, reimagined by Wander. Our luxury private pool vacation rentals in Hollywood Hills are designed for elevated downtime, with sparkling water, sunlit terraces, and panoramic settings that feel both secluded and spectacular.

Every home blends hotel-grade polish with the ease of a private residence. Expect pristine cleaning, ultra fast WiFi for seamless work sessions, plush linens, and thoughtful smart-home touches. With 24/7 concierge service and outdoor spaces crafted for lazy afternoons by the pool or low-key evenings under the stars, booking a Wander ensures your Los Angeles stay looks and feels exactly as exceptional as promised.

Available soon in Hollywood Hills, Los Angeles

Luxury

Panoramic Sunset

4 bedrooms•3 baths

•

~$385 less than other sites

Luxury

Modern Hills Sanctuary

3 bedrooms•3 baths

•

~$3,425 less than other sites

Luxury

Villa Lareira

5 bedrooms•5.5 baths

•

New

~$820 less than other sites

Luxury

Villa Croft, Beverly Hills Luxury Hideaway

5 bedrooms•5.5 baths

•

New

~$775 less than other sites

Luxury

Colgate Vantage - The House of Views, Rooftop Deck & Hollywood Hills Vistas

5 bedrooms•6 baths

•

New

~$380 less than other sites

Luxury

Sinatra House - Historic Former Sinatra & Ava Gardner Home in Hollywood Hills

4 bedrooms•4 baths

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~$560 less than other sites

Iconic

London Dream: Glamorous Sunset Strip Modern Compound with Theater, Pool & Spa

5 bedrooms•8 baths

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New

~$1,335 less than other sites

Luxury

Sierra Bonita - Hollywood Hills Mid-Century, Pool & Guest House

5 bedrooms•5.5 baths

•

New

~$4,325 less than other sites

Featured private pool vacation rentals in Hollywood Hills, Los Angeles

Luxury

Howard Hughes Estate: Spanish Revival Gem w/ Pool, Wine Cellar & Guest House

7 bedrooms•8 baths

•

New

~$10,140 less than other sites

Luxury

Panoramic Sunset

4 bedrooms•3 baths

•

~$385 less than other sites

Luxury

Modern Hills Sanctuary

3 bedrooms•3 baths

•

~$3,425 less than other sites

Luxury

Villa Lareira

5 bedrooms•5.5 baths

•

New

~$820 less than other sites

Luxury

Villa Croft, Beverly Hills Luxury Hideaway

5 bedrooms•5.5 baths

New

Luxury

Collina Royale

5 bedrooms•8 baths

•

New

~$4,390 less than other sites

Luxury

Genesee Ave Farmhouse - Contemporary Oasis with Pool and Theater

5 bedrooms•6 baths

•

New

~$2,615 less than other sites

Luxury

Gardner Modern - Exquisite Modern Villa with Pool & Theater in Beverly Grove

5 bedrooms•5.5 baths

•

~$770 less than other sites

Highlights in Hollywood Hills, Los Angeles

Experience the glitz and natural beauty of the Hollywood Hills, featuring iconic landmarks, scenic hikes, and world-class entertainment.

The Hollywood Sign

Griffith Observatory

Hollywood Bowl

Runyon Canyon Park

Universal Studios Hollywood

Lake Hollywood Park

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 Hollywood Hills, Los Angeles

Luxury

Howard Hughes Estate: Spanish Revival Gem w/ Pool, Wine Cellar & Guest House

7 bedrooms•8 baths

•

New

~$10,140 less than other sites

Luxury

Panoramic Sunset

4 bedrooms•3 baths

•

~$385 less than other sites

Stunning home with pool and spa In Los Feliz – Close to Hollywood

4 bedrooms•4 baths

Luxury

Modern Hills Sanctuary

3 bedrooms•3 baths

•

~$3,425 less than other sites

Luxury

Villa Lareira

5 bedrooms•5.5 baths

•

New

~$820 less than other sites

Luxury

Villa Croft, Beverly Hills Luxury Hideaway

5 bedrooms•5.5 baths

New

Luxury

Collina Royale

5 bedrooms•8 baths

•

New

~$4,390 less than other sites

Luxury

Genesee Modern - Luxe Los Angeles Home, West Hollywood, Pool+Spa

5 bedrooms•5.5 baths

New

View all homes

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Exercise equipment (5)

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Discover more beyond the pool in Hollywood Hills, Los Angeles

Perched above the city, the Hollywood Hills deliver cinematic vistas at every turn. Trace Mulholland Drive for classic overlooks, circle the Lake Hollywood Reservoir beneath the iconic sign, or greet the day on the ridgeline trails of Runyon Canyon. When night falls, the Hollywood Bowl and the Sunset Strip set the tempo.

Creativity hums through this storied enclave, from Laurel Canyon’s legacy to contemporary galleries and dining just down the hill. With quick access to studios, trailheads, and nightlife, the Hills balance inspiration and convenience in equal measure. That is why Wander’s luxury private pool vacation rentals in Hollywood Hills are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Hollywood Hills, Los Angeles

Why should I book a Wander in Hollywood Hills, Los Angeles 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 Hollywood Hills, Los Angeles 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 Hollywood Hills, Los Angeles?

Some of our most popular private pool vacation rentals in Hollywood Hills, Los Angeles include Howard Hughes Estate: Spanish Revival Gem w/ Pool, Wine Cellar & Guest House, Panoramic Sunset, and Stunning home with pool and spa In Los Feliz – Close to Hollywood.. 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 Hollywood Hills, Los Angeles?

Wander offers 81 private pool vacation rentals in Hollywood Hills, Los Angeles, 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 Hollywood Hills, Los Angeles?

You can check-in to Wander private pool vacation rentals in Hollywood Hills, Los Angeles after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Hollywood Hills, Los Angeles have WiFi access?

Yes. Every Wander home in Hollywood Hills, Los Angeles 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.