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

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

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

Home in Los Angeles property photo 1

Home in Los Angeles

2 bedrooms•2 baths
809 US dollars for 2 nights•
Property in Mid-Wilshire, Los Angeles property photo 1
Luxury

Property in Mid-Wilshire, Los Angeles

7 bedrooms•8 baths
26,200 US dollars for 4 nights•
New
Property in Hollywood Hills, Los Angeles property photo 1
Iconic

Property in Hollywood Hills, Los Angeles

4 bedrooms•8 baths
150,015 US dollars for 7 nights•
New
Property in West Hollywood, Los Angeles property photo 1
Iconic

Property in West Hollywood, Los Angeles

5 bedrooms•8 baths
New
Property in Hollywood Hills, Los Angeles property photo 1
Iconic

Property in Hollywood Hills, Los Angeles

5 bedrooms•8 baths
60,238 US dollars for 3 nights•
New
Property in Los Angeles property photo 1
Luxury

Property in Los Angeles

4 bedrooms•5 baths
New
Property in Hollywood Hills, Los Angeles property photo 1
Iconic

Property in Hollywood Hills, Los Angeles

4 bedrooms•7 baths
New
Apartment in Los Angeles property photo 1

Apartment in Los Angeles

1 bedroom•1 bath
Welcome to private poolside luxury in Hollywood Hills, Los Angeles

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

Home in Beverly Hills property photo 1
Luxury

Home in Beverly Hills

6 bedrooms•6.5 baths
10,314 US dollars for 3 nights•
New
Property in West Hollywood, Los Angeles property photo 1
Luxury

Property in West Hollywood, Los Angeles

5 bedrooms•5.5 baths
8,939 US dollars for 3 nights•
New
Property in West Hollywood, Los Angeles property photo 1
Luxury

Property in West Hollywood, Los Angeles

4 bedrooms•6 baths
6,561 US dollars for 2 nights•
Property in Hollywood Hills, Los Angeles property photo 1
Luxury

Property in Hollywood Hills, Los Angeles

5 bedrooms•4.5 baths
6,413 US dollars for 2 nights•
Property in West Hollywood, Los Angeles property photo 1
Luxury

Property in West Hollywood, Los Angeles

6 bedrooms•6 baths
9,860 US dollars for 3 nights•
Property in West Hollywood, Los Angeles property photo 1
Luxury

Property in West Hollywood, Los Angeles

5 bedrooms•5.5 baths
10,114 US dollars for 4 nights•
Property in West Hollywood, Los Angeles property photo 1
Luxury

Property in West Hollywood, Los Angeles

4 bedrooms•5 baths
7,107 US dollars for 3 nights•
Property in Hollywood Hills, Los Angeles property photo 1

Property in Hollywood Hills, Los Angeles

5 bedrooms•4 baths
8,496 US dollars for 4 nights•

Featured private pool vacation rentals in Hollywood Hills, Los Angeles

Property in Mid-Wilshire, Los Angeles property photo 1
Luxury

Property in Mid-Wilshire, Los Angeles

7 bedrooms•8 baths
26,200 US dollars for 4 nights•
New
Property in Hollywood Hills, Los Angeles property photo 1
Iconic

Property in Hollywood Hills, Los Angeles

4 bedrooms•8 baths
150,015 US dollars for 7 nights•
New
Property in Hollywood Hills, Los Angeles property photo 1
Iconic

Property in Hollywood Hills, Los Angeles

5 bedrooms•8 baths
60,238 US dollars for 3 nights•
New
Property in West Hollywood, Los Angeles property photo 1
Luxury

Property in West Hollywood, Los Angeles

5 bedrooms•6 baths
10,560 US dollars for 2 nights•
New
Property in West Hollywood, Los Angeles property photo 1
Luxury

Property in West Hollywood, Los Angeles

5 bedrooms•6 baths
New
Home in Beverly Hills property photo 1
Luxury

Home in Beverly Hills

6 bedrooms•6.5 baths
10,314 US dollars for 3 nights•
New
Property in Beverly Hills, Los Angeles property photo 1
Luxury

Property in Beverly Hills, Los Angeles

6 bedrooms•8.5 baths
New
Property in West Hollywood, Los Angeles property photo 1
Luxury

Property in West Hollywood, Los Angeles

5 bedrooms•5.5 baths
8,939 US dollars for 3 nights•
New

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

Home in Los Angeles property photo 1

Home in Los Angeles

2 bedrooms•2 baths
809 US dollars for 2 nights•
Property in Mid-Wilshire, Los Angeles property photo 1
Luxury

Property in Mid-Wilshire, Los Angeles

7 bedrooms•8 baths
26,200 US dollars for 4 nights•
New
Property in Hollywood Hills, Los Angeles property photo 1
Iconic

Property in Hollywood Hills, Los Angeles

4 bedrooms•8 baths
150,015 US dollars for 7 nights•
New
Property in West Hollywood, Los Angeles property photo 1
Iconic

Property in West Hollywood, Los Angeles

5 bedrooms•8 baths
New
Property in Hollywood Hills, Los Angeles property photo 1
Iconic

Property in Hollywood Hills, Los Angeles

5 bedrooms•8 baths
60,238 US dollars for 3 nights•
New
Property in Los Angeles property photo 1
Luxury

Property in Los Angeles

4 bedrooms•5 baths
New
Property in Hollywood Hills, Los Angeles property photo 1
Iconic

Property in Hollywood Hills, Los Angeles

4 bedrooms•7 baths
New
Apartment in Los Angeles property photo 1

Apartment in Los Angeles

1 bedroom•1 bath
View all homes

Most popular amenities for private pool vacation rentals in Hollywood Hills, Los Angeles

Outdoor pool (75)
Heated pool (54)
Hot tub (43)
Ev charger (5)
Sauna (8)
Ocean view (4)
Jacuzzi (5)
Wet bar (3)
Private chef (1)
Gym (8)
Wine cellar (1)
Exercise equipment (6)
Basketball court (4)
Movie theater (1)
Mountain view (23)
Fire place (62)

More popular private pool destinations near Hollywood Hills, Los Angeles

Private pool vacation rentals in Los Angeles
Private pool vacation rentals in Bel Air, Los Angeles
Private pool vacation rentals in West Hollywood, Los Angeles
Private pool vacation rentals in Beverly Hills, Los Angeles
Private pool vacation rentals in Studio City, Los Angeles
Private pool vacation rentals in Venice, Los Angeles
Private pool vacation rentals in Sherman Oaks, Los Angeles
Private pool vacation rentals in Tarzana, Los Angeles

Other popular amenities & vacation types in Hollywood Hills, Los Angeles

Family vacation rentals in Hollywood Hills, Los Angeles
Pet-friendly vacation rentals in Hollywood Hills, Los Angeles
Large group vacation rentals in Hollywood Hills, Los Angeles
Hot tub vacation rentals in Hollywood Hills, Los Angeles
Discover more beyond the pool in Hollywood Hills, Los Angeles

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 K-Town Lux Living - 2 BD Home W/Parking Amenities, Howard Hughes Estate: Spanish Revival Gem w/ Pool, Wine Cellar & Guest House, and Collingwood - Modern Architectural Home with Spectacular Views. 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 75 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.