Luxury Vacation Homes in Hollywood Hills
53 properties available
HSR22-004066
Nestled amongst the treetops of Hollywood Hills, this upscale estate offers guests complete privacy and relaxation. The main house boasts spacious living areas and modern amenities, perfect for entertaining large groups or simply unwinding. There\'s also a guest house for extra visitors, plus an expansive outdoor space with a private
Willow Glen 2

Hollywood Hills -
$1,817.30 - $2,074.53 / per night + taxes & fees
5
bedrooms
5
baths
1
Half bath
10
guests
5
(9)
This property is only available for monthly stays with a minimum of 31 nights. If you are interested in short-term stays, please contact our concierge for your luxury travel needs.
Exquisitely crafted Italian villa, built from the ground up, embodying 1920s charm with modern organic elements. Tucked in the Bird Streets behind a gated entry and tal
Casa Amore

Hollywood Hills
Starting at: $2,836.64 - $4,241.71 / per night + taxes & fees
5
bedrooms
8
baths
10
guests
This property is only available for monthly stays with a minimum of 31 nights. If you are interested in short-term stays, please contact our concierge for your luxury travel needs.
Walk into a light, bright, grand entrance with a 20\' high ceiling. amazing woodburning fireplace, cool wet bar, gorgeous wood floors and city views! Spacious master re
Londonderry

Hollywood Hills
$4,090.23 - $4,770.92 / per night + taxes & fees
5
bedrooms
7
baths
10
guests
This property is only available for monthly stays with a minimum of 31 nights. If you are interested in short-term stays, please contact our concierge for your luxury travel needs.
This modern masterpiece sits minutes from the iconic Sunset Strip with unobstructed views stretching from West Hollywood to the Pacific Ocean. Architecture by world-ren
St Ives Modern

Hollywood Hills
Starting at: $2,270.25 - $3,009.10 / per night + taxes & fees
3
bedrooms
4
baths
6
guests
HSR23-000245
Located in the heart of the Hollywood Hills, on a quiet street just minutes away from the Sunset strip, this modern newly remodeled luxurious Villa is the perfect dream escape.
Elegant modern in the hills with beautiful city views. 4 bedroom & 5 bathroom home with a full backyard overlooking city views and complete with a pool, spa,
Sunset Heights

Hollywood Hills -
$1,829.95 - $2,070.20 / per night + taxes & fees
4
bedrooms
5
baths
8
guests
5
(1)
This property is only available for monthly stays with a minimum of 31 nights. If you are interested in short-term stays, please contact our concierge for your luxury travel needs.
Fully remodeled Modern-Contemporary home situated in Hollywood Hills with unobstructed, panoramic city views throughout! No expense was spared in the four level, 5 bedr
Sunset Vista Retreat

Hollywood Hills
Starting at: $1,827.42 - $2,592.42 / per night + taxes & fees
5
bedrooms
8
baths
10
guests
HSR23-001685
Indulge in the pinnacle of Hollywood Hills luxury as you step into this extraordinary residence. Prepare to be enchanted by the grandeur of this expansive home, boasting an open floor plan that seamlessly merges indoor and outdoor living. Bask in the awe-inspiring vistas that unfold from numerous vantage points, immersing you in breat
Pegasus

Hollywood Hills -
$1,703.30 - $1,908.73 / per night + taxes & fees
5
bedrooms
7
baths
12
guests
5
(1)
This property is only available for monthly stays with a minimum of 31 nights. If you are interested in short-term stays, please contact our concierge for your luxury travel needs.
A generational property of refined sophistication! The moment you walk through the expansive entryway, you\'re transported to your own island of modern luxury paradise.
Sierra Mar

Hollywood Hills
Starting at: $2,557.29 - $3,742.23 / per night + taxes & fees
3
bedrooms
4
baths
1
Half bath
6
guests
HSR23-003061
Indulge in the epitome of luxury living in this stunning, meticulously renovated home nestled in prime Hollywood Hills. Boasting 5 bedrooms, 4.5 bathrooms, and spanning over 3,600 sqft of opulent living space, this residence is a true sanctuary designed to dazzle even the most discerning connoisseurs.
Every detail has been carefully
Caverna

Hollywood Hills
$2,084.40 - $2,332.40 / per night + taxes & fees
5
bedrooms
4
baths
1
Half bath
10
guests
HSR23-000894
Serene Laurel Canyon 4 Bed Pool Home nested in the Heart of Hollywood Hills. Built-in-Kitchen with Miele appliance, granite counter tops opens to a dinning area that is steps out to a secluded kitchen patio. Grand staircase leads up to the third level with the 2Beds and Primary suite overlooking spectacular canyon views. One bedroom l
Lookout Mountain

Hollywood Hills -
$844.07 - $973.42 / per night + taxes & fees
4
bedrooms
4
baths
8
guests
5
(8)
Minimum number of nights: 31
Seated atop Mount Olympus in the heart of the Hollywood Hills, this modern, luxury masterpiece boasts extraordinary panoramic views from Downtown Los Angeles to Century City--and even Catalina, on a clear day. Ideal for entertaining, the open floor plan includes a posh home theater, as well as floor-to-ceiling Fleetwo
Hercules Sky Mansion

Hollywood Hills
Starting at: $2,825.26 - $3,805.87 / per night + taxes & fees
4
bedrooms
5
baths
1
Half bath
8
guests
This property is only available for monthly stays with a minimum of 31 nights. If you are interested in short-term stays, please contact our concierge for your luxury travel needs.
Jaw-dropping city views are totally overwhelming as you approach this awesome home in the Hollywood Hills. The residence is located at the end of a quiet cul-de-sac whi
Glencoe

Hollywood Hills
Starting at: $1,833.97 - $2,623.42 / per night + taxes & fees
4
bedrooms
4
baths
1
Half bath
8
guests
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