Holly Olstein-Bernabe
Based in San Francisco, CA
English
Holly Olstein-Bernabe
Ask me about
My Story
Vacation is essential for disconnecting from our everyday lives and recharging our batteries. I have a passion for the mountains, beaches, family travel, adventure, delicious meals and spa rejuvenation. I am passionate about hearing where people's adventures take them and helping them create unforgettable memories.
Travel Style
In winter, I thrive on skiing in the mountains all day, followed by après-ski with friends, a cozy dinner and a warm fire. In summer, the mountains call to me for hiking, biking and taking in spectacular views. I love jumping in the waves at the beach with my family or unwinding with a good book while enjoying the scenery. Whether traveling with our two kids, escaping with my husband or enjoying a girls' getaway, I find joy in every adventure. Wellness retreats like Miraval are a personal favorite, as travel truly resets the soul. The planning is all part of the journey, and I love being a part of it.
Reviews (14)
Brooke S.
a year ago
A special thank you to our agent, Holly, who went above and beyond to ensure our trip was seamless. She not only worked tirelessly to keep our family together but also secured an incredible upgrade that made our stay even more memorable. Her coordination of our activities was flawless, allowing us to fully enjoy our time without a single worry. Her dedication and expertise truly elevated our experience, and we are so grateful for her efforts.
Gwen F.
a year ago
Holly was collaborative, helpful and friendly throughout the travel planning process. I started not having a specific destination and her guidance and research helped narrow options down quickly. Working with Holly made our trip planning so much less stressful. She also sent us a wonderful bottle of champagne that we enjoyed for our anniversary. I will definitely work with Holly again.
Jean K.
a year ago
Holly made the reservation process seamless and chose the perfect room for me and my kids for move in week. I simply gave her my dates and she searched for the best combination or pricing, amenities, and location. I didn't even have to think! Holly did all the thinking for me and made the process of a very stressful time, extremely easy. I look forward to using Holly's services for all of my travel needs!
Julie Radlauer D.
2 years ago
I can't say enough about Holly as a travel advisor. She did an amazing job organizing our stay at Miraval and even helped us decide which activities to participate in. I have worked with Holly on other travel adventures and she is always looking out for the customer. She doesn't hesitate to pick up the phone with hotels to ask specific questions, and always responds to emails and texts quickly. Working with Holly you can see that she is passionate about travel as well as supporting the people that are going on the adventures. I would highly recommend working with Holly as a travel advisor and will use her for my future travel.
Jen Meerow B.
2 years ago
Holly is the best! She gave us detailed information and helped us make choices. She worked so fast on our last-minute booking and went above and beyond to make our visit to Bahamas and Florida really special.
Brooke S.
a year ago
A special thank you to our agent, Holly, who went above and beyond to ensure our trip was seamless. She not only worked tirelessly to keep our family together but also secured an incredible upgrade that made our stay even more memorable. Her coordination of our activities was flawless, allowing us to fully enjoy our time without a single worry. Her dedication and expertise truly elevated our experience, and we are so grateful for her efforts.
Gwen F.
a year ago
Holly was collaborative, helpful and friendly throughout the travel planning process. I started not having a specific destination and her guidance and research helped narrow options down quickly. Working with Holly made our trip planning so much less stressful. She also sent us a wonderful bottle of champagne that we enjoyed for our anniversary. I will definitely work with Holly again.
Jean K.
a year ago
Holly made the reservation process seamless and chose the perfect room for me and my kids for move in week. I simply gave her my dates and she searched for the best combination or pricing, amenities, and location. I didn't even have to think! Holly did all the thinking for me and made the process of a very stressful time, extremely easy. I look forward to using Holly's services for all of my travel needs!
Julie Radlauer D.
2 years ago
I can't say enough about Holly as a travel advisor. She did an amazing job organizing our stay at Miraval and even helped us decide which activities to participate in. I have worked with Holly on other travel adventures and she is always looking out for the customer. She doesn't hesitate to pick up the phone with hotels to ask specific questions, and always responds to emails and texts quickly. Working with Holly you can see that she is passionate about travel as well as supporting the people that are going on the adventures. I would highly recommend working with Holly as a travel advisor and will use her for my future travel.
Travel ideas (6)
Exploring the Luxury and Adventure at Montage Big Sky
My recent visit to Montage Big Sky was a special experience that combined the awe-inspiring beauty of the Big Sky mountains with cherished family moments. I’ve always had a deep love for the mountains and the breathtaking scenery
Montage Big Sky is special because it offers an unparalleled blend of luxury and adventure. Nestled in the breathtaking mountains, where personalized service and stunning natural beauty create memorable experiences for everyone.
We stayed in one of the expansive residences, which was the perfect setting for our group. Adventures included horseback riding, fly fishing and exploring Yellowstone on a private tour with Truman. Another highlight of our trip was attending a local rodeo, which was an exciting and authentic experience that we all really enjoyed.
Exploring the Luxury and Adventure at Montage Big Sky
My recent visit to Montage Big Sky was a special experience that combined the awe-inspiring beauty of the Big Sky mountains with cherished family moments. I’ve always had a deep love for the mountains and the breathtaking scenery
Montage Big Sky is special because it offers an unparalleled blend of luxury and adventure. Nestled in the breathtaking mountains, where personalized service and stunning natural beauty create memorable experiences for everyone.
We stayed in one of the expansive residences, which was the perfect setting for our group. Adventures included horseback riding, fly fishing and exploring Yellowstone on a private tour with Truman. Another highlight of our trip was attending a local rodeo, which was an exciting and authentic experience that we all really enjoyed.
Discover the Magic of Aspen: Unforgettable Winter or Summer Adventures
Aspen holds a special place in my heart, and I always look forward to visiting. Having lived there and married in this picturesque town, I can vouch for its distinctive charm and many attractions.
When visiting, all the stress lifts off my shoulders, and I can’t help but smile as I breathe in the fresh mountain air.
Skiing is my happy place. I know Aspen Mountain (aka Ajax) like the back of my hand, offering some of the best runs and stunning views that make every descent memorable. Après-ski is a cherished tradition in Aspen, with countless fantastic spots to unwind and savor the experience.
The summers are equally as fabulous, with hiking, biking, music festivals, and great weather creating the perfect backdrop for outdoor adventures and relaxation. The quaint streets are lined with boutiques of all types, art galleries, and great restaurants, making every stroll through town a memorable experience.
Discover the Magic of Aspen: Unforgettable Winter or Summer Adventures
Aspen holds a special place in my heart, and I always look forward to visiting. Having lived there and married in this picturesque town, I can vouch for its distinctive charm and many attractions.
When visiting, all the stress lifts off my shoulders, and I can’t help but smile as I breathe in the fresh mountain air.
Skiing is my happy place. I know Aspen Mountain (aka Ajax) like the back of my hand, offering some of the best runs and stunning views that make every descent memorable. Après-ski is a cherished tradition in Aspen, with countless fantastic spots to unwind and savor the experience.
The summers are equally as fabulous, with hiking, biking, music festivals, and great weather creating the perfect backdrop for outdoor adventures and relaxation. The quaint streets are lined with boutiques of all types, art galleries, and great restaurants, making every stroll through town a memorable experience.
Miraval Arizona: A Sanctuary for Wellness, Self-Discovery & Rejuvenation
I often visit Miraval with a great girlfriend from college, and we always have a wonderful time laughing and enjoying the peaceful surroundings. Miraval Arizona offers a perfect blend of relaxation, spiritual rejuvenation and personal growth, making it an ideal retreat for anyone seeking to rejuvenate their mind and body, as well as their spirit. From the moment we arrive, we are captivated by the landscape and luxurious accommodations of this desert oasis. Each day is filled with a variety of wellness activities tailored to our interests. We indulge in spa treatments, meditation sessions and explore the natural beauty of the desert.
Miraval Arizona: A Sanctuary for Wellness, Self-Discovery & Rejuvenation
I often visit Miraval with a great girlfriend from college, and we always have a wonderful time laughing and enjoying the peaceful surroundings. Miraval Arizona offers a perfect blend of relaxation, spiritual rejuvenation and personal growth, making it an ideal retreat for anyone seeking to rejuvenate their mind and body, as well as their spirit. From the moment we arrive, we are captivated by the landscape and luxurious accommodations of this desert oasis. Each day is filled with a variety of wellness activities tailored to our interests. We indulge in spa treatments, meditation sessions and explore the natural beauty of the desert.
New Zealand 10 Day Adventure: From Glaciers to Glowworms
New Zealand holds a special place in my heart because it offered us the perfect blend of breathtaking landscapes, thrilling adventures and serene moments. From the snow-capped peaks to the crystal-clear waters, every corner of this country is a testament to nature's beauty. What made this trip even more special was the opportunity to share these experiences with my loved ones, creating memories that we'll cherish forever. Whether it was the thrill of exploring glacier lakes by helicopter, the tranquility of kayaking through glowworm canyons or simply enjoying a quiet moment on a secluded beach, New Zealand gave us experiences that are truly unparalleled. It’s a place where adventure meets peace, and where every moment feels like a scene from a postcard.
New Zealand 10 Day Adventure: From Glaciers to Glowworms
New Zealand holds a special place in my heart because it offered us the perfect blend of breathtaking landscapes, thrilling adventures and serene moments. From the snow-capped peaks to the crystal-clear waters, every corner of this country is a testament to nature's beauty. What made this trip even more special was the opportunity to share these experiences with my loved ones, creating memories that we'll cherish forever. Whether it was the thrill of exploring glacier lakes by helicopter, the tranquility of kayaking through glowworm canyons or simply enjoying a quiet moment on a secluded beach, New Zealand gave us experiences that are truly unparalleled. It’s a place where adventure meets peace, and where every moment feels like a scene from a postcard.
Costa Rica's Papagayo: A Tropical Paradise of Luxurious Adventure
Costa Rica's Papagayo Peninsula is special to me because it was where my family of nine met to celebrate my dad's birthday. We stayed in a stunning villa at the Four Seasons, surrounded by breathtaking scenery and vibrant wildlife, including playful monkeys that delighted us daily. Our experience was made even more memorable by the exceptional service of Kenneth, our personal attendant, who ensured every detail of our stay was perfect. The combination of family, natural beauty, and outstanding hospitality made this trip truly unforgettable.
Costa Rica's Papagayo: A Tropical Paradise of Luxurious Adventure
Costa Rica's Papagayo Peninsula is special to me because it was where my family of nine met to celebrate my dad's birthday. We stayed in a stunning villa at the Four Seasons, surrounded by breathtaking scenery and vibrant wildlife, including playful monkeys that delighted us daily. Our experience was made even more memorable by the exceptional service of Kenneth, our personal attendant, who ensured every detail of our stay was perfect. The combination of family, natural beauty, and outstanding hospitality made this trip truly unforgettable.
Luxurious Family Escape: A Guide to Jumby Bay, Antigua
Jumby Bay holds a special place in my heart because it was where we celebrated my dad's 80th birthday with our extended family of nine. Staying in a private villa, we experienced impeccable service and unforgettable moments. Our butler, Nyoki, anticipated our every need, and Chef Garrett's culinary creations were nothing short of amazing. From the breathtaking views to the fun-filled activities like tennis, snorkeling and the kids club, every detail was perfect. It was a celebration that created lasting memories in a truly beautiful setting.
Luxurious Family Escape: A Guide to Jumby Bay, Antigua
Jumby Bay holds a special place in my heart because it was where we celebrated my dad's 80th birthday with our extended family of nine. Staying in a private villa, we experienced impeccable service and unforgettable moments. Our butler, Nyoki, anticipated our every need, and Chef Garrett's culinary creations were nothing short of amazing. From the breathtaking views to the fun-filled activities like tennis, snorkeling and the kids club, every detail was perfect. It was a celebration that created lasting memories in a truly beautiful setting.
Exploring the Luxury and Adventure at Montage Big Sky
My recent visit to Montage Big Sky was a special experience that combined the awe-inspiring beauty of the Big Sky mountains with cherished family moments. I’ve always had a deep love for the mountains and the breathtaking scenery
Montage Big Sky is special because it offers an unparalleled blend of luxury and adventure. Nestled in the breathtaking mountains, where personalized service and stunning natural beauty create memorable experiences for everyone.
We stayed in one of the expansive residences, which was the perfect setting for our group. Adventures included horseback riding, fly fishing and exploring Yellowstone on a private tour with Truman. Another highlight of our trip was attending a local rodeo, which was an exciting and authentic experience that we all really enjoyed.
Exploring the Luxury and Adventure at Montage Big Sky
My recent visit to Montage Big Sky was a special experience that combined the awe-inspiring beauty of the Big Sky mountains with cherished family moments. I’ve always had a deep love for the mountains and the breathtaking scenery
Montage Big Sky is special because it offers an unparalleled blend of luxury and adventure. Nestled in the breathtaking mountains, where personalized service and stunning natural beauty create memorable experiences for everyone.
We stayed in one of the expansive residences, which was the perfect setting for our group. Adventures included horseback riding, fly fishing and exploring Yellowstone on a private tour with Truman. Another highlight of our trip was attending a local rodeo, which was an exciting and authentic experience that we all really enjoyed.
Discover the Magic of Aspen: Unforgettable Winter or Summer Adventures
Aspen holds a special place in my heart, and I always look forward to visiting. Having lived there and married in this picturesque town, I can vouch for its distinctive charm and many attractions.
When visiting, all the stress lifts off my shoulders, and I can’t help but smile as I breathe in the fresh mountain air.
Skiing is my happy place. I know Aspen Mountain (aka Ajax) like the back of my hand, offering some of the best runs and stunning views that make every descent memorable. Après-ski is a cherished tradition in Aspen, with countless fantastic spots to unwind and savor the experience.
The summers are equally as fabulous, with hiking, biking, music festivals, and great weather creating the perfect backdrop for outdoor adventures and relaxation. The quaint streets are lined with boutiques of all types, art galleries, and great restaurants, making every stroll through town a memorable experience.
Discover the Magic of Aspen: Unforgettable Winter or Summer Adventures
Aspen holds a special place in my heart, and I always look forward to visiting. Having lived there and married in this picturesque town, I can vouch for its distinctive charm and many attractions.
When visiting, all the stress lifts off my shoulders, and I can’t help but smile as I breathe in the fresh mountain air.
Skiing is my happy place. I know Aspen Mountain (aka Ajax) like the back of my hand, offering some of the best runs and stunning views that make every descent memorable. Après-ski is a cherished tradition in Aspen, with countless fantastic spots to unwind and savor the experience.
The summers are equally as fabulous, with hiking, biking, music festivals, and great weather creating the perfect backdrop for outdoor adventures and relaxation. The quaint streets are lined with boutiques of all types, art galleries, and great restaurants, making every stroll through town a memorable experience.
Miraval Arizona: A Sanctuary for Wellness, Self-Discovery & Rejuvenation
I often visit Miraval with a great girlfriend from college, and we always have a wonderful time laughing and enjoying the peaceful surroundings. Miraval Arizona offers a perfect blend of relaxation, spiritual rejuvenation and personal growth, making it an ideal retreat for anyone seeking to rejuvenate their mind and body, as well as their spirit. From the moment we arrive, we are captivated by the landscape and luxurious accommodations of this desert oasis. Each day is filled with a variety of wellness activities tailored to our interests. We indulge in spa treatments, meditation sessions and explore the natural beauty of the desert.
Miraval Arizona: A Sanctuary for Wellness, Self-Discovery & Rejuvenation
I often visit Miraval with a great girlfriend from college, and we always have a wonderful time laughing and enjoying the peaceful surroundings. Miraval Arizona offers a perfect blend of relaxation, spiritual rejuvenation and personal growth, making it an ideal retreat for anyone seeking to rejuvenate their mind and body, as well as their spirit. From the moment we arrive, we are captivated by the landscape and luxurious accommodations of this desert oasis. Each day is filled with a variety of wellness activities tailored to our interests. We indulge in spa treatments, meditation sessions and explore the natural beauty of the desert.
Travel photos
