Dream Vacation Homes From The Beach To The Mountains

As summer kicks into high gear, thoughts turn to buying that dream vacation home. From the beach to the mountains, here are several prime properties on the market right now. 

Starting in San Diego, one of America’s favorite cities, is a Point Loma gated estate majestically perched above the bay. Currently listed for $11.8 million, the home and grounds are five-star resort quality. Set on just under an acre, the property has an excellent vantage for watching boats glide into the harbor and planes landing on North Island. The city of San Diego and its downtown skyline beckon. The home, heavy on the feel of Hawaii living, has 10,406 square feet of living space with six bedrooms and seven bathrooms.

Custom craftsmanship can be seen in the warm Koa wood flooring that creates the canvas for the home’s interiors. An abundance of natural light fills the home’s two levels with dramatic bay views. A new free-form swimming pool with lounging areas and a summer kitchen pavilion overlook the bay and beyond. So, say Aloha to Point Loma. 

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Moving from the ocean to the mountains of Montana is a ski-in-ski-out property located at the Whitefish Mountain Resort. Ponderosa Chalet is on the market for $3.999 million. This two-bedroom luxury chalet (part of the Snow Bears Chalet brand) is only three (count them) steps to Whitefish Mountain’s Hope Slope, which is open for night skiing.

The treehouse chalet has a strong pedigree as an investment property; VRBO recently named Ponderosa Chalet one of its “25 All-Time Favorite” properties. This is the first time the chalet has been on the market. If buying a ski home is on your to-do list you might consider Ponderosa Chalet with its views, location, and income potential.  

Looking for that perfect place to play golf and enjoy a four-season vacation living in Truckee near North Lake Tahoe. Then this newly built, 3,591-square-foot home in the private golf community of Gray’s Crossing, listed at $3.295 million, was designed for comfortable family living.

The modern home’s location on the 14th green is a golfer’s dream. You can move-in into this turnkey designer furnished home one night and tee off the following day. Walls of glass and two expansive upper-level decks with mountain and golf course views make this home picture perfect from every angle. Having friends for a weekend of golf, they will appreciate the four bedrooms, each with en-suite baths. 

Gray’s Crossing is a four-season resort with a Peter Jacobson-designed championship golf course, fitness center with swimming pools, and a spa. Just out the front door is hiking and biking trails, fishing, canoeing, kayaking, and much more. The slopes of Northstar California, Squaw Valley and Alpine Meadows are just a short drive away. 

Here’s the Wild Horse Ranch in Leadville, Colorado, for $3.995 million. This ranch is located in the high country of Colorado’s Sawatch and Mosquito Mountain ranges, on 326 plus acres. Only 38 miles from Vail, this property offers the best in privacy and nearby sophisticated amenities. Included in the ranch offering are two miles of private fishing along the headwaters of the Arkansas River. The mountain and river views on the property are outstanding. 

The property includes a rustic three-bedroom, 2.5-bath home and attached barn. The new owner could potentially expand the ranch, as the infrastructure is in place to create the perfect multi-generational retreat.

The Garden Island of Kauai’s Poipu Beach is the location for this custom 3-bedroom, 3.5 bath home, which is authentically classic Hawaii. Ohana means family and this two-story home is perfect for celebrating the art of the vacation with family and friends. Offered at $2.6 million, you will find indoor-outdoor living throughout. A lanai with a firepit, swimming pool, and spa leads to an outdoor walled bamboo shower, all surrounded by lush tropical landscaping. Oversized covered lanais around the home offer more lounging spaces. Brazilian cherry flooring adds a cool tropical vibe to the property.  

For those wanting some income, this is a fully furnished licensed vacation rental home. Its location on the 1st hole of the Robert Trent Jones designed within Kiahuna Golf Course adds to the home’s appeal. 

Even if you are not in the market right now to buy a dream vacation home you can enjoy “just looking.”


Hawai’i Life, National Parks Realty, Slifer Smith & Frampton Real Estate, Tahoe Mountain Real Estate and Willis Allen Real Estate are exclusive members of Forbes Global Properties, a consumer marketplace and membership network of elite brokerages selling the world’s most luxurious homes.

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