Vacation Homes For Sale That Are True Dream Escapes

600 Haumana Road, Maui

Destination: Located on 73 acres, the property encompasses Kealii Point between Uaoa Bay and Pilale Bay on Maui’s north coast. The secluded estate occupies nearly a half mile of coastline, keeping neighbors—and tourists—far from sight.

Residence: Acclaimed professional windsurfer Robby Naish and his wife, Katie, built the 6,000-square-foot home in 2005, creating a five-bedroom retreat that merges with its surroundings. Pocket doors open the great room to ocean and park-like views, while a guest wing, chef’s kitchen, bar, and dining room optimize the home for guests and entertaining. Outside, a covered lanai leads to a 10-foot-deep pool with waterfall and spa. A private well and state-of-the-art PV solar-power system help keep energy costs low.

To do: A 2,000-square-foot barn/workshop has plenty of room for ATVs, jet skis, surfboards, and other equipment for water sports.

Inquiries: $18 million; Josh Jerman and Tim Stice,

Residence 5221 at Montage Los Cabos

Destination: Located along Los Cabos’ Golden Corridor, the 1,400-acre Twin Dolphin Community includes 52 residences at Montage Los Cabos, the 122 guest-room Montage resort, and an additional 144 homes and homesites at Maravilla, a private residential community and club.

Residence: Local designer Anna Ruby created this three-bedroom unit with a design aesthetic that brings the sophistication of Mexico City to the beaches of Baja. Ocean views are framed through expansive window walls, while a neutral palette allows the colors of nature to take center stage. Some of the more whimsical pieces in the 4,878-square-foot unit include a “sombrero mirror” in the entry; hand-painted textiles and Mexican leather adorned pillows; woven pendants and thatched-palm floor lamp; and even a one-of-a-kind canoe.

To do: Residents have immediate access to Cabo’s only year-round swimmable beach, as well as the 40,000-square-foot Spa Montage, and the Twin Dolphin Club, which includes an 18-hole Fred Couples golf course, clubhouse, and expansive kids club with rock-climbing wall and DJ station. Additionally, owners can experience the resort’s private campsite, paintball and archery courses, and miles of hiking and biking trails.

Inquiries: $3.55 million;

Alpine Homes at Benloch Ranch, Kamas, Utah

Destination: This 2,550-acre community adjacent to Victory Ranch, is just 19 miles from Park City, and will include everything from 2,150 homes to a commercial center with grocery store, retail, restaurants, and shuttle service.

Residence: This two-bedroom home features 2,542 square feet of space and was designed by Wheelhaus and Nomad Soul as a modern take on the classic A-frame. Each features Tesla solar panels and battery systems and building materials include sustainably grown redwood decks, reclaimed barnwood siding, and spray-foam insulation.

To do: Access more than 20 miles of trails for hiking, biking, and cross-country skiing, as well as a sledding hill with rope tow, skeet shooting range, archery, ice skating pond, and glamping.

Inquiries: $747,900;


Estate Home E, Montage Healdsburg

Destination: The resort, located adjacent to the Alexander Valley and the Russian River Valley, is set on 258 acres of Sonoma countryside and includes 22,000 carefully preserved oak trees. All residences at the Montage Healdsburg are surrounded by a private vineyard helmed by winemaker Jesse Katz of Aperture Cellars, as well as the 130-room Montage Healdsburg Resort.

Residence: Designed for indoor/outdoor living, this 6,419-square-foot residence is one of just 15 Estate Homesites, designed by BAR Architects and featuring four bedrooms, a den, a media room, expansive outdoor terraces, a private spa and pool, and a two-car garage.

To do: Owners have direct access to special estate wine releases, private tours, winemaking events, and a dedicated row of vines named for the first 10 homeowners, as well as access to the Montage restaurants and resort amenities like two swimming pools, fitness center, yoga, archery, cycling, and pickleball.

Inquiries: $1.35 million;

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