Some vacations are about the destination. The great ones are about who’s there — grandparents, grandkids, siblings, cousins, all under one roof. These three Hawaii Hideaways homes were made for exactly that: big gatherings, private pools, beachfront mornings, and enough bedrooms that nobody draws the short straw.
Golden Sands — Beachfront Kaanapali, Maui
9 bedrooms · 9.5 baths · Sleeps 22 · 11,000 sq ft · From $8,000/night

One of only six beachfront residential parcels in all of Kaanapali, Golden Sands is the pinnacle of Maui vacationing. Four heated pools, a shaded center pavilion, a poolside grill with dining for 14, a game room, media room, fitness room, and a chef’s kitchen — all steps from the sand, with five-star resort dining and spas next door.

With nine bedrooms and panoramic ocean-view interiors, there’s space for three generations to spread out — and gather back together at sunset.
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Mango Sol Estate — Beachfront Waimanalo, Oahu
9 bedrooms · 7.5 baths · Sleeps 20 · 9,000 sq ft · 30-day exclusive rentals — please inquire

Set on the #1-rated Waimanalo Beach, Mango Sol Estate pairs floor-to-ceiling glass and Ko’olau Mountain views with a large pool, lava-rock waterfall, water slide, and hot tub. Its guest wing converts into a completely separate three-story home — ideal when two families want togetherness with a door to close.

Note: Mango Sol Estate is offered exclusively as a 30-day rental, made for families planning an extended escape — a sabbatical month, a milestone celebration with room to breathe, or a home base for exploring Oahu.
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Beach Paradise — Beachfront Kihei, Maui
6 bedrooms · 5.5 baths · Sleeps 12 · 4,500 sq ft · From $2,800/night

A classic two-story Maui beach house with the sand about 50 feet out back. Private saline pool heated to 80 degrees, al fresco dining for 12, a covered lanai overlooking the beach — and 15+ restaurants, shops, and a grocery store within walking distance.

Six light-filled bedrooms, open-plan living with high ceilings, and a walkable Kihei location make this the easy, car-optional family base.
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Ready to gather your family in Hawaii?
Tell us about your trip — your dates, your group, your wish list — and a Hawaii Destination Expert will respond within 4 business hours. Call 808-878-8559 or send an inquiry through our contact page.