Golden Sands estate at twilight with lit pool and pavilion, Kaanapali MauiGolden Sands estate at twilight with lit pool and pavilion, Kaanapali MauiGolden Sands estate at twilight with lit pool and pavilion, Kaanapali Maui

3 Hawaii Vacation Homes Made for Large Family Getaways

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

Golden Sands estate at twilight with lit pool and pavilion, Kaanapali Maui

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.

Open living area with ocean and pool views at Golden Sands, Maui

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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Pool with ocean view and pavilion at Golden Sands, Kaanapali

Mango Sol Estate — Beachfront Waimanalo, Oahu

9 bedrooms · 7.5 baths · Sleeps 20 · 9,000 sq ft · 30-day exclusive rentals — please inquire

Aerial of Mango Sol Estate with pool, waterfall slide and oceanfront, Waimanalo Oahu

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.

Mango Sol Estate at twilight with lit pool and Tiki torches, Waimanalo

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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Pool with lava rock waterfall and slide at Mango Sol Estate, Waimanalo

Beach Paradise — Beachfront Kihei, Maui

6 bedrooms · 5.5 baths · Sleeps 12 · 4,500 sq ft · From $2,800/night

Beach Paradise beach house with saline pool and tropical landscaping, Kihei Maui

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.

Pool area with lounge chairs and palms at Beach Paradise, Kihei

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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Beachfront lawn at sunset with ocean views at Beach Paradise, Kihei

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.