Pineapple Bay has been welcoming guests since 2021 and has maintained a 4.9-star average across hundreds of stays. Now under new professional management, we're committed to delivering an even better experience for every guest.

200ft Private Pier | 2 Min to Kemah Boardwalk | Pool, Hot Tub & Sleeps 14
Where the bay meets your backyard. Pineapple Bay is Kemah's premier waterfront retreat — a spacious, fully loaded home designed for groups and families who want more than just a place to sleep.

Step outside and you have it all: a sparkling private pool, hot tub, 200ft private pier stretching into Galveston Bay, a shaded tiki bar palapa, outdoor kitchen, and your own private boat ramp. This is the kind of place where everyone finds their version of a perfect day — whether that's kayaking off the pier at sunrise, floating in the pool all afternoon, or gathering around the outdoor grill as the sun sets over the bay.

The Home
Sleeps 14 comfortably across multiple bedrooms and bathrooms. Open-concept living and dining area perfect for family meals, game nights, and movie marathons. Chef's kitchen fully stocked and ready for everything from a quick breakfast to a full private chef experience.

Your Private Outdoor Oasis
Sparkling pool & hot tub — pre-heated before your arrival
200ft private pier — fish, watch the sunrise, or just sit and take it all in
Private boat ramp — bring your own boat or jet ski
Shaded tiki bar palapa — the best seat in the house
Outdoor kitchen & grill — BBQ nights under the string lights
Kayaks staged and ready at the water's edge

Location
Kemah Boardwalk — 2 min drive: rides, waterfront dining, live music
Galveston Beaches — 30 min
Space Center Houston — 20 min
Local favorites: Tookie's Burgers, T-Bone Tom's, Kemah Seafood House, Pier 8, Bakkhus Taverna

The Pineapple Bay Experience
Every stay begins with a personalized welcome — locally sourced gifts, thoughtful touches, and surprises tailored to your group!