Luxury Vacation Rentals for Families in Kailua-Kona
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 9 family vacation rentals – enter your dates for availability.
Kailua-Kona, Hawaii
Wander Big Island Breeze
Next avail.
Dec 3 - Dec 4
36
Kailua-Kona, Hawaii
Wander Big Island Bay
Next avail.
Feb 25 - Mar 2
36
Kailua-Kona, Hawaii
Wander Big Island Garden
Next avail.
Dec 20 - Dec 21
48
Kailua-Kona, Hawaii
Wander Big Island Tides
Next avail.
Dec 6 - Dec 7
38
Kailua-Kona, Hawaii
Wander Big Island Escape
Next avail.
Dec 24 - Dec 25
38
Kailua-Kona, Hawaii
Wander Big Island Lush
Next avail.
Dec 9 - Dec 12
38
Kailua-Kona, Hawaii
Wander Kona Bay
Next avail.
Dec 6 - Dec 9
49
4.9
Kailua-Kona, Hawaii
Wander Kona Bay Shores
Next avail.
Dec 3 - Dec 4
512
Welcome to family adventures in Kailua-Kona
Make Kailua-Kona your family’s happy place with Wander. Our luxury family vacation rentals in Kailua-Kona blend hotel polish with the comfort and privacy of a beautifully designed home, so parents can relax and kids have room to spread out.
Enjoy hotel-grade amenities, ultra fast WiFi, fully equipped kitchens, and in-home laundry, all backed by pristine cleaning and 24/7 concierge support. Flexible sleeping arrangements and generous common areas make it easy to settle into a smooth routine from day one.
Choose a setting that fits your crew, from sunlit great rooms to breezy outdoor spaces for quality time together. This is family travel, elevated.
Kailua-Kona, Hawaii
Wander Kona Bay
Next avail.
Dec 6 - Dec 9
49
4.9
Kailua-Kona, Hawaii
Wander Kona Bay Shores
Next avail.
Dec 3 - Dec 4
512
Kailua-Kona, Hawaii
Wander Big Island Breeze
Next avail.
Dec 3 - Dec 4
36
Kailua-Kona, Hawaii
Wander Big Island Garden
Next avail.
Dec 20 - Dec 21
48
Kailua-Kona, Hawaii
Wander Big Island Escape
Next avail.
Dec 24 - Dec 25
38
Kailua-Kona, Hawaii
Wander Big Island Bay
Next avail.
Feb 25 - Mar 2
36
Kailua-Kona, Hawaii
Wander Big Island Tides
Next avail.
Dec 6 - Dec 7
38
Kailua-Kona, Hawaii
Wander Big Island Lush
Next avail.
Dec 9 - Dec 12
38
Kailua-Kona, Hawaii
Wander Big Island Escape
Next avail.
Dec 24 - Dec 25
38
Kailua-Kona, Hawaii
Wander Big Island Garden
Next avail.
Dec 20 - Dec 21
48
Kailua-Kona, Hawaii
Wander Big Island Cove
Next avail.
Jan 6 - Jan 11
414
Kailua-Kona, Hawaii
Wander Big Island Bay
Next avail.
Feb 25 - Mar 2
36
Kailua-Kona, Hawaii
Wander Kona Bay
Next avail.
Dec 6 - Dec 9
49
4.9
Kailua-Kona, Hawaii
Wander Big Island Breeze
Next avail.
Dec 3 - Dec 4
36
Kailua-Kona, Hawaii
Wander Kona Bay Shores
Next avail.
Dec 3 - Dec 4
512
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Kailua-Kona
Kailua-Kona, Hawaii
Wander Big Island Breeze
Next avail.
Dec 3 - Dec 4
36
Kailua-Kona, Hawaii
Wander Big Island Bay
Next avail.
Feb 25 - Mar 2
36
Kailua-Kona, Hawaii
Wander Big Island Garden
Next avail.
Dec 20 - Dec 21
48
Kailua-Kona, Hawaii
Wander Big Island Tides
Next avail.
Dec 6 - Dec 7
38
Kailua-Kona, Hawaii
Wander Big Island Escape
Next avail.
Dec 24 - Dec 25
38
Kailua-Kona, Hawaii
Wander Big Island Lush
Next avail.
Dec 9 - Dec 12
38
Kailua-Kona, Hawaii
Wander Kona Bay
Next avail.
Dec 6 - Dec 9
49
4.9
Kailua-Kona, Hawaii
Wander Kona Bay Shores
Next avail.
Dec 3 - Dec 4
512
Discover more family fun in Kailua-Kona
On the leeward coast of Hawai‘i Island, Kailua-Kona pairs abundant sunshine with calm, crystal-clear water. Gentle mornings on protected bays, golden-hour strolls along Alii Drive, and big-sky nights create a rhythm that feels effortless for all ages.
The area layers natural beauty with rich Hawaiian history. Visit Hulihe‘e Palace in Historic Kailua Village, wander lava-born shorelines, and taste world-renowned Kona coffee at upland farms. Just offshore, manta rays glide at sunset for an unforgettable family memory.
For a trip that balances relaxation and discovery, Wander’s luxury family vacation rentals in Kailua-Kona are the perfect choice, whether you are traveling for work or leisure.