Family-friendly holiday rentals in Poipu

Ask about Jeep Grand Cherokee. A/C in bedroom!

In the heart of Poipu lies a cozy 1-bedroom villa, centrally located to everything in Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, BBQ grill(in the common areas), and all the appliances you need to whip up delicious meals. Enjoy dining al fresco on the lanai, surrounded by lush greenery and the soothing sounds of nature. Air conditioning in the bedroom as of Jan 2025. *Jeep Grand Cherokee available for fee

Indoor spaces · Family · Wi-Fi

Poipu Ocean View + AC | Pool & 3m Walk to Beach

Our spacious 1bed, 1 bath condo is the perfect place to unwind after a long day of adventuring around this beautiful island. Relax on the lanai with a tropical drink in your hand while watching the beautiful sunset. For more pictures follow us on IG @poipuparadise *3 min walk to swimmable beaches & restaurants *10 min walk to Shipwreck's Beach and The Hyatt *2 easily accessible pools *sweeping ocean views from the lanai Experience this Po'ipu Paradise... more details below in the listing

Family · Indoor spaces · Layout

Beautiful tropical villa, private, walk to beach

Poipu Joy, our two-story home, is nestled in a private community of villas in 7 acres of lush gardens. It's just a short walk to two of the island's most beautiful beaches. Our home is private, quiet and surrounded by palms and tropical flowers, sharing a wall with just one neighboring home and no one above or below. Located near Poipu Beach and the Grand Hyatt resort, you are in one of the best spots for water activities -- swimming, snorkeling, surfing, and paddle boarding.

Family · Indoor spaces · Air conditioning

Relax in tropical garden near Poipu beaches

Waikomo Stream Villas is a lovely SMALL RESORT property in the heart of POIPU'S BEST SHOPPING, DINING, AND BEACHES. A mature TROPICAL GARDEN with many flowering plants is the centerpiece of this 3.9 acre resort of several surrounding three-story wood buildings, a POOL and children's WADING POOL, and attractive GARDEN WALK. Our objective is to offer an attractive, spacious, high quality, well-appointed home from which a single traveler, a couple, two friends, family of two to four.

Family · Kitchen · Breakfast

3bd/3b Retreat, Sleeps 10, AC, Family-Friendly

Escape to paradise in this relaxing 3 bed/3 bath retreat at the Pili Mai condos located on the Kiahuna golf course. This unit can sleep up to 10 guests, relax in its plush interiors, a cozy bunk room, and plenty of great living spaces to create lasting family memories. Walk to nearby shops, restaurants, and amazing beaches, or stay active in the gym, cool off in the pool, or book a tee time for golf. Book your stay today and start counting down till you vacation adventure beings!

Kitchen · Family · Getting around

Little Rainbow Kauai | Beachfront, AC, Ocean View

This bright and airy updated condo is the ideal place to stay in sunny Poʻipū for couples, honeymooners + small families. The open living space is clean and welcoming with a coastal boho vibe, and you'll enjoy beautiful ocean + garden views from the huge upper-level lanai. Location is the absolute best - from the beachfront property, you can walk to several of the best beaches on the south shore, local coffee, restaurants, shops, and the incredible pool within minutes.

Family · Kitchen · Wi-Fi

Serene Location, AC, sleeps 4, pool access

Kiahuna Planation Resort #404. Located in building #40. Enjoy relaxing on the lanai listening to the birds sing. This peaceful and centrally-located condo of perfect for couples and families. Enjoy air conditioning located in the living room on those hot summer nights. The bedroom has a king bed and pocket doors to close for privacy. A queen bed folds out from the sofa to sleep 1 or 2 more people. Po’ipū Beach Athletic Club comes as a amenity with the condo.

Indoor spaces · Kitchen · Nearby

Sunny Poipu, Kōloa, Golf, AC, Mountain View, Pool

When you step inside Pili Mai, you'll immediately experience a comfortable tropical ambiance, complete with air conditioning. This welcoming community boasts a pool and sports complex on-site, offering serene views of the mountains and gardens and golf course. It's a tranquil place to call home, just minutes away from the sunny Poipu area, with its restaurants, beaches, and shopping options.

Family · Indoor spaces · Getting around

Kiahuna Hale Kai II

Experience the beauty of Kauai from Kiahuna Hale Kai II, our 2-bedroom oceanview retreat located in the heart of the iconic Kiahuna Plantation Resort in Poipu. Located on Kauai’s sunny south shore, Poipu is known for having the island’s best weather year-round — making it the perfect setting for romantic getaways, family vacations, and unforgettable island adventures.

Kitchen · Family · Condition

BEACH! 2min walk | BBQ | Gym | Pool | Snorkeling

Beach lover’s paradise! 2min walk to the Kiahuna Beach ☞ Beachfront w/ garden views ☞ Free resort access* ☞ Shared backyard + BBQ + dining ☞ Private balcony w/ sun loungers ☞ Fully equipped + stocked kitchen ☞ Bluetooth/AUX sound system ☞ 50" QLED Roku TV ☞ Beach essentials ☞ Parking → 1 car 5 mins walk →Poipu Athletic Center 6 mins drive → DT Koloa

Indoor spaces · Kitchen · Cleanliness

Poipu-Walk to the Beach-Sunny Kauai Retreat

Great location/price is right Beautiful and simple new home. This two bedroom two bath house in Poipu Beach Estates is walking distance from great restaurants, shops and epic snorkeling spots. Access to beach chairs, umbrellas, and sand toys provided. The property also comes with pool/gym access to Poipu Beach Athletic Club.

Family · Indoor spaces · Sleep quality

Oceanfront Paradise! Poipu Sunsets, Pool & Views!

Indulge in the epitome of coastal luxury at our oceanfront condo. Dive into leisure with pool and tennis amenities, and experience ultimate comfort with air-conditioned bedrooms. * Please note: The Poipu Kapili Pool will be closed from Monday, September 14, 2026 until approximately Saturday, October 10, 2026.

Family · Indoor spaces · Nearby