Holiday rentals in Kalaheo

Luxurious Poipu Sands Condo Sanctuary

THE SEARCH ENDS HERE! You’re invited to experience the 'ALOHA' spirit in this completely renovated, nearly 1000 sq. ft., one bedroom, one and a half bath luxury Poipu Sands Condo. Bedroom air conditioning has been added for your maximum comfort. Our location, proximate to the impressive grounds of the Grand Hyatt Regency, Shipwreck Beach, and the spectacular Mahaulepu Heritage oceanfront bluff top trail, is ideal. Our condo has direct access to the ocean view BBQ grills and nearby heated pool.

Amazing Views from this Oceanfront Home

Enjoy amazing views & soothing ocean sounds from this cliff side home by popular Kalapaki Beach. 2 bedrooms, both with AC plus great ocean & mountain views. Master with en suite has a king bed. 2nd bd has a queen. 2nd bath, washer & dryer in hallway off living room, which has amazing views as well. Fully stocked kitchen. Balcony lanai with table & chairs for outdoor dining. Free parking in this gated community. Nearby elevator takes you to the beach with restaurants and shops nearby.

Kukui'ula Villa #8: Oceanview Condo w/ AC & Lania

Escape to Kukui'ula Villa #8 by Gather and settle into a refined island retreat in the heart of Poipu. This second-level villa blends chic contemporary design with sweeping ocean, garden, and mountain views, offering 1,484 square feet of bright, breezy living space. High ceilings, central air conditioning, and an indoor-outdoor layout create an inviting environment for families, couples, and small groups seeking comfort, convenience, and a true sense of place on Kauai’s sunny south shore.

Slice of Kiahuna Paradise-A/C-BEACHFRONT-POOL

Remodeled bright & breezy top floor, corner unit in exclusive Bld 23. Steps away from top rated Poipu Beach. Privacy. Whole home A/C (dual split in living & window unit in bdrm). Fast Wifi. King bed, queen sleeper sofa & twin in the living room comfortably sleeps up to 4 people. Updated furniture and appliances. 65” Smart tv. Filled w/extra amenities, beach gear, fully equipped kitchen, cooking staples suggested experiences & babysitting recs around the island, offering a priceless stay

Sea and Sky Kauai, an Oceanfront Penthouse dream

This modern and newly renovated honeymoon beach retreat has breathtaking panoramic ocean and coastline views. Lounge in the daybed while gazing at the sweeping vista from Anini reef to Kilauea Lighthouse. Some have said "it feels like being on a ship at sea" as they witness whales breaching in the ocean and waves peeling on the reef from this magical location. A rare penthouse unit with high ceilings, views from every room, even the famous Bali Hai from the deck. Truly a couple's dream!

OCEAN FRONT private parlor @Marriott beach club

Luxurious Marriott Vacation Club resort. Stay in a beautiful Ocean View Parlor with Kitchenette. The room has a Queen Murphy Bed. Easily put the bed away and have a nice living space for the day time. Close to incredible hikes. Includes free airport shuttle & parking. Restaurants on property. Pricing is less than HALF of what you would pay booking directly with the hotel. Hot tubs, pools, long path along the beach. Feel free to message me for same day stay and I'll check availability

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a secluded romantic haven nestled on an acre of lush gardens in Kauai’s breathtaking Wainiha River Valley. Perched on a bluff with panoramic valley views, this retreat offers tranquility and luxury. Unwind by your private pool and spa, surrounded by vibrant tropical flora, where nature creates an atmosphere of enchantment. Just a short drive away, explore some of the world’s most stunning beaches. Let this serene paradise immerse you in romance and blissful relaxation

The Surf Shack | Ocean Views | A/C

This amazing bright and open condo in is sure to make your vacation fantastic! The perfect place for couples and small families to enjoy the amazing island of Kauai. Enjoy coffee or dinner on the covered lanai with gorgeous ocean views. This centrally located condo is beachfront (5 minute walk)and within walking distance to the luxurious amenities offered the athletic club pool and gym, restaurants, coffee local shops. All costs, fees and taxes are included here in Airbnb!

Oceanview, Air Conditioning, Clean and Cute

Two bedroom home has dramatic views of the ocean and a cute and comfortable place to call home. We are located just across the street from Davidsons surf break. Located in Kekaha which is loved for its sunny days and laid back vibe. As with most of the ocean view homes in Kekaha we are on Kuhio Hwy directly across from the ocean. Please consider the traffic noise and keep in mind that for most the views far outweigh the road noise.

Poipu Kapili 47 by Parrish Kauai

An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort destination on Kauai. Located within walking distance to Kiahuna Beach as well as Koloa Landing, Poipu Kapili is close to the Shops at Kukui`ula for fine dining and shopping.

Sleeping Giant Cottage with Plunge Pool TNVC 1244

We're thrilled to share our house in Kauai with you! There's a swimming pool, botanical garden-like setting, and location that's extremely convenient for exploring the island. Our plunge pool is perfect for cooling off after a day at the beach or just lounging in all day while staring at the 100 year old monkeypod tree overhead. Check-in 3:00PM * Check-out 10:00AM Our permit number is TNVC #1244.

* Entire Cottage * Ocean View / TVNC #1242

Aloha, we will be your hosts, Tiare & Evan. Both born and raised on Kauai, we are happy to share our love of the island with you! Welcome to your peaceful & quaint cottage in the small central town of Kalaheo. The perfect island getaway for someone who isn’t looking to stay in a resort, but rather enjoy peace and quiet surrounded by lush greenery with an ocean view.