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Holiday rentals in Kalaheo

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Top-rated holiday rentals in Kalaheo

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Guest favourite
A serene outdoor pool is surrounded by lounge chairs and lush tropical greenery. A shaded cabana is visible in the background, featuring a blue umbrella. Tall palm trees sway gently in the breeze against a bright blue sky.
Apartment in Poipu
4.83 out of 5 average rating, 193 reviews

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

Guest favourite
A dramatic sunset paints the sky in shades of orange and pink over the ocean. Lush greenery lines the foreground, leading to a silhouette of mountains in the distance. A towering palm tree stands prominently, adding to the serene coastal scene.
Apartment in Princeville
4.96 out of 5 average rating, 105 reviews

Hale Luya-Ocean View Condo, Private Beach

Peace & Tranquility, this upper level end unit has amazing ocean & mountain views and a private beach! Condo is fastidiously clean, everything you will need for a perfectly tranquil stay. Walk to the 1Hotel Hanalei for a variety of world class restaurants. 2 min. to the Robert Trent Jones Makai golf course. 2 bedrooms w/ensuite bathrooms w/ king beds. Steps from the pool and Hideaways Pizza. Kitchen has all new appliances. Whale watching from the Lana'i w/ 4 comfy chairs. Convenient parking.

Top guest favourite
A serene coastal view features vibrant blue waters meeting a sandy beach, framed by lush greenery. Two cups are placed on a wooden ledge, inviting a peaceful moment while taking in the expansive landscape under a partly cloudy sky.
Holiday home in Wailua
4.93 out of 5 average rating, 140 reviews

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay View condo, located on the East shore of Kauai in the Coconut Coast town of Kapa'a. Spectacular panoramic ocean views of the expansive sandy beach of Wailua Bay awaits you. Our 740 sqft. fully equipped ground floor condo features a spacious one bedroom and one bath, a fully equipped kitchen, a washer and dryer, an outdoor swimming pool/ BBQ area.A comfortable living area with a queen sofa/sleeper. We are centrally located to dining and shopping. Wi-Fi, tv.

Guest favourite
A serene bedroom features a spacious bed with light-colored bedding. Large windows surround the room, offering views of the ocean and greenery. Natural light filters through bamboo blinds. A ceiling fan and air conditioning unit provide comfort, with wooden accents adding warmth to the space.
Holiday home in Nawiliwili
4.89 out of 5 average rating, 187 reviews

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.

Guest favourite
A spacious room features a Queen Murphy Bed, a kitchenette, and a dining area with a table and chairs. A television is mounted on the wall. Natural light filters in through the window, which overlooks a garden area with lush greenery.
Apartment in Nawiliwili
4.87 out of 5 average rating, 112 reviews

Garden View Private Studio @Marriott Vacation Club

Luxurious Marriott Vacation Club resort. Stay in a beautiful Garden View Parlor Suite 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

Guest favourite
A modern vacation home is showcased amid lush tropical landscaping and native plants. The covered lanai features outdoor seating, and large windows allow natural light to illuminate the interior. The home is situated in a peaceful neighborhood with clear blue skies overhead.
Guest house in Poipu
4.96 out of 5 average rating, 205 reviews

Poipu Tropical Retreat|AC/ Pool/Gym|Spring Special

Discover beautiful Kauai from this spacious 1 bedroom vacation home, built in 2018, in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood bordering the Kiahuna Golf Course, that is just minutes from the best beaches on Kauai, shops and restaurants. Create lifetime memories from this modern retreat with its tropical Asian decor. This is a stand alone house, very private, not an apartment. Enjoy a complimentary Poipu Beach Athletic Club membership.

Guest favourite
A sandy beach is bordered by clear turquoise waters and gentle waves. Lush green mountains rise in the background under a bright blue sky with scattered white clouds, creating a serene coastal landscape.
Home in Wainiha
5 out of 5 average rating, 25 reviews

New! Haena A-frame home - next to Tunnels Beach

Our freshly fully renovated 1970's A-frame beach house features expansive views towards the Na Pali mountain range overlooking thousands of acres of conservation land - all while being located 150 steps from one of Kauai’s most secluded North Shore beaches. If you’re looking to escape the crowds and enjoy your own secluded paradise – look no further. The 'Tropi-cabin' is ideally situated steps to your own beach, right next to Tunnels Beach, Ke'e Beach, the Na Pali Coast and Hanalei Bay.

Top guest favourite
An aerial view showcases a charming cottage surrounded by lush tropical foliage. A private hot tub is nestled on a deck, complemented by a cozy lounging area. Vibrant flowers and greenery create a serene outdoor space, enhancing the sense of seclusion and tranquility.
Cottage in Wainiha
4.95 out of 5 average rating, 386 reviews

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

Top guest favourite
A light and airy kitchen area features a modern counter with white bar stools and a vintage mint green mixer. Decorative elements include a surfboard mounted on the wall and open shelving displaying glassware and plants, enhancing the coastal theme.
Apartment in Poipu
4.99 out of 5 average rating, 137 reviews

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.

Superhost
A welcoming living area is furnished with a blue sofa, a hanging chair, and a light-colored armchair. A wooden coffee table is centered on a soft rug. Colorful accent pillows and a surfboard artwork above add character to the space, which receives natural light through the window.
Home in Poipu
4.91 out of 5 average rating, 113 reviews

Beach Hut | A/C | Kiahuna Plantation

Come enjoy our home away from home for your next vacation! Decor and furniture updated unit w/ AC split in the living room. Historic plantation-era Hawaiian style condo right by the ocean. Very romantic and relaxed place, great for your next Ohana getaway, for honeymooners, or anyone who wants to enjoy the Garden Island of Kauai. You will find just about everything that you need here to make you feel at home. Condo unit #431, building 41 (Top-floor, far left).

Top guest favourite
Lush greenery surrounds a pathway that meanders through palm trees, leading towards the vibrant blue Pacific Ocean. Gentle waves can be seen crashing along the shoreline, with a clear sky above enhancing the coastal view.
Apartment in Poipu
4.98 out of 5 average rating, 160 reviews

Poipu Stunning Oceanview - Steps from the Beach!

Kahala 623 sits at the top of the Poipu Kai greenway with an unobstructed view of the wonderful Pacific Ocean. Our building is in one of the premiere condo units on Kauai. Palm trees sway in the trade winds as you sit on your lanai, watching the ocean waves. In the morning, you might catch dolphins or whales playing just offshore. Then enjoy the evening sunsets all year long! Nicely outfitted with everything you need to have a magical Kauai vacation.

Top guest favourite
An open-concept living space features a light-colored sectional sofa adorned with colorful throw pillows. A modern kitchen with stainless steel appliances and a breakfast bar is visible in the background, complemented by vibrant artwork on the walls and natural light from large windows.
Bungalow in Koloa
4.98 out of 5 average rating, 217 reviews

Stylish beach house a short walk to Koloa fun!

With indoor and outdoor living spread across almost 1/4 acre of gardens, our 2 bedroom/2 bath/large lanai plantation-style bungalow provides convenient access to all of Kauai. The beautifully landscaped cottage lies just a 5 minute drive from gorgeous Poipu Beach, and a five minute walk to the best eating and shopping of Old Koloa town. We also offer access to the pool, gym, yoga and court sports at the Poipu Beach Athletic Club. TVRNCU#1090

Popular amenities for Kalaheo holiday rentals

  1. Airbnb
  2. United States
  3. Hawaii
  4. Kauai County
  5. Kalaheo