Holiday houses in Kalaheo

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Top-rated holiday rentals in Kalaheo

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Guest favourite
A spacious lanai is lined with comfortable outdoor seating, offering a perfect spot to relax. Large windows provide unobstructed views of the surrounding greenery and mountains, enhancing the inviting atmosphere.
Cottage in Hanalei
4.94 out of 5 average rating, 124 reviews

Kaiolohia Hale Haena Walk to Tunnels Beach

TVNC#1146 - Gated entrance leads you through a 6 foot lava rock wall. The rear, ground level, traditional Hawaiian style house is privately tucked away behind the housekeepers front house. Backyard Lanai commands your attention onto conservation Lands with massive mountain and waterfall views . Cedar wood lined interior walls and local artwork adorn the 1600 square foot house. Walk 1/3 mile to Tunnels Beach 5 minutes Kauai lifestyle Note: property located in tsunami evacuation zone.

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.
Condo in Poipu
4.83 out of 5 average rating, 198 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
Condo in Poipu
4.97 out of 5 average rating, 188 reviews

Poipu Beach 2 Bedroom Condo with Air Conditioning

Nestled in the heart of Poipu Beach, this charming 2 bedroom condo is the perfect tropical Kauai getaway to experience world renowned Poipu Beach, Old Koloa Town, & more. This spacious, recently renovated condo is located just steps from Poipu Beach and is walking distance to many restaurants, & coffee shops. Ideal for families & couples, this ideally located condo with a peekaboo view of the ocean is sure to provide a perfect place to relax and recharge after a day at the beach or a hike.

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.
Guesthouse in Poipu
4.96 out of 5 average rating, 208 reviews

Poipu Tropical Retreat|AC/ Pool/Gym| MAY 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 spacious lanai offers a stunning view of the ocean, framed by lush greenery. Comfortable seating provides a place to relax while enjoying the cool breezes. The open sky and distant waves create a serene backdrop for outdoor dining or relaxation.
Villa in Anahola
4.92 out of 5 average rating, 118 reviews

Oceanfront BeachHouse-Spectacular Views & Privacy

This beautiful beachfront Hawaiian style home commands a spectacular 220 degree view of the ocean from its large lanai where you can enjoy outdoor dining cool and ocean breezes. This is Hawaii at its best. We're on a small peninsula with our own secluded beach access to snorkeling, surfing, fishing, & paddle boarding. Explore the reef or paddle up the river toward Kong Mountain. This is the Hawaiian island experience that we all dream of. Come enjoy your own secluded piece of paradise.

Top Guest favourite
Cottage in Hanalei
4.95 out of 5 average rating, 393 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
Condo in Poipu
4.99 out of 5 average rating, 142 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.

Top Guest favourite
A vibrant garden surrounds the entrance of the cottage, featuring lush green grass and colorful tropical flowers. Potted plants in various sizes are positioned along the pathway, while the bungalow's exterior showcases a covered porch and a welcoming façade under a pleasant sky.
Bungalow in Koloa
4.98 out of 5 average rating, 219 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

Guest favourite
A wooden deck offers an expansive view of the ocean and sky, framed by gently swaying palm trees. The colorful sunset casts a warm glow over the water, while the lush greenery in the foreground contrasts the vibrant hues of the sunset.
Home in Kekaha
4.9 out of 5 average rating, 364 reviews

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.

Guest favourite
A refreshing plunge pool is surrounded by a wooden deck, featuring two lounge chairs. The exterior of the house, painted in teal, showcases large glass doors that provide views into the living space. A lush monkeypod tree offers shade nearby.
Home in Kapaʻa
4.92 out of 5 average rating, 216 reviews

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.

Top Guest favourite
The interior of the cottage features wooden beams and large windows fitted with shutters for natural ventilation. A cozy seating area includes a sectional couch adorned with patterned cushions. A round coffee table sits on a natural fiber rug, and a light fixture hangs from the ceiling.
Bungalow in Kilauea
4.9 out of 5 average rating, 124 reviews

North Country Farms cottage

The farm stay cottage is an attractive, hand-crafted 500 square foot wooden guest house – completely self-contained and away from the main house. It overlooks our market vegetable garden. It is landscaped with lush, tropical plantings to insure your privacy. and decorated in simple and tasteful island style. GE-085-597-1840-01 TA-085-597-1840-01

Top Guest favourite
A lush, manicured lawn extends towards the ocean, with vibrant green grass under a clear blue sky. Gentle waves can be seen lapping against the shore, framed by tropical foliage on the left, creating a serene and inviting outdoor space.
Condo in Poipu
4.93 out of 5 average rating, 137 reviews

Oceanfront Ground Floor Steps To The Beach {A/C}

LOCATION, LOCATION, LOCATION!!! Thirty feet from the waters edge, our spectacular oceanfront, ground floor, one bedroom, Poipu condo, has fantastic snorkeling, and incredible sunsets. Everything you desire in a dream get-away is located steps from your front door. Watch the surfers at PK's and the sunset at Beach House right from your lawn!

Popular amenities for Kalaheo holiday rentals

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