Holiday rentals in Kalaheo

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Top-rated holiday rentals in Kalaheo

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Guest favourite
The vibrant red exterior of the traditional Hawaiian-style house is framed by lush greenery and palm trees. Large windows allow natural light to fill the interior, while the mountainous backdrop enhances the tropical ambiance. A well-maintained lawn surrounds the property.
Cottage in Wainiha
4.94 out of 5 average rating, 122 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.
Apartment in Poipu
4.83 out of 5 average rating, 195 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

Top guest favourite
Apartment in Poipu
4.96 out of 5 average rating, 115 reviews

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.

Top 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, 193 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 modern kitchen is presented with dark cabinetry and stainless steel appliances. A large window offers views of the outdoors, while a ceiling fan provides ventilation. A light-colored bar counter with seating is visible, enhancing the space's functionality.
Apartment in Poipu
4.97 out of 5 average rating, 185 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 Hawaiian-style home is set against a backdrop of palm trees and vibrant greenery. The exterior features a covered porch and large windows, with an expansive ocean view visible beyond the lush landscape.
Villa in Anahola
4.92 out of 5 average rating, 115 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
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, 392 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 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, 218 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
An outdoor dining space is presented with a white table surrounded by six chairs. Lush greenery lines the edge, with views of the ocean and a vibrant sunset in the background. Palm trees frame the scene, creating a serene atmosphere.
Home in Kekaha
4.9 out of 5 average rating, 362 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
An aerial view showcases the oceanfront condo situated along a rocky coast. The clear blue waters transition to darker hues deeper into the sea. Lush greenery and rolling hills are visible in the background, with white clouds scattered across a bright sky.
Apartment in Poipu
4.93 out of 5 average rating, 135 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!

Guest favourite
A bright living area features large windows, inviting natural light and views of greenery. A built-in seating space with striped cushions complements the wooden flooring. A mirror leans against the wall, and a ceiling fan is visible, contributing to the airy ambiance of the room.
Home in Kekaha
4.81 out of 5 average rating, 108 reviews

Kimsey Beach Cottage TVNC#5164 TA#060-903-8336-01

This oceanfront cottage was built in 1930 and has been completely remodeled but we have maintained its original Hawaiiana charm and character. Is is open, airy and spacious. Note that our cottage is located in a tsunami evacuation zone. After booking an evacuation map will be sent to you. There is also one located in the cottage.

Top guest favourite
Home in Poipu
4.98 out of 5 average rating, 161 reviews

Oceanview in Heart of Poipu

Beautiful neighborhood. No Condo crowds. This two bedroom house in Poipu Beach Estates backs up to scenic golf course and captures ocean and sunset views. Salt water pool and spa on property (fenced for safety). Well equipped family style kitchen! Vita-mix on counter. Walking distance from great restaurants and epic snorkeling.

Popular amenities for Kalaheo holiday rentals

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