Holiday houses 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 Hanalei
4.93 out of 5 average rating, 135 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
4.84 out of 5 average rating, 207 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

Superhost
An open-concept living area features a spacious blue sectional sofa and a dining table with wicker chairs. Large sliding glass doors frame ocean views, while vaulted wooden ceilings enhance the airy ambiance. A TV is mounted on the wall, complementing the contemporary decor.
Home in Wailua
5.0 out of 5 average rating, 187 reviews

Panoramic luxury beachside condo in paradise A/C

Oceanside Paradise. 180 degree Ocean views. Large private Lanai with breathtaking 180 degree views inside and out. See dolphins, whales, turtles, rainbows & amazing sunrises. Steps from beach & centrally located on the famous Coconut Coast & steps from the Lae Nani beach. Beach chairs & gear included. Beautifully remodeled with an open, custom kitchen/baths & vaulted ceiling. Boasts double master suites, Beautiful Pool, BBQ area, beach access, A/C, washer/dryer & private covered parking.

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 Lihue
4.89 out of 5 average rating, 213 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 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
4.93 out of 5 average rating, 121 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
Condo in Poipu
4.97 out of 5 average rating, 39 reviews

Elegant A/C Condo by Scenic Poipu Beach Trail

Unwind and discover paradise at your private sanctuary in Poʻipū Kai. This spacious and elegantly updated two bedroom, two bath air conditioned condo blends comfort, privacy, and adventure, perfect for couples or families. Set among lush gardens with modern amenities throughout, it offers plenty of space to relax and play. Enjoy easy access to golden beaches and resort amenities in a welcoming, serene setting designed for unforgettable memories, all infused with the spirit of aloha.

Guest favourite
An open living area features a spacious dining table surrounded by high-backed rattan chairs. A flat-screen television is mounted against a light gray wall, and natural light floods through multiple windows. Comfortable seating options include leather armchairs, enhancing the room's inviting layout.
Guesthouse in Poipu
4.89 out of 5 average rating, 265 reviews

Luxury Beach Cottage, Sleep 4, Game Rm, Near Shops

This 1 bed/ 1 full bath unit is nestled on the 2nd floor above the garage, with another home located on the property. It has a full kitchen, BBQ, split system AC, memory foam beds, and beach gear included. Poipu Beach is the best place to stay on Kauai. Within a few miles from the house you have, great surf spots, hiking, snorkeling, diving, fishing spots, world-class golfing, excellent restaurants and local boutique shops. Come to the south shore of Kauai for an ultimate get away.

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 Hanalei
4.95 out of 5 average rating, 403 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
Home in Poipu
5.0 out of 5 average rating, 18 reviews

Modern Poipu Home | Golf View | AC | Large Kitchen

• New Poipū luxury with central A/C • Sunrise/sunset golf views from relaxing lanai • Huge modern fully stocked kitchen + high-end appliances • High end furniture from Restoration hardware • Comfortable mattresses + extra linens if needed • Spacious dining + fast WiFi with office desks • sleeps upto 12 (extra fee applies) • Kids’ essentials, games, beach gear • Quiet, peaceful, 5 mins to beaches, shops, restaurants • Premium comfort, exceptional value for unforgettable stay

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, 375 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.

Superhost
A spacious bedroom features a queen bed adorned with a tropical print comforter. Warm light from bedside lamps complements the vibrant green walls. A TV, framed art, and a brown armchair create a cozy atmosphere. Natural light filters through a sheer curtain by a door.
Guest suite in Poipu
4.96 out of 5 average rating, 335 reviews

The Mauka Suite. Charming Poipu getaway!

TVNC# Z-IV-2015-23 TMK #4-2-8-025:020 TA/GE#042-226-5856-01 Perfect for a relaxing tropical holiday! Comfy space for 1 or 2. Half a mile from beautiful Poipu Beach (10 minute walk with green belt and crosswalks). One of two private units located in a tropical garden setting in a lovely quiet cul-de-sac. This unit has its own private entrance. We live on property in the main house and are available if you need anything.

Top Guest favourite
A modern kitchen features sleek cabinetry in warm wood tones and a large island with white countertops. Recessed lighting illuminates the space, complemented by an unobstructed view of the outdoor area through large windows. A wooden bowl sits atop the island, enhancing the clean design.
Home in Poipu
4.98 out of 5 average rating, 46 reviews

3BR/2.5BA Modern Hawaiian Plantation Home • Poipu

Escape to our newly built modern hawaiian plantation style Poipu Beach home, nestled on the Kiahuna Golf Course. Accommodating six guests comfortably, it's perfect for family vacations or golf getaways with friends. Relax in spa-like bathrooms, sip cocktails on the lanai with golf course views. Just 5 mins to Kauai's best Southside beaches, hiking trails, shops, and dining.

Popular amenities for Kalaheo holiday rentals