
Holiday rentals in Kalaheo
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Top-rated holiday rentals in Kalaheo
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Amazing Views from this Oceanfront Home
We weren’t damaged by Hurricane Lowell. We’re available. Restaurants & stores are back open. 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. Fully stocked kitchen. Balcony lanai set relaxing & outdoor dining. Free parking in this gated community. Nearby elevator to beach with restaurants & shops.
4.89 out of 5 average rating, 216 reviews
Premier 3BR/3BA Ground Floor Poipu Condo with A/C
Welcome to Pili Mai 2J...one of Poipu's newest luxury projects. This premier ground floor, single level, three bedroom, three bathroom Moana unit, is generously laid out with maximum separation between the bedrooms for extra privacy. Newly built, this unit features a beautifully appointed kitchen, high end furniture and decor, a separate office area, laundry, and private lanai. Relax and unwind in style!! Steps away from the pool and fitness center and a short walk to Poipu Shopping Village.
4.96 out of 5 average rating, 118 reviews
Poipu Tropical Retreat|AC/ Pool/Gym|
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.
4.96 out of 5 average rating, 218 reviews
Private Beach Home, Sleeps 8, A/C, Game Room
This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties to stay together on their vacation. The house has central AC, high-speed wifi, memory foam beds, and all the beach toys you'll need to enjoy Kauai's beaches. The house is a 5 min. walk to Poipu beaches filled with great surf, snorkeling, diving, and fishing. Kukui'ula shopping center is a short walk away with great restaurants and local shops. When you stay here, you'll find true relaxation with us.
4.94 out of 5 average rating, 233 reviews
Relax in tropical garden near Poipu beaches
Waikomo Stream Villas is a lovely SMALL RESORT property in the heart of POIPU'S BEST SHOPPING, DINING, AND BEACHES. A mature TROPICAL GARDEN with many flowering plants is the centerpiece of this 3.9 acre resort of several surrounding three-story wood buildings, a POOL and children's WADING POOL, and attractive GARDEN WALK. Our objective is to offer an attractive, spacious, high quality, well-appointed home from which a single traveler, a couple, two friends, family of two to four.
4.86 out of 5 average rating, 100 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
4.95 out of 5 average rating, 406 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.
4.9 out of 5 average rating, 377 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.
4.96 out of 5 average rating, 339 reviews
Wai’nani Waterfall House Poipu Oasis w/ Pool & Spa
Welcome to Wai’nani Waterfall House, a private luxury retreat in sunny Poipu. Enjoy the entire home with your own saltwater pool, spa, and waterfall. Set along the fairways of the Kiahuna Plantation Golf Course - just minutes from South Shore beaches, dining, and shopping. With breathtaking views throughout the interior and exterior of the home, this is your ultimate island escape!
4.93 out of 5 average rating, 116 reviews
* 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.
4.97 out of 5 average rating, 106 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.
4.98 out of 5 average rating, 175 reviews
Poipu-Walk to the Beach-Sunny Kauai Retreat
Great location/price is right Beautiful and simple new home. This two bedroom two bath house in Poipu Beach Estates is walking distance from great restaurants, shops and epic snorkeling spots. Access to beach chairs, umbrellas, and sand toys provided. The property also comes with pool/gym access to Poipu Beach Athletic Club.
4.99 out of 5 average rating, 210 reviewsPopular amenities for Kalaheo holiday rentals
Other great holiday rentals in Kalaheo

Kaiolohia Hale Haena Walk to Tunnels Beach
4.93 out of 5 average rating, 136 reviews
Beachfront Midcentury Modern Retreat
5.0 out of 5 average rating, 3 reviews
Beautiful Poipu Ocean View condo
4.8 out of 5 average rating, 88 reviews
Cottage in the Crater
4.94 out of 5 average rating, 85 reviews
Haena Hale Kauai Beach House
4.95 out of 5 average rating, 39 reviews
New! Oceanfront Haena Cottage - Steps to the Beach
4.99 out of 5 average rating, 79 reviews
New! Haena A-frame home - next to Tunnels Beach
5.0 out of 5 average rating, 32 reviews
3BR/2.5BA Modern Hawaiian Plantation Home • Poipu
4.98 out of 5 average rating, 48 reviewsDestinations to explore
- Poipu Beach
- Hanalei Bay
- Tunnels Beach
- Hanalei Beach
- Pali Ke Kua Beach
- Sea Lodge Beach
- Baby Beach
- Kilauea Lighthouse
- Waimea Canyon State Park
- Kauapea Beach
- Shipwreck Beach
- Club Wyndham Bali Hai Villas
- Hanalei Pier
- Puu Poa Beach
- Polihale State Park
- Na Pali Coast State Wilderness Park
- Kalalau Lookout
- Kaua'i Backcountry Adventures
- Keālia Beach
- Lumahai Beach
- Haena State Park
- Old Koloa Town
- Kalihiwai Beach
- Lydgate Beach Park





