Vacation rentals in Kalaheo

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Top-rated vacation rentals in Kalaheo

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Top guest favorite
A cozy living space features a spacious bed with crisp white linens. A wooden dresser holds a flat-screen TV, while two chairs and a small table create an intimate sitting area. Light enters through the nearby window, complemented by soft green drapes.
Guesthouse in Poipu
4.99 out of 5 average rating, 478 reviews

SUITE DREAMS 3 min. walk to beach Air Conditioning

Located in the UPSCALE POIPU KAI RESORT, on a tropical greenbelt, that borders 2 beaches. This is an attached 1 bedroom 1 full bath suite with a Jacuzzi tub, large walk-in shower & kitchenette. PRIVATE entry & a private fenced outdoor area with a large covered Patio. 3 min walk along a peaceful greenbelt to the BEACHFRONT GRAND HYATT RESORT & SPA. Walk to Beaches, Pool, Hot Tub, Spa, Golf, Tennis, Restaurants, Bars, Nightlife, Luau, and Shops Private off-St. parking. 24 hr. security patrol.

Guest favorite
A welcoming living area features a comfortable gray sofa adorned with decorative pillows. A natural wood coffee table sits in the center, accompanied by a cozy chair with a woven design. Light filters in through large doors, enhancing the space's warm tones.
Condo in Poipu
4.93 out of 5 average rating, 200 reviews

Suite Hale Kauai 1Br Poipu Condo walk to beach

Welcome to Suite Hale Kauai! Our one-bedroom hideaway is the perfect spot for couples and honeymooners who want to experience the magic of Kauai with a side of comfort and fun. Suite Hale Kauai has everything you need to feel right at home—minus the chores. We’ve put in some serious magic to make sure your stay is as unforgettable as that first sip of tropical drink. Get ready to kick back, relax, and let us help you make memories on this beautiful island you’ll be bragging about for years!

Guest favorite
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, 198 reviews

Poipu Tropical Retreat with AC & Pool/Gym Access

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.

Top guest favorite
Condo in Princeville
4.98 out of 5 average rating, 308 reviews

Sea and Sky Kauai, an Oceanfront Penthouse dream

This modern and newly renovated honeymoon beach retreat has breathtaking panoramic ocean and coastline views. Lounge in the daybed while gazing at the sweeping vista from Anini reef to Kilauea Lighthouse. Some have said "it feels like being on a ship at sea" as they witness whales breaching in the ocean and waves peeling on the reef from this magical location. A rare penthouse unit with high ceilings, views from every room, even the famous Bali Hai from the deck. Truly a couple's dream!

Guest favorite
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, 251 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 favorite
A light and airy living space features a cozy white sofa draped with a woven throw. A glass-top coffee table rests on a textured area rug. Two framed palm leaf prints adorn the wall, while sunlight filters through plantation shutters.
Condo in Poipu
4.97 out of 5 average rating, 154 reviews

Tropical Oceanside Oasis

Bask in the sunshine & aloha while relaxing in our bright, spacious & serene studio. The property boasts lush, tropical surroundings filled with swaying coconut trees, birds of paradise, orchids & koi ponds. This comfortable, airy top-floor unit is a stone's throw from the ocean where cool trade winds blow year round. The condo is walking distance to Kauai's best surf breaks, beaches, snorkeling, restaurants & shopping. Enjoy endless rainbows & surreal sunsets across the Kauai sky.

Guest favorite
A lush garden landscape is visible, featuring tropical plants and palm trees, creating a vibrant green setting. The well-maintained grounds surround a sparkling pool, with sunlight illuminating the area. Light filters through partially open window shutters, enhancing the outdoor view.
Condo in Poipu
4.9 out of 5 average rating, 343 reviews

Garden Isle Condo

Welcome to the garden island condo, just steps away from the wonderful temperate Hawaiian waters and well within walking distance of most of your needs, local restaurants, stores, Starbucks, Poké you name it. Affordable accommodations that allow you to spoil yourself on other things. Plenty of open and covered parking available. Quiet, friendly and inviting, allowing you complete freedom to explore the Island and relax when you return. Settle in and let the adventure begin!!!

Top guest favorite
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, 380 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

Guest favorite
A bright living area features vaulted wooden ceilings and large windows, allowing natural light to fill the space. Tropical-patterned seating faces a wooden coffee table and a television. A green plant adds a touch of nature to the overall arrangement.
Guest suite in Princeville
4.96 out of 5 average rating, 361 reviews

Updated Hawaiiana Charmer ~ Basecamp to Adventure

Your beautiful base camp to adventure awaits! Newly-renovated, fully-appointed guest suite above the garage of our family home. Private lanai, peekaboo oceanview, bikes, kayak, SUP and surfboard included with your rental. Bright, breezy unit with gorgeous vaulted ceilings, fresh white linens, a pillow top mattress and coffee to jumpstart your morning. We have everything you need to explore this magical island - recently featured in Condé Nast as one of Hawaii’s top Airbnbs!

Top guest favorite
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.
Condo in Poipu
4.98 out of 5 average rating, 132 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 favorite
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, 349 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.

Top guest favorite
A bright living area is presented with a comfortable gray sofa adorned with orange cushions. A wooden coffee table sits center stage, surrounded by a textured area rug. Large windows with plantation shutters allow natural light to enter, complemented by greenery from a nearby potted plant.
Condo in Poipu
4.99 out of 5 average rating, 222 reviews

Sunny Poipu, Mountain View, close to beach, A/C

When you step inside Pili Mai, you'll immediately experience a comfortable tropical ambiance, complete with air conditioning. This welcoming community boasts a pool and sports complex on-site, offering serene views of the mountains and gardens and golf course. It's a tranquil place to call home, just minutes away from the sunny Poipu area, with its restaurants, beaches, and shopping options.

Popular amenities for Kalaheo vacation rentals

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