Holiday houses in Kalaheo

4.82 out of 5 average rating, 175 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

4.86 out of 5 average rating, 148 reviews

Holiday home in Lihue

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.

4.95 out of 5 average rating, 183 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!

4.92 out of 5 average rating, 113 reviews

Holiday home in Kapaʻa

Beautiful OCEANFRONT Kauai Condo with beach access

Aloha, and welcome, to our Wailua Bay view condo, located on the East shore of Kauai in Coconut coast town of Kapa'a. Spectacular panoramic ocean views of the expansive sandy beach of Wailua Bay awaits you. Our 740 sqft. fully equipped ground floor condo features a spacious one bedroom and one bath, a fully equipped kitchen, a washer and dryer, an outdoor swimming pool/ BBQ area, a comfortable living area that is centrally located to dining, shopping, and the Grand Canyon of the Pacific!

4.98 out of 5 average rating, 275 reviews

Condo in Princeville

Sea and Sky Kauai, an Oceanfront Penthouse

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!

4.97 out of 5 average rating, 119 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.

4.9 out of 5 average rating, 320 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!!!

4.94 out of 5 average rating, 335 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

5 out of 5 average rating, 104 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.

4.96 out of 5 average rating, 223 reviews

Serene Location, AC, sleeps 4, pool access

Kiahuna Planation Resort #404. Located in building #40. Enjoy relaxing on the lanai listening to the birds sing. This peaceful and centrally-located condo of perfect for couples and families. Enjoy air conditioning located in the living room on those hot summer nights. The bedroom has a king bed and pocket doors to close for privacy. A queen bed folds out from the sofa to sleep 1 or 2 more people. Po’ipū Beach Athletic Club comes as a amenity with the condo.

4.97 out of 5 average rating, 196 reviews

Closest One Bedroom to Poipu Beach! Full Remodel!

Kick back and relax in this stylish space. We just wrapped up a full remodel on this unit so you'll be one of the first to step into a unit with brand new EVERYTHING. This unit is just steps to World Renowned Poipu Beach where turtles & Hawaiian monk seals are frequently found napping on the sand. Walking distance to several eateries and bars and a short drive to The Shops at Kukui'ula with tons of shopping and restaurant options.

4.91 out of 5 average rating, 117 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. Grab a drink and a chair and walk to the front lawn to enjoy the most amazing sunsets imaginable! For more pics see our IG account @poipuparadise

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Other great holiday rentals in Kalaheo

4.98 out of 5 average rating, 63 reviews

New! Oceanfront Haena Cottage - Steps to the Beach

DavidRating, 5 stars2 weeks ago

Truly amazing experience, can’t wait to come back! The location is incredible and Kristina and Steve were great friendly hosts.. can’t recommend this stay enough, hope we can be so lucky to experience it again..

4.97 out of 5 average rating, 93 reviews

Kaiolohia Hale Haena Walk to Tunnels Beach

Kristina & NickRating, 5 stars1 month ago

Our stay at the cottage was great. Very close to the beach and really appreciated the beach equipment provided. We loved relaxing and enjoying the slower speeds and stunning scenery. The quick ride into town wasn't bad for dinners. Greatly appreciated the AC in the bedrooms. Highly recommend this location.

4.96 out of 5 average rating, 23 reviews

Apartment in Princeville

OceanView Jungalow

LindseyRating, 5 stars1 week ago

This place absolutely exceeded our expectations! The photos truly don’t do it justice — the location is literally breathtaking. From the moment we arrived, we were blown away by how beautiful and spotless everything was. The check-in process was seamless, and parking was a breeze thanks to the super clear instructions. We did have one small hiccup when the smoke alarm went off late at night, but Lauren was incredibly responsive and helpful — she handled it quickly and professionally, which we really appreciated. All in all, this was an amazing stay and we can’t wait to come back again. Highly recommend!

4.93 out of 5 average rating, 40 reviews

Apartment in Koloa

AC Ocean Views- Steps to beach

MaryRating, 5 stars2 weeks ago

Jim's place was beautiful and had a gorgeous view. There were many amenities, including an old record player with hawaiian vinyl records. We really enjoyed that added touch. It has a great access to a beautiful sandy beach and a nice walk down Poipu Beach to Brennecke's beach to see the turtles. There are restaurants, Starbucks, grocery stores and shopping a short drive away. We had some trouble finding the building number and the neighbor on the bottom floor paid us a visit to tell us we were walking too loudly. (Grouchy Renter) Overrall, we had a wonderful time and would definitely stay at Jim's place again.

5 out of 5 average rating, 35 reviews

Villa in Koloa

Cottage in the Crater

AliceRating, 5 stars1 week ago

What a place! This home truly has everything you need—and then some. Every appliance and piece of furniture is high-end, and the entire space is spotless. The attention to detail throughout the house really stood out to me. As a tea lover, I especially appreciated the instant hot water faucet—such a small touch, but it made things so much easier. Communication was fast and seamless. Honestly, this may have been my favorite rental yet. Highly recommend!

4.79 out of 5 average rating, 146 reviews

Ipo Cottage - steps to the beach in Haena

TresiaRating, 5 stars3 weeks ago

The cottage was a fantastic launching pad and spot to relax/recoup. It was even more private feeling than the pictures depict. The cottage is surrounded by landscaping that makes the cottage, deck, and shower feel very protected, and quiet…. Yet also safe. The cottage kitchen is well appointed - making it easy to cook (or bbq out back) my meals. The cottage is located next to an easy to access beach, where you’ll often have it to yourself. Taline and Dan were awesome hosts with lots of local knowledge and were extremely responsive. The location is also such that it’s easy to find good food, and places to relax and explore.

5 out of 5 average rating, 42 reviews

The ‘IMI OLA at Kiahuna Beach | Poipu, Kauai | A/C

LarryRating, 5 stars1 week ago

Wonderful and well appointed condo. Outstanding location in Poipu, quiet & private but also close to two mini malls for anything you need.