Vacation rentals with a pool in Anini Beach

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Top-rated rentals with a pool in Anini Beach

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Guest favorite

Vacation home in Princeville

4.94 out of 5 average rating, 118 reviews

Northshore Oceanfront: Top Floor/Corner-SealodgeD9

On the Northshore, and perched atop a dramatic bluff within Princeville community, is Sealodge D9... a real gem and rare hideaway. An oceanfront simple, clean top floor and a corner private unit. Enjoy direct and unobstructed views of the Kilauea Lighthouse, Moku'aeae Island, Anini Beach coastline and the largest reef in the Hawaiian islands. Exceptional ocean, mountain, coastline/mountain vistas from the living, dining, and bedroom windows, as well as from the lanai. Enjoy a romantic getaway.

Aug 30 – Sep 6

G$88,017 GYD per night

Guest favorite

Condo in Koloa

4.98 out of 5 average rating, 232 reviews

Slice of Kiahuna Paradise-A/C-BEACHFRONT-POOL

Remodeled bright & breezy top floor, corner unit in exclusive Bld 23. Steps away from top rated Poipu Beach. View. Whole home A/C (dual split in living room & window unit in bedroom). Super fast Wifi. New master bed & queen sleeper sofa in the living room comfortably sleeps up to 4 people. New living & dining furniture and appliances. 65” Smart tv. Unit is supplied w/extra amenities, suggested experiences & babysitting recommendations around the island to offer a fantastic & unforgettable stay!

Mar 9 – 16

G$108,115 GYD per night

Superhost

Condo in Koloa

4.81 out of 5 average rating, 139 reviews

Honeymoon Perfect!

PK 331 is a quiet, affordable, charming studio condo with an exciting view of the ocean and mountains in sunny Poipu, yet is steps away from the beach or secluded pool. The unit comes with a comfortable king size bed, complete kitchen, and full bath with shower and mini-tub. There is a separate vanity room, closet space, and a balcony lanai. Wifi is free. The common area has a pool, grill area, laundry, & parking spot. Smoking is permitted only in the designated smoking area on the grounds.

Mar 14 – 21

G$38,598 GYD per night

Guest favorite

Bungalow in Kalaheo

5.0 out of 5 average rating, 101 reviews

Eco Luxe Villa, Infinity Pool

No house should ever be on a hill or on anything. It should be of the hill, belonging to it. Hill and house should live together, each the happier for the other." -- Frank Lloyd Wright Nestled in the Kalaheo hills 20 minutes north from Poipu, this oasis offers modern barefoot luxury with breathtaking views of the lush tropical landscape. The Longhouse has full privacy from the main residence located on the same parcel, it is the place to unplug and unwind, surrounded by nature's beauty.

Dec 25 – Jan 1

G$218,973 GYD per night

Guest favorite

Condo in Princeville

4.99 out of 5 average rating, 210 reviews

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!

Dec 14 – 21

G$129,356 GYD per night

Guest favorite

Condo in Lihue

4.95 out of 5 average rating, 179 reviews

OCEAN FRONT private parlor @Marriott beach club

Luxurious Marriott Vacation Club resort. Stay in a beautiful Ocean View Parlor with Kitchenette. The room has a Queen Murphy Bed. Easily put the bed away and have a nice living space for the day time. Close to incredible hikes. Includes free airport shuttle & parking. Restaurants on property. Pricing is less than HALF of what you would pay booking directly with the hotel. Hot tubs, pools, long path along the beach. Feel free to message me for same day stay and I'll check availability

Dec 8 – 15

G$92,815 GYD per night

Guest favorite

Condo in Princeville

4.98 out of 5 average rating, 128 reviews

Brand New Luxurious Condo on North Shore Kauai

Brand New Listing at the Hanalei Bay Resort. Wake up to breath taking views of the Hanalei bay, waterfalls and the amazing lush green mountains of the garden island. Along with the amazing scenery you will also have access to pools, hot tubs, tennis courts, private beach access, weight room facilities and enjoy live music every night at the Happy Talk Lounge. All of theses activities are just a minutes walk from your front door or enjoy a relaxing golf cart shuttle ride.

Sep 18 – 25

G$119,300 GYD per night

Superhost

Cottage in Hanalei

4.93 out of 5 average rating, 271 reviews

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a romantic paradise, tucked away on an acre of lush gardens in the dazzling Wainiha River Valley. Perched atop a bluff overlooking the valley, you are immersed in the serenity and opulence of your private pool and spa, surrounded by vibrant colors and lush greenery, creating a truly surreal and romantic atmosphere. Just miles away, discover some of the world's most beautiful beaches. Let this idyllic retreat transport you to a world of pure romance and bliss.

Dec 21 – 28

G$165,242 GYD per night

Superhost

Condo in Princeville

4.87 out of 5 average rating, 188 reviews

Jewel of the Pacific. Oceanfront condo at Sealodge

This premium and affordable vacation rental has one of the most spectacular views in all of Kauai! It is perched on an oceanfront cliff with expansive views of the Pacific Ocean, Kauai north shore coastline, Anini reef and Kilauea Lighthouse. From the lanai or living area you experience beautiful sunrises, see whales (in season), spinner dolphins, soaring seabirds, gorgeous rainbows, outrigger canoe races, sailboats, cruise ships, local fishermen on the reef below.

Mar 16 – 23

G$96,072 GYD per night

Guest favorite

Condo in Kapaa, Kauai

4.81 out of 5 average rating, 372 reviews

Ocean view Studio in Hotel complex - Kauai

Kamaaina discount offered!! Ocean view condo in a Hotel complex, near the town of Kapaa. 3 adults max in the space. Ocean, pool and garden views. Just steps from the beach and the pool. Beautiful Hawaiian décor. The Islander on the beach, is a quaint Beachfront condo/hotel on 6 pristine acres of tropical paradise. Ground floor studio with two queen beds with private bathroom. Beautiful Air conditioning. Great WIFI/ Cable TV. Double clean between guests.

Mar 21 – 28

G$38,377 GYD per night

Guest favorite

Condo in Princeville

4.99 out of 5 average rating, 101 reviews

Spectacular ocean-view at luxurious resort

Enjoy the cooling trade winds while watching spectacular view in front of you as you are lounging on your private oceanfront lanai (patio). This very comfortable condo provides spectacular full ocean view and sunsets plus a rainbow or two if you’re lucky. The spaciousr suite has a comfortable cal King Size bed with a private full bath.. The roomy fully equipped kitchen offers you ocean views from every window. Recently fully, beautifully renovated .

Sep 2 – 9

G$96,040 GYD per night

Guest favorite

Condo in Kapaa

4.94 out of 5 average rating, 180 reviews

Breezy Oceanfront Pono Kai Resort Condo for 2

We are on the edge of "Old Town" Kapaa, an easy walk to restaurants, cute shops, and the best shave ice on Kauai! Our condo comes with a gorgeous ocean view, my own fresh orchids, refreshing trade wind breezes, and beautiful sunrises. Relax on the ocean-facing lanai, or walk a few steps to swim or snorkel, or wander on our famous coastal path! You can spend more, but you can’t get much closer to the beach! Hawaii taxes are included in the price!

Jan 5 – 12

G$51,591 GYD per night