New Top-Floor Poipu 3BR for Big Family Beach DaysFrom $386/night · Sleeps 8
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New Top-Floor Poipu 3BR for Big Family Beach DaysFrom $386/night · Sleeps 8
NEW Top-Floor Corner Studio with Kapaa Ocean ViewsFrom $142/night · Sleeps 3
Waterfall & Mountain Views in Colorful HanaleiFrom $605/night · Sleeps 8
NEW Ground-Floor Poipu Garden Retreat Near Kukui'ulaFrom $185/night · Sleeps 4
*New* Princeville Ocean and Golf Views from a Top-Floor LoftFrom $384/night · Sleeps 4
*New* Top-Floor Princeville Views for Family TimeFrom $214/night · Sleeps 6
*New* Pacific Views from a Poipu Clifftop Home for FourteenFrom $841/night · Sleeps 14
*New* Ocean-View Kapaa Studio by the Beachside PoolFrom $156/night · Sleeps 3
Recently upgraded 3-bedroom ocean and mountain views!From $450/night · Sleeps 6
*New* Fall $pecial Four Bedrooms Near Queen's Bath in PrincevilleFrom $1,302/night · Sleeps 8
NEW Ground-Floor Kauaʻi Oceanfront Studio, Walk to DiningFrom $229/night · Sleeps 2
*New* Walk to Kiahuna Beach from a Poipu Garden RetreatFrom $273/night · Sleeps 4
*NEW* Ocean-View Ground-Floor Kapaa Condo for FourFrom $233/night · Sleeps 4
*NEW* Air-Conditioned Poipu Retreat, 100 Yards from Brennecke'sFrom $324/night · Sleeps 6
*NEW* Oceanfront Kapaa Studio for Sunrise by the PoolFrom $201/night · Sleeps 2
*NEW* Freshly Renovated Poipu Condo with Ocean and Pool ViewsFrom $284/night · Sleeps 6
August Sale!! Ground-Floor AC Poipu Condo Near Beaches with Pool & Hot TubFrom $308/night · Sleeps 4
*NEW* Oceanfront Wailua Days at Lanikai, Steps from Lae NaniFrom $565/night · Sleeps 6
New Fall Deal Poipu 3BR with Central AC Near Poipu BeachFrom $276/night · Sleeps 8
New Oceanfront Poipu Townhome with Lanai and Heated PoolFrom $580/night · Sleeps 6
August Sale!! Steps from the Ocean in a Roomy Kilauea Getaway TVNC#4255From $364/night · Sleeps 6
*NEW* Ground-Floor Poipu 2BR with Pool, Hot Tub and GymFrom $330/night · Sleeps 6
NEW Top-Floor Oceanfront Studio in Kapaa's Niihau BuildingFrom $178/night · Sleeps 3
Spacious & Private Beautiful Princeville Home with AC and Hot Tub.From $750/night · Sleeps 8
NEW Fall Sale Wake to Waves at Oceanfront Kuhio ShoresFrom $347/night · Sleeps 4
Beautiful Hawaiiana 3/3 Townhouse with AC & Mountain ViewsFrom $392/night · Sleeps 6
NEW Makai Fairway Views and Bali Hai Sunsets in PrincevilleFrom $469/night · Sleeps 8
Mele Mele 3BR Puako Beach Retreat Steps to Ocean AccessFrom $666/night · Sleeps 6
*New* Remodeled Lihue Condo for Sunrise Beach DaysFrom $208/night · Sleeps 5
*NEW* Anini Beach Mornings, Just 85 Steps from the Water TVNC 4255From $242/night · Sleeps 4
NEW Golf and Mountain Views from a Bright Princeville CondoFrom $268/night · Sleeps 6
Oceanfront Sealodge Condo at Princeville w/ Kitchen, Essentials, Beach, ShoppingFrom $316/night · Sleeps 4
*New* Ground-Floor Kauaʻi Oceanfront Studio, Steps to BeachFrom $159/night · Sleeps 2
From $386/night
New Top-Floor Poipu 3BR for Big Family Beach Days
Koloa, Hawaii
★★★★★ 87 reviews
Summary:Give the whole crew a proper South Shore landing place: three bedrooms, room for eight, and a lanai for the part of the evening when nobody...
From $142/night
NEW Top-Floor Corner Studio with Kapaa Ocean Views
Kapaa, Hawaii
★★★★★ 86 reviews
Summary:The top-floor corner position gives this Islander on the Beach studio a broad Pacific outlook and a little extra sense of privacy. Up to...
From $605/night
Waterfall & Mountain Views in Colorful Hanalei
Hanalei, Hawaii
★★★★★ 86 reviews
Summary:Wake up to Hanalei's waterfall and mountain views, then walk out for coffee, a swim, or a browse through town. This colorful three-bedroom,...
From $185/night
NEW Ground-Floor Poipu Garden Retreat Near Kukui'ula
Poipu, Hawaii
★★★★★ 85 reviews
Summary:Open the lanai door and let the bamboo, coconut trees, and tropical garden set the mood for a slower Poipu morning. This ground-floor,...
From $384/night
*New* Princeville Ocean and Golf Views from a Top-Floor Loft
Princeville, Hawaii
★★★★★ 82 reviews
Summary:The views are the reason to wake up slowly at Pali Ke Kua #233. From this remodeled, top-floor corner condo, expansive windows frame the...
From $214/night
*New* Top-Floor Princeville Views for Family Time
Princeville, Hawaii
★★★★★ 81 reviews
Summary:From the top floor at The Cliffs Resort, this condo looks out across ocean, mountain, and waterfall views that make a North Shore morning...
From $841/night
*New* Pacific Views from a Poipu Clifftop Home for Fourteen
Koloa, Hawaii
★★★★★ 81 reviews
Summary:Bring the whole family to a lava-rock clifftop above the Pacific, where the waves are the soundtrack and every lanai has a reason to linger....
From $156/night
*New* Ocean-View Kapaa Studio by the Beachside Pool
Kapaa, Hawaii
★★★★★ 80 reviews
Summary:Take your coffee onto the private lanai and look out over the ocean, pool, and resort grounds before the beach day begins. This studio sleeps...
From $450/night
Recently upgraded 3-bedroom ocean and mountain views!
Koloa, Hawaii
★★★★★ 78 reviews
Recently renovated 3-bedroom condo with spectacular views located on the 3rd floor.The first level offers an open and welcoming layout with a...
From $1,302/night
*New* Fall $pecial Four Bedrooms Near Queen's Bath in Princeville
Princeville, Hawaii
★★★★★ 75 reviews
Summary:Bring everyone to Princeville and give each person a real place to land after a North Shore day. This four-bedroom, three-bath home sleeps...
From $229/night
NEW Ground-Floor Kauaʻi Oceanfront Studio, Walk to Dining
Kapaa, Hawaii
★★★★★ 74 reviews
Summary:Step from your ground-floor lanai into a quiet acre of tropical gardens, then down to the beach with the Pacific right at your feet. This...
From $273/night
*New* Walk to Kiahuna Beach from a Poipu Garden Retreat
Koloa, Hawaii
★★★★★ 74 reviews
Summary:Start with bare feet in the grass, then make the short walk to Kiahuna Beach for a morning in the sand. This one bedroom, one bath Kiahuna...
From $233/night
*NEW* Ocean-View Ground-Floor Kapaa Condo for Four
Kapaa, Hawaii
★★★★★ 73 reviews
Summary:Step out to your lanai, catch an ocean view, and make the beach the first stop of the day. This ground-floor Kauai Kailani condo sleeps four...
From $324/night
*NEW* Air-Conditioned Poipu Retreat, 100 Yards from Brennecke's
Koloa, Hawaii
★★★★★ 73 reviews
Summary:Walk about 100 yards to Brennecke's Beach for a morning in the waves, then come back to three lanais, air conditioning, and room for the...
From $201/night
*NEW* Oceanfront Kapaa Studio for Sunrise by the Pool
Kapaa, Hawaii
★★★★★ 72 reviews
Summary:Wake up where the ocean is not just a view but the first thing beyond your private lanai. This studio sleeps two in the oceanfront Niihau...
From $284/night
*NEW* Freshly Renovated Poipu Condo with Ocean and Pool Views
Koloa, Hawaii
★★★★★ 72 reviews
Summary:Come back from a Poipu beach day to a condo refreshed from top to bottom in 2025, then put your feet up on the sunny lanai facing garden and...
From $308/night
August Sale!! Ground-Floor AC Poipu Condo Near Beaches with Pool & Hot Tub
Poipu, Hawaii
★★★★★ 72 reviews
Summary:Pack the swimsuits and walk about eight minutes to Brennecke's Beach, where a South Shore beach day can start without loading everyone in the...
From $565/night
*NEW* Oceanfront Wailua Days at Lanikai, Steps from Lae Nani
Kapaa, Hawaii
★★★★★ 71 reviews
Summary:Open the door to a true oceanfront Wailua morning, with Lae Nani Beach a few steps away and the Pacific stretching beyond your private lanai....
From $276/night
New Fall Deal Poipu 3BR with Central AC Near Poipu Beach
Koloa, Hawaii
★★★★★ 69 reviews
Summary:Spend the morning in the water at Poipu Beach, come back to cool central air conditioning, then take your sunset drink out to the lanai. This...
From $580/night
New Oceanfront Poipu Townhome with Lanai and Heated Pool
Poipu, Hawaii
★★★★★ 69 reviews
Summary:Watch the Pacific from two sides of this oceanfront end-unit townhome at Poipu Shores, then take a short walk to Brennecke's Beach and Poipu...
From $364/night
August Sale!! Steps from the Ocean in a Roomy Kilauea Getaway TVNC#4255
Kilauea, Hawaii
★★★★★ 68 reviews
Summary:Wake up close enough to hear the ocean and take the private path toward Anini Beach from this spacious Kilauea home. With 2,300 square feet...
From $330/night
*NEW* Ground-Floor Poipu 2BR with Pool, Hot Tub and Gym
Koloa, Hawaii
★★★★★ 65 reviews
Summary:Park a few steps from the front door, drop the beach bags, and settle into a ground-floor Poipu stay built for an easy family week. This...
From $178/night
NEW Top-Floor Oceanfront Studio in Kapaa's Niihau Building
Kapaa, Hawaii
★★★★★ 62 reviews
Summary:Straight-ahead Pacific views are the reward for choosing this top-floor studio in Islander on the Beach's oceanfront Niihau Building. Two...
From $750/night
Spacious & Private Beautiful Princeville Home with AC and Hot Tub.
Princeville, Hawaii
★★★★★ 62 reviews
This beautiful Princeville home, known as Paradiso Hale, can be found on a quiet cul-de-sac in the resort community of Princeville on the North Shore...
From $347/night
NEW Fall Sale Wake to Waves at Oceanfront Kuhio Shores
Poipu, Hawaii
★★★★★ 60 reviews
Summary:Pull back the plantation doors and watch waves meet the rocks only a few feet from your lanai. This ground-floor, one-bedroom condo at Kuhio...
From $392/night
Beautiful Hawaiiana 3/3 Townhouse with AC & Mountain Views
Princeville, Hawaii
★★★★★ 60 reviews
At a generous 1,825 square feet of interior space, your 3 bedroom/3 bath home-away-from-home offers the popular split-level floor plan where each...
From $469/night
NEW Makai Fairway Views and Bali Hai Sunsets in Princeville
Princeville, Hawaii
★★★★★ 60 reviews
Summary:Wake up above the sixth hole of Makai Golf Course, with the Pacific and Bali Hai Mountains stretching out beyond the windows. This...
From $666/night
Mele Mele 3BR Puako Beach Retreat Steps to Ocean Access
Waimea, Hawaii
★★★★★ 58 reviews
Mele Mele | 3BR Puako Beach Retreat Steps to Ocean AccessWelcome to Mele Mele, a charming 3-bedroom, 1.5-bath beach cottage in the heart of Puako on...
From $208/night
*New* Remodeled Lihue Condo for Sunrise Beach Days
Lihue, Hawaii
★★★★★ 55 reviews
Summary:Begin with a sunrise stroll along the shoreline, then come back to a beautifully remodeled two-bedroom condo that gives your family room to...
From $242/night
*NEW* Anini Beach Mornings, Just 85 Steps from the Water TVNC 4255
Kilauea, Hawaii
★★★★★ 55 reviews
Summary:Anini is the kind of North Shore beach where an early towel run can become the whole morning. From this cottage, private beach access is 85...
From $268/night
NEW Golf and Mountain Views from a Bright Princeville Condo
Princeville, Hawaii
★★★★★ 53 reviews
Summary:Start the morning on your private outdoor seating area, looking across the Makai Golf Course to Kauai's green mountains. This light-filled...
From $316/night
Oceanfront Sealodge Condo at Princeville w/ Kitchen, Essentials, Beach, Shopping
Princeville, Hawaii
★★★★★ 53 reviews
Summary:Wake before the family and watch the sun come up over the Pacific from your lanai at Sealodge J3. This single-level one-bedroom condo in...
From $159/night
*New* Ground-Floor Kauaʻi Oceanfront Studio, Steps to Beach
Kapaa, Hawaii
★★★★★ 52 reviews
Summary:Let the waves be the soundtrack to breakfast, then step from the lanai toward the beach and reef just beyond the gardens. This ground-floor...