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Hawaii Retreat Vacation Rentals

Escape to the serene beauty of Hawaii with our curated selection of retreat vacation rentals. Whether you're seeking a peaceful sanctuary for relaxation, a wellness-focused getaway, or a secluded hideaway amidst nature, To-Hawaii.com offers a variety of accommodations to suit your desires.

From cozy cottages nestled in lush landscapes to luxurious estates with breathtaking ocean views, our retreat rentals provide the perfect setting for rejuvenation and tranquility. Experience the Aloha spirit and immerse yourself in the natural splendor of the islands.

Whether you're planning a solo retreat, a romantic escape, or a group wellness journey, our diverse offerings across Oahu, Maui, Kauai, and the Big Island cater to all preferences.

Browse the listings below to find your ideal Hawaiian retreat and embark on a journey of relaxation and renewal.

List
Map
Comfortable 3-Bedroom Vacation Home Near Pahoa
Comfortable 3-Bedroom Vacation Home Near Pahoa
Comfortable 3-Bedroom Vacation Home Near Pahoa

Comfortable 3-Bedroom Vacation Home Near Pahoa

Welcome to Puni Mauka A, a charming 3-bedroom home perfect for extended stays on the Big Island. Located less than five miles from Pahoa, this property offers convenient access to shopping and dining options, and is just two-and-a-half miles from the ocean, making it an excellent choice for those seeking both relaxation and adventure.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Pahoa
from $141 
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Spacious Kihei Condo with Ocean View & Amenities
Spacious Kihei Condo with Ocean View & Amenities
Spacious Kihei Condo with Ocean View & Amenities

Spacious Kihei Condo with Ocean View & Amenities

Escape to this beautifully remodeled one-bedroom condo in Kihei, Maui, designed as your perfect home away from home. The spacious unit comfortably accommodates two guests with a luxurious California King bed and a queen-sized sleeper sofa, all outfitted with high-quality linens for a restful stay.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $242 
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Kihei Surfside Oceanfront Condo with Stunning Views
Kihei Surfside Oceanfront Condo with Stunning Views
Kihei Surfside Oceanfront Condo with Stunning Views

Kihei Surfside Oceanfront Condo with Stunning Views

Immerse yourself in the ultimate oceanfront experience at Kihei Surfside Resort #304, ideally situated in South Kihei. This six-story retreat offers breathtaking 180-degree views of the Pacific Ocean, making it a perfect destination for beach lovers and nature enthusiasts alike.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei, Maui
from $371 
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Charming Ground-Floor Maui Condo Near Beach
Charming Ground-Floor Maui Condo Near Beach
Charming Ground-Floor Maui Condo Near Beach

Charming Ground-Floor Maui Condo Near Beach

Welcome to Maui Kamaole C-109, a tranquil ground-floor condo nestled in the heart of Kihei, Hawaii. Ideal for small families or couples, this inviting vacation retreat comfortably hosts up to 4 guests with a spacious primary bedroom and a queen sleeper sofa in the living area.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $269 
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Hakuma House Ocean Volcano Views Off-Grid Retreat
Hakuma House Ocean Volcano Views Off-Grid Retreat
Hakuma House Ocean Volcano Views Off-Grid Retreat

Hakuma House Ocean Volcano Views Off-Grid Retreat

Welcome to Hakuma House, a cozy off-grid retreat nestled in the scenic Kalapana area, offering stunning views of the ocean and volcanoes. This unique two-story home plus cottage provides a peaceful escape from everyday life. The main house features a downstairs bedroom with a queen bed and an adjacent bathroom, including an outdoor soaking tub on the wraparound deck.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Pahoa
from $312 
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Hale Hialoa Pineapple Studio in Hawaiian Paradise Park
Hale Hialoa Pineapple Studio in Hawaiian Paradise Park
Hale Hialoa Pineapple Studio in Hawaiian Paradise Park

Hale Hialoa Pineapple Studio in Hawaiian Paradise Park

Welcome to Hale Hialoa Pineapple Studio, your charming and comfortable retreat in Hawaiian Paradise Park. Perfectly positioned just 2 miles from Shipman Beach and stunning coastline, this cozy studio offers the ideal blend of relaxation and adventure on the Big Island.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Hawaiian Paradise Park
from $243 
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Kiahuna Plantation #2115 - Tropical Ground-Floor Suite
Kiahuna Plantation #2115 - Tropical Ground-Floor Suite
Kiahuna Plantation #2115 - Tropical Ground-Floor Suite

Kiahuna Plantation #2115 - Tropical Ground-Floor Suite

Kiahuna Plantation #2115 offers a charming 690 square foot ground-floor suite decorated in tropical style, providing easy access to lush gardens and the stunning Poipu Beach, once named America's Best Beach by Travel Channel.
This rare deluxe suite comfortably sleeps four, featuring a plush king bed and a new queen sofa sleeper.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> KOLOA
from $546 
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Relaxing 3BR/3BA Retreat at Pili Mai Kauai
Relaxing 3BR/3BA Retreat at Pili Mai Kauai
Relaxing 3BR/3BA Retreat at Pili Mai Kauai

Relaxing 3BR/3BA Retreat at Pili Mai Kauai

Escape to paradise in this beautiful and spacious 3-bedroom, 3-bath condo at Pili Mai located on the scenic Kiahuna golf course. Perfect for families or groups, this retreat comfortably sleeps up to 10 guests, offering plush interiors and a variety of sleeping arrangements including a king bed, a queen bed, and a cozy bunk room with a queen, full, and two twin beds, ensuring restful nights for everyone.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Koloa
from $722 
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Charming Kihei Condo Near Kamaole Beach
Charming Kihei Condo Near Kamaole Beach
Charming Kihei Condo Near Kamaole Beach

Charming Kihei Condo Near Kamaole Beach

Welcome to Kalama Terrace, your stylish and centrally located retreat in Kihei! This fully renovated condo offers a bright, airy space perfect for exploring Maui. The open floor plan connects a modern kitchen with sleek countertops, new appliances, and all essentials for cooking or enjoying local takeout.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kihei
from $286 
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Cozy 1-Bedroom Golf Course Retreat in Waikoloa
Cozy 1-Bedroom Golf Course Retreat in Waikoloa
Cozy 1-Bedroom Golf Course Retreat in Waikoloa

Cozy 1-Bedroom Golf Course Retreat in Waikoloa

Experience a comfortable and contemporary stay in this upgraded ground-floor 1-bedroom condo located in Waikoloa Village. The unit features a covered lanai with a wet bar, offering picturesque views of the golf course, perfect for relaxing after a day exploring the island.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Waikoloa
from $222 
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Kauai Dream Retreat in Poipu Kai - Luxury Vacation Home
Kauai Dream Retreat in Poipu Kai - Luxury Vacation Home
Kauai Dream Retreat in Poipu Kai - Luxury Vacation Home

Kauai Dream Retreat in Poipu Kai - Luxury Vacation Home

Welcome to Kauai Dream Retreat, your ideal coastal escape nestled in the heart of Poipu Kai. This beautifully appointed 3-bedroom home offers the perfect blend of luxury, comfort, and prime location on Kauai's South Shore.
Situated along the lush Greenbelt, the retreat provides easy access to iconic beaches like Shipwreck Beach and world-famous Poipu Beach, just a short walk away.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> KOLOA
from $762 
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Oceanfront Puamana Retreat with Stunning Views
Oceanfront Puamana Retreat with Stunning Views
Oceanfront Puamana Retreat with Stunning Views

Oceanfront Puamana Retreat with Stunning Views

Welcome to Puamana Retreat by Gather, your ultimate oceanfront escape on Maui's beautiful south shore. This stunning property offers unobstructed views of the Pacific Ocean and neighboring islands from both the upper and lower lanais, providing an idyllic setting to relax and take in the scenery.

  • 3 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $1,015 
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Luxury Kauai Retreat in Princeville with Ocean Views
Luxury Kauai Retreat in Princeville with Ocean Views
Luxury Kauai Retreat in Princeville with Ocean Views

Luxury Kauai Retreat in Princeville with Ocean Views

Discover the ultimate Kauai experience from this spacious private retreat nestled in the heart of Princeville on the North Shore. Perfectly positioned just minutes from the iconic Hanalei Bay, Anini Beach, and renowned golf courses, this beautiful four-bedroom home offers comfort, convenience, and breathtaking scenery for family and friends alike.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Princeville
from $1,016 
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Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores
Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores
Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores

Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores

This exceptional beachfront property in Kailua offers two spacious living areas on the renowned Kailua Beach, known for its pristine white sands and clear waters. The main house features five beautifully renovated bedrooms, each designed with comfort and style, including a luxurious primary suite with a soaking tub and ensuite bath.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 14
Hawaii> Kailua
from $2,769 
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Hale Kahakai Oceanfront Retreat in Oahu
Hale Kahakai Oceanfront Retreat in Oahu
Hale Kahakai Oceanfront Retreat in Oahu

Hale Kahakai Oceanfront Retreat in Oahu

Welcome to Hale Kahakai, a stunning oceanfront retreat nestled on the serene North-East coast of Oahu. This beautifully renovated single-family home offers breathtaking views of the Pacific Ocean’s vibrant blue and turquoise waters, creating a perfect setting for your Hawaiian getaway.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Hauula
from $478 
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Bright Coastal Condo with Pool & Club Access in Poipu
Bright Coastal Condo with Pool & Club Access in Poipu
Bright Coastal Condo with Pool & Club Access in Poipu

Bright Coastal Condo with Pool & Club Access in Poipu

Escape to this beautifully remodeled 1-bedroom condo at Kiahuna Plantation, one of Poipu's favorite destinations. Unit #402 boasts a fresh, coastal-inspired interior and a private lanai that invites you to relax and soak in the lush tropical surroundings.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $391 
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Family-Sized Tranquil Farmhouse Retreat. Event Space. Nearby Shopping Complex
Family-Sized Tranquil Farmhouse Retreat. Event Space. Nearby Shopping Complex
Family-Sized Tranquil Farmhouse Retreat. Event Space. Nearby Shopping Complex

Family-Sized Tranquil Farmhouse Retreat. Event Space. Nearby Shopping Complex

*This property may not be rented for less than 30 consecutive days. Prices will be adjusted on the number of days occupied Special arrangements please reach out. Please contact us directly for event requests.

Are you traveling to O’ahu with your family and looking for the perfect place to call home?

  • 4 bedroom
  • 2 bathroom
  • Sleeps 10
Hawaii> Honolulu
from $428 
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Serene Hawaii Vacation Home Near Waikoloa Beaches
Serene Hawaii Vacation Home Near Waikoloa Beaches
Serene Hawaii Vacation Home Near Waikoloa Beaches

Serene Hawaii Vacation Home Near Waikoloa Beaches

Welcome to our stunning Hawaiian residence in Ainamalu, known as the "Peaceful Land" of Hawaii. Surrounded by majestic mountains and ocean vistas, this home offers a tranquil escape for up to eight guests, making it ideal for families or groups of friends seeking a memorable getaway in paradise.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Waikoloa
from $466 
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Hale Kamaole #215 Cozy Condo Near Kamaole Beach
Hale Kamaole #215 Cozy Condo Near Kamaole Beach
Hale Kamaole #215 Cozy Condo Near Kamaole Beach

Hale Kamaole #215 Cozy Condo Near Kamaole Beach

Discover Hale Kamaole #215, a cozy and well-appointed condo nestled in the heart of South Kihei. This charming one-bedroom retreat offers a harmonious blend of comfort and convenience, making it an ideal choice for your Hawaiian vacation. Located within a beautifully maintained low-rise complex surrounded by lush tropical gardens, the property provides a serene environment for relaxation and leisure.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $290 
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Wailea Grand Champions Villas Condo with Ocean Views
Wailea Grand Champions Villas Condo with Ocean Views
Wailea Grand Champions Villas Condo with Ocean Views

Wailea Grand Champions Villas Condo with Ocean Views

Welcome to Wailea Grand Champions Villas Condo #188, your perfect Maui retreat. This spacious, meticulously updated top-floor condo offers a tranquil escape with stunning peek-a-boo ocean views and garden vistas. Nestled between the Wailea Blue golf course and Wailea Tennis Club, your stay includes access to premier golf and tennis amenities, with discounted rates and clinics available for guests.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $558 
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Vista Waikoloa D301 Beach Resort Condo
Vista Waikoloa D301 Beach Resort Condo
Vista Waikoloa D301 Beach Resort Condo

Vista Waikoloa D301 Beach Resort Condo

Welcome to Vista Waikoloa D301, your perfect slice of paradise on the Big Island. This beautifully furnished end-unit condo offers 350 sq ft of wrap-around lanai space with peek-a-boo views of Anaeho'omalu Bay, providing an ideal setting for relaxation and sightseeing.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Waikoloa Village
from $426 
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Luxury 2BR Condo at Fairways Mauna Lani Hawaii
Luxury 2BR Condo at Fairways Mauna Lani Hawaii
Luxury 2BR Condo at Fairways Mauna Lani Hawaii

Luxury 2BR Condo at Fairways Mauna Lani Hawaii

Welcome to Fairways at Mauna Lani 1001, a beautifully renovated two-bedroom, two-bathroom condo situated in one of the best locations within the complex. Recently updated with attention to detail in May 2024, this home offers a perfect blend of comfort and style.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kamuela
from $419 
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Kanai A Nalu Beachfront Condo in Maui
Kanai A Nalu Beachfront Condo in Maui
Kanai A Nalu Beachfront Condo in Maui

Kanai A Nalu Beachfront Condo in Maui

Experience the beauty of Maui from Kanai A Nalu, a beautifully remodeled beachfront condo offering stunning ocean views and modern comforts. This ground-floor unit features tile flooring throughout, island-style furniture, and a fully equipped kitchen with a full-size front load washer and dryer, making it feel like a home away from home in paradise.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $360 
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Ahu Lani Retreat Center: Hawaiian Sanctuary Retreat
Ahu Lani Retreat Center: Hawaiian Sanctuary Retreat
Ahu Lani Retreat Center: Hawaiian Sanctuary Retreat

Ahu Lani Retreat Center: Hawaiian Sanctuary Retreat

Ahu Lani Retreat Center sits at 3,000 feet elevation along Hawaii's scenic Hamakua Coast. This educational and retreat facility hosts universities, yoga teacher trainings, family retreats, and diverse groups seeking to escape modern noise and reconnect with nature in the mystical forests inhabited by fairies and dragons.

  • 11 bedroom
  • 5 bathroom
  • Sleeps 20
Hawaii> Honokaa
from $1,180 
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Luxury Kauai Estate with Waterfalls and Wildlife
Luxury Kauai Estate with Waterfalls and Wildlife
Luxury Kauai Estate with Waterfalls and Wildlife

Luxury Kauai Estate with Waterfalls and Wildlife

Immerse yourself in the tranquil beauty of Hale Mana, a stunning private estate nestled on the lush North Shore of Kauai. Spanning three acres, this multi-million dollar plantation-style home offers breathtaking 360-degree views of the ocean, mountains, waterfalls, and river below.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kilauea
from $1,144 
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Rainbow Retreat
Rainbow Retreat
Rainbow Retreat

Rainbow Retreat

Experience the true essence of old Hawaii at Rainbow Retreat on Molokai, the island that has preserved its authentic charm. This thoughtfully designed ground-floor condo offers a perfect blend of comfort, style, and natural beauty. Spanning 605 square feet, the space is optimized for relaxation without feeling crowded, featuring high-end furnishings from Oahu and classic Eames chairs that invite you to unwind in style.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kaunakakai
from $131 
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Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore

Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore

Uncover the allure of Waimanalo and lose yourself in the tropical paradise of Waimanalo Beach, where our exquisite cottages and breathtaking surroundings await. Embark on a journey of discovery by indulging in the myriad of exciting activities we have to offer.

  • 9 bedroom
  • 9 bathroom
  • Sleeps 24
Hawaii> Waimanalo
from $3,781 
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Luxury 5-Bedroom Home with Ocean Views in Kona
Luxury 5-Bedroom Home with Ocean Views in Kona
Luxury 5-Bedroom Home with Ocean Views in Kona

Luxury 5-Bedroom Home with Ocean Views in Kona

Welcome to Pacific Vista Retreat, a luxurious Hawaiian home nestled in Kahakai Estates just minutes from downtown Kailua-Kona. This stunning 5-bedroom residence offers breathtaking views of the Pacific Ocean and coastline, making it one of the most sought-after vacation rentals on the Big Island.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 11
Hawaii> Kailua-Kona
from $1,533 
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Kihei Beach Hokipa Maui Oceanfront Condo
Kihei Beach Hokipa Maui Oceanfront Condo
Kihei Beach Hokipa Maui Oceanfront Condo

Kihei Beach Hokipa Maui Oceanfront Condo

Aloha and welcome to Kihei Beach Hokipa, a stunning beachfront condo nestled along the renowned Sugar Beach on Maui's south shore. This fully furnished, owner-managed property offers a perfect blend of Hawaiian hospitality and modern comfort, making it an ideal retreat for your Maui getaway.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $612 
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Spacious 3BR Townhouse at Ko Olina Fairways
Spacious 3BR Townhouse at Ko Olina Fairways
Spacious 3BR Townhouse at Ko Olina Fairways

Spacious 3BR Townhouse at Ko Olina Fairways

Experience the best of Hawaii at Fairways at Ko Olina 27H by Gather, a spacious three-bedroom, two-and-a-half-bath townhouse nestled within the luxurious Fairways Ko Olina Resort. Designed for comfort and relaxation, this property offers a perfect blend of island living and modern amenities.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kapolei
from $650 
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Hawaiian Sky Villa Estate with Ocean Views
Hawaiian Sky Villa Estate with Ocean Views
Hawaiian Sky Villa Estate with Ocean Views

Hawaiian Sky Villa Estate with Ocean Views

Welcome to Sky Villa Estate, your private Hawaiian paradise nestled on 5 lush acres. A gated retreat just 1200 feet above Kailua Bay Village, this estate offers breathtaking ocean views, stunning sunsets, and a serene environment. The lush landscape surrounds you with beautifully maintained lawns perfect for family games and lit gardens ideal for evening strolls beneath starry skies.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $1,650 
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Magical Lava Temple Off-Grid Eco Retreat on Big Island
Magical Lava Temple Off-Grid Eco Retreat on Big Island
Magical Lava Temple Off-Grid Eco Retreat on Big Island

Magical Lava Temple Off-Grid Eco Retreat on Big Island

Experience the magic of the Big Island at Lava Temple Retreat, a 3-bedroom, off-grid eco sanctuary just 4 miles from the world's most active volcano. Surrounded by lava fields and offering breathtaking panoramic views, this open-air loft provides a truly immersive natural experience.

  • 3 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Pahoa
from $299 
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Charming North Shore Haleiwa Beach Cottage
Charming North Shore Haleiwa Beach Cottage
Charming North Shore Haleiwa Beach Cottage

Charming North Shore Haleiwa Beach Cottage

Escape to the serene North Shore of Oahu at this beautifully maintained one-bedroom, one-bath cottage, perfect for a peaceful retreat. The property offers direct access to a vast, private sandy beach extending for miles, ideal for shell collecting, turtle watching, and enjoying spectacular sunsets over the ocean.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> HALEIWA
from $207 
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Seaside Retreat in Kailua-Kona with Ocean Views
Seaside Retreat in Kailua-Kona with Ocean Views
Seaside Retreat in Kailua-Kona with Ocean Views

Seaside Retreat in Kailua-Kona with Ocean Views

Welcome to your perfect getaway at the Seaside Retreat in Kailua-Kona. This charming oceanfront condo offers breathtaking views overlooking Kahaluu Reef Bay, providing an ideal setting for relaxation and adventure. Situated centrally on Ali'i Drive, the property is just steps from beautiful beaches, snorkeling spots, and a variety of local restaurants and shops.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $414 
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Charming 2-Bedroom Tropical Retreat in Kailua-Kona
Charming 2-Bedroom Tropical Retreat in Kailua-Kona
Charming 2-Bedroom Tropical Retreat in Kailua-Kona

Charming 2-Bedroom Tropical Retreat in Kailua-Kona

Discover your tropical retreat at our charming two-bedroom holiday house in Kailua-Kona. This paradise is ready for you, situated just an 11-minute drive from Kailua Pier, offering easy access to the island's top attractions like Magic Sands Beach and the Four Seasons Resort Hualalai Golf Course.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $336 
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Molokai Beachfront Studio with Ocean Views
Molokai Beachfront Studio with Ocean Views
Molokai Beachfront Studio with Ocean Views

Molokai Beachfront Studio with Ocean Views

Escape to our charming Molokai beachfront studio, just a 3-minute walk to pristine beaches reminiscent of Hawaii 50 years ago. The airy, screened-in lanai offers breathtaking ocean views, where you can listen to the waves and tropical birds, creating a serene atmosphere.

  • 0 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Maunaloa
from $195 
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Oceanview Condo in Maalaea with Sunset Views
Oceanview Condo in Maalaea with Sunset Views
Oceanview Condo in Maalaea with Sunset Views

Oceanview Condo in Maalaea with Sunset Views

Come experience breathtaking ocean views and captivating sunsets in our newly renovated deluxe one-bedroom, one-bath condo at Sugar Beach Resort. This air-conditioned unit offers a perfect blend of comfort and natural beauty, just steps from the iconic 5-mile white sandy beach.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $347 
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Beautiful 2-Bed Maui Kamaole Condo Near Beaches
Beautiful 2-Bed Maui Kamaole Condo Near Beaches
Beautiful 2-Bed Maui Kamaole Condo Near Beaches

Beautiful 2-Bed Maui Kamaole Condo Near Beaches

Experience the perfect Hawaiian retreat in this stunning 2-bedroom, 2-bath Maui Kamaole condo located in the desirable B building, close to the main pool pavilion and pristine Kamaole beaches. This newly renovated vacation rental comfortably accommodates up to 6 guests, making it ideal for families or groups seeking a blend of comfort and convenience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $407 
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Luxury Hualalai Penthouse Villa with Ocean Views
Luxury Hualalai Penthouse Villa with Ocean Views
Luxury Hualalai Penthouse Villa with Ocean Views

Luxury Hualalai Penthouse Villa with Ocean Views

Experience the exclusivity of one of only seven Hualalai Penthouse Villas, offering a spacious single-level interior with over 4,200 square feet of luxurious living and expansive lanai space. Wake up to the soothing sounds of the Pacific Ocean while enjoying unobstructed ocean and beach vistas from the generous wraparound lanai, perfect for relaxing or entertaining.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $2,944 
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Bright Waikiki Studio with Pool and Private Balcony
Bright Waikiki Studio with Pool and Private Balcony
Bright Waikiki Studio with Pool and Private Balcony

Bright Waikiki Studio with Pool and Private Balcony

Experience the vibrant spirit of Waikiki from this bright and budget-friendly studio, perfectly situated across from Hilton Lagoon and within walking distance to the beach, shops, and lively nightlife. This high-rise unit offers a private balcony with city views, a cozy queen bed, and a well-equipped kitchenette ideal for preparing quick meals during your island adventure.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Honolulu
from $327 
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Laule'a at Mauna Lani Resort - Luxury Hawaiian Retreat
Laule'a at Mauna Lani Resort - Luxury Hawaiian Retreat
Laule'a at Mauna Lani Resort - Luxury Hawaiian Retreat

Laule'a at Mauna Lani Resort - Luxury Hawaiian Retreat

Welcome to Laule'a at Mauna Lani Resort, your premier luxury island retreat offering an authentic Hawaiian experience. This stunning vacation home boasts breathtaking views of the golf course and the majestic Mauna Kea mountain, providing the perfect backdrop for your tropical getaway.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kamuela
from $1,588 
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Luxury Kauai Vacation Home Maluhia Makai
Luxury Kauai Vacation Home Maluhia Makai
Luxury Kauai Vacation Home Maluhia Makai

Luxury Kauai Vacation Home Maluhia Makai

Experience the ultimate island retreat at Maluhia Makai, a luxurious 2200 sq ft air-conditioned home on Kauai's south shore. The seamless indoor-outdoor design features a spacious living area with a cozy coastal aesthetic, perfect for relaxing after island adventures.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,885 
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Deluxe 3-Bedroom Condo in Waikoloa Beach Resort
Deluxe 3-Bedroom Condo in Waikoloa Beach Resort
Deluxe 3-Bedroom Condo in Waikoloa Beach Resort

Deluxe 3-Bedroom Condo in Waikoloa Beach Resort

This beautifully decorated deluxe three-bedroom condo is nestled in the heart of Waikoloa Beach Resort, offering unparalleled privacy with no units above or below. Recently renovated with a sophisticated ocean-inspired color palette, the condo features granite countertops and stainless steel appliances, creating a modern and inviting atmosphere.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Waikoloa Village
from $475 
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Ocean Front Maui Condo with Pool & Beach Access
Ocean Front Maui Condo with Pool & Beach Access
Ocean Front Maui Condo with Pool & Beach Access

Ocean Front Maui Condo with Pool & Beach Access

Experience the ultimate Maui getaway in this inviting ocean-front condo at Sugar Beach Resort in North Kihei. 2 acres of prime oceanfront real estate, offering breathtaking views and easy access to the beach. The condo comfortably accommodates two guests with a luxurious king bedroom, a fully equipped kitchen perfect for preparing your favorite Maui dishes, and a spacious lanai where you can dine while overlooking the ocean.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $330 
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Private Oceanfront Cliff House with Pool in Hawaii
Private Oceanfront Cliff House with Pool in Hawaii
Private Oceanfront Cliff House with Pool in Hawaii

Private Oceanfront Cliff House with Pool in Hawaii

Immerse yourself in a truly unique Hawaiian escape at this exclusive oceanfront cliff house nestled on the lush Puna district of the Big Island. Perched approximately 75 feet above sea level on a private sea cliff, this property offers breathtaking panoramic views of the Pacific Ocean and Kehena Beach.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Pahoa
from $577 
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Luxury Na Hale 3 at Pauoa Beach Club
Luxury Na Hale 3 at Pauoa Beach Club
Luxury Na Hale 3 at Pauoa Beach Club

Luxury Na Hale 3 at Pauoa Beach Club

Welcome to Na Hale 3 at Pauoa Beach Club, a stunning residence nestled within the prestigious Mauna Lani Resort in Hawaii. This single-family home combines luxury, comfort, and natural beauty to deliver an unforgettable vacation experience. Inside, the open-concept design features vaulted wood ceilings, expansive windows, and sliding doors that effortlessly blend indoor comfort with outdoor serenity.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kamuela
from $2,649 
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Hale Kainalu Beachfront Cottage in Lanikai
Hale Kainalu Beachfront Cottage in Lanikai
Hale Kainalu Beachfront Cottage in Lanikai

Hale Kainalu Beachfront Cottage in Lanikai

Hale Kainalu offers a charming and private escape at the end of Lanikai, nestled within a gated community with exclusive access to a pristine white sand beach used by only five homes. This beautiful cottage sits directly on the shoreline, providing breathtaking views of crystal-clear blue and green waters.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua
from $1,130 
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Hale Haupu Upscale Hawaiian Retreat Near Poipu Beaches
Hale Haupu Upscale Hawaiian Retreat Near Poipu Beaches
Hale Haupu Upscale Hawaiian Retreat Near Poipu Beaches

Hale Haupu Upscale Hawaiian Retreat Near Poipu Beaches

Welcome to Hale Haupu, your perfect Hawaiian escape! This newly-built upscale home is nestled in a quiet neighborhood, offering tranquility away from busy tourist spots, yet just a short drive to the sunny Poipu beaches and local attractions.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $842 
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Luxury Beachfront Condo at Kaanapali Shores 502
Luxury Beachfront Condo at Kaanapali Shores 502
Luxury Beachfront Condo at Kaanapali Shores 502

Luxury Beachfront Condo at Kaanapali Shores 502

Experience the ultimate luxury at Kaanapali Shores 502, a beautifully renovated beachfront residence offering stunning panoramic ocean views and modern comforts. Spanning over 1,500 square feet, this two-bedroom, two-bathroom condo is situated on the fifth floor of the Aloha Suites Tower, providing breathtaking vistas of the Pacific Ocean along with views of Lanai and Molokai islands.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $843 
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Kapalua Ocean View Condo - Relax & Explore
Kapalua Ocean View Condo - Relax & Explore
Kapalua Ocean View Condo - Relax & Explore

Kapalua Ocean View Condo - Relax & Explore

Escape to this beautiful Kapalua condo offering breathtaking ocean vistas and a tranquil setting. Perfect for romantic escapes or peaceful retreats, this private residence provides a serene atmosphere to unwind and enjoy all that Maui has to offer.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Lahaina
from $449 
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