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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
Luxury Ko Olina Estate with Golf Course Views
Luxury Ko Olina Estate with Golf Course Views
Luxury Ko Olina Estate with Golf Course Views

Luxury Ko Olina Estate with Golf Course Views

Welcome to Ko Olina Kai Estate #17 by Gather, a luxurious retreat perfectly situated on the prestigious 18th Fairway of the Ko Olina Golf Course. This stunning, fully furnished two-story estate offers a tranquil escape within the gated Ko Olina Kai Resort Community, ideal for families, groups, or business travelers seeking comfort and elegance.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kapolei
from $653 
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Hawai'i Pacific View 2BR Apartment with Ocean Views
Hawai'i Pacific View 2BR Apartment with Ocean Views
Hawai'i Pacific View 2BR Apartment with Ocean Views

Hawai'i Pacific View 2BR Apartment with Ocean Views

The ultimate Hawaii getaway awaits at this charming 2-bedroom, 1-bathroom apartment offering stunning 180-degree views of the Pacific Ocean. Perfectly situated between Kona and Hilo, this retreat provides convenient access to popular attractions like Hawai'i Volcanoes National Park and Punalu'u Black Sand Beach.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Naalehu
from $222 
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Updated 1BR Corner Condo at Waikomo Stream Villas
Updated 1BR Corner Condo at Waikomo Stream Villas
Updated 1BR Corner Condo at Waikomo Stream Villas

Updated 1BR Corner Condo at Waikomo Stream Villas

Experience a harmonious blend of tranquility and accessibility in this beautifully renovated one-bedroom corner condo at Waikomo Stream Villas. Situated amid lush Hawaiian foliage, this modern retreat offers a peaceful jungle ambiance while being just a short stroll from Poipu's top attractions.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $397 
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Ekahi Ocean Studio in Wailea with Pool & Beach
Ekahi Ocean Studio in Wailea with Pool & Beach
Ekahi Ocean Studio in Wailea with Pool & Beach

Ekahi Ocean Studio in Wailea with Pool & Beach

Escape to the Ekahi Ocean Studio, a cozy and well-located retreat nestled in the lush grounds of Wailea Ekahi Village. This studio offers the perfect setting for couples seeking a peaceful, romantic vacation on Maui. Located on the lower village of Wailea, the property is just a few steps from the oceanfront pool and the world-renowned Keawakapu beach, renowned for its pristine sands and stunning sunsets.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $702 
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Charming Hawaiian Bungalow in Mauna Lani Resort
Charming Hawaiian Bungalow in Mauna Lani Resort
Charming Hawaiian Bungalow in Mauna Lani Resort

Charming Hawaiian Bungalow in Mauna Lani Resort

Our home offers a classic Hawaiian style bungalow with no shared walls, featuring 3 bedrooms and 3 bathrooms, including two master ensuites, and an attached garage for parking. " We provide beach cruiser bikes, beach towels, snorkel gear, and paddle boards for your adventures, along with a Tesla charger in the garage for electric vehicle owners.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $679 
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Waikomo Streams Garden View Retreat with Pool
Waikomo Streams Garden View Retreat with Pool
Waikomo Streams Garden View Retreat with Pool

Waikomo Streams Garden View Retreat with Pool

Immerse yourself in the serene beauty of Waikomo Streams, a peaceful retreat nestled amidst lush tropical gardens on the Garden Island of Kauai. This updated, air-conditioned condo offers a perfect blend of comfort and natural beauty, making it an ideal destination for relaxation and exploration.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $455 
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Beachfront Maui Condo at Hale Pau Hana Resort
Beachfront Maui Condo at Hale Pau Hana Resort
Beachfront Maui Condo at Hale Pau Hana Resort

Beachfront Maui Condo at Hale Pau Hana Resort

Discover Anchor Cove D2, a stunning single-story beachfront condo nestled within the beautifully landscaped Hale Pau Hana Resort on Maui. This property was originally the resort restaurant, reconstructed into a spacious side-by-side duplex offering a unique and private retreat.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $1,201 
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Hale Ohana Family House with Pool & Ocean Views
Hale Ohana Family House with Pool & Ocean Views
Hale Ohana Family House with Pool & Ocean Views

Hale Ohana Family House with Pool & Ocean Views

Welcome to Hale Ohana, a charming family house nestled on the east side of Oahu. This spacious home features three bedrooms in the main house and an additional bedroom off the game room, making it ideal for families or groups seeking a relaxing island retreat.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Kailua
from $1,057 
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Pu'u O Hoku Ranch Retreat
Pu'u O Hoku Ranch Retreat
Pu'u O Hoku Ranch Retreat

Pu'u O Hoku Ranch Retreat

Escape to the rustic charm of Sunrise Cottage at Puu O Hoku Ranch, a unique Hawaiian retreat nestled above a working ranch. This historic 1930s cottage combines classic Hawaiian ranch style with modern eco-friendly amenities. Surrounded by lush tropical gardens and offering panoramic views over bluffs to the ocean, it’s ideal for romantic escapes or intimate group stays.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kaunakakai
from $580 
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Hale Makana Kamalei: Organic Farmhouse with Ocean Views
Hale Makana Kamalei: Organic Farmhouse with Ocean Views
Hale Makana Kamalei: Organic Farmhouse with Ocean Views

Hale Makana Kamalei: Organic Farmhouse with Ocean Views

Experience the tranquility and natural beauty of Maui at Hale Makana Kamalei, a charming 4-bedroom house situated on a sprawling 20-acre organic farm. The open floor plan and spacious living areas create a perfect retreat for families or groups seeking privacy and comfort.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 10
Hawaii> Kapaau
from $784 
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Oceanfront Kauai Condo with Private Lanai and Pool
Oceanfront Kauai Condo with Private Lanai and Pool
Oceanfront Kauai Condo with Private Lanai and Pool

Oceanfront Kauai Condo with Private Lanai and Pool

Aloha! This beautifully updated ground-floor condo offers stunning ocean views from a private lanai, perfect for sunrise or moonrise. The nearby pool is just 20 feet away, and world-famous Waipouli Beach is only a 20-step stroll, making it an ideal oceanfront retreat.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kapa?a
from $438 
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Beautiful Maui Condo with Ocean Views & Resort Amenities
Beautiful Maui Condo with Ocean Views & Resort Amenities
Beautiful Maui Condo with Ocean Views & Resort Amenities

Beautiful Maui Condo with Ocean Views & Resort Amenities

Experience the best of Maui in our charming 2-bedroom, 2-bath condo, perfectly situated just steps from world-famous beaches and snorkeling locations. Managed directly by us for a personal touch, this recently updated unit offers breathtaking views of the ocean and West Maui Mountains, providing an idyllic setting for your island getaway.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $453 
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Walker's Lanikai Beach House – Historic Oceanfront Retreat
Walker's Lanikai Beach House – Historic Oceanfront Retreat
Walker's Lanikai Beach House – Historic Oceanfront Retreat

Walker's Lanikai Beach House – Historic Oceanfront Retreat

Welcome to Walker's Lanikai Beach House, a historic and inviting retreat nestled along the pristine sands of Lanikai Beach. Built in 1934 by John Walker, a Scotsman who arrived in Hawaii in the 1870s and became a renowned contractor for Queen Liliuokalani, this home embodies timeless elegance and Hawaiian charm.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 14
Hawaii> Kailua
from $2,976 
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Lokelani B102 Oceanfront Maui Condo with Views
Lokelani B102 Oceanfront Maui Condo with Views
Lokelani B102 Oceanfront Maui Condo with Views

Lokelani B102 Oceanfront Maui Condo with Views

Experience the ultimate Maui escape at Lokelani B102, a beautifully renovated beachfront condo offering stunning panoramic ocean views and direct access to a secluded sandy beach. Situated within an exclusive, low-density complex of just 36 units, this ground-floor sanctuary provides a peaceful and private retreat just steps from the water.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Lahaina
from $305 
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Ho'oka'ana Hale: Luxury Kailua-Kona Retreat with Pool
Ho'oka'ana Hale: Luxury Kailua-Kona Retreat with Pool
Ho'oka'ana Hale: Luxury Kailua-Kona Retreat with Pool

Ho'oka'ana Hale: Luxury Kailua-Kona Retreat with Pool

Escape to Ho'oka'ana Hale, a stunning luxury home perched atop Alii Heights in Kailua-Kona. Surrounded by vibrant blooms and palm trees, this custom residence offers a perfect blend of indoor comfort and outdoor paradise. The home’s open-concept design features a spacious living area, dining space, and a modern kitchen equipped with stainless steel appliances and ample counter space, ideal for preparing Hawaiian-inspired meals.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $462 
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Poipu Beachfront 1BR Condo with Ocean Views
Poipu Beachfront 1BR Condo with Ocean Views
Poipu Beachfront 1BR Condo with Ocean Views

Poipu Beachfront 1BR Condo with Ocean Views

Discover this beautifully remodeled ground-floor corner unit in Building 20, offering stunning Pacific Ocean views. The condo features a spacious living area with a queen sleeper sofa and a cozy bedroom with a king-sized bed, perfect for a relaxing island retreat.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $640 
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Ko Olina Oceanfront Vacation Rental with Pool
Ko Olina Oceanfront Vacation Rental with Pool
Ko Olina Oceanfront Vacation Rental with Pool

Ko Olina Oceanfront Vacation Rental with Pool

Experience the ultimate Hawaiian getaway in this spacious 1320 sq ft condo located within the peaceful gated community of Kai Lani in Ko Olina. Perfect for stays of 30 nights or more, this monthly rental offers comfort, luxury, and convenience.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kapolei
from $310 
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Riversong Secluded Riverside B&B in Kilauea
Riversong Secluded Riverside B&B in Kilauea
Riversong Secluded Riverside B&B in Kilauea

Riversong Secluded Riverside B&B in Kilauea

Experience the serenity of Riversong, a charming B&B set on two lush tropical acres beside the Kilauea River. Wake up to the gentle sounds of the river and waterfalls that splash beneath your private lanai. Our gardens burst with vibrant colors from red ginger, gardenia, heliconia, bougainvilla, and plumeria blossoms, creating a paradise filled with natural beauty.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kilauea
from $221 
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Spacious Family Vacation Home in Princeville Kauai
Spacious Family Vacation Home in Princeville Kauai
Spacious Family Vacation Home in Princeville Kauai

Spacious Family Vacation Home in Princeville Kauai

Experience the perfect family escape in the heart of Princeville at Hanalei, Kauai. Our spacious vacation home offers a peaceful retreat surrounded by lush gardens and scenic landscapes. Designed with comfort and family fun in mind, the property features large bedrooms with cozy bedding for restful nights after adventurous days.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $580 
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Charming Tropical Maui Retreat with Ocean Views
Charming Tropical Maui Retreat with Ocean Views
Charming Tropical Maui Retreat with Ocean Views

Charming Tropical Maui Retreat with Ocean Views

Discover your own private sanctuary at this charming tropical Maui retreat, perfectly situated on several lush acres near the North Shore. This fully licensed and permitted detached cottage offers a peaceful escape with spectacular views of the ocean and Haleakala Volcano.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Haiku
from $276 
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Luxury North Shore Oahu Retreat near Ritz-Carlton
Luxury North Shore Oahu Retreat near Ritz-Carlton
Luxury North Shore Oahu Retreat near Ritz-Carlton

Luxury North Shore Oahu Retreat near Ritz-Carlton

Welcome to your peaceful retreat on Oahu's stunning North Shore, nestled in the desirable Kuilima East community. Located adjacent to the luxurious Ritz-Carlton Oahu, Turtle Bay, and overlooking its world-renowned golf course, this charming vacation rental offers a perfect blend of relaxed luxury and convenience, ideal for a serene island escape.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $638 
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Waikoloa Beach Resort One-Bedroom Condo with Views
Waikoloa Beach Resort One-Bedroom Condo with Views
Waikoloa Beach Resort One-Bedroom Condo with Views

Waikoloa Beach Resort One-Bedroom Condo with Views

Escape to the serene shores of Hawaii Island at The Shores at Waikoloa Beach Resort. This gated condominium community offers a peaceful retreat nestled between two pristine golf courses, with spectacular views of Mauna Kea and the surrounding lava fields.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Waikoloa Village
from $393 
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Waialua Retreat Beachfront Vacation Home on North Shore
Waialua Retreat Beachfront Vacation Home on North Shore
Waialua Retreat Beachfront Vacation Home on North Shore

Waialua Retreat Beachfront Vacation Home on North Shore

Experience the ultimate Hawaiian getaway at Waialua Retreat, a beautifully designed beachfront home nestled on a quiet cul-de-sac along Oahu's scenic North Shore. This spacious residence offers breathtaking panoramic views of the ocean, where you can watch whales and turtles from your lanai and enjoy mesmerizing sunrises and sunsets each day.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 7
Hawaii> Waialua
from $574 
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Oceanfront Tiki Aliʻi Retreat in Kona, Hawaii
Oceanfront Tiki Aliʻi Retreat in Kona, Hawaii
Oceanfront Tiki Aliʻi Retreat in Kona, Hawaii

Oceanfront Tiki Aliʻi Retreat in Kona, Hawaii

Welcome to Tiki Aliʻi Retreat, your perfect Hawaiian escape nestled in the oceanfront Aliʻi Villas complex on the Big Island's stunning west coast. This second-floor villa combines island charm with modern comfort, offering a peaceful garden-view lanai, a bright open-concept living space, and a fully equipped kitchen ideal for relaxing and entertaining.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $183 
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Luxury Waikoloa Village Golf Course Home with Ocean Views
Luxury Waikoloa Village Golf Course Home with Ocean Views
Luxury Waikoloa Village Golf Course Home with Ocean Views

Luxury Waikoloa Village Golf Course Home with Ocean Views

Discover this beautifully renovated luxury home nestled right on the Waikoloa Village Golf Course, offering breathtaking ocean and sunset vistas from almost every room and the expansive lanai. Completed in 2017, the residence showcases a contemporary design with a brand new kitchen featuring custom maple cabinets, quartz countertops, and top-tier Bosch and LG appliances.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Waikoloa Village
from $295 
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Kauai Loft Retreat at Pono Kai Resort
Kauai Loft Retreat at Pono Kai Resort
Kauai Loft Retreat at Pono Kai Resort

Kauai Loft Retreat at Pono Kai Resort

Welcome to Kauai Loft Retreat, your perfect island escape nestled in the heart of Kapaa. This charming one-bedroom, one-bathroom condo with a cozy loft offers a tranquil and comfortable retreat suitable for couples, small families, or solo travelers seeking a relaxing getaway.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kapa`a
from $387 
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Luxury Kailua Beach Rental with Stunning Ocean Views
Luxury Kailua Beach Rental with Stunning Ocean Views
Luxury Kailua Beach Rental with Stunning Ocean Views

Luxury Kailua Beach Rental with Stunning Ocean Views

Experience the best of beachside living in this beautifully renovated luxury rental overlooking Kailua Beach and Kailua Beach Park. The home features stunning views of the turquoise ocean, soft sandy shores, lush grassy areas, and tall ironwood trees, creating a perfect tropical retreat.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua
from $583 
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Off-Grid Hawaiian Treehouse in Rainforest with Stunning Views
Off-Grid Hawaiian Treehouse in Rainforest with Stunning Views
Off-Grid Hawaiian Treehouse in Rainforest with Stunning Views

Off-Grid Hawaiian Treehouse in Rainforest with Stunning Views

Immerse yourself in the lush tropical rainforest of Hawaii's Big Island with the BAUMHAUS, a fully off-grid 12-foot high treehouse nestled on 2 acres of pristine wilderness. Designed and handcrafted with love since 2022, this eco-friendly retreat offers a truly unique experience surrounded by nature.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Fern Acres
from $318 
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Luxury Vacation Home in Makaha Valley Oahu
Luxury Vacation Home in Makaha Valley Oahu
Luxury Vacation Home in Makaha Valley Oahu

Luxury Vacation Home in Makaha Valley Oahu

Escape to our enchanting vacation rental nestled in the picturesque Makaha Valley, perfect for nature lovers and beach enthusiasts. Our cozy retreat offers a harmonious blend of tranquility and adventure, providing ample space for large families or multiple small groups.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 10
Hawaii> Waianae
from $842 
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Remodeled Ground-Floor Condo with Ocean Views at Alii Kai
Remodeled Ground-Floor Condo with Ocean Views at Alii Kai
Remodeled Ground-Floor Condo with Ocean Views at Alii Kai

Remodeled Ground-Floor Condo with Ocean Views at Alii Kai

Discover this newly remodeled ground-floor condo at Alii Kai, where contemporary design meets tropical comfort. Situated on the cliffs above Turtle Cave, the property offers stunning ocean vistas from the front porch and dining area, complemented by breathtaking Bali Hai mountain views visible from the bedrooms and living room.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $784 
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Sun Ray Retreat in Mauna Kea Resort Hawaii
Sun Ray Retreat in Mauna Kea Resort Hawaii
Sun Ray Retreat in Mauna Kea Resort Hawaii

Sun Ray Retreat in Mauna Kea Resort Hawaii

Welcome to Sun Ray Retreat, a stunning part of our Hawaiian Luxury Collection brought to you by Paradise in Hawaii Luxury Homes. Located at the Mauna Kea Resort Kumulani complex, this upper-level three-bedroom unit offers breathtaking views of the golf course, ocean, and spectacular sunsets over the Hawaiian coast.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $676 
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Charming Hawaii Volcano Retreat Near National Park
Charming Hawaii Volcano Retreat Near National Park
Charming Hawaii Volcano Retreat Near National Park

Charming Hawaii Volcano Retreat Near National Park

Escape to this stunning Hawaii retreat, ideally located just minutes from Volcano Village and the renowned Hawaii Volcanoes National Park. Designed by acclaimed architect Boone Morrison, the home seamlessly blends natural wood elements with abundant light, creating a warm, inviting atmosphere that fosters a strong connection to nature.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Volcano
from $282 
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Secluded Oceanview Rainforest Studio with Hot Springs
Secluded Oceanview Rainforest Studio with Hot Springs
Secluded Oceanview Rainforest Studio with Hot Springs

Secluded Oceanview Rainforest Studio with Hot Springs

Welcome to the Green Bamboo Studio, a tranquil retreat nestled within a lush 20-acre rainforest estate in Puna, just four miles from Pahoa. This secluded studio offers stunning ocean views, a full kitchen, a comfortable queen-size bed, and a cozy small couch suitable for a child or small adult.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Pahoa
from $251 
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Wailea Grand Champions Suite with Pool & Ocean Views
Wailea Grand Champions Suite with Pool & Ocean Views
Wailea Grand Champions Suite with Pool & Ocean Views

Wailea Grand Champions Suite with Pool & Ocean Views

Welcome to our spacious and stylish suite located in the heart of Wailea's prestigious Grand Champions Villas. This bright, airy corner end unit offers a perfect blend of modern comforts and Hawaiian charm.
Inside, you'll find elegant Italian marble flooring, recessed ceilings, crown molding, and artwork by talented local artists that create a warm and inviting atmosphere.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Wailea-Makena
from $290 
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Oceanfront Maui Condo at Polo Beach Club
Oceanfront Maui Condo at Polo Beach Club
Oceanfront Maui Condo at Polo Beach Club

Oceanfront Maui Condo at Polo Beach Club

Immerse yourself in the serene sounds of waves from this stunning oceanfront condo at Polo Beach Club, offering the ultimate Maui beach experience! Just steps from the shore, you can enjoy swimming, snorkeling, and even spot turtles along the beach.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $975 
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Wailea Elua Village 107 Beachfront Condo Maui
Wailea Elua Village 107 Beachfront Condo Maui
Wailea Elua Village 107 Beachfront Condo Maui

Wailea Elua Village 107 Beachfront Condo Maui

Experience the ultimate Maui escape at Wailea Elua Village 107, a luxurious beachfront condo nestled in a gated, low-density community amidst 24 acres of lush tropical gardens. This prime ground-floor unit offers effortless access and a spacious, thoughtfully upgraded interior designed for comfort and relaxation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea, Maui
from $1,278 
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Beautiful Puu Poa 101 Ocean View Condo Kauai
Beautiful Puu Poa 101 Ocean View Condo Kauai
Beautiful Puu Poa 101 Ocean View Condo Kauai

Beautiful Puu Poa 101 Ocean View Condo Kauai

Experience the ultimate Kauai retreat at Puu Poa 101, a beautifully renovated two-bedroom condo offering breathtaking ocean views from nearly every room. The spacious lanai invites you to relax and soak in the salty sea air while enjoying tropical vistas.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $888 
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Ohia Cottage Secluded Kona Hawaii Getaway
Ohia Cottage Secluded Kona Hawaii Getaway
Ohia Cottage Secluded Kona Hawaii Getaway

Ohia Cottage Secluded Kona Hawaii Getaway

Ohia Cottage offers a charming, well-furnished guest house nestled on a private farm in the heart of Kona’s coffee belt. Wake up to the aroma of fresh coffee each morning and enjoy the serenity of this secluded tropical retreat.
This cozy 2-bedroom, 1-bath cottage comfortably accommodates up to three guests, making it ideal for honeymooners or small families looking for an intimate getaway.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Captain Cook
from $321 
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Leimoku North Shore Hawaii Beach House
Leimoku North Shore Hawaii Beach House
Leimoku North Shore Hawaii Beach House

Leimoku North Shore Hawaii Beach House

Experience the ultimate Hawaii vacation at Leimoku, a spacious and beautifully renovated home on Oahu's renowned North Shore. ft. residence offers a perfect blend of luxury, comfort, and natural beauty.
The property features three large bedrooms with en-suite bathrooms, including an upstairs master suite with a king-sized bed, walk-in closet, soaking tub, and separate shower.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Waialua
from $1,199 
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Keauhou Hideaway: Kona Coast Private Retreat
Keauhou Hideaway: Kona Coast Private Retreat
Keauhou Hideaway: Kona Coast Private Retreat

Keauhou Hideaway: Kona Coast Private Retreat

7 acres of tropical paradise on Hualalai slopes. Elevated at 800 feet, the property offers breathtaking views of the Kona coastline, ensuring warm sunny days and cool evenings. Completely renovated in 2005 and 2012, the retreat features four separate buildings connected around a charming courtyard, ideal for relaxing mornings with smoothies or evening gatherings.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $560 
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Haleakala Maui BnB Jungalow Cottage with Views
Haleakala Maui BnB Jungalow Cottage with Views
Haleakala Maui BnB Jungalow Cottage with Views

Haleakala Maui BnB Jungalow Cottage with Views

" Spanning 780 square feet, this cozy retreat offers stunning vistas of Haleakala Ranch and the west Maui mountains. Our property is a peaceful haven for couples, honeymooners, and those seeking tranquility in nature. Please note, we do not host families with children under 16 and maintain a strict no-smoking policy throughout the property.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Makawao
from $601 
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Charming Villa Frangipani Near Kailua Beach
Charming Villa Frangipani Near Kailua Beach
Charming Villa Frangipani Near Kailua Beach

Charming Villa Frangipani Near Kailua Beach

Welcome to Villa Frangipani, a beautiful Hawaiian retreat nestled within a fully gated property surrounded by lush tropical gardens and palms. The highlight is a tranquil lagoon-style pool, perfect for relaxing after a day exploring the nearby white sands of Kailua Beach, just a two-minute barefoot walk along a private lane.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua
from $609 
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Hale Kuikahi Oceanfront Botanical Garden Retreat
Hale Kuikahi Oceanfront Botanical Garden Retreat
Hale Kuikahi Oceanfront Botanical Garden Retreat

Hale Kuikahi Oceanfront Botanical Garden Retreat

Step onto the grounds of Hale Kuikahi, an oceanfront botanical garden retreat nestled in the tranquil Paukaa area of Hilo, just above the renowned Honolii surf beach. This unique property features a private onsite botanical garden walk, allowing guests to immerse themselves in lush tropical surroundings.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Hilo
from $775 
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Elegant Maui Breeze Retreat at Ho'olei in Wailea
Elegant Maui Breeze Retreat at Ho'olei in Wailea
Elegant Maui Breeze Retreat at Ho'olei in Wailea

Elegant Maui Breeze Retreat at Ho'olei in Wailea

Surround yourself with the lush beauty of Maui Breeze Retreat at Ho'olei, a beautifully decorated two-story villa offering spectacular Pacific Ocean views. This elegant island retreat in Wailea features spacious, well-appointed living spaces surrounded by manicured tropical landscapes.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kihei
from $1,373 
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Charming Private Suite in Princeville Kauai
Charming Private Suite in Princeville Kauai
Charming Private Suite in Princeville Kauai

Charming Private Suite in Princeville Kauai

Welcome to Hale Ke' Pua, also known as the House of Flowers, a spacious and serene retreat on Kauai's stunning North Shore. This private, bottom-floor unit offers a peaceful haven with its own entrance, ensuring complete privacy during your stay.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Princeville
from $471 
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Luxury Family Vacation at Ohana Retreat in Hawaii
Luxury Family Vacation at Ohana Retreat in Hawaii
Luxury Family Vacation at Ohana Retreat in Hawaii

Luxury Family Vacation at Ohana Retreat in Hawaii

Experience the beauty of Hawaii at Ohana Retreat, an ideal getaway for large families and groups. This spacious island-style home features eight luxurious bedroom suites, each with a private bath, wet bar, refrigerator, and private deck, providing comfort and privacy for all guests.

  • 8 bedroom
  • 8 bathroom
  • Sleeps 18
Hawaii> Kailua-Kona
from $1,534 
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Luxurious 3-Bedroom Condo at Kanaloa Outrigger
Luxurious 3-Bedroom Condo at Kanaloa Outrigger
Luxurious 3-Bedroom Condo at Kanaloa Outrigger

Luxurious 3-Bedroom Condo at Kanaloa Outrigger

Welcome to this spacious and beautifully decorated 3-bedroom condominium at Kanaloa Condominium at Outrigger, set amidst the stunning landscapes of Hawaii. This luxurious unit combines contemporary design with island-inspired decor, creating a perfect retreat for your vacation.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $516 
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Luxury Turtle Bay Condo on North Shore Hawaii
Luxury Turtle Bay Condo on North Shore Hawaii
Luxury Turtle Bay Condo on North Shore Hawaii

Luxury Turtle Bay Condo on North Shore Hawaii

Welcome to this stunning vacation condo nestled in the exclusive Turtle Bay Resort area on the renowned North Shore of O'ahu. Managed by Ali'i Beach Rentals, this property offers a perfect blend of luxury, comfort, and convenience, making it an ideal getaway for travelers seeking an authentic Hawaiian experience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $675 
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Luxury 2-Bedroom Retreat at Fairways Mauna Lani
Luxury 2-Bedroom Retreat at Fairways Mauna Lani
Luxury 2-Bedroom Retreat at Fairways Mauna Lani

Luxury 2-Bedroom Retreat at Fairways Mauna Lani

Welcome to your perfect Hawaiian escape at the luxurious Fairways Mauna Lani #1606, a beautifully remodeled 2-bedroom, 2-bath townhome designed for comfort and relaxation.
This spacious residence features an open floor plan with modern upgrades, including spa-like bathrooms—one with a large walk-in shower and the other with a walk-in shower plus a free-standing tub—ideal for unwinding after a day exploring the island.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Mauna Lani Resort
from $431 
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Modern Ocean View 1-Bedroom at Kiahuna Plantation
Modern Ocean View 1-Bedroom at Kiahuna Plantation
Modern Ocean View 1-Bedroom at Kiahuna Plantation

Modern Ocean View 1-Bedroom at Kiahuna Plantation

Escape to paradise with this modern tropical one-bedroom unit at Kiahuna Plantation, located just steps from the calm waters of Hale o ia Beach. This ground-floor suite offers stunning ocean vistas through floor-to-ceiling windows, filling the space with natural sunlight and scenic views.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $669 
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