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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.

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Luxurious 1-Bed Wailea Condo with Ocean Views
Luxurious 1-Bed Wailea Condo with Ocean Views
Luxurious 1-Bed Wailea Condo with Ocean Views

Luxurious 1-Bed Wailea Condo with Ocean Views

Welcome to The Palms at Wailea, your private island sanctuary nestled within Maui’s prestigious Wailea resort community. This beautifully remodeled 1-bedroom, 2-bathroom condo (Unit #1603) offers a luxurious retreat that exceeds typical Maui rental standards.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Kihei
from $716 
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Luxury Oceanfront Villa in Waikoloa Beach Resort
Luxury Oceanfront Villa in Waikoloa Beach Resort
Luxury Oceanfront Villa in Waikoloa Beach Resort

Luxury Oceanfront Villa in Waikoloa Beach Resort

Experience the ultimate Hawaiian getaway in this stunning top-floor corner villa at Hali'i Kai within the prestigious Waikoloa Beach Resort. Designed for comfort and luxury, this 2-bedroom retreat comfortably hosts 4 adults and an additional child with owner approval.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Waikoloa
from $669 
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Luxury Maui North Shore Villa with Private Pool
Luxury Maui North Shore Villa with Private Pool
Luxury Maui North Shore Villa with Private Pool

Luxury Maui North Shore Villa with Private Pool

Experience the ultimate Maui getaway at this beautifully decorated 4-bedroom, two-story villa and romantic 2-bedroom cottage overlooking Maui's North Shore. The villa features breathtaking 180-degree ocean views from a wrap-around deck and private grassy lawn, perfect for relaxing while enjoying the sound of the surf and stunning sunsets.

  • 6 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Paia
from $2,683 
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Charming Hale Kamaole Beach Condo Near Kamaole III
Charming Hale Kamaole Beach Condo Near Kamaole III
Charming Hale Kamaole Beach Condo Near Kamaole III

Charming Hale Kamaole Beach Condo Near Kamaole III

Experience the perfect South Maui retreat at Hale Kamaole, a charming, bright, and airy condo ideally located just across the street from the stunning Kamaole III Beach in Kihei. This thoughtfully decorated first-floor unit offers a blend of heritage charm and modern comforts, making it ideal for couples celebrating anniversaries, honeymoons, or enjoying a romantic escape.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $336 
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Charming Oceanfront Kitsune Cottage in Seaview
Charming Oceanfront Kitsune Cottage in Seaview
Charming Oceanfront Kitsune Cottage in Seaview

Charming Oceanfront Kitsune Cottage in Seaview

Kitsune Cottage offers an idyllic oceanfront escape on the Big Island of Hawaii, blending rustic charm with modern comfort. Located on the Hilo side, this cozy retreat provides breathtaking views of the Pacific Ocean, making it an ideal spot for relaxation and connection with nature.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Pahoa
from $94 
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Luxury Oceanfront Condo at Whalers Cove Poipu
Luxury Oceanfront Condo at Whalers Cove Poipu
Luxury Oceanfront Condo at Whalers Cove Poipu

Luxury Oceanfront Condo at Whalers Cove Poipu

Experience the best of Kauai from Whalers Cove 133, a premier oceanfront residence in Poipu. This top-floor condo offers breathtaking panoramic ocean views, elegant finishes, and access to exclusive amenities. Spanning 1,231 square feet, the two-bedroom, two-and-a-half-bath layout provides a luxurious retreat with a primary suite upstairs that features an oceanfront location, a spa-like bathroom with walk-in shower, dual sinks, granite countertops, and tile flooring.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $866 
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Magic Makaha Manor Family Retreat with Ocean Views
Magic Makaha Manor Family Retreat with Ocean Views
Magic Makaha Manor Family Retreat with Ocean Views

Magic Makaha Manor Family Retreat with Ocean Views

Discover the perfect family getaway at Magic Makaha Manor, a spacious hilltop retreat offering breathtaking views of mountains and beaches. This well-appointed home comfortably accommodates large families, including kids and babies, with thoughtful amenities like high chairs, pack-n-plays, and multiple sleeping options such as two queen beds, sofa beds, a bunk bed, and twin beds.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 12
Hawaii> Waianae
from $1,417 
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Luxury Farmhouse Near Kauai Beaches with Resort Access
Luxury Farmhouse Near Kauai Beaches with Resort Access
Luxury Farmhouse Near Kauai Beaches with Resort Access

Luxury Farmhouse Near Kauai Beaches with Resort Access

Welcome to our luxurious farmhouse on Kauai's South Shore, perfect for large families or groups seeking comfort and convenience. This spacious property offers 5 bedrooms and 4 bathrooms, designed with designer furnishings and fixtures throughout.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,755 
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Hawaii Family & Pet-Friendly Home on Fruit Farm
Hawaii Family & Pet-Friendly Home on Fruit Farm
Hawaii Family & Pet-Friendly Home on Fruit Farm

Hawaii Family & Pet-Friendly Home on Fruit Farm

Welcome to your ideal Hawaii getaway! This spacious, pet-friendly 4-bedroom, 2-bath home is nestled on a beautiful five-acre fruit farm along the scenic Hamakua Coast. Designed to comfortably accommodate up to 13 guests, the property offers a perfect blend of privacy, space, and stunning ocean views.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 13
Hawaii> Honomu
from $743 
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Kauai Luxury Tropical Retreat in Poipu Kai
Kauai Luxury Tropical Retreat in Poipu Kai
Kauai Luxury Tropical Retreat in Poipu Kai

Kauai Luxury Tropical Retreat in Poipu Kai

Escape to Kauai's stunning Poipu Kai Resort with this luxurious 3-bedroom, 3-bath condo offering unparalleled comfort and style. Inside, you'll find two king primary suites, each with its own unique theme—one a Tropical Paradise and the other a Pineapple Room—creating a vibrant and relaxing atmosphere.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Poipu
from $818 
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Charming 2BR Cottage in Poipu Beach Estates Kauai
Charming 2BR Cottage in Poipu Beach Estates Kauai
Charming 2BR Cottage in Poipu Beach Estates Kauai

Charming 2BR Cottage in Poipu Beach Estates Kauai

Discover a peaceful retreat in the heart of Kauai's stunning landscape at our charming 2-bedroom, 1-bathroom cottage in Poipu Beach Estates. This farmhouse-inspired retreat combines comfort and style, offering a full kitchen equipped with KitchenAid appliances and quartz countertops, perfect for preparing delicious meals during your stay.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Koloa
from $747 
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Island Oasis Kona Ocean-View Vacation Home
Island Oasis Kona Ocean-View Vacation Home
Island Oasis Kona Ocean-View Vacation Home

Island Oasis Kona Ocean-View Vacation Home

Discover Island Oasis, a stunning ocean-view vacation home nestled in the prestigious Keauhou Estates in Kailua-Kona. This luxurious property offers unparalleled vistas of Keauhou Bay, Kona, and breathtaking sunsets year-round, making it an ideal retreat for those seeking both comfort and scenic beauty.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $1,220 
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Maui Luxury Condo Hokulani 310 at Honua Kai
Maui Luxury Condo Hokulani 310 at Honua Kai
Maui Luxury Condo Hokulani 310 at Honua Kai

Maui Luxury Condo Hokulani 310 at Honua Kai

This stunning condo, Hokulani 310, is located within the prestigious Honua Kai Resort and Spa on Maui's western shore. Hotel zoned, it remains unaffected by recent legislation, offering a safe and luxurious retreat for your vacation. Upon arrival, guests are welcomed into a spacious, beautifully decorated living space designed for comfort and relaxation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $606 
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Oceanfront Penthouse at Hololani Maui with Stunning Views
Oceanfront Penthouse at Hololani Maui with Stunning Views
Oceanfront Penthouse at Hololani Maui with Stunning Views

Oceanfront Penthouse at Hololani Maui with Stunning Views

Experience the ultimate Hawaiian getaway at Hololani in Kahana, Maui. This luxurious top-floor corner penthouse offers expansive oceanfront lanai views of turquoise waters, whales breaching, and turtles swimming just below. The condo combines authentic Hawaiian decor with modern comforts, including brand new king-size beds, a large-screen TV, and a dedicated office space with garden and ocean vistas—perfect for remote work or relaxing.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Napili-Honokowai
from $437 
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Charming Puako Beach Home with Private Ohana
Charming Puako Beach Home with Private Ohana
Charming Puako Beach Home with Private Ohana

Charming Puako Beach Home with Private Ohana

5 bathrooms, ideal for families or groups of friends. Located directly across from a secluded beach entrance, you can enjoy peaceful sunset strolls and turtle sightings away from crowds. Just down the street are some of Hawaii’s best white sand beaches, resorts, and golf courses, making this location perfect for relaxation and adventure.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waimea
from $833 
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Luxury Vacation Rental in Princeville, Kauai
Luxury Vacation Rental in Princeville, Kauai
Luxury Vacation Rental in Princeville, Kauai

Luxury Vacation Rental in Princeville, Kauai

Discover this beautiful 2-bedroom, 2-bathroom vacation home nestled in the lush north shore of Kauai, just a short stroll from Princeville Shopping Center. Spanning 1500 sq. feet, this property offers a seamless blend of comfort, style, and natural beauty.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $374 
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Sunset Beach House – Polynesian-Style Beachfront Retreat
Sunset Beach House – Polynesian-Style Beachfront Retreat
Sunset Beach House – Polynesian-Style Beachfront Retreat

Sunset Beach House – Polynesian-Style Beachfront Retreat

Aloha from the Sunset Beach House! This stunning Polynesian-style beachfront home on Oahu's North Shore offers direct access to pristine sands, just steps from your deck. Ideal for groups of 2 to 8, the house features four spacious bedrooms and three bathrooms, providing comfort and privacy for everyone.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Haleiwa
from $1,969 
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Charming 4BR Home Near Magic Sands Beach
Charming 4BR Home Near Magic Sands Beach
Charming 4BR Home Near Magic Sands Beach

Charming 4BR Home Near Magic Sands Beach

Escape to this beautifully designed 4-bedroom, 2-bath home located in the desirable Magic Sands subdivision, just beyond Alii Drive. The contemporary decor blends seamlessly with island-inspired accents, creating a welcoming atmosphere perfect for relaxation or entertaining.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $721 
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Gorgeous Oceanfront Condo at Sugar Beach Resort
Gorgeous Oceanfront Condo at Sugar Beach Resort
Gorgeous Oceanfront Condo at Sugar Beach Resort

Gorgeous Oceanfront Condo at Sugar Beach Resort

Welcome to Sugar Beach Resort #326, a stunning oceanfront condo nestled in North Kihei. This picturesque beachfront property offers breathtaking views of the Pacific Ocean, perfect for a relaxing getaway. The resort features two six-story buildings with elevators, providing easy access to a pristine beach where you can enjoy spectacular sunsets, swimming, windsurfing, leisurely walks, and seasonal whale watching.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei, Maui
from $318 
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Charming Kihei Beachside Condo with Ocean View
Charming Kihei Beachside Condo with Ocean View
Charming Kihei Beachside Condo with Ocean View

Charming Kihei Beachside Condo with Ocean View

Welcome to your perfect Maui getaway at the Beachy Boho Retreat in Kihei. This beautifully updated third-floor condo offers a relaxed, stylish atmosphere just across the street from the sandy shores. Designed for comfort and convenience, the 2-bedroom, 2-bath unit comfortably sleeps up to 6 guests, making it an ideal choice for families or friends traveling together.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $408 
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Molokai Blue Marlin Condo with Stunning Ocean Views
Molokai Blue Marlin Condo with Stunning Ocean Views
Molokai Blue Marlin Condo with Stunning Ocean Views

Molokai Blue Marlin Condo with Stunning Ocean Views

Escape to the serene island of Molokai and stay at Blue Marlin, a charming 1-bedroom, 1-bath condo nestled in the Wavecrest Resort. Perfect for solo travelers or couples seeking a peaceful retreat, this property offers breathtaking ocean views from its private balcony and access to resort amenities like a pool, grills, and beach access.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kaunakakai
from $120 
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Luxury Family Townhouse at Mauna Lani Resort
Luxury Family Townhouse at Mauna Lani Resort
Luxury Family Townhouse at Mauna Lani Resort

Luxury Family Townhouse at Mauna Lani Resort

Experience an unforgettable family getaway at this beautifully designed townhouse in the prestigious Mauna Lani Resort on Hawaii's Big Island. Located within the gated Mauna Lani Palm Villas community, this spacious two-story home offers luxury, comfort, and resort-style amenities for up to eight guests.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Waimea
from $532 
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Luxury Villa at Marriott Ko Olina Beach Club
Luxury Villa at Marriott Ko Olina Beach Club
Luxury Villa at Marriott Ko Olina Beach Club

Luxury Villa at Marriott Ko Olina Beach Club

Escape to the tranquil oasis of Marriott Ko Olina Beach Club on the island of Oahu. This beautifully appointed villa offers a spacious layout with a full kitchen, luxury bedding, and modern amenities for a comfortable stay. Situated within a secure 642-acre gated community, the resort provides three stunning outdoor pools, an on-site spa, and a variety of dining options including oceanfront casual bites and upscale steakhouse experiences.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kapolei
from $880 
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Beautiful Oceanfront Condo at Pono Kai Kauai
Beautiful Oceanfront Condo at Pono Kai Kauai
Beautiful Oceanfront Condo at Pono Kai Kauai

Beautiful Oceanfront Condo at Pono Kai Kauai

Immerse yourself in the beauty of Kauai at the Pono Kai Zen Retreat, the premier unit on this expansive 15-acre property. This gorgeous 2-bedroom, 2-bath condo is located just steps from the warm, inviting Pacific Ocean, offering breathtaking sunrises, gentle trade winds, and a mile-long sandy beach.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kapa'a
from $486 
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Kauai Kailani 109 - Tropical Vacation Retreat
Kauai Kailani 109 - Tropical Vacation Retreat
Kauai Kailani 109 - Tropical Vacation Retreat

Kauai Kailani 109 - Tropical Vacation Retreat

Welcome to Kauai Kailani 109, your perfect tropical retreat on the beautiful island of Kauai. This well-appointed condo offers a blend of comfort and convenience, making it an ideal choice for your island vacation.
The property features two refreshing pools, a grilling area perfect for outdoor dining, and a recreation room for entertainment and relaxation.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kapaa
from $410 
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Stunning Ocean View Kailua-Kona Villa with Pool
Stunning Ocean View Kailua-Kona Villa with Pool
Stunning Ocean View Kailua-Kona Villa with Pool

Stunning Ocean View Kailua-Kona Villa with Pool

Welcome to your dream Hawaiian escape in Kailua-Kona! This beautiful 3-bedroom, 2-bathroom home offers stunning ocean views from the private lanai, front windows, and side deck. Wake up to panoramic vistas of the Pacific Ocean, and enjoy unforgettable sunsets dipping behind the horizon.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $1,008 
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Mauna Lani B208 Oceanfront Hawaii Condo Rental
Mauna Lani B208 Oceanfront Hawaii Condo Rental
Mauna Lani B208 Oceanfront Hawaii Condo Rental

Mauna Lani B208 Oceanfront Hawaii Condo Rental

Escape to paradise at Mauna Lani B208, an exceptional oceanfront condo offering stunning views of the Pacific Ocean and lush South Course greenery. 5-bath retreat provides a perfect blend of luxury, comfort, and natural beauty.
The condo's oceanfront location means you can relax on your private lanai and watch the waves crash against the shore, enjoying vibrant sunsets each evening.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kamuela
from $842 
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Luxurious Pua Oriana North Shore Condo in Oahu
Luxurious Pua Oriana North Shore Condo in Oahu
Luxurious Pua Oriana North Shore Condo in Oahu

Luxurious Pua Oriana North Shore Condo in Oahu

E komo mai � welcome to our hale. Welcome to the Pua Oriana � a blend of Hawaiian and Samoan language, where �pua� means flower and �oriana� signifies the adornment of women with flowers. This stunning and renovated condo offers a comfortable and authentic Polynesian experience, set amidst 880 acres of lush gardens, scenic walking paths, golf courses, and beaches in North Shore Oahu.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kahuku
from $384 
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Stunning Oceanfront Condo with Panoramic Views in Maui
Stunning Oceanfront Condo with Panoramic Views in Maui
Stunning Oceanfront Condo with Panoramic Views in Maui

Stunning Oceanfront Condo with Panoramic Views in Maui

Escape to this spectacular third-floor oceanfront condo at Kahana Reef, offering breathtaking panoramic views of the Pacific Ocean from your private lanai. Wake up to the gentle sounds of the ocean and enjoy unobstructed vistas of the tropical islands of Molokai and Lanai while sipping breakfast or watching a stunning sunset.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kahana
from $248 
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Kona Bali Kai #205 Oceanfront Condo in Kailua-Kona
Kona Bali Kai #205 Oceanfront Condo in Kailua-Kona
Kona Bali Kai #205 Oceanfront Condo in Kailua-Kona

Kona Bali Kai #205 Oceanfront Condo in Kailua-Kona

Escape to paradise with this stunning oceanfront condo in Kailua-Kona, Kona Bali Kai #205. This bright and airy two-bedroom home offers breathtaking views of Holualoa Bay and all the amenities needed for a memorable Hawaiian getaway.
The condo features a modern, fully equipped kitchen perfect for preparing local delicacies, a furnished balcony where you can relax while soaking in the ocean vistas, and a cozy living area ideal for family gatherings.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $384 
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Serene Kaanapali Plantation #16 with Ocean Views
Serene Kaanapali Plantation #16 with Ocean Views
Serene Kaanapali Plantation #16 with Ocean Views

Serene Kaanapali Plantation #16 with Ocean Views

Welcome to Kaanapali Plantation #16, your peaceful island retreat offering expansive views of lush landscapes, the Royal Kaanapali Golf Course, and the islands of Lanai and Molokai, all framed by the stunning blue Pacific. This spacious condo features over 1,500 square feet of living space, providing ample room for relaxation and comfort for you and your group.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $714 
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Charming 2-Bed Home Near North Shore Beaches
Charming 2-Bed Home Near North Shore Beaches
Charming 2-Bed Home Near North Shore Beaches

Charming 2-Bed Home Near North Shore Beaches

5-bath home nestled on a quiet cul-de-sac along Kauai's North Shore. This hidden gem offers a perfect retreat just a short stroll from some of the island's most renowned beaches, including Tunnels (Makua), Ke’e, Lumaha’i, and Hanalei Bay. Whether you're here to snorkel, surf, or unwind amidst lush tropical scenery, this private home provides an ideal base for your Kauai adventure.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Haena
from $711 
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Kamali'i Villas Apt 20 with Mountain Views
Kamali'i Villas Apt 20 with Mountain Views
Kamali'i Villas Apt 20 with Mountain Views

Kamali'i Villas Apt 20 with Mountain Views

Welcome to Villas of Kamali'i Apt 20, your perfect retreat in Princeville on the beautiful Hawaiian island of Kauai. This spacious split-level condo offers over 1,800 square feet of comfortable living space, making it ideal for two families or two couples traveling together.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Princeville
from $460 
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Ualani Retreat Private Tropical Cottage on 3 Acres
Ualani Retreat Private Tropical Cottage on 3 Acres
Ualani Retreat Private Tropical Cottage on 3 Acres

Ualani Retreat Private Tropical Cottage on 3 Acres

Escape to Ualani Retreat, a fully licensed and permitted private detached 1-bedroom cottage nestled on a sprawling 3-acre tropical paradise. This locally owned and operated B&B offers a serene haven surrounded by fruit trees and bamboo groves, creating an idyllic setting for relaxation and rejuvenation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Haiku
from $249 
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Hawaiian Ocean View Retreat in Keauhou Estates
Hawaiian Ocean View Retreat in Keauhou Estates
Hawaiian Ocean View Retreat in Keauhou Estates

Hawaiian Ocean View Retreat in Keauhou Estates

This stunning Hawaiian retreat offers a perfect blend of comfort, privacy, and breathtaking ocean views in the prestigious Keauhou Estates community. Just minutes from beautiful beaches, vibrant shopping, and local restaurants, this three-bedroom, two-bath home provides an ideal base for exploring the Big Island.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $505 
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Luxurious Beachfront Home at Hanalei Bay
Luxurious Beachfront Home at Hanalei Bay
Luxurious Beachfront Home at Hanalei Bay

Luxurious Beachfront Home at Hanalei Bay

Escape to Hale Maluhia, an exclusive beachfront residence nestled on the tranquil shores of Hanalei Bay. This luxurious home offers a perfect blend of privacy, comfort, and natural beauty, ideal for honeymooners or small groups seeking a serene retreat.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Hanalei
from $3,238 
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Stunning Ocean View Top-Floor Maui Condo
Stunning Ocean View Top-Floor Maui Condo
Stunning Ocean View Top-Floor Maui Condo

Stunning Ocean View Top-Floor Maui Condo

Discover this stunning top-floor Maui condo offering spectacular ocean views and luxurious comforts. Located just steps from Charley Young Beach, the condo provides a perfect retreat for families or couples seeking a memorable island escape.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihie
from $352 
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Luxury Oceanfront Kehena Estate with Beach Access
Luxury Oceanfront Kehena Estate with Beach Access
Luxury Oceanfront Kehena Estate with Beach Access

Luxury Oceanfront Kehena Estate with Beach Access

This exceptional oceanfront Kehena Estate on Big Island offers breathtaking views from every room, designed to maximize the beauty of the Pacific Ocean and nearby Kehena Beach.
Built with high-quality craftsmanship, this private gated retreat is perfect for large groups seeking luxury, privacy, and natural beauty.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Pahoa
from $583 
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Sunset Suzy's Tropical Retreat Near Hilo and Volcano
Sunset Suzy's Tropical Retreat Near Hilo and Volcano
Sunset Suzy's Tropical Retreat Near Hilo and Volcano

Sunset Suzy's Tropical Retreat Near Hilo and Volcano

Escape to Sunset Suzy's Tropical Retreat, a charming cottage nestled on a lush one-acre lot in Hawaiian Paradise Park. This private, secluded hideaway offers a peaceful environment surrounded by fruit trees, vibrant tropical birds, and the soothing sounds of nature.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Keaau
from $203 
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Haena Beach House – Luxury Oceanfront Kauai Retreat
Haena Beach House – Luxury Oceanfront Kauai Retreat
Haena Beach House – Luxury Oceanfront Kauai Retreat

Haena Beach House – Luxury Oceanfront Kauai Retreat

Experience a luxurious escape at Haena Beach House, offering contemporary comfort in a stunning beachfront setting. Perfect for large groups, this home features breathtaking panoramic views of the Pacific Ocean from every living space and bedroom, creating an unparalleled Hawaiian vacation.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Hanalei
from $3,670 
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Paradise Retreat: Private Eco-Friendly Hawaii Big Island Home
Paradise Retreat: Private Eco-Friendly Hawaii Big Island Home
Paradise Retreat: Private Eco-Friendly Hawaii Big Island Home

Paradise Retreat: Private Eco-Friendly Hawaii Big Island Home

Paradise Retreat offers a tranquil, eco-conscious getaway on Hawaii's Big Island. This private home features a sparkling swimming pool, relaxing hot tub, and a fully enclosed backyard ideal for sunbathing and outdoor dining. Lounge poolside on the sun-soaked chaise chairs or relax under the covered lanai, enjoying the cool trade-winds that naturally cool the interior.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Keaau
from $529 
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Spacious North Shore Kauai Beach House with Master Suite
Spacious North Shore Kauai Beach House with Master Suite
Spacious North Shore Kauai Beach House with Master Suite

Spacious North Shore Kauai Beach House with Master Suite

5-bath home is situated on Kauai's North Shore, just a short walk from Kephui Beach. The property offers a perfect blend of comfort, natural beauty, and convenient access to outdoor adventures.
The main house features two bedrooms on the lower level, each with king-sized beds and full bathrooms, providing a restful retreat after a day exploring Kauai.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Hanalei
from $626 
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Luxury Seaside Condo with Ocean & Jungle Views
Luxury Seaside Condo with Ocean & Jungle Views
Luxury Seaside Condo with Ocean & Jungle Views

Luxury Seaside Condo with Ocean & Jungle Views

Discover paradise at this beautifully renovated seaside condo in Ali'i Kai Condominiums. The ground-level unit offers breathtaking views of lush tropical landscapes on the mountain side and partial ocean vistas on the ocean side. Witness spectacular sunsets and rainbows over the iconic Bali Hai mountain range right from your own home away from home.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $691 
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Upscale Ocean View Condo in Hawaii
Upscale Ocean View Condo in Hawaii
Upscale Ocean View Condo in Hawaii

Upscale Ocean View Condo in Hawaii

Experience a beautifully renovated upscale condo in Hawaii, featuring all new bathrooms, kitchen, flooring, and furnishings. This second-floor unit offers a clean, comfortable space with great ocean breezes and air conditioning for your comfort.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $628 
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Beautiful Ocean View Condo Near Poipu Beach
Beautiful Ocean View Condo Near Poipu Beach
Beautiful Ocean View Condo Near Poipu Beach

Beautiful Ocean View Condo Near Poipu Beach

Welcome to your perfect Hawaiian getaway in this top-floor condo offering breathtaking garden and ocean vistas from the spacious lanai. Wake up to freshly brewed coffee while soaking in the tranquil scenery. The bright, open-concept kitchen features stainless steel appliances, making meal prep a breeze.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $474 
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Remodeled Waikoloa Colony Villas with Golf View & Amenities
Remodeled Waikoloa Colony Villas with Golf View & Amenities
Remodeled Waikoloa Colony Villas with Golf View & Amenities

Remodeled Waikoloa Colony Villas with Golf View & Amenities

5-bath townhouse located in Waikoloa Colony Villas, situated just off the 9th hole of Waikoloa Beach Nine. This private unit offers a perfect blend of comfort and convenience, with a location set back from the main drive, adjacent to the golf course, and just a minute's walk to the pool and barbecue area.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Waikoloa,
from $454 
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Wailea Elua Village Ocean View Condo with Modern Amenities
Wailea Elua Village Ocean View Condo with Modern Amenities
Wailea Elua Village Ocean View Condo with Modern Amenities

Wailea Elua Village Ocean View Condo with Modern Amenities

Immerse yourself in a beautifully renovated second-floor condo in Wailea Elua Village, offering stunning ocean views and contemporary island-style decor. This two-bedroom, two-bath unit spans 1,336 square feet and is designed for comfort and relaxation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Wailea, Maui
from $853 
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Stunning North Shore Kauai Condo with Ocean Views
Stunning North Shore Kauai Condo with Ocean Views
Stunning North Shore Kauai Condo with Ocean Views

Stunning North Shore Kauai Condo with Ocean Views

Experience the ultimate island getaway in this beautifully decorated second-floor condo in Sealodge, Princeville, Kauai. Featuring handcrafted Hawaiian hardwood accents and vibrant beach-inspired decor, this condo offers stunning views from a cliff overlooking the largest barrier reef in Hawaii, just minutes from Hanalei Bay.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Princeville
from $397 
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Poipu Shores 301A Oceanfront Suite with Spectacular Views
Poipu Shores 301A Oceanfront Suite with Spectacular Views
Poipu Shores 301A Oceanfront Suite with Spectacular Views

Poipu Shores 301A Oceanfront Suite with Spectacular Views

Experience the ultimate Kauai escape at Castle Po'ipu Shores 301A, a stunning oceanfront suite on the sun-drenched Poipu Coast. Spanning 913 sq ft, this superior suite offers breathtaking views of crashing waves against lava rocks just outside your private lanai.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> POIPU
from $647 
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Waikoloa Beachfront Condo with Ocean Views & Amenities
Waikoloa Beachfront Condo with Ocean Views & Amenities
Waikoloa Beachfront Condo with Ocean Views & Amenities

Waikoloa Beachfront Condo with Ocean Views & Amenities

Sandy beaches, breathtaking waves, and panoramic ocean vistas set the scene at this beautiful Waikoloa condo! Located within a vibrant community, it offers access to an oceanfront club with a private pool, restaurant, and bar, perfect for relaxing after a day exploring the island.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waikoloa
from $422 
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