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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
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He'eia Haven Retreat with Pool & Ocean Views
He'eia Haven Retreat with Pool & Ocean Views
He'eia Haven Retreat with Pool & Ocean Views

He'eia Haven Retreat with Pool & Ocean Views

Experience the ultimate Hawaiian getaway at He'eia Haven Retreat, a spacious and beautifully designed beach home in Kailua-Kona. This unique property features two separate living quarters, perfect for families or groups seeking privacy and comfort.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 9
Hawaii> Kailua-Kona
from $844 
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Sealodge B4 Princeville Ocean View Vacation Rental
Sealodge B4 Princeville Ocean View Vacation Rental
Sealodge B4 Princeville Ocean View Vacation Rental

Sealodge B4 Princeville Ocean View Vacation Rental

Discover Sealodge B4, a relaxed and budget-friendly retreat nestled in the heart of Princeville on Kauai. This cozy condo features a spacious open floor plan with a comfortable king bed, perfect for couples seeking a tranquil island escape. Step onto the shaded lanai or relax on the Hawaiian-style daybed to take in stunning views of the Pacific Ocean and lush surroundings.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Princeville
from $265 
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Poipu Beach Resort Two-Bedroom Villa in Kauai
Poipu Beach Resort Two-Bedroom Villa in Kauai
Poipu Beach Resort Two-Bedroom Villa in Kauai

Poipu Beach Resort Two-Bedroom Villa in Kauai

Immerse yourself in the stunning beauty of Poipu Beach with our luxurious two-bedroom villa at Kauai's premier resort. Nestled on the crescent of one of America's top beaches, this property offers an ideal blend of comfort, elegance, and island charm.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $980 
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Charming Kuilima Golf Retreat Near Beach & Amenities
Charming Kuilima Golf Retreat Near Beach & Amenities
Charming Kuilima Golf Retreat Near Beach & Amenities

Charming Kuilima Golf Retreat Near Beach & Amenities

Welcome to your ideal holiday at the Kuilima Golf Retreat, a beautifully maintained getaway just a short stroll from the stunning beaches of Turtle Bay. This inviting unit comfortably hosts up to four guests, featuring a spacious bedroom with a queen bed, a cozy sofa bed in the living room, and a modern bathroom.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $331 
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Spacious Maui Condo Near Kamaole Beach I
Spacious Maui Condo Near Kamaole Beach I
Spacious Maui Condo Near Kamaole Beach I

Spacious Maui Condo Near Kamaole Beach I

Experience the ultimate Maui getaway in this spacious lofted condo located just steps from the stunning Kamaole Beach I. This beautifully furnished unit offers breathtaking ocean views and unforgettable sunsets from a large, shaded lanai equipped with an electric awning.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $796 
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Luxury Ko Olina Golf Estate with Beach Access
Luxury Ko Olina Golf Estate with Beach Access
Luxury Ko Olina Golf Estate with Beach Access

Luxury Ko Olina Golf Estate with Beach Access

This stunning two-story estate is situated within the gated Ko Olina Kai Resort Community, offering over 2000 sq. ft. of elegant living space. Perfect for vacationers or business travelers, it combines comfort and style with first-class furnishings and timeless décor.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kapolei
from $615 
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North Shore Beachfront Retreat in Haleiwa, Hawaii
North Shore Beachfront Retreat in Haleiwa, Hawaii
North Shore Beachfront Retreat in Haleiwa, Hawaii

North Shore Beachfront Retreat in Haleiwa, Hawaii

Welcome to North Shore Beachfront Retreat by Gather, a stunning oceanfront property located in Haleiwa, Hawaii. This spacious 5-bedroom, 4-bathroom home offers a perfect blend of classic island charm and modern comfort, making it an ideal destination for families, friends, or surf enthusiasts seeking a tranquil escape.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Haleiwa
from $757 
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Stunning Oceanfront 1-Bed Maui Condo at Napili Point
Stunning Oceanfront 1-Bed Maui Condo at Napili Point
Stunning Oceanfront 1-Bed Maui Condo at Napili Point

Stunning Oceanfront 1-Bed Maui Condo at Napili Point

Welcome to Napili Point Resort Unit A13, a stunning oceanfront condo nestled on the west coast of Maui. Recently renovated in 2024, this 1-bedroom, 1-bathroom retreat offers breathtaking ocean views and modern comforts for a memorable Hawaiian escape.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $430 
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Luxurious five-bedroom modern retreat
Luxurious five-bedroom modern retreat
Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat



This five-bedroom home in
Honolulu offers a blend of modern design and tranquil vibes. The kitchen is modern and functional, with sleek finishes and ample storage. The master suite provides a serene retreat. Outside, a modest zen and peaceful space for relaxation.

  • 5 bedroom
  • 2 bathroom
  • Sleeps 18
Hawaii> Kailua
from $1,992 
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Tropical Retreat in Hawaiian Paradise Park, Keaau ,HI
Tropical Retreat in Hawaiian Paradise Park, Keaau ,HI
Tropical Retreat in Hawaiian Paradise Park, Keaau ,HI

Tropical Retreat in Hawaiian Paradise Park, Keaau ,HI

Bright and clean 3-bedroom / 3 bath house centered in 1 acer lot, yet surrounded by rush tropical trees and plants is perfect for your escape to paradise.
With 2 queen beds and 3 bathrooms featuring both showers and bathtubs, this amazing property offers a cozy living room with an additional futon for extra guests.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 5
Hawaii> Keaau
from $252 
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Kalaekilohana Inn & Retreat - #1 Rated Hawaii Island Hotel - Dinner Nightly
Kalaekilohana Inn & Retreat - #1 Rated Hawaii Island Hotel - Dinner Nightly
Kalaekilohana Inn & Retreat - #1 Rated Hawaii Island Hotel - Dinner Nightly

Kalaekilohana Inn & Retreat - #1 Rated Hawaii Island Hotel - Dinner Nightly

Hawaii's #1 Small Hotel featuring complimentary locally sourced breakfasts daily and Chef Kenny's dinner nightly. Prices are per room per night.

Looking for the perfect compliment to the luxury resorts in the north? You've found it. Enjoy luxurious rooms in an iconic plantation style landmark.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Naalehu
from $447 
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Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock

Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock

Immerse yourself in the luxury and natural beauty of Sea Cliff Chic, Oahu's newest upscale residence designed by renowned architect Jim McPeak and built by developer Mark Gosselin. This modern take on Hawaii’s iconic Honeyed Jade style offers oversized, grand spaces centered around breathtaking ocean views.

  • 6 bedroom
  • 6 bathroom
  • Sleeps 12
Hawaii> Honolulu
from $11,568 
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Tropical Retreat w/ Outdoor Pool, Free Parking, Steps from Papaloa Beach!
Tropical Retreat w/ Outdoor Pool, Free Parking, Steps from Papaloa Beach!
Tropical Retreat w/ Outdoor Pool, Free Parking, Steps from Papaloa Beach!

Tropical Retreat w/ Outdoor Pool, Free Parking, Steps from Papaloa Beach!

Step into a world of relaxation, surrounded by swaying palm trees and vibrant hibiscus blooms. Your spacious suite features a full kitchen, separate living room, and private lanai. Refresh yourself in our sparkling outdoor pools, perfect for relaxation or family fun.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kapa?a
from $1,079 
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Paradise retreat ALII COVE KONA HAWAII!!!
Paradise retreat ALII COVE KONA HAWAII!!!
Paradise retreat ALII COVE KONA HAWAII!!!

Paradise retreat ALII COVE KONA HAWAII!!!

This ground-floor, 3-bedroom, 2-bath townhome located in the sought-after gated community of Alii Cove, it’s just minutes from shopping, restaurants, and beaches. Enjoy the ease and flexibility of ground-floor living, including the rare ability to BBQ on your spacious garden-level lanai—a privilege not commonly allowed in Hawaii condos.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $236 
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Oceanview Makaha Valley Retreat | Gated | Near Golf & Sandy Shores
Oceanview Makaha Valley Retreat | Gated | Near Golf & Sandy Shores
Oceanview Makaha Valley Retreat | Gated | Near Golf & Sandy Shores

Oceanview Makaha Valley Retreat | Gated | Near Golf & Sandy Shores

Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.


Discover the peace and beauty of your own secluded retreat nestled in the stunning Makaha Valley on the magical island of Oahu, Hawaii.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Waianae
from $852 
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Maui Kamaole A-106 - Elegant 1-Bed Condo
Maui Kamaole A-106 - Elegant 1-Bed Condo
Maui Kamaole A-106 - Elegant 1-Bed Condo

Maui Kamaole A-106 - Elegant 1-Bed Condo

Welcome to Maui Kamaole #A-106, your ideal tropical retreat in South Kihei. This beautifully renovated one-bedroom, two-bathroom condo offers a perfect balance of comfort and elegance, set within the lush, landscaped grounds of the sought-after Maui Kamaole resort.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $394 
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Serene Hawaii Beachside Retreat with Ocean Views
Serene Hawaii Beachside Retreat with Ocean Views
Serene Hawaii Beachside Retreat with Ocean Views

Serene Hawaii Beachside Retreat with Ocean Views

Experience the tranquility of Lilikoi Inn, a charming Hawaii vacation rental nestled on a coffee farm in Holualoa. This single-story, 2-bedroom, 2-bath apartment offers stunning ocean views from a furnished wraparound lanai, perfect for relaxing and listening to nature sounds.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Holualoa
from $271 
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Fun Family Private Retreat with lighted Sports Court and Pool
Fun Family Private Retreat with lighted Sports Court and Pool
Fun Family Private Retreat with lighted Sports Court and Pool

Fun Family Private Retreat with lighted Sports Court and Pool

More than just a stay, it's an experience for the whole family, both young and old. Our family retreat has over 3000sq' under roof, overlooking incredible ocean and coastline views. Sitting on 6 private acres of old lava fields with a beautiful pool, lighted pickleball/basketball court, pool table, ping pong table, home theater, and a closet full of family games!

  • 6 bedroom
  • 4 bathroom
  • Sleeps 26
Hawaii> Ocean View
from $982 
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Emmalani Hale, a luxurious and tranquil retreat, AC, nestled in Princeville
Emmalani Hale, a luxurious and tranquil retreat, AC, nestled in Princeville
Emmalani Hale, a luxurious and tranquil retreat, AC, nestled in Princeville

Emmalani Hale, a luxurious and tranquil retreat, AC, nestled in Princeville

Welcome to Emmalani Hale — Your Perfect Hawaiian Retreat

More than just a vacation rental, Emmalani Hale offers a luxurious and welcoming island escape designed for relaxation and comfort. Recently refreshed with fresh paint, plush carpeting, and elegant furnishings, this beautiful home creates a serene and sophisticated atmosphere the moment you arrive.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Princeville
from $578 
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Luxury Kauai North Shore Palm Treehouse Rental
Luxury Kauai North Shore Palm Treehouse Rental
Luxury Kauai North Shore Palm Treehouse Rental

Luxury Kauai North Shore Palm Treehouse Rental

Experience the serene beauty and breathtaking landscapes of Kauai's North Shore at the Palm Treehouse (#30) in Hanalei Bay Villas. Nestled between majestic mountains and the sparkling ocean, this unique two-story Hawaiian villa offers a perfect blend of comfort, natural beauty, and convenience for up to six guests.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $1,077 
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Oceanfront Suite in Maui Near Kanaha Beach Park
Oceanfront Suite in Maui Near Kanaha Beach Park
Oceanfront Suite in Maui Near Kanaha Beach Park

Oceanfront Suite in Maui Near Kanaha Beach Park

Discover the perfect Maui retreat in our charming oceanfront suite, offering breathtaking views of Kahului Bay. This spacious 588 sq ft unit features a comfortable king bed, sofa bed, and modern amenities such as a mini-fridge, microwave, and coffee maker, ensuring a convenient and relaxing stay.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kahului
from $429 
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Cozy Wailoa Park Studio with Modern Amenities
Cozy Wailoa Park Studio with Modern Amenities
Cozy Wailoa Park Studio with Modern Amenities

Cozy Wailoa Park Studio with Modern Amenities

Welcome to your cozy getaway in Hawaii! This inviting studio offers a bright, airy living space designed for comfort and convenience, making it an ideal base for your adventures. Inside, you'll find a comfortable king bed with high-quality linens, ensuring a restful night's sleep.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Hilo
from $165 
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Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat
Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat
Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Welcome to Keauhou Kona Surf & Racquet 188 by Gather, a fully renovated two-bedroom, two-bathroom, Air conditioned oceanfront townhome in Kailua-Kona, Hawai'i. This two-story duplex accommodates up to six guests and offers panoramic 180° ocean views from nearly every room.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $453 
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Luxurious Leaf House in Lanikai with Ocean Views
Luxurious Leaf House in Lanikai with Ocean Views
Luxurious Leaf House in Lanikai with Ocean Views

Luxurious Leaf House in Lanikai with Ocean Views

Welcome to Leaf House by Gather, an exquisite five-bedroom, four-and-a-half-bathroom luxury retreat nestled in the picturesque neighborhood of Lanikai, Kailua, Hawaii. This custom-designed, three-story home offers an unmatched combination of sophistication, privacy, and island charm, making it an ideal destination for families or groups of up to ten guests seeking a memorable Hawaiian escape.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Kailua
from $1,163 
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Luxury Oceanfront Turtle House on Oahu with Stunning Views
Luxury Oceanfront Turtle House on Oahu with Stunning Views
Luxury Oceanfront Turtle House on Oahu with Stunning Views

Luxury Oceanfront Turtle House on Oahu with Stunning Views

Welcome to Turtle House, a luxurious oceanfront retreat on the beautiful island of Oahu, available for stays of 30 nights or longer. This stunning property offers the perfect blend of relaxation and adventure, with expansive lawns, a spacious patio, and a deck that provides mesmerizing ocean views, unforgettable sunsets, and clear night skies perfect for stargazing.

  • 6 bedroom
  • 2 bathroom
  • Sleeps 12
Hawaii> Waianae
from $722 
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Luxury Tantalus Glass House in Honolulu
Luxury Tantalus Glass House in Honolulu
Luxury Tantalus Glass House in Honolulu

Luxury Tantalus Glass House in Honolulu

The Tantalus Glass House by Gather is a stunning architectural marvel perched high above Honolulu, offering seamless integration of steel, glass, and titanium within lush rainforest surroundings. 5-bathroom estate provides unmatched panoramic views of the Honolulu skyline, Pacific Ocean, and tropical landscape, creating a private sanctuary just minutes from Waikiki, downtown Honolulu, and scenic hiking trails.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 12
Hawaii> Honolulu
from $1,065 
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Oceanfront Kona Condo with Stunning Views and Beach Access
Oceanfront Kona Condo with Stunning Views and Beach Access
Oceanfront Kona Condo with Stunning Views and Beach Access

Oceanfront Kona Condo with Stunning Views and Beach Access

Experience the best of Kona from this charming oceanfront condo located along the iconic Ocean View Mile Walk, home to 24 Pacific Ocean view restaurants, live entertainment venues, scenic beaches, and quaint shops, all just steps from your door.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kailua Kona
from $259 
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Luxury Balinese-Style Villa with Private Pool
Luxury Balinese-Style Villa with Private Pool
Luxury Balinese-Style Villa with Private Pool

Luxury Balinese-Style Villa with Private Pool

Immerse yourself in the tranquil elegance of this Balinese-inspired villa, designed with rich wood accents, expansive open spaces, and soaring ceilings that evoke a peaceful, exotic ambiance. The highlight is a stunning private pool, perfect for refreshing swims or relaxing poolside amidst lush tropical landscaping.

  • 2 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Lahaina
from $1,304 
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Waikiki Pool House Studio with King Bed & Amenities
Waikiki Pool House Studio with King Bed & Amenities
Waikiki Pool House Studio with King Bed & Amenities

Waikiki Pool House Studio with King Bed & Amenities

Welcome to our spacious 484 sq. ft. Pool House Studio in Waikiki, designed for comfort and style. Featuring a plush king bed and a sofa bed, this studio offers a perfect retreat after a day exploring the island. The modern decor includes locally inspired artwork and luxury linens, creating a welcoming atmosphere.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $483 
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Luxury Hawaii Estate in Honolulu's Black Point
Luxury Hawaii Estate in Honolulu's Black Point
Luxury Hawaii Estate in Honolulu's Black Point

Luxury Hawaii Estate in Honolulu's Black Point

5-bathroom estate nestled in Honolulu's prestigious Black Point neighborhood. 33-acre lot, this custom-designed retreat combines modern luxury with island charm. The lush tropical landscaping, Diamond Head views, and complete privacy make it an ideal destination for families, groups, or discerning travelers seeking a luxurious Hawaiian escape.

  • 5 bedroom
  • 6 bathroom
  • Sleeps 12
Hawaii> Honolulu
from $2,043 
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Serene Makaha Beach Home with Scenic Views
Serene Makaha Beach Home with Scenic Views
Serene Makaha Beach Home with Scenic Views

Serene Makaha Beach Home with Scenic Views

Discover serenity at our beautiful home just steps from the stunning Makaha beaches. This spacious 3-bedroom, 2-bath residence offers a perfect retreat with a fully equipped kitchen, ideal for preparing meals and entertaining. Step outside to enjoy the outdoor BBQ and relax while taking in scenic views of the surrounding landscape.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waianae
from $366 
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Moani Heights 9013 - Luxurious Island Retreat
Moani Heights 9013 - Luxurious Island Retreat
Moani Heights 9013 - Luxurious Island Retreat

Moani Heights 9013 - Luxurious Island Retreat

Rest and recharge in this luxurious four-bedroom, four-bath island retreat, where indoor comfort meets stunning outdoor living. The open-concept kitchen and living area flow seamlessly onto a spacious, furnished lanai, perfect for enjoying the coastal breeze.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kamuela
from $1,287 
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Ke Kihapai Bed & Breakfast with Volcano Views
Ke Kihapai Bed & Breakfast with Volcano Views
Ke Kihapai Bed & Breakfast with Volcano Views

Ke Kihapai Bed & Breakfast with Volcano Views

Escape to Ke Kihapai Bed & Breakfast, nestled at 2400 feet elevation on Maui, offering unobstructed views of Haleakala and the upcountry landscape. This charming two-acre property provides a peaceful retreat with a family home, where you can unwind after a day at the beach.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kula
from $609 
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Oceanfront Suites with Private Lanai and Amenities
Oceanfront Suites with Private Lanai and Amenities
Oceanfront Suites with Private Lanai and Amenities

Oceanfront Suites with Private Lanai and Amenities

Discover our spacious oceanfront suites each featuring a private lanai and breathtaking views of the shoreline, courtyard, or garden. Perfect for both relaxation and adventure, these accommodations offer all the comforts you need, including daily housekeeping, modern amenities like a flat-screen TV, refrigerator, coffee maker, and high-speed internet to stay connected.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $856 
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Hanalei Happiness - Brand NEW Modern Family Retreat w/Kids Loft, AC, Pool & More
Hanalei Happiness - Brand NEW Modern Family Retreat w/Kids Loft, AC, Pool & More
Hanalei Happiness - Brand NEW Modern Family Retreat w/Kids Loft, AC, Pool & More

Hanalei Happiness - Brand NEW Modern Family Retreat w/Kids Loft, AC, Pool & More

BRAND NEW FAMILY RETREAT
Thoughtfully created with traveling families in mind—packed with amenities and curated for fun, all while capturing the spirit of Hanalei.

- 8 Min to Hanalei
- Sleeps 4 + 1 Infant
- Short Drives to Beaches, Trails & Eats
- Air Conditioning in Every Room
- Kid-Friendly Loft Bedroom
- Fully Equipped Kitchen
- Beach Gear
- Access to Pool, Hot Tub & BBQ
- No Resort Fees

YOU'LL LOVE OUR LOCATION - we're central to everything on the North Shore!

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $534 
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Serene 4BR Wahiawa Home Near North Shore
Serene 4BR Wahiawa Home Near North Shore
Serene 4BR Wahiawa Home Near North Shore

Serene 4BR Wahiawa Home Near North Shore

Escape to this peaceful 4-bedroom, 2-bath Wahiawa home, perfect for families and groups of up to 12 guests. Situated in a quiet neighborhood, it offers a fully equipped kitchen, ensuring you have everything needed for a comfortable stay. The home features air conditioning to keep you cool, complimentary Wi-Fi for staying connected, and bed linens, towels, and toiletries are provided for convenience.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 12
Hawaii> Wahiawa
from $224 
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Charming Maui Hotel Zone Condo with Free Guide
Charming Maui Hotel Zone Condo with Free Guide
Charming Maui Hotel Zone Condo with Free Guide

Charming Maui Hotel Zone Condo with Free Guide

Experience the perfect Maui getaway in this charming condo located in the hotel zone, ensuring you won't face restrictions from new rental laws. The unit offers a private entrance within a welcoming condo community, providing guests with convenience and privacy.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $515 
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Stunning Maui Oceanfront 2-Bedroom Condo in Wailea
Stunning Maui Oceanfront 2-Bedroom Condo in Wailea
Stunning Maui Oceanfront 2-Bedroom Condo in Wailea

Stunning Maui Oceanfront 2-Bedroom Condo in Wailea

Discover the beauty of Maui at this stunning oceanfront condo located in the heart of Wailea. This spacious 2-bedroom, 2-bathroom unit offers front-row access to the Pacific Ocean, making it an ideal retreat for relaxation and adventure.
The primary bedroom features a comfortable king-sized bed with direct access to the lanai, allowing you to enjoy spectacular ocean views right from your room.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kihei
from $1,445 
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Luxury 2BR Ocean View Apartment at Ilikai Hotel
Luxury 2BR Ocean View Apartment at Ilikai Hotel
Luxury 2BR Ocean View Apartment at Ilikai Hotel

Luxury 2BR Ocean View Apartment at Ilikai Hotel

Our spacious apartment offers a perfect blend of comfort and resort-style living in the heart of Honolulu. Designed with your needs in mind, this two-bedroom unit is ideal for families, couples, or groups of friends seeking a memorable Hawaiian getaway.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 5
Hawaii> Honolulu
from $787 
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Luxury Oceanview Wailea Retreat [Hōkū Hale]
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Luxury Oceanview Wailea Retreat [Hōkū Hale]

Luxury Oceanview Wailea Retreat [Hōkū Hale]

Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, all situated on the fairway of a private golf course. Walk to world-class beaches, golf, and dining, or relax in a peaceful, breezy, tropical setting.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 10
Hawaii> Wailea-Makena
from $1,100 
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Waikiki Lagoon Tower Studio at Hilton Hawaiian Village
Waikiki Lagoon Tower Studio at Hilton Hawaiian Village
Waikiki Lagoon Tower Studio at Hilton Hawaiian Village

Waikiki Lagoon Tower Studio at Hilton Hawaiian Village

Experience the vibrant energy of Waikiki from the heart of the Hilton Hawaiian Village Waikiki Beach Resort, where the Lagoon Tower Studio combines modern comfort with a prime tropical location. Perfect for couples or small families, this cozy retreat offers an ideal starting point for your Hawaiian adventure, complete with resort amenities and access to Oahu's top attractions.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Honolulu
from $217 
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Stunning Ocean View Home with Waterfalls and Lush Gardens
Stunning Ocean View Home with Waterfalls and Lush Gardens
Stunning Ocean View Home with Waterfalls and Lush Gardens

Stunning Ocean View Home with Waterfalls and Lush Gardens

Welcome to your tropical paradise! This stunning three-level home boasts panoramic ocean views and tranquil surroundings, making it an ideal retreat for relaxation and nature lovers.
The property features a spacious approximately 1,200 sqft garage on the ground floor, with the main living areas located upstairs for spectacular vistas.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> LAUPAHOEHOE
from $458 
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Charming Kona Palm Retreat with Private Hot Tub
Charming Kona Palm Retreat with Private Hot Tub
Charming Kona Palm Retreat with Private Hot Tub

Charming Kona Palm Retreat with Private Hot Tub

The Kona Palm Retreat offers a private, gated Hawaiian estate just five minutes from Kailua Kona and the Pacific Ocean, perfect for a serene tropical getaway.
5 acres of lush landscape, providing privacy and stunning views at an ideal 1000-foot elevation.

  • 2 bedroom
  • 0 bathroom
  • Sleeps 4
Hawaii> Kailua Kona
from $309 
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Digital Detox, Body-Positive Eco Retreat Center, Cabins #2 and #3
Digital Detox, Body-Positive Eco Retreat Center, Cabins #2 and #3
Digital Detox, Body-Positive Eco Retreat Center, Cabins #2 and #3

Digital Detox, Body-Positive Eco Retreat Center, Cabins #2 and #3

Want to try an unforgettable experience where you can shed shame, build body confidence and connect with nature like never before? Give it a try at our body positive, non judgmental, family friendly wellness retreat center.

When you book these 2 cabins, they are all yours (not shared).

  • 1 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Volcano
from $267 
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Luxury Mountain View Retreat in Princeville, Kauai
Luxury Mountain View Retreat in Princeville, Kauai
Luxury Mountain View Retreat in Princeville, Kauai

Luxury Mountain View Retreat in Princeville, Kauai

Experience the perfect blend of relaxation and adventure at this beautiful Kauai retreat nestled in Princeville's serene landscape. The open-concept living space features contemporary furnishings with a modern island decor, vaulted ceilings, and seamless indoor/outdoor flow through glass sliders leading to a covered lanai.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Princeville
from $683 
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Spacious Dual-Unit Maui Retreat near Kaanapali Beach
Spacious Dual-Unit Maui Retreat near Kaanapali Beach
Spacious Dual-Unit Maui Retreat near Kaanapali Beach

Spacious Dual-Unit Maui Retreat near Kaanapali Beach

This listing features two adjacent charming plantation-style cottages at the International Colony Club, perfect for families or groups seeking a spacious, comfortable island escape. Located at the base of the prestigious Kaanapali Hillside, these fully equipped cottages provide a relaxing retreat close to Kahekili (Airport) Beach, renowned snorkeling spots, and Maui’s top attractions.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Lahaina
from $1,365 
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Lanikai Ola Nani Beachfront Retreat with Modern Comforts
Lanikai Ola Nani Beachfront Retreat with Modern Comforts
Lanikai Ola Nani Beachfront Retreat with Modern Comforts

Lanikai Ola Nani Beachfront Retreat with Modern Comforts

This stunning property offers a luxurious, modern 4-bedroom, 4-bathroom retreat just steps from the calm waters of Lanikai Beach. Designed for comfort and privacy, it comfortably accommodates up to 8 guests seeking tranquility in one of Hawaii’s most exclusive neighborhoods.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua
from $758 
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Moloka'i Beachfront Hotel Room with Ocean Views
Moloka'i Beachfront Hotel Room with Ocean Views
Moloka'i Beachfront Hotel Room with Ocean Views

Moloka'i Beachfront Hotel Room with Ocean Views

Discover the serene beauty of Moloka'i from a charming Polynesian-style hotel room nestled along Kamiloloa Beach. Set within a peaceful village, this 244 sq ft unit offers a comfortable king bed, a private balcony with garden views, and all essential amenities including a microwave, fridge, coffee/tea maker, and flat-screen TV.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kaunakakai
from $293 
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Luxury Makena Surf G-103 Beachfront Condo Maui
Luxury Makena Surf G-103 Beachfront Condo Maui
Luxury Makena Surf G-103 Beachfront Condo Maui

Luxury Makena Surf G-103 Beachfront Condo Maui

Welcome to Makena Surf G-103, a luxurious beachfront condo nestled in the exclusive Makena area of Maui. This beautifully updated ground-floor unit offers easy access and modern comforts, making it perfect for a relaxing Hawaiian getaway.
Inside, enjoy a stylish, recently renovated interior with spacious living areas, including large fully equipped kitchens and a wet bar, ideal for entertaining or preparing your favorite meals.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Makena, Maui
from $1,134 
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Hale Ka'opua Luxury Kauai Vacation Home
Hale Ka'opua Luxury Kauai Vacation Home
Hale Ka'opua Luxury Kauai Vacation Home

Hale Ka'opua Luxury Kauai Vacation Home

5-bathroom home nestled in the scenic town of Koloa on Kauai's South Shore. Built in 2024, this contemporary residence offers breathtaking ocean and golf course vistas, blending modern elegance with the island's natural beauty. The spacious primary suite opens directly to the lanai, providing spectacular ocean views to wake up to each morning.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $2,883 
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