Hawaii Retreat Vacation Rentals
Hawaii retreat rentals offer tranquil hideaways for wellness travel, spiritual renewal, and quiet vacations away from the crowds. From off-grid cabins to elegant estates with private lanais and ocean breezes, these properties invite you to slow down and reconnect with nature.
Whether you're planning a yoga retreat, creative sabbatical, or couples' sanctuary, Hawaii's diverse landscapes provide the perfect backdrop. Choose from rainforest cottages in Volcano, coastal escapes near Hanalei, or spa-inspired villas along the Kohala Coast.
Most retreat-style rentals include spacious outdoor areas, privacy fencing, soaking tubs, gourmet kitchens, and calming interiors that emphasize natural light and open-air living. Some properties may also offer wellness-friendly features such as outdoor yoga decks, meditation spaces, or proximity to holistic centers.
Key Features of Hawaii Retreat Rentals
- Private and secluded locations for maximum tranquility
- Surrounded by nature: ocean cliffs, forests, or gardens
- Open-air lanais, soaking tubs, and serene design
- Ideal for yoga, meditation, creative work, or romantic escapes
- Proximity to sacred sites, hiking trails, and beaches
- Multi-day or long-term stay options available
Ready to relax and recharge? Explore options in Upcountry Maui, Anini Beach, or Waimea for a peaceful island experience rooted in Aloha.
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
Waikiki Horizon Retreat – Corner Ocean Views 19F
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Ocean views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across the...
Waikiki Ocean Oasis Retreat 37F
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building, with City/Ocean view, small refrigerator, microwave, AC and Wifi; ideal for 1 or 2 guests. About 10 min walking distance from the...
Upscale Waikiki Ocean Retreat – 1-Bedroom Suite
Unwind in this Waikiki oasis! Perched on the 28th floor, our condo boasts a sprawling lanai with panoramic 180° views of the ocean & mountains. Steps from the buzzing International Market, beaches, & dining hotspots. Sweet dreams await in the cozy queen suite,...
Waikiki Luxe Ocean Retreat 28F – 1 Parking
Aloha! Enjoy this newly renovated, modern condo just steps away from World Famous Waikiki Beach with panoramic view of Diamond Head and Ocean views on the 28th floor of Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen...
Waikiki Wave Retreat: Ocean Luxe on 17F
Take a breather and enjoy the Friday fireworks from the lanai! This renovated unit boasts a sleek flat-screen TV and a fully equipped kitchen stocked with cooking essentials.Fully Renovated on 2025 JulyInterior Space: 500SqftBalcony Space: 120 SqftThis unit includes 1...
IC32F-19 Island Luxe Retreat – Waikiki Ocean Escape
Located at the most prime location Central of Waikiki, A block away from famous International Market. and mall, walking distance to beach, restaurants . On site `Forty Niner ` cafe. Large swimming pool, Hot Tub, Sauna, BBQ Grills and picnic tables and a Fitness Center.A...
Waikiki Ocean Luxe Retreat High Floor Suite
Located central to Waikiki, just a block away from the famous International Market and mall, walking distance to the beach, restaurants, and more. The condo comes with a very spacious lanai (balcony) that invites the fresh Hawaiian breeze with 180° views, comfy...
Waikiki Oceanview Luxe Retreat 2BD, Free Parking
Aloha! Wake up to breathtaking ocean and sunset views at this luxurious 2-bedroom, 2-bathroom oceanfront suite at Waikiki Beach Tower. With unobstructed ocean views, 1,200+ sqft of space, and a private lanai, it’s perfect for up to six guests.Enjoy a fully equipped...
IC31F-20 Oceanview Luxe Retreat – Modern Coastal Elegance
Located central to Waikiki, just a block away from the famous International Market and mall, walking distance to the beach, restaurants, and more. The condo comes with a very spacious lanai (balcony) that invites the fresh Hawaiian breeze with 180° views, comfy...
EC15 Chic Downtown Honolulu Retreat – Free Parking
Experience Honolulu in style from our 15th-floor one-bedroom suite! Sleep soundly on a King bed or cozy up on the sofa bed, perfect for 4. Free WiFi and cable for endless entertainment. Walk to Walmart, Ross, and 7-Eleven. Dine at top spots nearby. Unwind in the large...
Couples Retreat - Getaway to Turtle Bay
This condo is a legal vacation rental located in a resort-zoned master community plan & also serves as our family's vacation home. We'd love to share it with you! Just a few minutes walk to the resort, beaches, golf, restaurants, horses & turtles.PER HAWAII STATE LAW,...
Malapua Hanalei - A Sweet Retreat TVNC#1352
New! Welcome to Malapua Hanalei, a charming island retreat just steps from the best of North Shore living.Known as “The Little Garden by the Sea”(Mala Puʻa Ma Ke Kai), this inviting home is nestled in the heart of Hanalei and offers the perfect blend of comfort,...
Maui Resort Rentals: 6BR Retreat at Luana Garden Villas, Private Villas Only Steps from the Beach!
Nestled within the highly desirable Enclave Three of the Luana Garden Villas, this upscale 6BR haven combines two 3BR villas from two neighboring buildings to create over 4000 sq ft of interior living space, perfectly suited for larger groups or families. Located on 38...
This upscale 6BR retreat combines two 3BR villas from two neighboring buildings to create over 4000 sq ft of interior living space, perfectly suited for larger groups or families. Located on 38 beachfront acres within the popular Honua Kai Resort, your party will enjoy...
4BR I Kii Hale at Kukui ula Signature Retreat
Summary:Kii Hale at Kukuiula is a contemporary 4BR, 3BA residence offering a peaceful escape in one of Kauai’s most prestigious neighborhoods. With golf course vistas, a private heated pool, and open-air living spaces, this home invites relaxation in every corner. All...
Tropical Luxury Retreat W/ Infinity Pool, Spa & Outdoor Living!
Experience elevated Big Island living in this spectacular and serene island estate, ideally located within a premier resort setting. Picturesque bedroom suites feature private outdoor garden showers, creating a spa-like retreat surrounded by lush tropical beauty. The...
Enjoy stunning ocean views from Kaanapali Shores 544, a 1-bedroom retreat in Lahaina.
Kaʻanapali Shores 544 Enjoy Ocean Views from this Updated 1 Bedroom North Kaanapali Vacation Resort Condo, Steps to the Pool, Hot Tub and Beach Welcome to Your Maui Retreat: Kaanapali Shores 544 is a newly refreshed 1-bedroom, 1-bath condo perched on the fifth floor of...
Kauai Makanui 712 – Spacious 2BR/2BA Island Retreat for Relaxation Now
Welcome to Kauai Makanui 712, a bright and spacious 2-bedroom, 2-bath retreat. Thoughtfully designed for comfort and island living, this home is the perfect base for your Kauai getaway whether you’re here to explore the South Shore or simply relax in paradise.The...
Plantation Hale Resort Relaxing Kauai Retreat w Pool & Hot Tub
Summary:Highlights: Balcony- Steps to the Beach • 3 Pools & 2 Hot Tubs • Free Parking • Air-Conditioned Welcome to Sunny Plantation Hale, Your Bright & Breezy Kauai EscapeHale a cheerful, sunlit retreat —perfectly tucked beside the Coconut Marketplace and just a short...
Ohana Kai – Premier Luxury Retreat in Princeville
Welcom to Ohana Kai, Princeviile.Escape to your own private island retreat in the heart of Princeville, Kauai. This stunning 4-bedroom, 3.5-bath vacation home offers the perfect blend of tropical luxury, comfort, and space—ideal for families, groups, or anyone seeking a...
Paki Maui 222 Updated 2BD Direct Oceanfront Retreat Steps from Pool & Hot Tub
Paki Maui 222 Freshly Updated Oceanfront 2 Bedroom Condo in the Heart of West Maui with Ocean Views Steps to the Pool and JacuzziWelcome to your Maui Retreat: This freshly updated oceanfront condo at Paki Maui offers a relaxed, comfortable place to settle in and enjoy...
Nestled on the tranquil hillside of the distinguished Mahinui neighborhood, Hale Kalia is nothing short of a refined sanctuary where modern luxury meets island serenity.Nestled along the tranquil windward coast of O‘ahu, the Mahinui neighborhood in Kāne‘ohe offers a...
Westin Kaʻanapali North 1BR Premium – Island Retreat
Discover your perfect Maui escape in this 1-Bedroom Premium Island View Villa at The Westin Kāʻanapali Ocean Resort Villas North. Offering approximately 750–900 square feet of space, this villa is ideal for couples or small families, with thoughtful details that make...
Kona Retreat • Ocean View, Pool & Walk to Beach
Welcome to your Downtown Kona Retreat! This top-floor 2BR/2BA condo offers ocean-peek views, a spacious lanai, and room for up to 6 guests. Enjoy a fully equipped kitchen, AC, pool, hot tub, and easy walkability to beaches, shops, and restaurants. Relax after a day of...
Honua Kai 825 3BD Oceanfront Retreat w/ Lanai, Floor-to-Ceiling Views & Modern Kitchen
Honua Kai Hokulani 825 Spacious 3 Bedroom Condo at Honua Kai Luxury Resort with Amazing Ocean and Sunset Views Professionally managed by Maui Paradise Properties. Welcome to your Maui Retreat: A beautifully appointed 3-bedroom, 3-bath condo located right on the ocean's...
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Pu'u O Hoku Ranch offers a unique getaway for travelers seeking a rustic retreat. You can hike, swim, stargaze, and see a working ranch in action. Pu'u O Hoku is one of the few places in the islands where you can feel Hawaii as it once was. The Sunrise cottage is just a...
Maui Resort Rentals: Kaanapali Alii - 4BR Retreat with Ocean and Mountain Views!
Suite 241 is ideally situated within one of the resort’s most desirable interior columns, showcasing sweeping views of the Pacific Ocean, the island of Lanai, and the impeccably landscaped Kaanapali Alii grounds below. These captivating vistas extend effortlessly...
(P9B) 2Br Princeville Retreat, Pool, AC, Wifi
Two-Story Princeville Condo – Lanai, Pool & Near BeachesFeel the trade winds and unwind in this spacious two-story retreat in Princeville, where tropical breezes, lush surroundings, and island living come together in perfect harmony. This beautiful condo offers a...
Royal Kahana 1010 2BD Coastal-Luxe Oceanfront Retreat w/ Lanai, AC & Stunning Maui Views
Royal Kahana 1010 Enjoy Epic Sunsets from this Stunning 2 Bedroom West Maui Oceanfront Retreat Welcome to your Maui Retreat: Royal Kahana 1010 is a stunning tenth-floor corner residence where uninterrupted ocean views stretch from the golden coast of Ka'anapali to the...
Kahana Sunset B4B Oceanfront Retreat w/ Sunset Views, AC & Private Lanai
Kahana Sunset B4B Spectacular West Maui Sunset Views, Steps from the Pool and the BeachWelcome to your Maui Retreat: Welcome to Kahana Sunset B4B, a beautifully remodeled 1-bedroom, 1-bath hideaway nestled in the boutique beachfront enclave of Kahana Sunset along the...
Westin Kaʻanapali North 1BR Premium – Island Retreat
Discover your perfect Maui escape in this 1-Bedroom Premium Island View Villa at The Westin Kāʻanapali Ocean Resort Villas North. Offering approximately 750–900 square feet of space, this villa is ideal for couples or small families, with thoughtful details that make...
Spacious Ground Floor Maui Retreat, Grand Champion
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...
Oceanview Retreat – 2 Side-by-Side Condos!
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...
Perfect for Romantic Retreat! Spacious Oceanfront Suite w/ Pool Access
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.This listing is for a room within a hotel.✦ Your room is 588 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV,...
Luxe Maui Beach Retreat Walk to Kamaole Beach
Summary:Prime Location Steps to Kamaole Beach dining shops Luxury Comfort King bed memory foam sofa bed Resort Perks Pool hot tub outdoor grills Entertainment 65 Smart TV free Netflix fast WiFi Seamless Stay Self-check-in Smart Lock Exclusive Perks 1000 in local...
Beach Bliss Retreat | Walk to Surf & Dining
Summary:Steps to the Beach Charley Young Kamaole 1 nearby Prime Location Walk to top restaurants shops Fast WiFi Smart TV Spacious Stylish Modern decor cozy ambiance Luxury King Bed Guests rave about comfort Resort Perks Pool hot tub BBQ tennis courts Free Parking Fully...
Beachside Retreat | Walk to Shops & Dining
Summary:Walk to the beach shops top restaurants Stunning garden lanai perfect for coffee wine Ultra-comfy queen beds for a restful sleep Resort-style pool hot tub BBQ area Smart TV high-speed WiFi for entertainment Free parking for hassle-free stays Beach gear included...
Beach Retreat | Walk to Maui’s Best Shores
Summary:Prime Location 5-min stroll to Charley Young Beach Resort-Style Living Pool hot tub BBQ tennis courts Ultimate Comfort King bed memory foam sofa bed Private Lanai Sip cocktails with lush garden views Chefs Kitchen Fully equipped for home-cooked meals Stay Cool...
Oceanview Retreat Walk to Beach & Restaurants
Summary:Prime Location Walk to beach dining shopping Breathtaking Ocean Views Enjoy from private lanai Luxury Memory Foam Bed Sleep like royalty Fully Equipped Kitchen Cook with ease Resort Perks Pool hot tub BBQ grills Exclusive Coupons Save 1000 on Maui activities...
Steps to Beach Hot Tub Luxe Maui Retreat
Summary:2-Min Walk to Pristine Kamaole Beach Ultimate island escape Private Hot Tub Resort Pool Relax after sun-filled adventures Luxury Beds Linens Guests rave about restful sleep Fully-Equipped Kitchen Cook gourmet meals with ease Fast WiFi Dedicated Workspace Ideal...
Serene Maui Retreat Walk to Beach & Shops
Summary:Prime Location Walk to beach dining shops Tranquil Balcony Enjoy morning coffee w lush views Luxury Beds Linens Ultimate comfort for deep rest Resort-Style Amenities Pool hot tub tennis courts Free Parking 1 spot Secure hassle-free Fast Wi-Fi Smart TV Stay...
Family Retreat: 2BR Villa at Sheraton Kaua‘i Resort
Located on Kaua‘i’s sunny South Shore, the 2-Bedroom Villa at Sheraton Kaua‘i Resort is the perfect choice for families or groups seeking space, comfort, and direct access to Po‘ipū Beach. With approximately 1,100 square feet of living space, this villa comfortably...
Makaha Vista Retreat by Gather: Mountain View Home w/ Pool, Hot Tub & Views
Nestled in the serene, gated hills of Makaha Valley, this airy three-bedroom retreat blends minimalist island design with modern comfort. Just minutes from world-famous Makaha Beach, it’s a peaceful base for families, couples, or extended groups seeking space, light,...
Modern Coastal Retreat with Ocean Views and Beach Access – Puako Beach Drive #310
Welcome to your island getaway! This newly remodeled 3-bedroom, 2-bath Puako condo #310 blends modern comfort with timeless Hawaiian charm. Just steps from the ocean, this bright and airy retreat offers stunning views of swaying palms and the sparkling Pacific.The...
Luxurious retreat at KaMilo in the Mauna Lani Resort
Welcome to Moana Ohana, your luxurious retreat at KaMilo in the Mauna Lani Resort. This exquisite four-bedroom home is nestled within a premier gated community and offers over 2,400 square feet of living space, perfect for families or groups seeking a memorable Hawaiian...
Elegant Waikiki Retreat - Ocean View & Luxe Decor
Experience refined island living in this modern Waikiki condo with an ocean view. Designed for the discerning traveler, the space features SoHa Living décor, Nordstrom and Neiman Marcus-inspired furnishings, and Cozy Earth luxury linens. Enjoy a private lanai, stylish...
Tropical Haven Retreat in Ko Olina | TCP-1196-3
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
Ultimate Beach Retreat! 2BD Suite w/ Pool, Hot Tub
Come unwind at our spotless condo at the Maui Banyan Resort, just a few short steps from the soft, sandy beach. Enjoy peekaboo ocean views while you soak up the aloha spirit.✓ Right across the street from Kamaole Beach II✓ King bed + Queen bed + 1 pullout Queens✓ 2...
Private Home: Organic Farm Ocean & Sunset Views
Perched above a working Kona coffee farm, this light-filled classic Hawaiian Hick's farm home invites you into the living, breathing rhythm of island life. From the moment you arrive, your senses are met with expansive ocean views, lush tropical flora, and skies that...