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.
Spacious Kona Retreat | Sleeps 17 | Game Room
Gather everyone — without feeling crowdedThis expansive Kona retreat is designed for large families and multi-generational groups who want space, comfort, and effortless island living. Comfortably sleeping 17 with five king bedrooms, a dedicated bunk room for kids, a...
Hideaways Retreat Villa- North shore princeville
Private romantic villa for couples or friends ready to explore the island!-5 min walk to 4 separate jungle paths leading to secluded beaches and reefs to snorkel.-7 min walk to the world class One hotel which has sushi, ice cream shops and beach bars on the Puu Poa...
Honolulu Skyline & Ocean Retreat – Free Parking/AC
Enjoy a relaxing stay in the heart of downtown Honolulu at our Executive Centre condo, steps from dining, shopping, and business hubs. This inviting space offers ocean views, two full beds, and a cozy living area with kitchenette. Stay connected with free Wi-Fi and cool...
Island Retreat – 1BR Suite with Kitchen & Lanai at Maui Schooner
Escape to serenity in this one-bedroom suite at Maui Schooner Resort in Kihei, where comfort meets tropical surroundings. With approximately 800 square feet of space, this suite is ideal for up to four guests looking for a relaxing, island-style stay. Inside, you’ll...
Tropical 2BR Ocean View Retreat – Marriott Kauai Beach Club
Experience island serenity in this 2 Bedroom Ocean View Villa at Marriott’s Kauai Beach Club, nestled on the golden sands of Kalapaki Beach and surrounded by lush tropical gardens. Located just minutes from Lihue Airport, this resort combines oceanfront beauty,...
Peaceful Golf Course Retreat with Partial Ocean Views-Wailea Grand Champions #78
Beautiful Golf Course Views | Wailea Grand Champions #78Escape to the peaceful beauty of Wailea Grand Champions #78, a spacious two-bedroom, two-bathroom second-floor villa with partial ocean and fairway views. Ideally situated between the Wailea Blue Golf Course and...
Maui Resort Rentals: Kaanapali Alii 352/3 - 5th-Floor 4BR Retreat with Ocean and Mountain Views!
This one-of-a-kind 4BR/4BA offering at the acclaimed Kaanapali Alii, set in the heart of Kaanapali Beach, pairs two luxurious neighboring suites into one spacious island retreat. Together, they create an exceptional Maui getaway designed for relaxing, unwinding, and...
Waikiki 1BR Retreat at Kalia Suites – Full Kitchen, Walk to Beach & Ala Moana
Enjoy a modern Waikiki stay in this one-bedroom suite at Kalia Suites, a Hilton Grand Vacations Club property ideally located near Ala Moana Beach Park and the gateway to Waikiki. Designed for comfort and flexibility, the suite features a private bedroom with a king...
Oceanfront Maui Retreat Steps From Sugar Beach
Kanaʻi A Nalu | Central Location | 4th-Floor Corner UnitWake up to the sound of the waves and end your evenings watching the sun melt into the Pacific. This oceanfront Wailuku vacation rental condo celebrates slow mornings, uncrowded beaches, and lanai sunsets. Stroll...
Wailea Ekolu 408 Spacious Second-Floor Retreat with Panoramic Ocean Views
Experience the perfect Maui getaway at Wailea Ekolu 408, a charming 1-bedroom, 2-bath condominium situated on the second floor. This inviting vacation retreat feels spacious and airy, featuring vaulted ceilings and sweeping ocean views that stretch from West Maui to...
Escape to a perfect seaside retreat in Unit #12- unparalleled Beach side access!
Consider this condo your home away from home while you visit Koloa. This adorable one-bedroom retreat features a king bed and a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. Whether you’re curling up with a book or enjoying some quiet...
Maui Resort Rentals: Hokulani 605/6 – 4BR Retreat with Stunning 6th-Floor Ocean Views!
This exceptional 4BR/4BA multi-residence retreat pairs two neighboring 6th-floor penthouse suites to create more than 2300 sq ft of elevated interior living, thoughtfully designed for sophisticated group travel. One of Honua Kai Resort & Spa’s most coveted premier...
Maui 3 Bedroom Kapalua Retreat Home
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Step through stunning custom wood-and-glass front doors and let your eyes travel straight through the home to the Pacific beyond. Inside, the open-concept living, dining, and primary...
Couples Retreat! 138 Shores at Waikoloa
Step into paradise at the "138 Shores at Waikoloa," a luxurious one-bedroom condo nestled in the heart of Waikoloa. The sleek, modern design of this condo offers a perfect blend of comfort and style, making it an ideal retreat for couples seeking a romantic getaway. The...
Pristine Retreat at Popular Resort
Keep it simple at this peaceful and centrally-located hotel room at the popular Outrigger Kauai Beach Resort. . Pristine oeanview across a pastoral field from private lanai. Location is a full service resort with many pools, hot tubs, beautiful grounds, a couple of...
New Listing! Ocean View Kapalua Ridge Villa 1223: Spacious 2BR Retreat
Welcome to Kapalua Ridge Villa 1223, a beautifully upgraded two-bedroom, three-bathroom townhome that blends luxury, comfort, and sweeping ocean views into an unforgettable Maui retreat. Offering approximately 1,756 square feet of living space, this spacious villa is...
Modern Tropical Retreat with Kitchen, Relaxing Ambiance and Serene Surroundings
Our villa offers sweeping Pacific Ocean views and island breezes from a private lanai. Enjoy bamboo linens, a gourmet kitchen, and access to the oceanfront club with lagoon pool and seaside dining. Steps from Waikoloa Beach Resort golf and minutes to Hapuna Beach,...
Island Suite Retreat w/ Bright Interiors, Lanai & Sunset Glow Near Hapuna Beach
Our villa offers sweeping Pacific Ocean views and island breezes from a private lanai. Enjoy bamboo linens, a gourmet kitchen, and access to the oceanfront club with lagoon pool and seaside dining. Steps from Waikoloa Beach Resort golf and minutes to Hapuna Beach,...
Volcano Retreat - 3BR + Office space, 6 Min to Volcano Park
Welcome to Kamalani Lodge, a cozy and well-appointed retreat designed for comfort and relaxation, just a short 6-minute drive from Hawai‘i Volcanoes National Park.After a day of exploring Hawaiʻi Volcanoes National Park, relax in the living room beside the warm gas...
Rainbow Retreat 3bd, Hot Tub, Walk to Waterfalls, close to Waikiki.
Welcome to your private rainforest retreat in beautiful Mānoa Valley! This spacious 3-bedroom, 2.5-bath home with a hot tub is perfectly located within walking distance to Manoa Falls, a community pool, tennis & pickleball courts, and wellness classes—all while being...
Island Retreat – 1BR Suite with Kitchen & Lanai at Maui Schooner
Escape to serenity in this one-bedroom suite at Maui Schooner Resort in Kihei, where comfort meets tropical surroundings. With approximately 800 square feet of space, this suite is ideal for up to four guests looking for a relaxing, island-style stay. Inside, you’ll...
Comfortable Retreat w/ Balcony + Breakfast Near Waikiki’s Dining & Shopping Site
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Tranquil Retreat | Onsite Pool | Free Breakfast | Couples' Retreat!
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Peaceful Retreat | Onsite Pool | Free Breakfast | Couples' Retreat!
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Relaxing Couple Retreat | Spacious Suite w/ Living Area | Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Family and Friends Retreat! City View, Outdoor Pool, Kitchenette!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 1440 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to...
Waikiki 1BR Retreat at Kalia Suites – Full Kitchen, Walk to Beach & Ala Moana
Enjoy a modern Waikiki stay in this one-bedroom suite at Kalia Suites, a Hilton Grand Vacations Club property ideally located near Ala Moana Beach Park and the gateway to Waikiki. Designed for comfort and flexibility, the suite features a private bedroom with a king...
Your Kona Getaway Awaits: 2‑Bedroom Island‑Style Retreat at Wyndham Hawaiian
Nestled in Kailua-Kona, this peaceful resort offers guests a perfect retreat. The two bedrooms each feature a king bed, providing plenty of space for restful nights. With two bathrooms, including one with a jetted bathtub, guests can unwind in comfort. A nice living...
This one-of-a-kind 3BR + den ground-floor offering at the acclaimed Kaanapali Alii, set in the heart of Kaanapali Beach, pairs two luxurious neighboring suites into one spacious island retreat. Together, they create an exceptional Maui getaway designed for relaxing,...
Premium Bright City-View Retreat - Any Premium Rm
Step into this bright and inviting bedroom featuring a comfortable bed with tropical linens, warm lighting, and a private balcony overlooking the city. Enjoy peaceful mornings with fresh air and skyline views right from your room. Much larger than a standard hotel room...
Kaimana Villa: Princeville Retreat w/ Lanais & Pool
Set within the lush, gated grounds of Nihilani at Princeville, Kaimana Villa at Princeville offers generous space, multiple lanais, and a calm residential feel on Kaua'i's North Shore. With 1,874 square feet of interior living and garden-facing views, this two-story...
Bright Island-View Retreat 8 guests - COMBO 15th
2 bright and breezy, tropical-inspired studio units with warm island décors. Floor-to-ceiling windows open to a private balcony with city views, filling the space with natural light.PLEASE NOTE: This listing is for TWO SEPARATE STUDIO APARTMENTS in the same building and...
Island-Inspired Cozy Retreat - Free WIFI
Bright and inviting, this tropical-inspired studio features a cozy bed, vibrant island décor, soft lighting, and a peaceful ambiance. Floor-to-ceiling curtains open to city views and a private balcony, perfect for taking in the fresh air and sunshine. A relaxing,...
This exceptional paired offering combines two neighboring suites to create an elevated 4BR retreat designed for effortless island living. Suite 113, widely regarded as Honua Kai’s premier two-bedroom floor plan, offers 1325 sq ft of beautifully appointed interior space,...
IA21 Ocean Breeze Retreat: Luxe High-Rise 21F
Experience the Ultimate Waikiki Friday Night Delight!Welcome to your front-row seat to one of Honolulu’s most beloved traditions—the dazzling weekly fireworks lighting up the tropical sky. From your private lanai, sip a handcrafted cocktail, feel the gentle trade winds,...
WS27F-11 Mountain Retreat - Waikiki 27F Suite Free Parking
This high floor one bedroom is comes with a private lanai and a complementary parking. The 27th floor unit comes with great mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with appliances,...
Waikiki Mountain Breeze Retreat 2601B
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...
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...
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...
Waikiki 2-Bedroom Retreat by Beach on Kaiulani Ave
*Important to note: if you're looking to book for longer than 30 days and the dates aren't showing as avaialble, please still reach out as the unit is likely available and we can assist in getting you booked for longer. Mahalo!*Settle into your own slice or paradise in...
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...