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.
SPECIAL DEALS! Waipouli Beach Resort 2 bed/3bath Paradise is Calling!
🌴 Welcome to Waipouli Beach Resort D309 – Kauai’s Premier Oceanfront Destination 🌴A luxury retreat on the Royal Coconut Coast, Waipouli Beach Resort D309 offers the perfect blend of resort-style amenities and the comforts of home. With a spectacular pool, world-class...
Mountain-view retreat with 2 suites, pool & hot tub - near restaurants & beaches
Villas of Kamali'i Apt 20Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'At the Villas of Kamali’i 20, you get it all - a convenient, split-level floor plan, gorgeous finishes, and...
Pua Oriana: A Polynesian Tropical Retreat
E komo mai — welcome to our hale. Welcome to the Pua Oriana – a mix of Hawaiian and Samoan language, ‘pua’ meaning flower, and ‘oriana’ means the flower that adorns a woman’s head. Enjoy the space and the grounds with 880 acres of pristine gardens, walking paths, golf...
Gorgeous Oceanfront Retreat! Marvel at the Stunning Views from Sugar Beach #326
SUGAR BEACH RESORT, #326One Bedroom / One Bath Oceanfront CondominiumWelcome to Sugar Beach Resort #326, a beautiful one-bedroom condo with direct oceanfront views and updated interiors. Perfectly situated in North Kihei, this retreat combines comfort, modern upgrades,...
🏝️ Maui Oceanfront Wellness Affordable Penthouse Retreat! Oh the views! 🐋
🐋Kahana, Maui Penthouse Corner Stunning Views! Oceanfront - Hololani🌺 Mar 28 to Apr 3rd OPEN! Traveler Update for Lahaina: Please note that The Hololani Resort was NOT impacted by the fires 🔥 in Lahaina and is in the approved Maui Hotel Zone. 🌴Maui Oceanfront Penthouse...
Paradise Retreat, POOL, Hot Tub and AC with ECO energy!
Paradise Retreat is your own private resort on Hawai'i’s Big Island. Relax and enjoy the swimming pool and hot tub in our private, fully enclosed back yard. Lounge poolside in the sun-soaked chaise chairs or stay cool on the covered lanai. In the evenings, enjoy starry...
Island Oasis: 3 BR Keauhou Estates Home with Pool, Spa, AC & Putting Green
Welcome to Island Oasis by Gather, a panoramic ocean-view retreat in the exclusive gated community of Keauhou Estates. This 2,890-square-foot home blends seamless indoor-outdoor living with elevated comfort. With three bedrooms and three bathrooms, it accommodates up to...
Superior Retreat W/Lanai and Kitchen–Poipu Shores
Castle Po'ipū Shores 301A: Live like you own Kauai’s sunny Poipu Coast! Pure nirvana at the ocean’s edge, this 913 sq ft Superior Ocean Front suite wows with waves crashing against lava rocks just feet beyond your private lanai. Why leave your “home away from home” when...
Mauna Kai Retreat: Shops, Restaurants, and Beach!
Looking for a relaxing escape that offers it all? Look no further. This stunning property is within easy walking distance of the Princeville Shopping Center, offering everything from hiking trails and beautiful beaches to delicious dining adventures. This unit has just...
Mountain view home with outdoor shower & lots of light - close to beach
Star of Waikoloa Beach Resort - Ainamalu HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'See everything the Waikoloa area has to offer with this beautiful Hawaiian villa just 2...
Luxurious 3BR Retreat in Poipu Kai Resort with Pool, Elevator, & Beach Access
Kauai’s Luxury Tropical Retreat in the heart of Poipu Kai Resort!Located on the beautiful island of Kauai, this 3-bedroom, 3-bath unit offers the highest level of luxury in the Poipu Kai Resort area. These amazing accommodations feature 2 King primary suites and an...
Stunning Views at Kaanapali Royal P301
Feel like royalty at this graciously sized 2-bedroom, 2-bath unit with 1,400 sq ft of luxurious accommodations and offering some of the finest ocean views on the property. Perfectly situated overlooking the 16th tee of the Royal Kaanapali Golf Course and the stunning...
Hale Emmalani 311, Lovely Views, A/C & Pool
Emmalani Court 311 is a hidden gem in Princeville on the North Shore of Kauai. Emmalani Court is only 42 units and adjacent to the 8th hole of the top-rated Robert Trent Jones Jr. designed Makai golf course. This well-maintained complex is within walking distance to the...
Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL
Paradise awaits you at this lovely seaside condo...….Relax amidst the lush tropical landscape that welcomes you to Ali'i Kai Condominiums. This ground-level unit opens up to an expansive tropical jungle on the “Mauka” (mountain) side, and to partial ocean views on the...
Stunning retreat w/ a full kitchen, gas fireplace, furnished lanais, & free WiFi
Pele Noe - 3 Miles From Volcanoes National ParkOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled into a native Ohia Lehua forest, this Big Island vacation rental is...
Maile Hale: Private Oceanview Retreat w/ AC, Near Beaches & More
This single-level ocean-view home in the prestigious, gated Keauhou Estates community blends comfort with effortless island living. Just minutes from beaches, dining, and shopping, it offers spacious interiors, lush gardens, and sweeping coastal and mountain vistas—all...
Eastside Zen Retreat, Pono Kai 4/25-5/3 - Discounted 15%
Without a doubt, the Pono Kai Zen Retreat is the finest unit on this 15 acre property. This 2 bedroom 2 bath condo is literally only steps to the warm Pacific Ocean! Golden sunrises, warm trade winds, and shimmering waters next to a mile-long sandy beach. Those are just...
10 Acre Private Bamboo Retreat Located Just Minutes From Volcano National Park
Lush 10 acre farm located just 15 minutes from the entrance to Volcano National Park and less than 20 miles from Hilo Town. A scenic drive south takes you to visit the turtles at Punaluu Black Sand Beach and South Point. Enjoy waking up to the sound of frogs, birds, and...
Makaha Sunset Retreat
This 5th floor beachside corner apartment offers 180 degree view of the ocean and the fantastic waves of world renown Makaha beach rich with ocean life. Enjoy the view from a wrap around lanai or from the queen sized bed. A full sized pull out bed in the living room...
Stunning 2 bedroom retreat. Perfect location for exploring beautiful Maui!
2 bedroom, 2 bath, sleeps 7 ~ non smokingYour vacation dreams will be realized with this beautiful two bedroom, two bath tropical retreat.Imagine waking up to the sound of the ocean, tropical birds, and a babbling Koi pond fountain. This condo is well appointed with...
Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS
We offer a solar-heated Pool, AC , WIFI, Kayaks, and up to 50% Discounts. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai (the property marker shows the property location incorrectly).Walk through the entry gate, and find yourself in the middle of...
Haena Beach House – Luxury Oceanfront Kauai Retreat
Haena Beach House TVNC#1258 is a private beachfront retreat on Kauai’s North Shore, offering contemporary comfort, cinematic ocean views, and direct access to one of the most breathtaking stretches of coastline on the island. Set steps from the sand in Haena, this...
Hale Kolea - Luxury Lanikai Hillside Retreat
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...
Upscale Executive Retreat--Newly Renovated and Air Conditioning!
This newly renovated upscale condo is stunning! All new bathrooms, kitchen, flooring, and furnishings. Condo is very clean and comfortable and gets a great breeze, and we also have AC. We are located on the ocean facing section of the complex. Your comfort and...
M. KoOlina Beach Club Oceanfront Resort, Beautiful, Tropical Oceanfront Retreat!
Please choose a Friday through Sunday check-in for a seven night stay. Rates are based on a garden view and will fluctuate for holiday weeks. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as...
VIEWS! Chic Vibes & Rainbows! 3bdr. Walk to Beach Quaint complex close to shops
Aloha from Surf Sun Rainbow House 2 — Your Relaxed Kauai RetreatEscape to this charming, local-style 3-bedroom condo nestled just off the beaten path in serene Princeville. Designed for comfort, convenience, and that laid-back island feel, our duplex invites you to...
Crater 26 by Destination Kauai - Close to Poipu Beach
E Komo Mai – Welcome to Crater 26!Your peaceful retreat in sunny Poipu starts here.Enjoy garden views, open-concept living, and a private covered lanai — ideal for morning coffee or evening relaxation. The fully equipped kitchen features granite countertops and modern...
Chic Kihei Beach Retreat with Ocean Views across from Charley Young Beach
Our 2 bed, 2 bath unit has been remodeled, including a three zone mini-split A/C system, quartz counter tops, tile floors, open concept kitchen, and custom tiled showers. New stainless steel appliances, including full-size fridge, dishwasher & microwave, large capacity...
Gorgeous, Newly Remodelled Ocean Front Retreat-Sea Lodge II G6
Come experience the most Amazing views in this Second floor unit in Sealodge. Handcrafted Hawaiian hardwood accents as well as bright & beachy décor to invite you to this beautiful North Shore, piece of paradise here in Princeville, Kauai. The condo rests atop a cliff...
Luxurious 3BR/3BA Retreat with Private Beach Club Access in Mauna Lani
Summary:Escape to paradise at this luxurious townhouse in Mauna Lani Resort, perfect for families! This spacious 3-bedroom, 3-bathroom home with a loft comfortably sleeps 8 and offers resort-style amenities. Enjoy the exclusive gated community of Mauna Lani Palm Villas,...
Escape to paradise at Mauna Lani B208, an exceptional oceanfront retreat
Mauna Lani B208 Oceanfront Vacation Rental – 2 Bed, 2.5 BathEscape to paradise at Mauna Lani B208, an exceptional oceanfront retreat offering unparalleled luxury and breathtaking views. This stunning 2-bedroom, 2.5-bath condo is situated in one of Hawaii's most...
Private Hidden Retreat On North Shore Near Beach!
Discover Ha‘ena Place | North Shore Kaua‘iNestled on a quiet cul-de-sac, Ha‘ena Place is a true hidden gem—just a short stroll to some of Kaua‘i’s most iconic North Shore beaches, including Tunnels (Makua), Ke‘e, Lumaha‘i, and Hanalei Bay. Whether you’re snorkeling,...
Captivating Ocean View Retreat: Spacious Beauty at Wailea Elua #902
Wailea Elua #902 – Newly Remodeled Ocean View Escape with Upscale Island StyleWelcome to Wailea Elua #902, a beautifully updated second-floor, 2-bedroom, 2-bathroom condo that offers comfort, luxury, and peaceful ocean views in one of Wailea’s most sought-after...
Esteemed Kapalua resort, spacious 1bd villa
Kapalua Golf Villas 15T 7&8 is a 1-bedroom, 2-bathroom villa that can accommodate up to 4 guests and offers views of the Kapalua Bay Course and partial ocean views. The kitchen is fully equipped and open to the living room. For additional seating, there is a dining...
Kona Pacific Top Floor Retreat: Ocean View & Pool!
Say aloha to this exquisite 1-bedroom, 2-bathroom Kailua-Kona vacation rental condo nestled in the scenic Kona Pacific complex! Featuring A/C, updated amenities, and a fully-equipped kitchen with a Burr grinder for your Kona coffee, this inviting Hawaii residence has...
Hale Maluhia: 2 BR Hanalei Bay Beachfront Retreat
Experience paradise at Hale Maluhia, an exclusive beachfront home on the idyllic Hanalei Bay. Perfect for honeymooners or small groups seeking a luxurious escape, this stunning property offers unparalleled privacy within a gated enclave.Indulge in the epitome of comfort...
OCEANFRONT 3 Bdrm condo with great views of Lanai & Molokai - Noelani 304
Sophisticated Oceanfront LivingThis tastefully appointed condo features two private lanais, offering front-row views of the Pacific Ocean. Enjoy whale watching during the season, mesmerizing sunsets, and the calming sounds of the waves—all from the privacy of your...
Puako Tropical Garden Retreat · Puako Tropical Garden Retreat - Across from Beach!
Your Ideal Puako Beach Retreat – New Air Conditioning Installed This perfect Puako beach home features 3 bedrooms and 2 ½ bathrooms, ideal for families, couples, or friends traveling together. Located just steps from a secluded beach entrance, you`ll enjoy peaceful...
Sunset Beach House – Polynesian-Style Beachfront Retreat
A Note About The $1,530/nt Rate: It is calculated from my standard rate of $1,700/nt with a 10% discount that brings it to exactly $1,530/nt. Please note, It is only for dates that are very close to the current date that I have not been able to book so I lower the price...
8 minutes to Nat'l Park! Enjoy the sound of rain & birds in a peaceful retreat.
Hawaii Tax ID: 148-388-6592-01. Hawai'i County IDs: STVR 19-345382, NUC 19-287Aloha! E komo mai. Welcome to our Hawaiʻi Island home, or hale (pronounced HA-LAY). Located in Volcano Village, and just minutes from Hawaii Volcanoes National Park, we invite you to make our...
Spacious 3BD/2BA Beachfront Condo - Perfect Family Retreat– Menehune Shores #510
Menehune Shores #510 – Spacious Three-Bedroom Oceanfront LuxuryWelcome to Menehune Shores #510, a beautifully remodeled three-bedroom, two-bathroom condo designed with luxury and comfort in mind. Featuring high-end finishes, modern conveniences, and sweeping ocean...
Menehune Shores #119 – Stylish Oceanfront Retreat with Luxe Modern Finishes
Menehune Shores #119Experience effortless oceanfront living at Menehune Shores #119, a welcoming ground-floor condo with beautiful views and direct access to the grassy lawn and beach. This two-bedroom, two-bathroom retreat is thoughtfully designed to offer comfort,...
Spacious & Modern Pāhoa Retreat Near Kehena Beach!
Discover the very best of the Big Island from the comfort & convenience of this modern private retreat! Ideally situated in the charming town of Pahoa, enjoy the world-famous black sands of Kehena Beach, the warm waters of Ahalanui Park or explore the inspiring...
OWL NEST: serene stream side retreat for 2 or 3
The Owl Nest: Family friendly. Be immersed in nature at our peaceful, cozy stream side retreat. Located next to the Waipio Lookout, our Hamakua Coast rain forest property is the perfect place for two adults with one child stays. Hear the rush of our waterfall and...
Daydream Believer, House, 4 bed, 3 bath, sleeps 13
Summary:Spacious 4-bedroom, 3-bath home sleeping up to 13, just a short walk to Shipwreck Beach, Poipu Beach Park, and the community pool. Enjoy two living rooms, a game/lounge area, mountain views, a fully equipped kitchen, and plenty of space for the whole ohana....
Ko Olina Beach Villas O822: Elegant Retreat, Lagoon Views, Spacious Lanai
Ko Olina Beach Villas O822 invites you to experience refined island living from its perch on the eighth floor of the Ocean Tower. Just steps from Ko Olina’s tranquil lagoon, this three bedroom retreat blends indoor comfort with open-air living, where panoramic views,...
Newly Renovated Ocean View Retreat! Polo Beach 309
First time offered for rent, Polo Beach Club #309 has been a lovingly cared for home up until now. Be the first to stay in this beautifully updated home with ocean views and palms to shade for privacy. #309 is a spacious and bright condo with soft whites and tans...
Luxurious Kapalua Golf Villa: Stunning 2BR/2BA Retreat with Ocean & Golf Views
Escape to Paradise at our Luxurious Kapalua Golf Villa!Welcome to your dream Hawaiian vacation at this exquisite 2-bedroom, 2-bathroom retreat, nestled in the highly sought-after Kapalua Golf Villas. From the moment you step foot into this tranquil haven, you'll be...
OCEANVIEW 3 Bedroom 2 Bath Condo - Kahana Village 13
Welcome to your Maui dream vacation at Kahana Village — a serene oceanview oasis located on the desirable West Side of the island. This 3-bedroom, 2-bathroom ground-floor condo is new to the rental market and features stunning views, fresh updates, and the comfort and...
Kahala 412 - Private One-Bedroom Condo in Poipu Kai
Summary:Spacious ground-floor condo in Poipu Kai’s Kahala complex, just a short walk to Poipu Beach and Brennecke’s. This 1-bedroom retreat includes FREE Poipu Beach Athletic Club membership, a full kitchen, private lanai, beach gear, and access to Poipu Kai’s pool,...