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.

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Tropical elegance meets everyday comfort in this peaceful Princeville retreat.

A serene North Shore escape made for connection, calm, and a splash of island magic. Hale Hóomaka is a thoughtfully designed 2BR/2BA ground-floor condo tucked into the lush Princeville community, perfect for couples seeking romance or small families chasing sun-soaked...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n

Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Luxury Family Retreat: Spacious Hawaii Vacation Rental with Premium Amenities

Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Couples Retreat: Romantic Room with Seafront Sunrise

Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Hilo Lagoon Retreat – 2BR w/View, A/C, Pool

Relax and Unwind at Hilo Lagoon CenterWelcome to your home away from home in the heart of Hilo! This spacious 2-bedroom, 2-bathroom condo offers comfort, convenience, and beautiful views of the peaceful waters at Wailoa River State Park.The spaceInside, you’ll...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Hilo, Hawaii

Oceanfront Kona By the Sea 2-Bedroom Retreat with Central A/C

45-Night Minimum • Central A/C • Heated Salt-Water Pool & SpaSavor jaw-dropping, third-floor ocean vistas and nightly Kona sunsets from the private lanai, living room, and even the kitchen of this spacious 2-bedroom, 2-bath suite at coveted Kona By the Sea.Inside...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Ko Olina Kai 1081C: 3BR Tropical Retreat, Steps from Golf and Dining

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Discover the epitome of island elegance at Ko...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Kapolei, Hawaii

STVR Home - Kona’s Cozy Retreat - 4Bd/3Bath/Sleep 12/Pool with AC

Welcome to your perfect Hawaiian getaway! Nestled in a serene neighborhood in Kailua-Kona, our charming home offers everything you need for a memorable stay on the Big Island. Whether you’re here to explore the island's natural beauty, relax by the pool, or simply...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 14
📍 Kailua-Kona, Hawaii

Nohie Lanikai by Gather: 4BR Beachside Retreat w/ Lanai & Private Yard

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Nohie Lanikai by Gather – A...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Oceanfront Retreat! Near Waihee Coastal Dunes and Wetlands Preserve, Pool

Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Tranquil Panoramic Retreat: Embrace Romance in Peaceful Serenity

This cottage is solely for couples who are in need of relaxation and peace. It is a cozy two-bedroom one-bath cottage, conveniently located on the ground floor for easy accessibility to our BBQ area along with a lanai capturing breathtaking sunsets of our West-Central...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Holualoa, Hawaii

Mountain View Retreat Unit 2 - highly rated on leading vacation rental sites!

Peaceful rain forest guest house a few miles from Volcano National Park. Mountain View Retreat is located in a lush and relaxing paradise. Enjoy your coffee or tea in the morning on your own private lanai. For larger parties there is another guest house on the same...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Mountain View, Hawaii

Quiet & Private Retreat w/Outdoor Soaking Tubnn

The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Comfortable 3BR Retreat Near Ewa Beach with Modern Features

PERFECT FOR:Families | Beach lovers | Golfers | Remote workers | Groups | Relaxation seekersPrime Location:- 2 min walk to Ewa Beach Park- 5 mins to West Loch Golf Course- Close to Ka Makana Ali'i shopping- 20 mins to Ko Olina LagoonsEASY ACCESS:- 30 mins to Honolulu...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Ewa Beach, Hawaii

Westin Nanea 2-Bedroom Resort View: Maui's Ultimate Family Retreat Awaits You!

Spread out with the whole family in this spacious two-bedroom suite.The Westin Nanea Ocean Villas is more than a resort; it’s an invitation to immerse yourself in the spirit of Maui. Nestled on the pristine sands of Ka’anapali Beach, this luxurious resort blends...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Royal Mauian 205 - Splendid Oceanview Retreat, Stroll to Dining and Shopping!

Highly cleaned and sanitized for your vacation. Ask about our AlohaSafeStay program. If you have a stay that qualifies for housekeeping services, traditional housekeeping service will be performed every 7th day. This includes refreshing the condo and exchanging bed...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Maui, Hawaii

Breathtaking Ocean Views + Luxury Amenities + Gorgeous Beachfront Retreat

The Space:Welcome to our oceanfront home in Kahana!Our home is conveniently located at the prime location in the heart of West Maui within walking distance to some of the island’s most popular spots, including local favorites. Wake up to breathtaking panoramic views...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

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