Hawaii Retreats for Rent

Puako Pau Hana, A Restful, Private Retreat located steps from the water!!

Puako Pau Hana is a great place to escape from all your cares! Located in the heart of Puako, you are literally just a few steps to the most beautiful little beach in Puako!
Puako is known for it's magical old fashioned neighborhood feel and...

2 bedroom
2 bathroom
Sleeps 4

from $448

View Property Book Now

Clean, Green North Shore Retreat - Short Walk to Best Beaches

Come join us and stay in our newly remodeled, contemporary one bedroom/ one bath unit in a quiet cul-de-sac neighborhood across from Three Tables Beach. The new kitchen has all new appliances and a quartz island for cooking and dining. ...

1 bedroom
1 bathroom
Sleeps 2

from $158

View Property Book Now

UALANI RETREAT. Spacious Ocean/Mountain View Cottage.Private Tropical Sanctuary.

UALANI RETREAT
Fully Licensed & Permitted
Locally Owned & Operated B&B
Permit # BBPH 2012/0002
...

2 bedroom
1 bathroom
Sleeps 4

from $322

View Property Book Now

Romantic, Luxury, Sensual Retreat!

Welcome to The Palms at Wailea – Your Island Paradise Awaits!

Located in the prestigious Wailea resort community, The Palms at Wailea condo complex stands out as one of Maui's most elegant destinations. Our 1-bedroom, 2-bathroom condo...

1 bedroom
2 bathroom
Sleeps 2

from $536

View Property Book Now

Romantic Rainforest Retreat near Hawaii Volcanoes National Park

Kuuipo Cottage is a clean, secluded and relaxing slice of paradise. The cottage is surrounded by Hawaii native Ohia trees and Hapu'u ferns and includes your own private orchid garden which you can enjoy from the newly expanded patio. You won't ...

1 bedroom
1 bathroom
Sleeps 4

from $255

View Property Book Now

Aloha Aku Bamboo2 Suite – A Serene Retreat by the Shore

Summary:
Tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden view two-bedroom Ohana. Each suite has a private ...

2 bedroom
1 bathroom
Sleeps 4

from $633

View Property Book Now

Oceanfront Retreat Stunning Views - Makena Surf F-107 - Amazing Snorkeling!

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 3rd day. This includes refreshing...

2 bedroom
2 bathroom
Sleeps 4

from $1,591

View Property Book Now

Retreat to Paradise - private pool, hot tub, easy beach access

Spectacular private 92 foot long (x 3-1/2 to 5 ft deep) infinity edge pool overlooking the 15th hole of the Mauna Lani North Golf Course, along with a 12 person hot tub that waterfalls into the pool below. This is truly one of the nicest pools ...

4 bedroom
5 bathroom
Sleeps 8

from $1,864

View Property Book Now

Poipu Tropical Retreat with A/C & Pool/Gym Access

Discover beautiful Kauai from this spacious 1 bedroom vacation home (built in 2018) in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood bordering the Kiahuna Golf Course, that is just minutes from the...

1 bedroom
1 bathroom
Sleeps 2

from $495

View Property Book Now

Cozy Tropical Retreat Guest House with AC

Our Tropical Retreat Guest House is a luxurious 1 bedroom, 1 full bath resort-style guest house located in one of Hilo’s premier subdivisions. Our guest house is truly a tropical paradise with a very spacious living area. The guest house opens...

1 bedroom
1 bathroom
Sleeps 4

from $293

View Property Book Now

Forest Retreat Eco-Lodge - 24 acres of private land.

Picture Shangri La with rolling mists and sunshine over the canopy of Ohia Lehua with the tip of Mauna Kea poking through the valleys off in the near distance...

Ahu Lani Retreat Center is an educational and retreat facility located at ...

11 bedroom
5 bathroom
Sleeps 20

from $1,180

View Property Book Now

AS SEEN ON TV- Rated #1 Northshore Rental/Retreat with the "Wow" Factor

IF YOU'RE PINING FOR A LUSH, LAZY, LANGUID ESCAPE...A BAREFOOT TRANQUILITY...A BALMY, PALMY, SEA-SCENTED ADVENTURE...LOOK NO FURTHER!!

Rated #1 Because...
1. AS SEEN ON TV - The Discovery Channel recently filmed our home, Hale Mana, ...

4 bedroom
3 bathroom
Sleeps 8

from $1,132

View Property Book Now

SEABREEZE RETREAT-RECENTLY REMODELED-5 STAR REVIEWS

This beautifully decorated deluxe three bedroom condo is situated in the heart of Waikoloa Beach Resort. With no units above or below, the condo offers the most in privacy. It is newly professionally decorated in Ocean colors with granite and ...

3 bedroom
3 bathroom
Sleeps 6

from $652

View Property Book Now

6 mins from Nat'l Park! Enjoy the sound of rain & birds in a peaceful retreat.

Hawaii State Tax ID: 148-388-6592-01. Hawai'i County IDs: STVR 19-345557, NUC 19-293

Aloha! E komo mai. Welcome to Fern Cottage. Located across from Volcano Village, and just minutes from Hawaii Volcanoes National Park, we invite you to ...

2 bedroom
1 bathroom
Sleeps 5

from $361

View Property Book Now

Kilauea Waterfall Retreat with Kauai B&B/Homestay Permit #Z IV-2015-24

RiverSong is nestled in two tropical acres alongside Kilauea River. The river sings below and waterfalls splash beneath your private, secluded lanai. Our gardens abound with color from red ginger, gardenia, orange and yellow heliconia, purple ...

1 bedroom
1 bathroom
Sleeps 2

from $236

View Property Book Now

Summer Special! Perfect Couple Retreat! Stylish Renovated Top Floor Ocean View

Summer Special! Perfect Couple Retreat! Enjoy Sweeping Ocean Views High End Top Floor Remodel

TOP FLR OCEAN VIEW BEAUTIFUL REMODEL, ENHANCED CLEANING

https://www.youtube.com/watch?v=Or2Innjn2LE

Enjoy Sweeping Ocean ...

1 bedroom
2 bathroom
Sleeps 2

from $256

View Property Book Now

Maui Breeze Retreat @ Ho'olei. Open Nov 16-24, Dec 7-15 & Jan 7-Feb 1. Book now!

Surround yourself with the lush scenery of Maui Breeze Retreat at Ho'olei, a tastefully decorated two-story villa with spectacular views of the Pacific Ocean. Your exquisite island retreat in Wailea offers spacious, well-appointed living ...

3 bedroom
4 bathroom
Sleeps 8

from $1,659

View Property Book Now

Hualalai Hillside Penthouse Oceanview Retreat 10% Reduction during Festive!

One of only seven Hualalai Penthouse Villas. Upper-level Villa featuring single level interior with over 4,200 sq feet of living and lanai space. Hear the sounds of the Pacific Ocean while enjoying the beautiful close unobstructed ocean and ...

3 bedroom
4 bathroom
Sleeps 6

from $3,799

View Property Book Now

Maui Banyan Q107 - Deluxe 2 Bedroom Retreat

Local Owners! Renovated and upgraded! Steps from Kamaole Beaches! The perfect spot to relax and enjoy all that Maui has to offer.

Everything you need to make your stay comfortable and convenient is here.
•Split Air Conditioning ...

3 bedroom
2 bathroom
Sleeps 6

from $500

View Property Book Now

2.7 Acres of Exceptional, Secluded Retreat - Close to Beach & Shopping!

Nestled on the slopes of Hualalai, the Keauhou Hideaway is a private retreat on 2.7 acres of lush tropical vegetation. The 800' elevation affords a spectacular view of the Kona coastline and ensures warm, sunny days and cool nights. ...

3 bedroom
3 bathroom
Sleeps 6

from $825

View Property Book Now

❤️PiH❤️PACIFIC VISTA RETREAT★Ocean Views★Privacy & Luxury★Heated Pool

Brought to you by Paradise in Hawaii Luxury Homes.

Welcome to Pacific Vista Retreat, a part of our Hawaiian Luxury Collection. Pacific Vista Retreat in Kahakai Estates is a wonderful 5-bedroom home, minutes away from downtown Kailua-Kona....

5 bedroom
4 bathroom
Sleeps 11

from $1,605

View Property Book Now

Cozy Honolulu Retreat w/ Pool Access, Near Beaches

There’s no better way to experience Oahu’s south shore than from this charming Honolulu vacation rental home. Ideal for a romantic retreat, this 1-bedroom, 1-bathroom apartment is just a short stroll from the scenic Koko Crater trail system,...

1 bedroom
1 bathroom
Sleeps 2

from $111

View Property Book Now

Our Place of Joy: An Ocean Retreat

Length of stay: MINIMUM 30 NIGHTS. Monthly rental. Property damage insurance required.

Kai Lani is a quiet gated community located in Ko Olina, a 640 acre oceanfront resort on West Oahu, the dry leeward side of the island. Ko Olina ...

3 bedroom
2 bathroom
Sleeps 6

from $288

View Property Book Now

Mountain Thunder Coffee Plantation Retreat with FREE 4x4 Tour

Discover Mountain Thunder Retreat, a tranquil and serene get-away nestled on the cool slopes of dormant volcano, Hualalai.

This vintage-style home is located on a 20-acre organic coffee farm. We are a quick 20-minute drive from the ...

4 bedroom
3 bathroom
Sleeps 8

from $715

View Property Book Now

Exclusive, Dream Family Vacation Retreat.

The Royal Palms Estate is perfect for multi-generational families, friends, and groups of fewer than 12 people. Unfortunately, we can not have large weddings or parties.

The Royal Palms has 13 Acres Of Exotic Fruit Trees, Tropical ...

5 bedroom
6 bathroom
Sleeps 10

from $1,619

View Property Book Now

Sunset Beach Retreat, One Block Walk to the Beach

Sunset Beach Retreat is only a one block walk to the famous Sunset Beach and Backyards on the North Shore of Oahu.

This spacious upstairs 3 bedroom, 2 bath home has a fully equipped kitchen, stocked linens, two lanais, large fenced in ...

3 bedroom
2 bathroom
Sleeps 6

from $268

View Property Book Now

Pam and Glyn's Maui Banyan Retreat in Sunny Kihei. Check Out Our Reviews

PLEASE NOTE: YOU ARE RENTING FROM A PRIVATE OWNER. ALL ACCESS INFORMATION WILL BE SENT TO YOU DIRECTLY FROM THE OWNERS. OUR ONLY ASSOCIATION WITH THE MAUI BANYAN RESERVATION DESK IS FOR THEM TO ISSUE PARKING PASSES AND POOL CODES, THEY DO NOT ...

1 bedroom
2 bathroom
Sleeps 4

from $462

View Property Book Now

OHANA means FAMILY! Stay at the beautiful Ohana Beach Retreat in Keauhou!

Please read listing description for full details on this lovely property! We also have another listing at the Keauhou Surf and Racquet Club if this property isn't available: Vrbo 1620967.

We are an approved Short Term Vacation Rental ...

3 bedroom
2 bathroom
Sleeps 6

from $355

View Property Book Now

Charming Oceanfront retreat- Steps from the Beach, 2BR/2BA Polo Beach Club 308

Immerse yourself in the tranquil sounds of the waves, our oceanfront condo offers the ultimate beach experience! Just steps away, you can enjoy wonderful swimming and snorkeling, and even spot turtles on the beach. Take in the beautiful ocean ...

2 bedroom
2 bathroom
Sleeps 4

from $1,104

View Property Book Now

Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach

Ekahi Ocean Studio is a studio perfectly located in the lower village of Wailea Ekahi (#8C), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a ...

1 bedroom
1 bathroom
Sleeps 2

from $824

View Property Book Now

'The Aloha Spirit ' Relaxing Retreat

We have remodeled our spacious one bedroom condo with amenities to be our home away from home. We invite you to make it yours while you enjoy the finest beaches and sunny weather of Kihei. Keep in touch with free wireless ...

2 bedroom
1 bathroom
Sleeps 2

from $323

View Property Book Now

The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!

Hale Kainalu is a sweet getaway at the end of Lanikai with exclusive secluded beach used by only 5 houses within a gated drive. This beautiful cottage is literally right on the beach & overlooks the crystal clear, blue and green hued water. Wake...

3 bedroom
2 bathroom
Sleeps 6

from $1,314

View Property Book Now

Peaceful retreat with sunset & ocean views on the Waikoloa Village Golf Course!

Modern luxury right on the Waikoloa Village Golf Course! Ocean and sunset views from the lanai and almost every room!! Our Hawaiian home was completely renovated in 2017, with a brand new kitchen featuring custom maple cabinets, quartz ...

2 bedroom
3 bathroom
Sleeps 4

from $330

View Property Book Now

Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D

Luxurious Tropical Retreat - Unit 31D is truly "one-of-kind"!

Ideally located overlooking the lower Ekahi Village, Unit 31D provides our guests with the best of everything Maui has to offer: spectacular views, privacy and a short stroll ...

2 bedroom
2 bathroom
Sleeps 2

from $541

View Property Book Now

Lovely Tropical Retreat! Spotless and amazingly well equipped. Great rates.

E komo mai meke aloha kakou! Welcome to Maui Vista 1225.

For the sixteen years we have been associated with vrbo, we have used this space to tell you about the features and benefits of our condo. We have wanted you to know what others ...

2 bedroom
1 bathroom
Sleeps 4

from $151

View Property Book Now

Kula Luxury Retreat With Stunning Ocean & Mountain Views!

Special Permit: (SUP2) SUP220170018
Permit: BBMP20170006
Relax in the luxury and privacy of this quiet neighborhood that is still convenient to modern amenities and restaurants. This location is a little slice of heaven, a different ...

2 bedroom
3 bathroom
Sleeps 4

from $1,351

View Property Book Now

Ohana Retreat - The Real Hawaiian Experience

Ohana Retreat is the perfect spot for a large family to enjoy the beauty of Hawaii. We offer a spacious and functional island-style home with 8 spacious bedroom suites. Each with private bath, wet bar, refrigerator and private deck. Enjoy ...

8 bedroom
9 bathroom
Sleeps 18

from $1,483

View Property Book Now

Kaunaoa 7B at Mauna Kea Resort: Lavish Retreat w/ Pool/Spa, AC, Ocean Views

This luxury two-story townhome features four bedrooms (including two primary suites) and 4.5 baths, with its own private pool and spa, in an exclusive gated community. Only about 500 yards from two exceptional resorts and two of the most ...

4 bedroom
5 bathroom
Sleeps 8

from $3,070

View Property Book Now

FOUR SEASONS RESORT "HUALALAI HALE”, MODERN LUXE RETREAT, OCEAN VIEW, 1.5 ACRES.

Hualalai Hale is your personal resort home located in the exclusive Hualalai Resort, Hawaii on the Big Island. Offering four beautifully decorated bedroom suites, each with their own bath, this single-story grand residence on 1.5 acres is an ...

4 bedroom
5 bathroom
Sleeps 8

from $4,306

View Property Book Now

Spectacular Executive Beachfront Retreat

Waialua Retreat is your home away from home! Located on a quiet residential cul-de-sac, you will truly relax as you dine on the lanai of this spectacular, architecturally designed beachfront home, while taking in amazing sunrises and sunsets. ...

4 bedroom
3 bathroom
Sleeps 7

from $574

View Property Book Now

Exquisite Oceanfront Retreat - Makena Surf F-209 with Stunning Coastal Views!

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 3rd day. This includes refreshing...

2 bedroom
2 bathroom
Sleeps 4

from $1,645

View Property Book Now

NUI Luxury Retreat 5Bedroom in Kaanapali Private Pool Hot Tub AC Expansive Views

Thoughtfully designed with your comfort in mind, Hale Nui will exceed your expectations! After a long, arduous flight, each guest will feel embraced upon entering this exquisite, spacious home and everyone will immediately marvel at the ...

5 bedroom
6 bathroom
Sleeps 10

from $3,233

View Property Book Now

Luxurious Tropical Retreat w/Private Pool, Spa, AC & Garden Views: Kamilo 349

This newly constructed split-level home features an open floor plan, only the finest finishes, and its own pool and jacuzzi, along with access to the KaMilo pools, fitness center, and other recreational facilities. Luxuriously appointed, it ...

3 bedroom
3 bathroom
Sleeps 6

from $1,196

View Property Book Now

Gorgeous retreat on 3 lush landscaped acres above Hilo Town.

*Please note: Maximum stay is 12 nights. Mahalo.

*Please note: Bamboo Retreat is not suitable for children under age 10. Mahalo.

Located at 1400' elevation in the lush foothills above Hilo, just 15 min from downtown, this cloud ...

3 bedroom
2 bathroom
Sleeps 6

from $403

View Property Book Now

Kona coffee farm retreat, with full ocean views near Kailua Kona!

Escape to a lush and secluded mountain retreat Kona coffee farm, just minutes away from sun-kissed beaches, Kailua and Captain Cook. Enjoy picturesque sunsets and stargaze at night. Relax in peaceful moments surrounded by full ocean views, ...

4 bedroom
2 bathroom
Sleeps 8

from $632

View Property Book Now

Kolea Family Retreat - Heated Pool, Outdoor Kitchen, Steps to Ocean!

Kolea 14 is a spectacular five-bedroom oceanfront estate that offers true luxury in the most exclusive section of the world-renowned Waikoloa Resort. The home offers spacious luxury with a solar heated pool, a spa with a waterfall, and a large ...

5 bedroom
5 bathroom
Sleeps 12

from $3,434

View Property Book Now

Tropical Retreat in Paradise-steps from the Ocean! Newly remodeled with A/C.

Beautifully remodeled ground floor corner unit in Building 20, with Pacific Ocean views! From the front Lanai, there is a broad green lawn, lined with palm trees that take you to one of the most beautiful swimming and surfing beaches in the ...

1 bedroom
1 bathroom
Sleeps 4

from $741

View Property Book Now

'Hale Kai' - Ocean Front/Beach Front Retreat - Private Tennis Court & Pool

Welcome to Hale Kai, a stunning, private, gated historic Hawaiian estate located on nearly 3 acres of oceanfront property (500-foot frontage) directly on the calm waters of historic Keauhou Bay on the Big Island of Hawaii.

This main ...

5 bedroom
4 bathroom
Sleeps 10

from $3,171

View Property Book Now

KoKai Spacious Tropical & Newly Furnished Retreat

This exceptionally large, bright, spacious floor plan has three beautifully decorated bedrooms and three full bathrooms. Located in the beautiful KoOlina gated community with a location that overlooks a lush greenbelt and has quick access to the...

4 bedroom
3 bathroom
Sleeps 7

from $274

View Property Book Now

Garden Retreat w/Ground Floor Ease - Kiahuna #2115

Kiahuna Plantation #2115: Tropical décor delights in this 690sf rare deluxe ground-floor suite. You and your friends or family can easily access the grounds from your ground-floor balcony and walk to world-famous Poipu Beach which according to ...

1 bedroom
1 bathroom
Sleeps 4

from $848

View Property Book Now