Hawaii Retreats for Rent

Escape to Paradise: Family Retreat in Princeville at Hanalei, Kauai.

Discover your family’s ideal getaway in the heart of Princeville at Hanalei, Kauai! Our spacious vacation rental offers a tranquil oasis surrounded by lush landscapes and tranquil gardens. Designed for relaxation and connection, this private ...

4 bedroom
3 bathroom
Sleeps 6

from $653

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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 $412

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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 $318

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Romantic, Luxury, Sensual Retreat - Couples Only

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 $696

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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

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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 $202

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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 $1,203

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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 $1,144

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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 $487

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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 $239

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Beachfront Retreat with Stunning Ocean Views at Hale Pau Hana on Kam II Beach.

Anchor Cove D2 is a single story property perched at the beachfront on the beautifully landscaped grounds of Hale Pau Hana Resort. Originally the resort restaurant, the building was reconstructed as a side by side duplex. Its prime location, ...

2 bedroom
2 bathroom
Sleeps 4

from $1,086

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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 ...

2 bedroom
1 bathroom
Sleeps 2

from $221

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Maui Breeze Retreat at Ho'olei! Openings May 12-17, July 19-29 & Aug 22-Sep 14!

Surround yourself with the lush scenery of Maui Breeze Retreat at Ho'ol!ei, 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 $1,733

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Hualalai Hillside Penthouse Oceanview Retreat

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 $2,958

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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 $545

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❤️PiH❤️ PACIFIC VISTA RETREAT ★ Luxury Retreat w/ Ocean Views ★ 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 ...

5 bedroom
4 bathroom
Sleeps 11

from $1,605

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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

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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 $1,554

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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 $241

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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 $309

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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 $1,069

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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 $563

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'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 $286

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Oceanfront Family Retreat: 2BR Condo Unmatched Views, Easy Beach Access, 100% AC

Enjoy spectacular, sweeping, front-on views of the Pacific from the living room, bedroom and lanai of this spacious 1483 sq. ft. 8th floor two-bedroom, two-bath corner unit at the Mahana on Ka'anapali Beach - rated as one of the best beaches in...

2 bedroom
2 bathroom
Sleeps 4

from $644

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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 $1,130

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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

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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 $516

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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 $1,456

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Ohana Retreat - The Real Hawaiian Experience

Experience the Beauty of Hawaii at Ohana Retreat

Ohana Retreat is the ultimate getaway for large families looking to embrace the breathtaking beauty of Hawaii. Our spacious island-style home features eight luxurious bedroom suites, each ...

8 bedroom
9 bathroom
Sleeps 18

from $2,029

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

Hualalai Hale is your personal Luxe 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, marbled and wood floor, grand ...

4 bedroom
5 bathroom
Sleeps 8

from $3,688

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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

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Luxe Tropical Retreat w/ Private Pool, Spa, AC, Golf Cart Included

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 $1,135

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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

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Ho'olei Villa 17-1: Luxury Retreat with Breathtaking Ocean Views

This property is hotel zoned, and not being affected by the recent proposed legislation.

Luxury at its finest! Ho'olei Villa 17-1! Mesmerizing ocean views and bright open floor plan welcome you. Enjoy the beautiful Maui sunsets on your ...

3 bedroom
4 bathroom
Sleeps 8

from $2,015

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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 $620

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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 $649

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Stunning Beachfront Retreat 45 steps from Sugar Beach

Aloha and Welcome to Kihei Beach Ho’okipa, located directly on the beautiful six mile white sands of Sugar Beach in Kihei town on the island of Maui.We are centrally situated on Maui’s south shore. Special rates are available let us know ...

2 bedroom
2 bathroom
Sleeps 4

from $711

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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 $609

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🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈

Wailea Grand Champions Villas -- Condo #188

Aloha!

You are coming to Maui for your Dream vacation---Why not stay in a Tranquil, spacious condo full of High-end amenities while enjoying the island? We welcome you to share our ...

1 bedroom
2 bathroom
Sleeps 4

from $386

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Relax by the sea! Two bedroom retreat near Kailua Pier - 11 min

Discover your tropical retreat at our enchanting two-bedroom holiday house in Kailua-Kona. Paradise is ready for you. Nestled just a short 11-minute drive from the vibrant Kailua Pier, you'll be perfectly positioned to explore the island's top ...

2 bedroom
3 bathroom
Sleeps 5

from $336

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Magical Lava Temple Eco-Retreat w Volcano Views and Black Sand Beaches

Experience an unforgettable stay at the Magical Lava Temple, a 3BR/1BA off-grid sanctuary located 4 miles from the base of the world’s most active volcano. Surrounded by lava fields and breathtaking views, this open-air loft offers a unique ...

4 bedroom
1 bathroom
Sleeps 6

from $169

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Pristine Hawaii Retreat with Ocean, Golf & Palm Tree Views. Top corner unit!

Feel at home in this gorgeous corner, top floor villa in the Hali'i Kai oceanfront development in upscale Waikoloa Beach Resort. This fabulous 2 bedroom villa is perfect for 4 adults (plus one child with owner approval).

Enjoy your ...

2 bedroom
2 bathroom
Sleeps 4

from $556

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Large Family Retreat on Calm Swimming Beach, A/C

Leimoku is a large and accommodating, beautifully updated, and modern Hawaii home on Oahu's famous North Shore. Located on the "quiet side" of the North Shore, away from all the crowds, this 3000 sq.ft. home is comfortable and luxurious, with ...

5 bedroom
5 bathroom
Sleeps 10

from $1,192

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🌴 Gorgeous Oceanfront Luxury Retreat 🌊 Pool, black sand beach, AC and billiards

We are THE perfect luxury listing on the east side of the Big Island! A quick distance to black sand beaches, waterfalls, the volcano and charming Hilo town.

ALOHA! Welcome to Hale Kakahi or Hawaiian for “unique, outstanding, ...

4 bedroom
4 bathroom
Sleeps 9

from $877

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Luxury Upcountry retreat with breathtaking views!

Permits
BBMP2019/0006 & SUP2 2019/0003
GE-081-730-0480-01 & TA-081-730-0480-01
This is a BnB not a STRH
Owners live on property.

Aloha, sorry but at this time we are not hosting to families with children younger than 16. ...

1 bedroom
1 bathroom
Sleeps 2

from $601

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Pu'u O Hoku Ranch Retreat

Pu'u O Hoku Ranch offers a unique getaway for travelers seeking a rustic retreat. You can hike, swim, stargaze, surf, 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 ...

2 bedroom
2 bathroom
Sleeps 4

from $549

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Luxury Ground-Floor Retreat - Ocean Views & Elegant Upgrades at Wailea Elua #107

Wailea Elua 107
Wailea Elua Village is an exclusive beachfront property in the heart of Wailea, offering a tranquil retreat surrounded by 24 acres of lush tropical landscaping. This gated, low-density community consists of two-story buildings...

2 bedroom
2 bathroom
Sleeps 4

from $1,283

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Hale Ohana: Kailua Retreat w/hot tub, Tropical Pool, Walk to Beach

Prices start at $12,500/month. Please inquire to get an accurate quote.

Hale Ohana meaning Family House is just that! With multiple lounge areas, pool, hot tub, game room inclusive of a spider man pinball game, ping pong table and much ...

4 bedroom
3 bathroom
Sleeps 10

from $749

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Beautiful Kapalua Oceanfront Retreat (989 sq.ft)

Restore and enjoy all Kapalua has to offer! This private condo's idyllic location is perfect for a romantic getaway, or a peaceful place to relax and restore. Take a walk along the beach boardwalk to spot sea turtles, barbecue or lounge at the ...

1 bedroom
1 bathroom
Sleeps 2

from $508

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Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302

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...

4 bedroom
5 bathroom
Sleeps 8

from $2,730

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