Comfortable Two-Bedroom Vacation Rentals in Hawaii for Families and Small Groups

Planning a Hawaiian getaway with family or a small group? Our selection of two-bedroom vacation rentals offers the perfect blend of space, comfort, and convenience. These accommodations provide ample room for everyone to relax and enjoy, featuring multiple bedrooms, full kitchens, and private lanais.

Located in prime areas across the islands, including beachfront communities and resort settings, these rentals are ideal for families and small groups seeking both togetherness and personal space. Enjoy the convenience of nearby attractions, dining, and activities, all while having a private retreat to return to at the end of the day.

Experience the best of island living with our curated two-bedroom rentals. Browse the listings below to find the perfect home base for your Hawaiian adventure.

List
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Waikoloa Hali`i Kai Island Suite with Pool Access
Waikoloa Hali`i Kai Island Suite with Pool Access
Waikoloa Hali`i Kai Island Suite with Pool Access

Waikoloa Hali`i Kai Island Suite with Pool Access

Discover this stylish and spacious 1,082 sqft suite located within Waikoloa Hali`i Kai, offering a relaxed island vibe with contemporary comforts. The suite features a modern kitchen that seamlessly opens to a comfortable dining and living area, creating an inviting space for family and friends.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> WAIKOLOA
from $607 
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Luxury Oceanfront Condo at Hale Awapuhi Kauai
Luxury Oceanfront Condo at Hale Awapuhi Kauai
Luxury Oceanfront Condo at Hale Awapuhi Kauai

Luxury Oceanfront Condo at Hale Awapuhi Kauai

Welcome to Paradise Found, a luxurious oceanfront condo at Hale Awapuhi along Kauai's stunning Coconut Coast. Nestled within an exclusive, gated community with only nine private units, this beautiful two-bedroom, two-bath residence offers sweeping ocean vistas, island-inspired decor, and a tranquil beachfront lifestyle.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kapaa
from $671 
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Waikiki 2-Bedroom Condo with Mountain Views
Waikiki 2-Bedroom Condo with Mountain Views
Waikiki 2-Bedroom Condo with Mountain Views

Waikiki 2-Bedroom Condo with Mountain Views

Whether you're visiting Waikiki for business or leisure, this charming 2-bedroom condo offers a tropical oasis in a highly desirable building. The designer-inspired decor reflects the tranquil colors of the Koolau mountains, visible through floor-to-ceiling windows that flood the living room with natural light.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Honolulu
from $151 
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Luxury Oceanfront 2BR Villas at Westin Ka'anapali
Luxury Oceanfront 2BR Villas at Westin Ka'anapali
Luxury Oceanfront 2BR Villas at Westin Ka'anapali

Luxury Oceanfront 2BR Villas at Westin Ka'anapali

Welcome to the stunning Westin Ka'anapali Ocean Resort Villas North, a family-friendly haven on Maui. This oceanfront 2-bedroom lock-off offers versatile accommodation options, with each side comfortably hosting four guests. The unit features a plush King Heavenly Bed in the main bedroom, a Queen-sized sofa sleeper, and a Heavenly Bath with luxurious amenities, including plush robes for ultimate comfort.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $1,062 
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Luxury Maui Ocean Panorama Condo with Spectacular Views
Luxury Maui Ocean Panorama Condo with Spectacular Views
Luxury Maui Ocean Panorama Condo with Spectacular Views

Luxury Maui Ocean Panorama Condo with Spectacular Views

The stunning ocean panoramas from this 8th-floor Maui condo encompass Lanai, Molokai, Black Rock, and lush waterfalls, providing a spectacular backdrop from every room. The soothing sounds of crashing waves create a tranquil atmosphere, especially with windows open, immersing you in the island's natural beauty.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $1,942 
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Westin Kaanapali Ocean Resort Villas Oceanfront Luxury
Westin Kaanapali Ocean Resort Villas Oceanfront Luxury
Westin Kaanapali Ocean Resort Villas Oceanfront Luxury

Westin Kaanapali Ocean Resort Villas Oceanfront Luxury

Nestled on twenty-six lush acres with sweeping views of the Pacific Ocean and neighboring islands Lana'i and Moloka'i, Westin Kaanapali Ocean Resort Villas offers an ideal blend of luxury and relaxation. The resort boasts multiple lagoon-style pools perfect for unwinding after a day of adventure, while children can explore engaging activities at The Westin Discovery Center and enjoy the pirate ship pool, fueling their imagination and fun.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $1,056 
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Wailea Golf Course View 2BR/2BA Condo
Wailea Golf Course View 2BR/2BA Condo
Wailea Golf Course View 2BR/2BA Condo

Wailea Golf Course View 2BR/2BA Condo

Escape to our peaceful 2-bedroom, 2-bath condo offering breathtaking views of the Wailea Blue golf course extending to the ocean. The spacious living area features modern amenities such as air conditioning and free WiFi, ensuring a comfortable and convenient stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $517 
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Oceanfront 2BR Condo at Sands of Kahana Maui
Oceanfront 2BR Condo at Sands of Kahana Maui
Oceanfront 2BR Condo at Sands of Kahana Maui

Oceanfront 2BR Condo at Sands of Kahana Maui

Welcome to your perfect Maui getaway at the Sands of Kahana Resort, a stunning oceanfront property offering a fully remodeled 2-bedroom, 2-bath condo. This spacious 1600 sq ft unit features modern cherry wood cabinetry, granite countertops, and stainless steel appliances in a fully-equipped kitchen, ideal for preparing meals or enjoying takeout from onsite Captain Jacks Island Grill.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $1,198 
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Oceanfront Hawaii Beach Home with Stunning Views
Oceanfront Hawaii Beach Home with Stunning Views
Oceanfront Hawaii Beach Home with Stunning Views

Oceanfront Hawaii Beach Home with Stunning Views

Welcome to our stunning oceanfront home in Waimanalo, Hawaii, where every day begins with breathtaking views of seven islands and ends with the soothing sounds of the ocean. This beautifully decorated 2-bedroom, 2-bath residence is designed for comfort and relaxation, featuring a spacious open-concept kitchen and living area that showcase panoramic ocean vistas.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waimanalo
from $625 
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Luxury Marriott Ko Olina Beach Club Villa on Oahu
Luxury Marriott Ko Olina Beach Club Villa on Oahu
Luxury Marriott Ko Olina Beach Club Villa on Oahu

Luxury Marriott Ko Olina Beach Club Villa on Oahu

Welcome to Marriott's Ko Olina Beach Club, a serene beachfront retreat nestled on Oahu's beautiful western shore. Upon arrival, you'll be greeted by waterfalls and fountains as you drive under the grand porte-cochère, setting the tone for a luxurious stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kapolei
from $1,096 
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Poipu Kauai Oceanview Villa with Resort Amenities
Poipu Kauai Oceanview Villa with Resort Amenities
Poipu Kauai Oceanview Villa with Resort Amenities

Poipu Kauai Oceanview Villa with Resort Amenities

Escape to Poipu, Kauai, and indulge in a luxurious villa with stunning garden or ocean views. Your 7-night stay includes modern amenities like full kitchens, spacious living areas, and complimentary Wi-Fi, ensuring comfort and convenience. The resort offers multiple outdoor pools, including a serene adult pool and a children's pool, perfect for family fun or relaxing sunbathing.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 8
Hawaii> Koloa
from $943 
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Charming 2-Bed Hawaii Paradise Park Retreat
Charming 2-Bed Hawaii Paradise Park Retreat
Charming 2-Bed Hawaii Paradise Park Retreat

Charming 2-Bed Hawaii Paradise Park Retreat

Built in 2022, this modern 2-bedroom, 1-bath apartment offers a peaceful retreat in Hawaii Paradise Park. Situated on a one-acre property, it features a private entrance and recent furnishings for comfort and convenience.
The unit includes a separate kitchen and dining area, air conditioning in both bedrooms, and brand-new amenities like a king-size bed with a 12" foam mattress, twin beds with similar comfort, and 50" smart TVs in each room.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Keaau
from $256 
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Charming West Maui Beach Condo Near Park
Charming West Maui Beach Condo Near Park
Charming West Maui Beach Condo Near Park

Charming West Maui Beach Condo Near Park

Located on Maui's renowned West side, this ground-floor condo offers easy access to a beautiful beach park just 70 yards away, featuring playgrounds, swings, benches, and tables perfect for families and relaxing whale and sunset viewing. Close to the Honokowai Farmers Market, shopping, and dining options, it provides a convenient central spot for exploring all of West Maui.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $224 
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Up Country Hilo Private Ranch Home with Ocean View
Up Country Hilo Private Ranch Home with Ocean View
Up Country Hilo Private Ranch Home with Ocean View

Up Country Hilo Private Ranch Home with Ocean View

Escape to a tranquil retreat in upcountry Hilo with this charming private home nestled within a gated community. Sitting at 1500 feet elevation, the property offers cool, peaceful evenings perfect for unwinding after a day exploring Hawaii's natural beauty.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Hilo
from $232 
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Beautiful Ocean View Condo in Makahuena Kauai
Beautiful Ocean View Condo in Makahuena Kauai
Beautiful Ocean View Condo in Makahuena Kauai

Beautiful Ocean View Condo in Makahuena Kauai

Step into the breezy, island-inspired comfort of Makahuena 1-304, a beautifully updated two-story condo offering 1,113 square feet of living space with stunning ocean views and Kauai's southern charm. The first floor features cool tile floors, while the second boasts faux wood flooring, creating an island-chic ambiance.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $462 
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Modern 2BR Beach House near Keawakapu Beach
Modern 2BR Beach House near Keawakapu Beach
Modern 2BR Beach House near Keawakapu Beach

Modern 2BR Beach House near Keawakapu Beach

Welcome to Codge�s Beach House, a beautifully remodeled 2-bedroom, 2-bath condo that comfortably sleeps six. Completed in late 2022, the unit features ceiling fans, new split ductless ACs, a modern kitchen and bathrooms, all designed with comfort and convenience in mind.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $826 
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Ground Floor 2-Bedroom Condo at Papakea Maui
Ground Floor 2-Bedroom Condo at Papakea Maui
Ground Floor 2-Bedroom Condo at Papakea Maui

Ground Floor 2-Bedroom Condo at Papakea Maui

The highly sought-after ground floor, single-level 2-bedroom, 2-bathroom condo at Papakea offers easy access with no steps. Recent upgrades include brand new ductless air conditioning in both bedrooms and the living room/kitchen area, ensuring comfortable stays year-round.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $411 
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Luxury Garden View 2BR Condo at Waipouli Kauai
Luxury Garden View 2BR Condo at Waipouli Kauai
Luxury Garden View 2BR Condo at Waipouli Kauai

Luxury Garden View 2BR Condo at Waipouli Kauai

Experience the ultimate Kauai getaway in this stunning ground-floor 2-bedroom, 3-bath condo at Waipouli Beach Resort & Spa. The spacious unit is beautifully decorated by renowned interior designer Philpott & Associates, offering a perfect blend of comfort and elegance.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kapaa
from $587 
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Tranquil Pupukea Vacation Home Near Surf Spots
Tranquil Pupukea Vacation Home Near Surf Spots
Tranquil Pupukea Vacation Home Near Surf Spots

Tranquil Pupukea Vacation Home Near Surf Spots

Experience the charm of local-style living in this new Pupukea house, situated in a serene and tranquil setting. The property offers a peaceful retreat just 5 minutes from world-famous surf spots like Waimea Bay, making it ideal for surf enthusiasts and relaxation seekers alike.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Haleiwa
from $239 
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Hana's Heaven: Cozy 2-Bedroom Cottage with Ocean Views
Hana's Heaven: Cozy 2-Bedroom Cottage with Ocean Views
Hana's Heaven: Cozy 2-Bedroom Cottage with Ocean Views

Hana's Heaven: Cozy 2-Bedroom Cottage with Ocean Views

Escape to Hana's Heaven, a charming 2-bedroom cottage nestled in a serene setting just minutes from Hana town and the Seven Sacred Pools. This cozy home features a full kitchen, a comfortable living room, and three lanais perfect for enjoying breathtaking sunrises and expansive ocean views.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Hana
from $405 
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Luxury Ocean View 2BR Condo at Alii Kai
Luxury Ocean View 2BR Condo at Alii Kai
Luxury Ocean View 2BR Condo at Alii Kai

Luxury Ocean View 2BR Condo at Alii Kai

Welcome to this exquisite top-floor 2-bedroom, 2-bath condo nestled on the Ocean Bluff at Alii Kai Resort. Designed for travelers seeking luxurious comfort and stunning scenery, this property offers both ocean and tropical garden views, creating a serene escape in paradise.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $359 
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Luxury Oceanfront Suite at Kauai Beach Resort
Luxury Oceanfront Suite at Kauai Beach Resort
Luxury Oceanfront Suite at Kauai Beach Resort

Luxury Oceanfront Suite at Kauai Beach Resort

Discover the epitome of luxury at the Beach Resort on Kauai's East Shore. This beautifully upgraded two-bedroom, three-bath suite comfortably hosts up to six guests, offering a blend of modern elegance and Hawaiian charm.
Inside, you'll find a stylish interior featuring a gourmet kitchen with a Wolf glass cook-top and oven, a Sub-Zero refrigerator, and granite countertops complemented by African Mahogany cabinets.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kapaa
from $688 
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Westin Princeville Ocean Resort Villas in Kauai
Westin Princeville Ocean Resort Villas in Kauai
Westin Princeville Ocean Resort Villas in Kauai

Westin Princeville Ocean Resort Villas in Kauai

Welcome to the Westin Princeville Ocean Resort Villas, a peaceful paradise nestled along Kauai's stunning North Shore perched on a 200-foot cliff overlooking the island's pristine coastline. This resort offers a perfect blend of relaxation and adventure, with easy access to Anini Beach and the scenic Hanalei Lookout, making it an ideal destination for families, couples, and groups seeking an authentic Hawaiian experience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Princeville
from $743 
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Oceanfront Renovated 2-Bedroom at Papakea Maui
Oceanfront Renovated 2-Bedroom at Papakea Maui
Oceanfront Renovated 2-Bedroom at Papakea Maui

Oceanfront Renovated 2-Bedroom at Papakea Maui

Discover this beautifully renovated ground-floor condominium at Papakea Resort, ideally located just 50 steps from the pool, hot tub, and BBQ area, with direct access to oceanfront lounge chairs. Imagine relaxing with a cool drink, watching the sunset between Molokai and Lanai, or spotting whales from December to May with provided binoculars.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Lahaina
from $498 
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Oceanfront Kauai Beach Resort Suite with Spectacular Views
Oceanfront Kauai Beach Resort Suite with Spectacular Views
Oceanfront Kauai Beach Resort Suite with Spectacular Views

Oceanfront Kauai Beach Resort Suite with Spectacular Views

Experience the ultimate Kauai vacation in this stunning ground-floor oceanfront suite at Waipouli Beach Resort & Spa. Featuring two bedrooms and three bathrooms, this luxurious condo offers breathtaking ocean views from every room and direct access to the beach just steps away.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> kapaa
from $863 
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Beautiful 2-Bedroom Hawaii Condo Near Beaches
Beautiful 2-Bedroom Hawaii Condo Near Beaches
Beautiful 2-Bedroom Hawaii Condo Near Beaches

Beautiful 2-Bedroom Hawaii Condo Near Beaches

The aloha spirit welcomes you to our charming 2-bedroom, 2-bathroom condo located on the stunning Big Island of Hawaii, in the coveted South Kohala/Kona Coast area. Situated just a 20-minute drive north of Kona airport, this upscale neighborhood offers proximity to some of the island's most beautiful white sand beaches, including Hapuna Bay and Kekaha Kai State Park, both only about 10 minutes away by car.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Waikoloa
from $223 
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Ocean Tower Waikoloa Village 2BR Penthouse by Hilton
Ocean Tower Waikoloa Village 2BR Penthouse by Hilton
Ocean Tower Waikoloa Village 2BR Penthouse by Hilton

Ocean Tower Waikoloa Village 2BR Penthouse by Hilton

Set within the prestigious Hilton Waikoloa Village Resort on the stunning Kohala Coast, the Ocean Tower Waikoloa Village offers a luxurious 2-bedroom penthouse that comfortably sleeps up to 8 guests. Please note, all photos are stock images and may not represent the exact view you will receive.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Waikoloa Village
from $1,129 
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Oceanfront Kauhale Makai Condo with Mountain Views
Oceanfront Kauhale Makai Condo with Mountain Views
Oceanfront Kauhale Makai Condo with Mountain Views

Oceanfront Kauhale Makai Condo with Mountain Views

Welcome to Kauhale Makai 612, a stunning top-floor condo offering breathtaking ocean and mountain views. Fully renovated in March 2023, this 799 sq ft, two-bedroom home combines modern comfort with natural beauty.
Inside, you'll find two beautifully appointed bedrooms.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $640 
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Ko Olina Beach Villas Luxury Resort Stay
Ko Olina Beach Villas Luxury Resort Stay
Ko Olina Beach Villas Luxury Resort Stay

Ko Olina Beach Villas Luxury Resort Stay

Aloha and welcome to the Beach Villas at Ko Olina, located in the world-famous Ko Olina Resort and Marina on the second of four spectacular lagoons.
Our villa offers a serene and beautiful environment, ideal for a relaxing getaway. Enjoy the warm ocean breeze from the stunning lanai, prepare delicious meals in the top-of-the-line kitchen, or unwind with family and friends in the spacious living area.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kapolei
from $716 
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Oceanfront Hale Mahina A406 with Stunning Views
Oceanfront Hale Mahina A406 with Stunning Views
Oceanfront Hale Mahina A406 with Stunning Views

Oceanfront Hale Mahina A406 with Stunning Views

Welcome to Hale Mahina A406, affectionately known as "The Fish Condo," a top-floor oceanfront retreat offering breathtaking views from the private lanai, living room, and even the kitchen. This thoughtfully updated 2-bedroom, 2-bath condo is designed to make you feel at home while providing the best of Maui's natural beauty and local convenience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Napili-Honokowai
from $443 
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Beachfront Home with Hot Tub and Ocean Views in Poipu
Beachfront Home with Hot Tub and Ocean Views in Poipu
Beachfront Home with Hot Tub and Ocean Views in Poipu

Beachfront Home with Hot Tub and Ocean Views in Poipu

Discover this stunning two-bedroom beachfront home located directly across from the renowned Brenneckes Beach in Poipu. Known for excellent boogie boarding, body surfing, surfing, and swimming, the beach is just a short walk from your door, offering endless fun in the sun.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $887 
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Remodeled Maui Condo with Ocean Views and Prime Location
Remodeled Maui Condo with Ocean Views and Prime Location
Remodeled Maui Condo with Ocean Views and Prime Location

Remodeled Maui Condo with Ocean Views and Prime Location

This beautiful Maui condo offers a fully remodeled, spacious, and well-appointed space perfect for your Hawaiian getaway. Located on Maui’s west side, it’s nestled in a quiet residential neighborhood, yet close to all the island’s top attractions.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $512 
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Luxury Westin Nanea Ocean Villas Maui Stay
Luxury Westin Nanea Ocean Villas Maui Stay
Luxury Westin Nanea Ocean Villas Maui Stay

Luxury Westin Nanea Ocean Villas Maui Stay

Experience the ultimate Hawaiian retreat at Westin Nanea Ocean Villas, set on 26 lush acres with stunning ocean views. Guests enjoy significant savings—30-70% off resort rates—while having full access to amenities and services. Upon arrival, check-in is seamless at the resort front desk using your confirmation number, just like a direct booking.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $4,716 
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Charming 2-Bedroom Ocean View Condo in Kihei
Charming 2-Bedroom Ocean View Condo in Kihei
Charming 2-Bedroom Ocean View Condo in Kihei

Charming 2-Bedroom Ocean View Condo in Kihei

Experience the perfect Maui getaway in this beautifully renovated 2-bedroom, 2-bath condo located in Kihei's desirable Maui Parkshore complex. The unit offers stunning ocean views and overlooks the tranquil pool area, providing a serene retreat just steps from the beach.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $276 
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Stunning Kauai Condo with Bay and Bali Hai Views
Stunning Kauai Condo with Bay and Bali Hai Views
Stunning Kauai Condo with Bay and Bali Hai Views

Stunning Kauai Condo with Bay and Bali Hai Views

Welcome to your dream Kauai escape at Hanalei Bay Resort. This beautiful condo, located in the Bamboo building, offers some of the most stunning views of Hanalei Bay and Bali Hai. Spanning 1350 square feet, the fully air-conditioned unit has been recently updated with fresh paint, artwork, modern appliances, and stylish furnishings, creating a comfortable and inviting atmosphere.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $1,121 
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Charming Guesthouse Near Kealakekua Bay, Hawaii
Charming Guesthouse Near Kealakekua Bay, Hawaii
Charming Guesthouse Near Kealakekua Bay, Hawaii

Charming Guesthouse Near Kealakekua Bay, Hawaii

Experience a cozy and stylish guesthouse nestled near the renowned Kealakekua Bay and Captain Cook Monument. This welcoming retreat features 2 bedrooms with comfortable queen beds, a fully equipped kitchen, spacious lanai, laundry facilities, and a BBQ area.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Captain Cook
from $394 
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Luxurious Westin Kaanapali Ocean Resort Villas Maui
Luxurious Westin Kaanapali Ocean Resort Villas Maui
Luxurious Westin Kaanapali Ocean Resort Villas Maui

Luxurious Westin Kaanapali Ocean Resort Villas Maui

Experience the ultimate holiday getaway at the Westin Kaanapali Ocean Resort Villas, voted Maui's #1 island destination. Nestled atop 26 lush acres overlooking the Pacific Ocean and nearby islands of Lana'i and Moloka'i, this resort blends luxurious amenities with the comforts of home.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $1,528 
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Luxury Oceanfront Penthouse with Stunning Views
Luxury Oceanfront Penthouse with Stunning Views
Luxury Oceanfront Penthouse with Stunning Views

Luxury Oceanfront Penthouse with Stunning Views

Experience the ultimate in island luxury with this stunning oceanfront penthouse on Kauai's east coast. Located on the third floor, this fully remodeled 2-bedroom, 2-bathroom condo offers breathtaking views of Wailua Bay and Papaloa Cove. The top-floor corner unit boasts unparalleled privacy and a spacious, beautifully furnished lanai perfect for relaxing or entertaining while listening to the soothing sounds of the surf.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kapaa
from $692 
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Luxury Westin Kaanapali Ocean Resort Villas Maui
Luxury Westin Kaanapali Ocean Resort Villas Maui
Luxury Westin Kaanapali Ocean Resort Villas Maui

Luxury Westin Kaanapali Ocean Resort Villas Maui

Reservations at the Westin Kaanapali Ocean Resort Villas are available in weekly increments, with arrivals and departures on Fridays, Saturdays, and Sundays. This stunning beachfront resort spans 26 acres along North Beach in Ka'anapali, offering guests a luxurious escape with breathtaking ocean views and world-class amenities.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $1,060 
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Beautiful 2BR Condo Near Kamaole Beach 3
Beautiful 2BR Condo Near Kamaole Beach 3
Beautiful 2BR Condo Near Kamaole Beach 3

Beautiful 2BR Condo Near Kamaole Beach 3

Discover a beautifully updated 2-bedroom, 2-bath condo in Maui, offering 1086 sq. ft. of comfortable living space. Located in Kamaole Sands Building #7, Unit 201, this single-level unit features stunning garden views and a quiet inner court location, providing a peaceful retreat just a mile from popular resorts.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $353 
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Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D

Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D

As you wake up in the morning, take in the beautiful view with the cool ocean breeze. Sit on the balcony with a refreshing drink as you appreciate the magical Maui sunsets. Vaulted ceilings. Granite countertops. Spacious bathrooms. Open concept.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $731 
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Luxury Kauai Beach Resort with Water Sports & Amenities
Luxury Kauai Beach Resort with Water Sports & Amenities
Luxury Kauai Beach Resort with Water Sports & Amenities

Luxury Kauai Beach Resort with Water Sports & Amenities

Experience a luxurious getaway on Kauai's stunning Poipu Beach at Marriott's Waihoi Beach Club. Our resort offers significant savings—between 30-70%—compared to direct bookings, providing exceptional value for a premium experience. All units are managed by the resort, ensuring a seamless check-in process at the front desk with your resort confirmation number, just like a direct booking.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $5,266 
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Charming 2-Bedroom Villa with Mountain Views and Modern Amenities
Charming 2-Bedroom Villa with Mountain Views and Modern Amenities
Charming 2-Bedroom Villa with Mountain Views and Modern Amenities

Charming 2-Bedroom Villa with Mountain Views and Modern Amenities

Settle into this charming 2-bedroom villa designed for comfort and relaxation. The master bedroom features a king-sized bed, cable TV, Blu-Ray DVD, Playstation, and a private bathroom with a tub and shower. The second bedroom offers two queen or double beds, also with private bathroom and similar amenities.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waikoloa Village
from $434 
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Luxury Oceanfront Condo at Mahana with Stunning Views
Luxury Oceanfront Condo at Mahana with Stunning Views
Luxury Oceanfront Condo at Mahana with Stunning Views

Luxury Oceanfront Condo at Mahana with Stunning Views

Mahana 919 is a spacious 2-bedroom, 2-bath corner unit boasting some of the most spectacular views on Maui. Situated on the southwest corner of the building, this condo offers unobstructed vistas of the ocean, Black Rock, Lanai, and Molokai. From the living room or the private lanai, enjoy whale watching from December through April, feeling as though you’re floating above the ocean.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Lahaina
from $876 
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Oceanfront 2BR Condo in Kihei with Pool & Beach
Oceanfront 2BR Condo in Kihei with Pool & Beach
Oceanfront 2BR Condo in Kihei with Pool & Beach

Oceanfront 2BR Condo in Kihei with Pool & Beach

Welcome to your perfect Maui getaway at Kauhale Makai, known as the Village by the Sea. This charming 2-bedroom, 2-bath oceanfront condo offers breathtaking views and a comfortable, well-equipped space for your vacation. The property is set on a spacious grassy area right by the ocean, providing a tranquil setting with nearby amenities including a saltwater pool and a relaxing hot tub.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $434 
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Hawaiian Style Beachside Vacation Rental with Ocean View
Hawaiian Style Beachside Vacation Rental with Ocean View
Hawaiian Style Beachside Vacation Rental with Ocean View

Hawaiian Style Beachside Vacation Rental with Ocean View

Discover this beautifully renovated Hawaiian-style vacation rental featuring a spacious 700 sq. ft. lanai with outdoor dining and ocean breezes. The fully equipped kitchen includes a new refrigerator, range, dishwasher, and microwave, making meal preparation effortless.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $304 
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Hilo Lagoon Centre 707, air conditioned 2 bedroom, 2 bath condo in Hilo
Hilo Lagoon Centre 707, air conditioned 2 bedroom, 2 bath condo in Hilo
Hilo Lagoon Centre 707, air conditioned 2 bedroom, 2 bath condo in Hilo

Hilo Lagoon Centre 707, air conditioned 2 bedroom, 2 bath condo in Hilo

Hilo Lagoon Centre is a mid-century modern building in downtown Hilo, Hawaii Island. Our condo unit 707 offers sweeping views of Mauna Loa, Mauna Kea mountains and the vibrant downtown area. Inside you have two suites flanking the main living area with kitchen.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Hilo
from $255 
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Wailea Ekahi 23A Beachfront Condo in Maui
Wailea Ekahi 23A Beachfront Condo in Maui
Wailea Ekahi 23A Beachfront Condo in Maui

Wailea Ekahi 23A Beachfront Condo in Maui

Experience the ultimate Hawaiian getaway at Wailea Ekahi 23A, a stunning beachfront townhouse nestled within the lush 34-acre Ekahi Village. This spacious two-bedroom, two-and-a-half-bath condo comfortably sleeps five guests, offering a perfect blend of comfort, style, and breathtaking ocean views.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kihei
from $773 
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Modern Waikiki 2BR Condo at Ilikai with Pools
Modern Waikiki 2BR Condo at Ilikai with Pools
Modern Waikiki 2BR Condo at Ilikai with Pools

Modern Waikiki 2BR Condo at Ilikai with Pools

Experience the vibrant beauty of Waikiki with this beautifully remodeled 2-bedroom, 2-bath condo at the Ilikai Hotel. Spanning 1,240 sqft with a spacious balcony, the unit offers a modern, open floor plan filled with natural light, making it perfect for relaxing or entertaining.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Honolulu
from $1,037 
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Luxury Waikiki Beach Suite with Ocean Views
Luxury Waikiki Beach Suite with Ocean Views
Luxury Waikiki Beach Suite with Ocean Views

Luxury Waikiki Beach Suite with Ocean Views

Experience the ultimate tropical retreat in this spacious all-suite accommodation within the Hilton Hawaiian Village Waikiki Beach Resort. This luxurious 2-bedroom, 2-bathroom suite offers breathtaking ocean views from a private balcony, providing a perfect backdrop for your Hawaiian vacation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Honolulu Oahu
from $1,431 
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