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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.

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Hawaii Condo with Pool, Gym, and Balcony

Enjoy a comfortable stay in this spacious 1,141 sqft condo located on the first floor of a Hawaii resort. The unit features tile flooring throughout and vinyl plank flooring in each bedroom, creating a warm and inviting atmosphere. The open kitchen is fully equipped with a fridge, stove/oven, microwave, cookware, and tableware, making meal preparation convenient.

• 1 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Lahaina

from $535 

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Royal Kahana Maui 410 Oceanfront 2 Bedroom

- 4th floor 2 bedroom ocean front condo

- Vinyl and flooring throughout

- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware

- Tiled bathroom with walk-in tiled shower with grab bar

- 1 king bed

- twin sofa bed

- Washer/dryer in unit

- Central air conditioning and ceiling fan

- Cable TV

- Complimentary Wi-Fi

- Iron/ironing board

- BBQ grills located at pool for guests use

- Guest access to swimming pool, fitness center and barbecue areas

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $589 

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Spacious 2-Bedroom Suite at Waikoloa Beach Resort

Experience the comfort and convenience of this spacious 2-bedroom, 2-bath suite at Waikoloa Beach Resort on the Big Island. Spanning 1,283 sqft, this suite is perfect for families or groups seeking a relaxing getaway. The primary bedroom features a king-size bed and an en-suite bathroom with a shower/tub combo, while the second bedroom offers two double beds and its own bathroom.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Waikoloa Village

from $511 

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Charming 2BR Kahana Villa Condo Near Beach

Welcome to Kahana Villa F208, a beautifully updated 2-bedroom, 2-bathroom condo ideally located just across the street from the beach in Maui's scenic West Maui. This spacious and peaceful unit offers a relaxing retreat with modern touches and convenient amenities.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Napili-Honokowai

from $284 

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Kapalua Golf Villa 16P7 with Fairway View and Spacious 2BR

Experience the perfect Hawaiian getaway in this charming 2-bedroom, 2-bath golf villa located on the first floor with stunning views of the Kapalua Bay Golf Course's 6th fairway. The villa offers a spacious 1344 sqft layout with a seamless blend of comfort and style.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $758 

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Oneloa Beach Loft Villa with Oceanfront Lanai

Enjoy a luxurious stay at this stunning villa located closest to Oneloa Beach. The split-level loft style design features no stairs between parking and the front door, offering convenience and ease of access. Inside, tile floors throughout create a cool, inviting atmosphere, complemented by an updated kitchen equipped with granite counters, a farmhouse sink, fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware, and a unique chef’s table counter for culinary adventures.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $713 

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Ocean View 2-Bedroom Condo with Balcony and Modern Amenities

Escape to this spacious ocean view 2-bedroom, 2-bath condo located on the 5th to 7th floors, offering stunning vistas and modern amenities. The private balcony provides the perfect spot to unwind while enjoying the scenic surroundings. Inside, the kitchen is fully equipped with a stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware, and tableware, making meal preparation effortless.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kailua Kona

from $520 

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Oceanfront Condo with Loft and Balcony

Experience stunning ocean views from this spacious 2nd-floor condo with a loft, located within a beautiful beachfront resort. The unit features a fully equipped kitchen with modern appliances including a stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, and disposal, making it easy to prepare your favorite meals.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kailua Kona

from $550 

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Marriott Maui Ocean Club - 2 Bedroom/2Bath Ocean Front in Lahaina Tower

Welcome to this charming condo in Lahaina with private lanai's at the luxurious, five star Marriott's Maui Ocean Club Resort. This amazing property features 2 bedrooms with a king bed and a full bed, along with 2 bathrooms equipped with a jetted bathtub in the master bath.

• 2 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Lahaina

from $1,769 

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Golf Villas Gold Fairway View 2BR, Maui

Experience a relaxing getaway at Golf Villas Maui, located along the picturesque Kapalua Bay Course fairway. This spacious 2-bedroom, 2-bath villa offers between 1800 and 2200 sqft of comfort, accommodating up to 6 guests including children and infants.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $791 

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Oneloa Beach Split-Level Villa with Oceanfront Lanai

Discover this stunning split-level villa located closest to the beautiful Oneloa Beach. The single-level design ensures easy access from parking to the front door, with tile floors throughout that add a cool, elegant touch. The updated kitchen features granite counters, a fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware, and a unique chef's table counter, perfect for culinary enthusiasts.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Lahaina

from $935 

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Garden View 2-Bedroom Condo with Full Kitchen

Discover this spacious Garden View 2-bedroom, 2-bath condo offering 1700 sq ft of comfort and convenience. The master bedroom features a king bed, while the guest bedroom has two double beds, making it ideal for families or groups. The living area includes a sofa bed, perfect for extra guests.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $635 

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Luxury Oceanfront 2-Bedroom at Westin Ka'anapali

This 2-bedroom unit in Lahaina offers an ideal paradise escape. Managed by Marriott, this oceanfront suite features full kitchens, washer/dryer, and a spacious balcony with breathtaking views. As part of the Westin Ka'anapali resort, it provides luxurious amenities including a large pool with a slide, hot tubs, a restaurant/bar, and lush gardens with koi ponds.

• 2 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Lahaina

from $1,091 

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Stunning Hawaii Stay- Grand Waikikian 2 Bedroom Premier

Honolulu rises to meet you with an Aloha welcome! Enthroned in the spectacular verdancy of Oahu, Honolulu provides a unique blend of urban vibrancy and unblemished natural beauty for a vacation that delights every traveller. Experience the pinnacle of Hawaiin hospitality with a traditional luau or become one with your inner sea captain as your catamaran glides from Honolulu's towers to the forbidding majesty of Diamond Head.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Honolulu

from $861 

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Partial Ocean View 2-Bedroom Condo in Hawaii

Experience a comfortable stay in this spacious 2-bedroom, 2-bath condo with partial ocean views. The open kitchen features modern appliances including a dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, blender, and tea kettle, along with a complimentary tea starter kit.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $570 

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Luxury Villas at Hilton Hawaii Village

Experience the ultimate Hawaiian getaway with luxury villas at Hilton Hawaii Village, set on 22 acres of lush beachfront property in Waikiki. These villas combine authentic Hawaiian culture with modern amenities and stunning views. The resort offers six swimming pools, including Paradise Pool with Waikiki’s longest slide and a two-tiered saltwater Lagoon named after legendary surfer Duke Kahanamoku.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Honolulu

from $742 

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Blissful Hawaiian Vacation- Grand Waikikian 2 Bedroom

Honolulu rises to meet you with an Aloha welcome! Enthroned in the spectacular verdancy of Oahu, Honolulu provides a unique blend of urban vibrancy and unblemished natural beauty for a vacation that delights every traveller. Experience the pinnacle of Hawaiin hospitality with a traditional luau or become one with your inner sea captain as your catamaran glides from Honolulu's towers to the forbidding majesty of Diamond Head.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Honolulu

from $445 

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Luxurious Beachfront Condo at Ko Olina Beach Villas

Experience ultimate luxury at this stunning beachfront condo located within Ko Olina Beach Villas. This spacious 2-bedroom, 2-bathroom unit comfortably accommodates 4-6 guests, making it perfect for family or friends seeking a serene Hawaiian getaway.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kapolei

from $1,185 

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Hawaii Condo with Balcony, Pool, and Modern Amenities

Experience a relaxing stay in this spacious 3rd floor Hawaii condo with a stunning 254-square-foot wrap-around balcony, perfect for enjoying tropical breezes and ocean views.
The condo features an updated open kitchen equipped with granite counters, a kitchen island, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, and tea kettle—making meal prep and entertaining effortless.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $668 

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Hawaii 4th Floor Condo with Balcony and Modern Kitchen

Welcome to this inviting 4th-floor condo in Hawaii, offering a spacious 1141 sq ft layout with a private balcony. The open, updated kitchen features granite counters, a central island with a stove, oven, refrigerator, microwave, coffeemaker, toaster, blender, tea kettle, and complimentary tea, making meal prep a breeze.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $574 

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Spacious 2BR Condo with Garden Views in Poipu

Discover this spacious split-level 2-bedroom, 2-bath condo with a serene garden view in Poipu. The condo features a full kitchen equipped with stove, oven, microwave, refrigerator, dishwasher, coffee maker, cookware, and tableware, ideal for preparing meals during your stay.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Koloa

from $659 

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Luxury 2BR Villa at Maui Ocean Club on Ka'anapali Beach

Discover the perfect Hawaiian escape at Marriott's Maui Ocean Club, nestled along the stunning Ka'anapali Beach. This spacious 2-bedroom villa (1200 sqft) comfortably sleeps 8, featuring a king-sized bed in each bedroom, a sofa sleeper, and modern amenities.

• 2 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Lahaina

from $1,121 

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Honua Kai Piilani Suite 2 Bedroom

2 Bedroom Piilani Suite
- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation

- Sweeping views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings for optimal views

- Oversized accordion glass doors fully open to expand lanai to living area offering more than 2,200 sq ft of indoor/outdoor living space

- Private BBQ gas grill on lanai

- Located on the 10th Floor

- Spacious open-concept living room, dining room and gourmet kitchen

- Fully equipped gourmet kitchen features Viking appliances and granite countertops

- Kitchen includes range, microwave, refrigerator, wine refrigerator, dishwasher, coffeemaker, cookware and tableware

- Master bedroom has 1 king bed

- 2nd bedroom has 1 king bed; can be split into 2 twin beds upon request

- Sofa Bed in living room

- Flat-screen TV in living room and bedrooms

- Each bedroom has large bathroom with double vanity sinks; free standing shower and large soaking tub

- Washer/Dryer in Suite

- In-room safe

- Ceiling fans

- Complimentary High Speed Internet access

- Iron and board

- In-room starter kit: dish soap & sponge, laundry detergent & dryer sheets, hand towels, paper towels and dishwasher soap

- Rollaway beds are allowed in this suite category upon request; subj. to availability & fee

- Maximum occupancy is 6

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $1,586 

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Spacious Ocean View 2-Bedroom Condo in Poipu

Escape to this spacious ocean view 2-bedroom, 2-bath condo in Poipu. The split-level layout features a full kitchen equipped with modern appliances—including stove, oven, microwave, refrigerator, dishwasher, and coffee maker—perfect for preparing delicious meals during your stay.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Koloa

from $739 

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