Hawaii Two-Bedroom Vacation Rentals
Two-bedroom vacation rentals in Hawaii are the ideal choice for families, couples traveling together, or small groups looking for comfort and flexibility. These spacious accommodations offer separate sleeping areas, fully equipped kitchens, and scenic lanais-perfect for relaxing after a day of island adventure.
Whether you're seeking an oceanview condo in Waikiki, a resort villa on Maui, or a secluded beach cottage on Kauai, our curated list of two-bedroom Hawaii vacation rentals offers something for every traveler. Enjoy the freedom of preparing meals in your own kitchen, gathering with loved ones on the lanai, and retreating to private sleeping quarters for a restful night.
These rentals are located across Hawaii's most popular areas-from the Big Island's Kona Coast and Kailua-Kona to Waikiki on Oahu and Kaanapali on Maui. Many include access to resort amenities like pools, tennis courts, and BBQ areas, and are steps from beaches, golf, and hiking trails.
Key Features of Two-Bedroom Vacation Rentals
- Two separate bedrooms with queen/king beds or bunk/trundle options
- Ideal for families, friends, and multi-generational groups
- Full kitchens and in-unit laundry for added convenience
- Private lanais or patios with ocean, mountain, or garden views
- Locations near beaches, attractions, and dining
- Many rentals with access to resort pools, hot tubs, BBQs
Planning a larger stay? Browse three-bedroom rentals or private estates in Hawaii for even more space and privacy.
Maui Banyan F-103 Stunning 2 Bedroom Condo With AC
**Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly built walk-in showers in both bathrooms, new bathroom...
Makolea#11: Steps from the Beach, Beautifully Appointed 2 bedroom condo
Island Living at Its Best – Remodeled 2BR/2BA Ground Floor Condo Steps from Kahaluu BeachWelcome to Unit #11 at Makolea Condominiums — your perfect Big Island getaway! This beautifully remodeled 2-bedroom, 2-bathroom ground-floor condo is tucked away in the heart of...
2 Bedroom Condo-Princeville, Kauai-Family Friendly!
Perched above the sparkling waters of Hanalei Bay, this resort offers families a front-row seat to some of Princeville’s most awe-inspiring natural beauty—from the dramatic Na Pali Cliffs and iconic Bali Hai Mountain to cascading waterfalls, golden beaches, and palm...
Gorgeous 5th Floor 2 Bedroom Condo. - Kihei Surfside #501
Kihei Surfside #501 – Top-Floor Oceanfront Views and Tranquility in a Rare 2-Bedroom LayoutWelcome to Kihei Surfside #501, a rare and spacious 2-bedroom, 2-bathroom oceanfront condo perched on the top floor of one of South Maui’s most sought-after properties. With...
Marriott's Waiohai Beach Club: New Years week: 2 Bedroom, full amenities
Experience the unparalleled magic of Hawaii at Marriott Waiohai Beach Club, a premium vacation ownership resort. Located by the ocean on Poipu Beach, we offer Kauai villa rentals and an array of resort amenities for your visit to the Garden Isle. Discover your family's...
Kailua Village#705 Top Floor, Gorgeous Remodeled 2 bedroom, in Heart of Town
Experience Paradise in This One of a Kind Stunning Two-Bedroom Penthouse in Downtown Kailua Kona, at the Famous Kailua Village. Escape to tropical bliss in this fully remodeled, top-floor(7th floor) penthouse located in the heart of Kailua Kona, Hawaii. With...
KAANAPALI COTTAGE 2 bedroom cottage within walking distance of Kaanapali Beach
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres....
2 Bedroom Poipu Condo with Pool, Hot Tub walk to Beaches
Summary:Regency at Poipu Kai 911 is an air conditioned, ground floor suite located just steps to the pool. This 2-bedroom, 2-bath suite is great families and walking distance to the beach. This stunning condo has been upgraded throughout and is one of the few...
Makahuena Condo #1-304 - Modern Oceanview 2 Bedroom Condo With Pool
Step into the breezy, island-inspired comfort of Makahuena 1-304, where stunning ocean views and the charm of Kauai’s southern shore await you. This beautifully updated two-story condo offers 1,113 square feet of living space and includes 2 bedrooms and 2.5...
2 Bedroom Garden View - Maui Banyan #T108AB
Maui Banyan T108AB: With a functional floor plan and connecting door make this the ideal two-bedroom/two-bathroom ground floor unit for a family getaway. Exotic patterns and warm color tones set the mood while oversized windows allow for natural light and serene garden...
Wailea Ekolu 1207 2 Bedroom 2 Bath Condo
Relax at our quiet 2 bedroom /2 bath condo with stunning views overlooking the Wailea Blue golf course all the way to the ocean. Guests can enjoy amenities like a washing machine, AC, and WiFi during their stay. We hope you'll enjoy your stay at our condo.
Beachfront 2 Bedroom / 2 Bathroom Condo in Kihei
Indulge in luxurious island living at this oceanfront 2-bedroom, 2-bath condo in Kihei, Hawaii! This well-appointed condo is located directly on Keawakapu Beach, so you can spend your days splashing and snorkeling under the sun. Explore the excitement of the area at top...
Pili Mai Family Fun Condo, AC, Game Room, 2 Bedroom, 2.5 Bath, Sleeps 6
FAMILY FUN at Pili Mai, 2br + Game room (bumper pool, poker table, classic video game console, board games, piano, masks and snorkels, beach chairs, croquet, bocce ball, spike ball, and small yard for the kids to play) 2.5 bath, sleeps 6, no stairs, back yard lawn....
2 bedroom home minutes to world class beaches, surf, scuba, snorkeling & golf!
Welcome to Puako Kai Hideaway, a beautifully updated vacation home in charming Puako. Located only minutes away from world class beaches, surf, scuba, snorkeling and golf. Extensive resort amenities, restaurants, shops and farmers markets are a short drive away.This...
Prime oceanfront 2 bedroom condo w/huge wrap around lanai
Welcome to Royal Kahana 210. This 1400 sqft, 2 bedroom, 2.5 bath condo features a massive wrap around lanai with unobstructed oceanfront views of the encompassing islands of Molokai & Lanai. Admire seasonal whale watching, sailboats, sea turtles, and sunsets from this...
Alii Cove#Q3 Beautiful ground floor spacious 2 bedroom with Ac
Alii Cove#Q-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~No stairs! Beautiful Tile and new Laminate Flooring throughout the...
11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views
Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...
Kona Penthouse 2 Bedroom: Relax and Unwind Aloha Style
Top-floor Kona retreat with stunning ocean views!This 2,000 sq. ft. unit features one king-size and one queen-size bed, hosting up to 4 guests. Perfectly located near downtown Kona's restaurants, shops, and farmers market, tucked in a family-friendly neighborhood. Fully...
Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring 180 views of Diamond Head, the ocean, the mountains, the sunrise, sunset, and metro Honolulu. You’ll be a 10-minute walk to...
The Grand Islander, a Hilton Grand Vacations Club - 2 Bedroom Premier - Ocean View - 2BX
Premier Ocean Panorama at The Grand Islander – 2-Bedroom Ocean View Retreat Product Description 2 Bedroom Premier • Ocean View • Sleeps 6 Take in expansive Pacific vistas from this 2-Bedroom Premier Ocean View Suite at The Grand Islander, a Hilton Grand Vacations Club....
A Piece of Paradise at The Beach Villas in Ko Olina 2 Bedroom 2 Bath
Aloha and welcome to the Beach Villas at Ko Olina!The Beach Villas at Ko Olina are in the World-Famous Ko Olina Resort and Marina on the second of the four spectacular lagoons. You’ll enjoy the mile-and-a-half walkway along the lagoons, passing the Four Seasons Resort,...
Oceanfront with AMAZING Views and AC! 2 Bedroom, 2 Bath Corner Unit KKSRC 3104
Oceanfront condo with amazing views! Two bedrooms, each with a Cal King bed, two full bathroom ground floor corner unit with extra large lanai and AC. Well equipped kitchen with everything you could need. Located in the Keauhou Surf and Racquet Club, which has a...
Stunning ocean view 2 bedroom • Steps from beach
Enjoy beautiful ocean & sunset views from, Ohana Lani, a 5th floor condo with 1120 sq of living space and a stunning double wide lanai. The condo artfully blends modern amenities and island style. Ideally located in Kihei, the unit is right across the street from the...
Top floor oceanfront 2 bedroom condo, with expansive views
Welcome to Hale Mahina A406, aka The Fish Condo. This top floor oceanfront 2 bedroom, 2 bath condo boasts stunning views from your private lanai, living room, & even the kitchen. With your Maui memories in mind this condo has everything needed to feel right at home....
NEW LISTING - Waipouli G106 Oceanfront Ground Floor 2 Bedroom
Summary:OCEAN FRONT! This stunning ground-floor two bedroom, three-bath suite is just steps from the beach at top ranked Waipouli Beach Resort and Spa on the island of Kauai. Enjoy spectacular sunrises from the lanai while enjoying the tranquility the quiet side of the...
Hilton Lagoon Tower, 2 Bedroom Premier
This spacious two-bedroom, two-bathroom ocean front view suite with lanai located on the 3rd - 23rd floors, features a primary bedroom with king-size bed, 55-inch flat panel HDTV, and bathroom with a standard shower/tub combination and TOTO washlet. The second bedroom...
Kapaa Sands 2- Ocean Front 2 Bedroom Multi-level
Coastal Charm Hideaway – Oceanfront Escape at Kapaa Sands 2Welcome to Coastal Charm Hideaway, a delightful 2-bedroom, 1.5-bath oceanfront retreat at Kapaa Sands, where the beauty of Kauai's east shore meets the comfort of island living. Enjoy stunning ocean views,...
2 Bedroom Oceanfront in Honokowai - Pikake A6
This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a glass/stone back splash...
Maui Parkshore 208: Beautifully renovated 2 bedroom ocean view condo on Maui
**Property Project Notice: Please note that the Maui Parkshore complex will undergo exterior spall repair and painting March 30 – June 2026. Construction activity, noise, and temporary restrictions on lanai or stairwell access may occur during work hours. Dates and...
Waikiki Condo Has 2 Bedrooms & 2 Baths, with 1 free parking space.
This Waikiki condo was newly remodeled in June 2023, with 2 bedrooms, 2 full baths. The full kitchen has an oven, stove range, microwave, dishwasher and refrigerator, and includes fully stocked, large living room has a queen size sleep sofa/futon and 2 single full-out...
2 Bedroom/2 Bath Luxury Oceanfront Resort Vistas
Summary:Fully remodeled and professionally decorated in April 2023 with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach....
Air Conditioned 2 Bedrooms 1 Bath Apartment, fine decorated, Free Laundry in HPP
Built in 2022!This is a 2-bed, 1-bath apartment with a separate kitchen and dining area, has air conditioners in both bedrooms, located on a one-acre land harboring the most unique feature of Hawaii Paradise Park in Keaau, offering a real retreat from the busy world....
Luxury 30th floor 2 bedroom condo in Waikiki
Luxury living with 24hr state of the art gym and resort like pool and bbq area. Smart TV. Washer and dryer. Great location with walking distance to Waikiki shopping. Beautiful view from 30th floor balcony. 24hr security. Japanese bidet. The list goes on.
Ocean Tower Waikoloa Village by Hilton - 2 Bedroom Penthouse
Ocean Tower Waikoloa Village by Hilton Grand Vacations Club - 2 Bedroom Penthouse **PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**Key Points:-Please be advised that the rate quote is a base rate. Premiums may apply for certain high-demand times of year...
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood
• Oceanfront• Central A/C • King bed and queen bed• Remolded March 2023• Beach access from condo complexWelcome to our home at Kauhale Makai 612. Our home was fully and immaculately remodeled in March of 2023. Our beautiful and pristine two-bedroom condo sits on the top...
NEW LISTING!! 2 bedroom/1bath Hale Honu with Jungle Views!
Beautiful newly updated condo 2 bd/1 ba duplex unit, on a quiet access road between Princeville and Hanalei, avoiding the bustle of the main Princeville thoroughfare. Relax in the natural tropical landscape and take advantage of all the northern side of Kauai has to...
Westin Ka'anapali 2 Bedroom Oceanview as low as 600 per night
Book a whole week or nightly for as low as 600 per night. (Check calendar for availability)The luxury vacation villas at this resort feature large lanais, stone flooring, granite counter tops, roomy bathrooms, fully equipped kitchens, washer/dryer, and the Westin...
Makaha Ocean View - 2 bedroom, 1 bath - family friendly
Hawaii License # 031-420-0064-01This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.ABOUT THIS CONDO: Meticulously clean! This is a...
Resort View - 2 Bedroom - Westin Nanea Ocean Villas - Full Resort Access
Experience “Nanea”—a state of relaxation and repose—at The Westin Nanea Ocean Villas, where luxury meets the authentic culture and beauty of Hawaii. Enjoy a stay for a fraction of the cost—often saving 30–70% compared to booking directly with the resort. All villas are...
Wailea Ekahi 24C, Paradise in Style! Spacious 2 Bedroom 2 Bathroom, SLEEPS 6.
Welcome to Codge’s Beach House! This 2 bedroom , 2 bathroom unit (SLEEPS 6), was remodeled in late 2022 with ceiling fans, new split ductless AC's, brand new kitchen and bathroom and with a lot of thought for comfort and ease of use. We are on the second floor with 3...
Spacious 2 Bedroom 2 Bathroom City View Condo at the Ilikai Hotel
Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. You'll love the open floor plan with lots of natural lighting, a spacious balcony, AC, and thoughtfully...
2 Bedroom Condo On Hawaiian Beach - Family Friendly - 7 nights
Treat your family to the tropical vacation of a lifetime at this luxurious Marriott beachfront resort on the island of Oahu. Nestled along the sparkling Pacific Ocean and surrounded by palm-lined lagoons, this premium retreat offers the perfect mix of adventure,...
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...
New 2 Bedroom Guesthouse with Mountain & Ocean View!
This comfy, stylish guesthouse is located near Kealakekua Bay and the Captain Cook Monument. Here you can enjoy snorkeling, hiking, kayaking, boat tours and scuba diving. Our Guesthouse offers 2 bedrooms with queen beds, a full-size kitchen, lanai, laundry room and BBQ...
Kihei Surfside 214 - 2 Bedroom-2 Bath Luxury Oceanfront Property with AC
* Accommodates up to 6 people! * Air Conditioned.* Great condo in a great location. * This ocean front condo has been upgraded. * Unobstructed ocean view - 150 feet from the ocean - Watch the whales from your private Lanai. * 100 feet from one of the finest beaches in...
Beautiful Luxury Garden View 2 Bedroom, 3 Bathroom Condo
Beautiful Luxury Garden View 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Oceanfront and Beachfront Resort & Spa on the beautiful island of Kauai. This exceptionally, well decorated ground floor 2 Bedroom, 3 Bath Condo offers easy access to the pool and...
Honua Kai- Konea 608 Beautiful Ocean View, Large 2 bedroom on 6th floor
Located on Maui's renowned Kaanapali North Beach, enjoy Honua Kai Resort & Spa’s 5-star amenities with this luxury two-bedroom, one-bath villa.This spacious suite, which sleeps 6, is ideal for families. Located on the 6th floor of the Konea Tower, the 950 sq ft interior...
Beautiful Lae Nani - Oceanfront 2 bedroom 2 bath condo with AC
For your comfort, new split air conditioners have been installed in the living room/dining area and both bedrooms. This recently remodeled and updated resort style condo with majestic ocean views is located on the bay on the Coconut Coast of the island of Kauai and is...
F507 - 2 Bedroom/2 Bath - Steps from the Beach, Super Clean!
This is a legal vacation rental in a hotel zone area of Maui. F507 has been completely remodeled - everything has been professionally updated including new kitchen and baths, stainless steel appliances, granite, tile, carpet and furniture. The unit is beautifully...
April 8th-16th Sale! 2 Bedroom with Pool, A/C, Hot Tub, Gym Steps to Ocean
Summary:At the forefront of East Shore accommodation is the Beach Resort. This World Class Resort provides luxury at your fingertips and offers opulent amenities for a variety of occasions.This recently upgraded two-bedroom, three-bath suite comfortably accommodates up...