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.
Aloha Suites ~ 2 Bedrooms~ Cloud Forest
Welcome to Aloha Suites, a completely private retreat with its own entrance, two bedrooms, one bathroom, and no shared spaces. Originally built as an ʻohana unit (Hawaiian for in-law quarters), this serene hideaway is just 7.5 miles from Kona International Airport and 6...
Oceanfront updated 2 bedroom/2bath condo on 6 mile beach
Welcome to Kihei Beach Resort 301. This 3rd floor 2 bedroom 2 bathroom condo is ready to be your Maui home away from home. Beautifully updated & perfectly located on the sandy six mile stretch known as Sugar Beach. This condo accommodates 6 people and features central...
Direct, OCEANFRONT Kahana Village 2 Bedroom 2 Bath Condo
Welcome to your luxury coastal escape at Kahana Village, one of West Maui’s most beloved boutique oceanfront communities. This newly updated 2-bedroom, 2-bathroom condo offers panoramic views of the Pacific Ocean, the neighboring island of Molokai, and direct access to...
Kamaole Sands Unit 10-117 2 bedroom 2 bath condo on the ground floor in Kihei
Great location in South Kihei, Hawaii. This complex offers its guests numerous amenities so you are sure to find something you enjoy during your time in paradise. For starters, there are two pools on the property including a large family pool and a children's wading...
Cove park - Beautiful 2 Bedroom / 1 Bath. Close to beaches/restaurants/nightlife
Popular Vacation Rental near Kihei's best beaches! This highly sought after 2 bedroom, 1 bath corner unit at Kalama Terrace is close to Charley Young, Kamaole One, and the Cove beach parks. Located on the top floor, you'll enjoy ocean, Lanai and West Maui Mountain...
SV3203 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEWS
This amazing 2 bedroom with ocean view from the lanai is the PERFECT spot for your Vacation. Sea Village reflects the tranquil beauty of the Big Island. The resort is centrally located 1 mile from restaurants and shops on Famous Ali'i Drive.Air Conditioning is only...
2 Bedroom Stunner! Upper floor! Right on Ocean! Book Winter #211
ALOHA AND WELCOME TO HALE KAI # 211 Located on the beautiful island of Maui just 150 feet from the beautiful Pacific ocean, Hale Kai # 211 can be your home away from home. Our condo offers ample space, (988 sq. ft.), privacy and a prime location. With two bathrooms, two...
Waikoloa Colony Villas 1401: 2 bedroom, 2 bath located on the 10th Fairway
Posted 1/12/23: Phase IIIA Irrigation Project will start next week Monday 01/16/23. They plan to start at Building 15 and work their way back to Building 19, this is a slightly smaller section than the Phase II Section and we are hoping that it will get done quicker...
OCEANVIEW - 2 BEDROOM - Close to IRONMAN Pier Village-WALK INTO KONA TOWN
Aloha, going to the Big Island for Vacation or Staycation? Welcome to Kona! We're thrilled to have you stay in our spacious, Townhouse-style condo. As you'll discover: The location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of...
2 Bedroom, 2 Bath on the Golf Course with Ocean Views!
You will be so comfortable at this 2 bedroom ground floor condo in Keauhou. A view of the ocean across the beautiful Keauhou Country Club Golf Course from the large living area, master bedroom and spacious covered lanai with it's own little garden area. Country Club...
Condo Located in Waikiki, 2 Bedrooms with doors, Beach, Restaurants, Night Life
Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents that kill bacteria and...
Spacious 2 bedroom Villa with large loft over Pool and Abay with amazing sunsets
Located in the beautiful resort of Waikoloa Beach near Marriott and the Hilton hotel in the Kohala Coast is a beautifully furnished 2 bedroom condo with 2 full bathrooms along with a 2nd level loft that can serve as the 3rd bedroom if necessary. The condo overlooks the...
2 bedroom fully furnished and all included in downtown Kona with swimming pool
This condo is close to everything. 5 minute walk from the ocean.Renovated 2 bedroom apartment in the heart of Kona.You can walk everywhere.2 queen-sized beds with couch and one extra rollaway bed to accommodate up to 5 people (best suited for 4 people.) The bed linens...
Royal Aloha 2 Bedroom Vacation Rental - Sleeps 4. FREE PARKING!!
This is a legal conforming vacation rental. Please see our listing details for our license number.Located on the 2nd floor with free Wi-Fi, this 2 bedroom, 1 bathroom privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within...
Spacious 2 Bedroom Oceanfront Condo with Full Kitchen & 'Wrap around' Lanai
Legally permitted vacation rental - 2947 Kalakaua Ave #501** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 501 at The Diamond Head Beach Hotel - ++New Flooring and Window Treatments added December 2021.++My place...
Kauai, HI: 2 Bedroom with WiFi, Resort Pool, Near Golf Courses, Beaches & More!
Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian adventures.These...
Spacious 2 Bedroom Condo - Kaanapali Plantation 52
Begin the day with ocean views in a tropical garden setting from Ka'anapali's North Course across the street from North Ka'anapali Beach. This space has 2 bedrooms, and 2 bathrooms, both bedrooms feature comfy king-size beds. Perfect for 2 couples or a family of 4. This...
Modern 2 bedrooms apt. - Seashell One
Experience convenient and comfortable living staying at our Seashell Ohana ONE! Our newly built 2 bedroom 2 bath duplex. Located centrally in Hilo. You will be just 3 miles from Hilo airport, Liliuokalani Park and Garden, Carlsmith Beach Park, and many other popular...
Ocean and City View 2 Bedroom 2 Bath Condo w/Free Parking and Free WIFI!
Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...
Ocean views from every room @ this 2 bedroom condo
Welcome to Hololani A404. Ocean views from every single room on this 4th floor corner unit. This 2 bedroom, 2 bathroom unit features ocean & Molokai island views. This unit can accommodate 6 people with the living room's queen sofa sleeper. Enjoy sunsets & whale...
Palms at Wailea 601, Perfect Location in Wailea! Ground Floor 2 Bedroom!
Palms at Wailea 601 offers the perfect location in Wailea. This 2-bedroom/2-bath ground level unit surrounded by the lush landscaping makes this a great Hawaiian getaway!Maui's most exclusive location with the best weather is the award-winning Wailea Resort. Ideally...
Spacious 2 bedroom 2 bath Palms at Wailea 1703
Book with us and come to Maui to explore everything we have to offer!Enjoy the beautiful lanai and grounds of the Palms at Wailea with this elegant vaulted ceiling two bedroom two bath condominium in north Wailea. The gardens are spectacular and include a beautiful pool...
Ilikai 1434 2 Bedroom Ocean/Lagoon Views Extended Lanai - Qn Bed + 2 Full
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, 120 sq. ft lanai, 1,000 interior sq. ft. Queen bed, 2 double beds. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located at the gateway...
Wailea Ekahi 46F Spacious 2 bedroom 2 Bath Condo in Wailea
Wailea Ekahi - Beautiful Garden and Ocean Views from this comforting unit! Nice 2 bedroom, 2 bath condo over looking the top pool area. Take pathways through the open garden that leads to the oceanfront pavilion and long pleasurable strolls on the beach of Keawakapu....
Remodeled 2 bedroom oceanfront gem on 6 mile Sugar Beach
Welcome to Kihei Beach Resort 501. This remodeled 5th floor 2 bedroom 2 bathroom condo is ready to be your Maui home away from home. Beautifully updated & perfectly located on the sandy six mile stretch known as Sugar Beach. This condo accommodates 6 people and features...
Maui Kamaole C209: Ocean View, 2 bedroom & 2 bathroom condo in S. Kihei
Oceanview condo with two bedrooms and two bathrooms. The beautiful furnishings in the condo incorporate bright colors and wild sunlight to make this unit inviting and suitable for anyone looking to enjoy their time on Maui. The lively décor brightens the area and is...
Banyan Harbor @ lowest price 2 Bedrooms on Property recently updated
Banyan Harbor offers the perfect blend of comfort, convenience, and island charm, centrally located on the breathtaking island of Kaua'i. Whether you're chasing waterfalls, exploring golden beaches, or enjoying local parks, you'll love that everything is just a short...
Kamaole Sands Unit 3-407: Large 2 Bedroom Loft Suite with Garden views
Large two-bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured greenway. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living room, which allows this...
MKV A302 - Beach Front 2 bedroom with Garden Views
Book with us and come to Maui to explore everything we have to offer!Enjoy staying at this well maintained 2 bedroom 1 bath unit located at the Maui Kaanapali Villas. Boasting 2 pools, a spa, onsite restaurant, fitness center, activities center, and access to the...
Rare 2 Bedroom + Loft Townhouse on the North Shore
Affordable 2-Bedroom, 2-Bath + Loft at Kuilima Estates (next to The Ritz-Carlton O'ahu, Turtle Bay)Enjoy more space without the luxury price tag! This comfortable and spacious 2-bedroom, 2-bath loft is the largest floor plan in Kuilima East, giving you room to spread...
New Listing - 2 Bedroom, AC, Pool, Gym In Poipu
Welcome to your slice of paradise at Pili Mai 2H, where the allure of sunny Poipu meets the tranquility of island living. Perched amidst the lush landscapes of Kauai, this exclusive resort beckons you to unwind in style while being just moments away from the golden...
Sealodge 2 Bedroom Cliffside Luxury Redone Condo Ocean & Mountain Views
Sealodge is one of north shores most secluded bluffs. One of the only units w/ private entrance you'll walk into views from every room as sounds of the ocean fill each room. Completely remodeled corner unit, this 2 bed 2 bath open concept invites the ocean in w/ access...
Direct Beachfront Remodeled Corner 2 bedroom 2 bathroom Stunner!
Welcome to Hale Mahina A301. This beautifully remodeled corner beachfront 2 bedroom, 2 bath condo boasts expansive ocean views throughout. This condo features a remodeled kitchen and bathrooms, office desk with a view, and breathtaking views. Hale Mahina is a very...
Inviting 2 bedroom/2 bathroom suite-sleeps 6
This is a 2 room suite, 2 separate units adjoined by a private hallway. One room has 2 queen beds, the other has one king bed. Both sides have their own bathroom. The room with the queen beds has a kitchenette with an induction stove and refrigerator. Everything you...
Aston Waikiki Sunset: 2 Bedroom Condo w/Diamond Head Views, Close to Beach
Aston Waikiki Sunset two-bedroom with a Diamond Head view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is condominium...
2 bedroom 1 bath cottage 10 minutes from beach
Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes.Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence).Easy 10-minute drive to airport, beaches,...
2 Bedroom Ocean View Condo - Kaha Lani 212
Castle Kaha Lani Resort #212, on the second floor: Guests can begin their day enjoying a fresh pot of coffee or blending local fruits in their blender. The inviting recently remodeled full kitchen has ample granite countertop space to prepare fantastic meals and feature...
F7 2 bedroom, 2nd floor, oceanfront
Aloha! We have just returned from a four month stay at F7, our first visit in over three years.We had hoped to schedule renovation work while we were there, but the boom in construction on Kauai interfered, and so our condo is now in what we consider pre-renovation...
Monthly Discovery Bay 2904 2 Bedroom Ocean / Sunset / Marina 2 Queen Beds
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise,...
Maui Vista 2404 Beautiful 2 bedroom unit with Ocean Views
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a California king bed, window AC, and a TV. The loft includes...
Monthly Discovery Bay 2611 2 bedroom Ocean/Sunset/Marina - 2 Queen Beds
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise,...
2 Bedrooms / 1 Bathroom Vacation Rental in Waikiki, Sleeps 6.
This is a legal conforming vacation rental. Please see our listing details for our license number.Located on the 5th floor, this privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within walking distance to the Honolulu...
Top floor oceanfront 2 bedroom Maui condo
Picture yourself perched above the popular Waipuilani Beach Park in South Maui, in Kihei. 2023 New flooring throughout, new beds master now has a king bed and remolded bathroom. New Couches 2022. Large private condominium apartment at the resort condominium complex on...
Valley Isle Ground Floor 2 bedroom with Ocean Views - Valley Isle 103B
Book with us and come to Maui to explore everything we have to offer!Now with Air Conditioning - Split AC installed June 2023!This private 2 bedroom 2 bath ground floor unit provides nice ocean views and easy ocean access on the west side of Maui. Walk just a few feet...
Spacious 2 Bedroom Condo in Waikiki FREE Parking
Enjoy this legal vacation rental in Waikiki conveniently located on the west side of Waikiki. Just minutes away from the beach, convention center, restaurants and more! With two separate bedrooms and a full kitchen this is a perfect family vacation home.- 674 Square...
Hidden Penthouse 2 bedroom suite Ocean Views!
Vacation Rental in Waikiki, Honolulu, Hawaii!This is a 2 bed/ 1.5 bath Penthouse suite on the 28th Floor Rooftop of 205 Lewers Street.Spacious luxury with panoramic views of Ocean and Waikiki Resort area. With Trump Towers, Sheraton Waikiki, Embassy Suites and...
Large 2 Bedroom Ocean View Condo - Valley Isle 703
Enjoy this large 2-bedroom, 2-bathroom unit at the Valley Isle Resort in an oceanfront building with all the homey comforts you need for your vacation in paradise. Floor-to-ceiling glass sliders provide an abundance of natural light & allow guests to enjoy the Hawaiian...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
**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...
Infinity Pool- Endless Views- 2 Bedroom Villa
We are a 3 Acre Luxury Vacation Rental Property with an Award Winning Coffee Farm comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona.The Koya Suite is located on the South side of the villa and has its own separate entrance. All rooms in the Koya...
Ridge Villas Gold Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...