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 Kamaole B214: Ocean view, 2 Bedroom condo with Tropical Hawaiian furni
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. This beautiful two-bedroom condominium has been remodeled and decorated by a designer. Enjoy sunsets and ocean views while relaxing on the...
2 Bedroom Garden View Condo- Pono Kai
The resort is located in the historic town of Kapaa, Kauai. You can catch the sunrise in the morning over the Pacific Ocean or even see whales during migrating season. The resort is within walking distance of restaurants, boutiques, shopping and grocery stores.You can...
50% drop in price 2 bedroom Westin Kaanapali Ocean ResortVilla's12/31/23-1/7/24
Imagine waking up to palm trees swaying and the ocean's sound, straight out of a dream! Paradise, Whales, Sea Turtles, and Rainbows.Indulge yourself in the ultimate getaway! Whether you prefer the beach, the pool, or shopping downtown. The Westin has almost everything...
Large Roof Balcony (1,385 Sqft)!! Comfortable 2 Bedroom at Waikiki! (LW14)
Step inside of a spacious 2bed-room you will be astonished by the amount of sunlight beaming through the floor to ceiling windows. You will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!The warm and inviting air of your...
Lovely Pacific Shores 2 Bedroom Condo
Aloha from Maui!We know there are many rumors going around about vacation rentals here on the island. The truth is: Maui is open and ready to welcome you with the spirit of Aloha!While there is a proposal to phase out certain short-term rentals by 2030, nothing is...
2 Bedroom True Oceanfront with AC!
Located on Ali'i Drive our TRUE OCEANFRONT Condominium looks out to Kailua Bay and beyond. Whale watch from the private lanai during the day and enjoy the spectacular sunsets at night. Slab granite counter-top in kitchen with stainless steel appliances. Tile floors...
2 Bedroom Vacation Condo - West Maui - Great Location!
Nice Two Bedroom, one bath condo furnished 'Island Style'. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming, sunning, snorkeling, and whale...
Mana Kai 2 Bedroom Condo Oceanfront Resort
2 Bedroom 2 Bathroom Airconditioned Oceanfront Condo. The mile-long Keawakapu Beach is literally at your doorstep with some of the best snorkeling on the island. The condo sleeps 4 comfortably with two king beds. Includes pac-n-play and high chair. A fully equipped...
Beautiful 2 bedroom Duplex between Hilo and Puna
The Ho'okele Duplex is a wonderful base within an hour of all the main attractions on the East Side of the Big Islands; Volcano National Park, the Hot Ponds along the Red Road, the charming towns of Hilo and Puna/ Pahoa, smoking lave tubes, and some of the newest...
My Hawaii Oceanfront 2 Bedroom Vacation Rental - Kona
Centrally located, My Hawaii Vacation Rental, "Kona Luana", is within a ten minute walk of Kailua-Kona Village. There are many attractions some of which include Kailua-Kona pier, variety of dinning options, waterfront shopping, Farmers Market, coffee shops and friendly...
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Thank you for looking at our listing! Our ground floor condo has 2 bedrooms 2 bathrooms including 1 King bed, 1 Queen bed, 1 Queen sofa sleeper, 2 Twin rollaways Sleeps 8. It is DIRECT OCEANFRONT & BEACHFRONT with Amazing views!!! Private ocean view patio! This unit is...
UPDATED-RARE GROUND FLOOR 2 BEDROOM-AC THROUGHOUT-METICULOUS CLEANING
Book with confidence, this nicely updated 2 bedroom, 2 bathroom (1086 sq. ft) ground floor condo. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our...
🏖️Great Ocean & Golf Views | 2 Bdrm plus Loft | vrKCV
vrKCV - Country Club Villas 324, Professionally Managed by Kona Coast VacationsWelcome to Robert's Nest, a beautifully appointed ocean-view retreat perched above the 18th fairway and 10th hole of the Kona Country Club Golf Course. Ideal for families, couples, and small...
Maui Sunset A421 ~ Spectacular Sunsets from this 2 Bedroom, 2 Bath Condo!
One of the BEST OCEAN VIEWS @ Maui Sunset! Two bedroom, two bath ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on...
Konea 1026: Spacious 2 Bedroom Condo with Ocean & Mountain Views at Honua Kai
Welcome to Konea 1026, a luxurious two-bedroom, two-bathroom top-floor condo at Honua Kai Resort & Spa. This spacious 1,285 square foot unit boasts a unique floor plan with lanai access from both bedrooms, offering breathtaking ocean and mountain views. Recently...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach! Washlet!
Regency on Beachwalk #66 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk, right in the...
Kauai Exclusive - Princeville Honu Condo 2A
This comfortably priced condominium is a highly sought-after commodity on the desirable North Shore. With up-to-date amenities, a classic Hawaiian motif, and an incredible location, you can’t go wrong! Two bedrooms easily sleep up to 4 guests, while a two-level...
Enjoy a nice view of the ocean from this 2 bedroom extended floor plan villa!
Kolea 9L offers a nice view of the ocean along with close proximity to the Kolea Beach Club and the white sand beach at A'Bay. The villa has been nicely furnished to offer the utmost comfort in a vacation home.The extended floor plan offers ample living space as well as...
SV4205 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEW.
This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Direct oceanfront views, excellent complex, close to town. Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is centrally located located 1 mile from...
Maui Kamaole 2 Bedroom Corner Unit J101
Welcome to one of the rare ground floor 2 bed/2bath den units, offering extra side windows and even an extra lanai off the master bedroom. Indoor/outdoor living is what we love about our tropical home, with 3 lanais you can always find a quiet piece of paradise here....
Stunning Ocean Views-Top Floor-2 bedroom/Family friendly- AC throughout!
E komo mai - Welcome to G404 at the Papakea oceanfront resort! We are so happy to see guests returning to our beautiful North Kaanapali oceanfront resort. The Maui and West Maui community welcomes you, your family and your friends. Please spread the word in your...
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
You have just found your own penthouse on the top ocean front corner with panoramic ocean views from every room. Be sure to see the Virtual Video Tour. The link is the arrow or partial image to the left of the main picture above. This is one of only of a few two bedroom...
BEACHSIDE BUNGALOW REMDLD 2 BD/2BATHBATH GR FL WALKOUT SUITE -5 MIN FROM BEACH!
Aloha! . Maui Banyan is an ideal and popular vacation getaway, conveniently located in South Kihei, just a short walk away from the beautiful Kamaole Beach Park II (lifeguard-attended) and the nearby shops and restaurants. The grounds are beautifully landscaped &...
Wailea Beach Villas PH504 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on...
Wailea Ekahi Village 3A - 2 Bedroom Garden View Condo
For a vacation condo that feels like a private home, select this two story residence with a sunken living room and cascading lanai. Four sets of sliding doors on the first floor provide garden views and invite tropical breezes into the open floor plan. The walk-through...
Makena Surf E105 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf E105, your ideal oceanfront getaway nestled within the luxurious Makena Surf resort, located on the pristine Po\'olenalena Beach. This secluded beachfront property offers the ultimate in tropical island relaxation, making it the perfect retreat...
Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views
Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...
Remodeled in 2022, Diamond Head 2 Bedroom Oceanfront condo
Legal Vacation Rental - 2947 Kalakaua Ave #601Gorgeous blue ocean view from your Lanai. Restful sleep in this two bedroom large suite, with full kitchen and shower/tub combo. This condo provides quiet yet you are only 5 minutes away from the night life. Superb 'postcard...
Maui Sunset B218 ~ 2 Bedroom Beautiful Ocean Views, Full Kitchen
Relax and unwind in this tastefully done Hawaiian Island style 2 bedroom / 2 bathroom condo. Feel the spirit of Maui as you watch the spectacular Sunsets, and whale watching during the whale season from your Lanai. Maui Sunset grounds are immaculately groomed with...
Polo Beach Club 305, you will be drawn to the breathtaking views from lanai.
Polo Beach 305, with Spectacular Ocean Front Views! Located in the highly sought after beachfront stack. Take in an unforgettable sunset or views of Kaho'olawe, Molokini, and The West Maui Mountains!As you enter Polo Beach Club 305, you will be drawn to the breathtaking...
414 - Gorgeous 2 Bedroom Oceanfront property with A/C!
Enjoy Hawaiian Paradise in our comfortable fourth floor, two bedroom, two bath, air-conditioned oceanfront condominium (830 sq ft). Kihei Surfside 414 features a relaxed environment with a tropical ambiance. We are very pleased to share the modern and spacious feel...
514 - Oceanfront 2 bedroom Ocean View with A/C!
This fifth floor two bedroom oceanfront condo at the Kihei Surfside Resort is located on the mauka (mountain) end of the building. This air-conditioned unit has great ocean views from the kitchen, living room, dining area, master bedroom and lanai. The bathrooms of this...
Quaint stand-alone cottage - 2 bedroom 2 bath
GE/TAT #181-710-4896-01 - "Hawaiian Cowboy Cottage"This is a unique stand alone cottage in the Princeville Paniolo condominium complex. The cottage has two large living spaces. Walk in the front door and turn right, that leads to the main living area, featuring living,...
Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!
Experience modern comfort in this beautifully remodeled 2-bedroom corner condo at the iconic Ilikai Hotel. Featuring elegant travertine flooring throughout, spa-like bathrooms with travertine showers, and a fully upgraded kitchen with high-end granite countertops and...
Turtle Bay Luxury 2 Bedroom. Upper Floor with Upgrades. 90/TVU-0512
Come relax and play at our Turtle Bay hideaway. Our lovely 2 story condo is perfect for families or couples who like more spacious accommodations while staying here at Turtle Bay. Vaulted ceilings and a large lanai add to the feeling of roominess. Well stocked, gourmet...
2 Bedroom Ocean View w/Lanai – Kaha Lani 107
Castle Kaha Lani Resort #107 - Celebrate Kauai’s east shore paradise! This 961sf corner suite wows with floor-to-ceiling windows that unfold to stunning sunrises, cool trade winds, crashing waves and a romantic tiki torch aura. Enjoy ground floor access ease, full...
2 bedrooms, 2 bathrooms - Across street from beach and close to Kailua Village
Welcome to the Royal Kahili, located on Alii drive, close to everything on the Kona Coast. Within minutes of shopping, restaurants, and places of interest in Kailua Village.Enjoy the ocean view from the pool area, see the surfers at two of the Big Island’s best surfing...
Brand New Remodel/ 2 Bedroom/ 2 bathroom /steps from the beach. Free WIFI
Enjoy Paradise at an affordable price in our completely remodeled condo.This two bedroom two bath condo comfortably sleeps four. With a queen size bed with TV and ceiling fan in the mater bedroom and two twin beds in the second bedroom. Our condo is furnished with all...
Maui Parkshore 312: Ocean View 3rd floor 2 bedroom condo in South Maui for 6
Enjoy the ocean views from this 2-bedroom, 2-bathroom S. Kihei vacation rental. This vacation rental features new tile flooring in the common areas. Enjoy preparing meals in the remodeled kitchen with bamboo cabinets, granite countertops, and stainless-steel appliances....
Menehune Shores #424: Completely Remodeled Ocean Front 2 bedroom condo
Completely Remodeled Ocean Front two-bedroom condo located at the Menehune Shores in Kihei creates the perfect spot for your Maui getaway. The lanai is a great place to relax and enjoy the ocean views. The beach in front of the property is great for taking morning walks...
Spectacular Oceanfront 2 bedroom Villa with Sweeping Views, AC & pool.
Introducing our exclusive Oceanfront 2-bedroom Alii Villa, just 30 feet from the water! This luxurious home boasts an expansive great room with panoramic ocean views that seamlessly extend to the covered oceanfront lanai, offering the best sunset views in Maui. The...
New listing! 2 Bedroom Poipu Condo at Makahuena by Coldwell Banker
Your Kauai Home Base at MakahuenaWelcome to your south shore retreat! This 2-bedroom condo at the Makahuena offers everything you need for a memorable Kauai vacation—clean, well-equipped accommodations in an unbeatable location.The condo is tucked on a lower level with...
Wailea Grand Champions 27 - 2 Bedroom Golf Course View Condo
Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your own private Hawaiian sanctuary. As you step through the door, you\'re immediately embraced by the warmth of island living and the thoughtful design...
Wailea Elua Village 1303 - 2 Bedroom Oceanfront Condo
When vacationing in Wailea Elua 1303, you’ll feel pampered by the extra touches that await you in this suite featuring modern comforts throughout. For example, readers will enjoy the owner’s book selection and the individual, overhead reading lights in the master...
Wailea Elua Village 1103 - 2 Bedroom Ocean View Condo
Located within short walking distance to the beach and close to the on-property pickleball court and swimming pool, Wailea Elua 1103 enjoys the ideal spot for a Maui vacation. Upon entering, be struck by the large floor highlighted by a sunken living area that is...
Ohala Oasis 2 Bedroom Apartment
This cozy and clean 2-bedroom is located 15 minutes from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more.This place has a...
Kona Makai 6-305 GORGEOUS OCEANFRONT, TOP FLOOR, 2 BEDROOM
Absolutely stunning unit at Kona Makai! Unit#6-305 is a gorgeous fully remodeled top floor unit. It features a spacious 2 bedroom, 1 bathroom oceanfront space of 779 square feet & an 122 square foot lanai. This condo can sleep up to 6! Breathtaking ocean, mountain, and...
Kahana Manor 502 Remodeled 2 bedroom 2 bath Oceanview
Book with us and come to Maui to explore everything we have to offer!Portable ACs installed in both bedrooms (not pictured).This remodeled 2-bedroom 2 bath Kahana Manor condominium has everything you need to relax in Maui. The granite and stainless-steel kitchen is...
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Brand new AC!!Two bedrooms upstairs with a king and a queen bed, both with their own bathroom, plus loft on the third floor, with a queen bed and a trundle bed ( 2 singles), ample lanai space, washer and dryer in unit, large kitchen, sits on the island's southernmost...
Hilton timeshare in Big Island 2 bedroom 2 bath
I have multiple weeks for this property through out the year. If the date you are looking for is not available, just email / message or text me and I be more than happy to look up your specific date. The property name is Kohala Suites by Hilton Grand Vacation. You can...