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.
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...
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...
Makena Surf F109 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf F109 is a stunning oceanfront vacation condo that places you just steps away from the beautiful shores of Maui. With nothing but a lush patch of green grass separating you from the ocean, this ground-floor unit offers breathtaking views that you can enjoy...
"Pacific Paradise" - Lae Nani 425 - Upgraded Second Floor 2 Bedroom | 2 Bathroom-with A/C
NEW OWNER- Newly Renovated with Central AIR Oceanview, Second Floor, 2 Bedroom | 2 BathroomA beautiful newly remodeled two bedroom, two bathroom unit on the second floor of building four at Lae Nani, the premier condo property on Kauai's Coconut Coast (East side). This...
Wailea Beach Villas PH402 - 2 Bedroom Ocean View Penthouse
Experience the very best in tropical island living from ocean view Wailea Beach Villas Penthouse 402. Revel in sweet sunsets and seasonal whale watching from your spacious, private lanai with scenic views of the Maui horizon, Molokini Crater and the island of...
Luxurious, 2 bedroom / 2 bath, FULL Ocean View Wailea Condo
Situated on 18 acres of perfectly manicured tropical foliage, bordering the award winning Wailea Blue Golf Course, Ekolu Village is an exclusive and desirable complex that is exceptionally quiet and free of any traffic noise. This property is located in less than a 5...
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park
TMK: 4-2-8-018-005-0001-000This custom designed Hawaiian plantation style cottage is located just off the Brennecke's beach side of Poipu Beach Park, 100 steps to the beach!This spacious house was designed and built in 2013 to be the perfect vacation retreat - its...
Relax by the Sea, in this awesome 2 bedroom Condo
Halii kai is an Ocean front Resort in the beautiful Waikoloa Beach Resort. What sets 16B apart from the rest? Location, amenities and service. I live on Island and can assist with any issues or questions. Halii Kai Unit 16B is right across from the clubhouse. Enjoy the...
Wailea Elua Village 705 - 2 Bedroom Garden View Condo
Wailea Elua 705 is an exquisite vacation rental located on the stunning shores of Maui. This newly renovated, two-bedroom, two-bathroom beach house inspired condominium offers a spacious layout ideal for families or groups of friends seeking a luxurious getaway. With...
Deluxe 2 Bedroom 2BA on Ocean Front Property with Private Beach Unit B131
This recently renovated and conveniently located, 1288 sq. ft ground-level unit is steps away from the pool, the private sand beach, and an ocean-front salt-water pool. It boasts a spacious living room and dining area with high speed internet. The fully equipped kitchen...
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...
Makena Surf F206 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf F206 is a delightful retreat for your Maui vacation.The interior design features a harmonious palette and finishes that highlight organic beauty. The calming ambiance is enhanced by subtle Venetian plaster walls, cool travertine tile, and plush carpeting,...
Makena Surf F208 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf F208, a luxurious oceanfront vacation residence that offers an unparalleled Hawaiian retreat. Situated on the second floor, this 1,313 square foot residence is designed to provide the ultimate in comfort and relaxation, featuring elegant touches...
Beautiful 2 Bedroom Family Home in Holualoa with Stunning Views
Nestled on the slopes of Hualalai mountain on the Big Island of Hawai'i lies this gem of a property, boasting views of the Pacific Ocean from its expansive lanais that overlook a yard filled with a plethora of exotic fruits and flowers. Located close to the quaint...
Wailea Beach Villas PH406 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and an amazing ocean view....
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...
Wailea Elua Village 708 - 2 Bedroom Ocean View Condo
Wailea Elua Village 708 is a luxurious two-bedroom, two-bathroom vacation rental located in the prestigious Wailea community on Maui\'s southern coast. This beautifully remodeled condo offers a serene retreat, accommodating up to six guests, making it ideal for families...
Wailea Beach Villas PH410 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas PH410 is a fourth floor penthouse suite that overlooks the central swimming pool with spectacular views of the Pacific Ocean and Wailea Beach, along with views of Kaho’olawe, Molokini and Lana\'i. From your private elevator landing, the suite...
2 Bedroom Penthouse and Amazing Ocean Views!
Enjoy a top floor penthouse villa, directly overlooking the ocean and newly renovated pool at the Mauna Lani Terrace! Building "H" is one of the most requested and boasts a location directly on the seafront, nestled between the luxurious Auberge Hotel and the private...
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, and small yard for the kids to play) 2.5 bath, sleeps 6, no stairs, back yard lawn. Condo is located near the...
Luxury Oceanfront Air-Conditioned 2 bedroom Condo Rental- 35 Feet from the Water
Open the door to our beautiful second home in Kauai and know you are in paradise. There is nothing between you and the vast blue ocean, just 35 feet away, which is framed by a wall to wall expanse of floor to ceiling windows. The soothing sounds of the ocean fill the...
Mesmerizing Oceanfront 2 Bedroom | 2 Bathroom with Central Air
Lanikai 134 – Mesmerizing Oceanfront Top-Floor Retreat with Central A/CWelcome to Lanikai 134, a spacious third-floor oceanfront condo offering breathtaking views of Wailua Bay and cool comfort with central A/C throughout. With two bedrooms, two bathrooms, and a...
Makena Surf F306 Beachfront Resort - 2 Bedroom Oceanfront Condo
Experience effortless mingling and entertaining in Makena Surf F306, where the open living area seamlessly connects to a spacious lanai. Enjoy the refreshing ocean breezes beneath the cathedral ceilings while taking in the stunning ocean views. This residence boasts...
Beautiful 2 Bedroom, 1 bath, full kitchen, secluded acre of gardens
Aloha and welcome to my Hawai’i Island cottage! I am delighted to share my 1 acre of rainforest and hope you will choose to stay at Hawaiian Paradise Cottage.Enter the property through a private electric gate and down a tree-lined drive to a secluded garden oasis set...
Wailea Beach Villas PH411 - 2 Bedroom Ocean View Penthouse
Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone unturned in the pursuit of...
Next Generation / Remodeled-2 Bedroom-2 Full Bath-End Unit-Specials!
Magnificent large 7th floor end unit condo, considered the corner suite, is fully equipped with new furnishings, including barn doors, new ceilings, new bathrooms, new kitchen, new flooring and ultra modern features throughout. This condo has literally been rebuilt from...
2 bedroom home minutes to world class beaches, surf, scuba & snorkeling!
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...
Wailea Beach Villas PH502 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 502 boasts a panoramic ocean vista, ideal for whale watching in the winter, and with spectacular sunset views all year long. This top floor penthouse has been exquisitely redecorated with an elegant, casual décor. Your private elevator...
Modern Kihei Resort 2 Bedroom, 2 Bath Condo with AC - Steps to the Beach
RELAXING GARDEN RESORT:Kihei Resort offers a wonderful zen like experience. As you walk through the grounds of Kihei Resort, it is difficult not to enjoy the serenity of the beautifully landscaped grounds, smell the plumerias and hibiscus, as well as listen to the...
2 Bedroom Kona Coffee Farm with Ocean Views in Holualoa
The rental is the entire downstairs with it's own private entrance and large patio with BBQ. The downstairs has two separate bedrooms with a large family room in the middle. The kitchen has a refrigerator, sink, microwave, two burner hotplate, toaster over, and coffee...
Best 2 Bedroom Condo in Kihei - Paradise Awaits All Year
ALOHA and welcome to our home at Luana Kai. Our unit is set apart from any other by the love we've put into it and the care we've taken to maintain it. Our deluxe condo has tile floors throughout and stainless steel appliances for your use. Although we don't have air...
Wailea Ekolu Village 1007 - 2 Bedroom Ocean View Condo
Experience the beauty of Maui at Wailea Ekolu 1007, a stunning two-bedroom, two-bathroom ocean view condo designed for relaxation and comfort. Located along the picturesque Wailea Blue Golf Course, this ground floor vacation rental offers breathtaking views of the lush...
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Two Bedrooms, 1 King bed, 1 queen bed, 1 queen murphy bed, and 1 queen sofa sleeper, 2 bathrooms, nicely upgraded, washer and dryer in unit, lanai, golf course view, great complex amenities.If Sunny Poipu is your vacation choice, 6G at Pili Mai is a great option with 2...
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...
Beautiful 2 Bedroom / 2 Bath / Sleeps 6
The beautiful home is located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, restaurants, shopping centers,hiking trails, scenic lookouts and water sports. The home offers 2 bedrooms (2 queen beds), 1 sofa bed and 2...
Wailea Ekolu Village 1107 - 2 Bedroom Ocean View Condo
Wailea Ekolu 1107 is a charming ground-floor vacation rental that offers the perfect blend of convenience and stunning views of the ocean, mountains, and the island of Lana\'i. Guests can enjoy the soothing sounds of tropical birds without the disturbance of street...
KAANAPALI COTTAGEn 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...
Polo Beach Club 301 - 2 Bedroom Oceanfront Condo
Welcome to Polo Beach Club 301, a stunning third-floor corner residence that offers breathtaking views of Polo Beach. This spacious unit exemplifies the indoor-outdoor lifestyle that Hawaii is famous for, making it perfect for both entertaining and relaxing with friends...
Marriott's Kauai Beach Club - Luxury 2 Bedroom Condos
The Kauai Beach Club resort features an array of amazing on-site amenities such as a 26,000 square-foot pool rimmed with colonnades and waterfalls, a children's pool, spa, fitness center, and two 18-hole championship golf courses designed by Jack Nicklaus. The resort...
Luxury 2 bedroom in Waikiki!
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...
Alihi Lani 6: Ocean Front 2 bedroom 2 bath!! Air Conditioned!!
May we welcome you to Alihi Lani at Poipu. Our beautiful air conditioned condo located in the heart of Kauai's sunny south shore! Alihi Lani. or 'Beautiful Horizon Views', aptly describes the magnificent ocean panorama of Hawaiian sunsets, majestic whales, local...
Kailua Bay Resort#4-306: Top Floor Corner 2 bedroom condo with Ocean Views
Located in the heart of downtown Kailua Kona, this top floor (third floor), 2-bedroom, 2-bathroom end corner unit condo features ocean & mountain views, open beam ceilings, extra windows for abundant light & breezes and a large lanai for anytime relaxing. This Stunning...
Polo Beach Club 407 - 2 Bedroom Oceanfront Condo
Polo Beach Club 407 is a premier oceanfront vacation rental located in the upscale resort area of Wailea. This two-bedroom, two-bathroom condo offers guests a luxurious and comfortable stay with sweeping ocean views and direct beach access out front. If looking for the...
Wailea Grand Champions 111 - 2 Bedroom Garden View Condo
Wailea Grand Champions Villa 111 is a spacious two-bedroom, two-bath vacation rental condo that accommodates up to six guests, making it an ideal choice for families or friends traveling together. The first bedroom features a comfortable king-sized bed, while the second...
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...
2 Bedroom Condo @ Mauna Lani, Ocean Views, walk to Hotel & beach. Open Sept-Oct
Our luxury 1400+ sq ft condo (F102 at the Mauna Lani Terrace) is walking distance from the world class (Auberge) Mauna Lani Resort, with nearby restaurants, Stores tennis, and golf facilities. It’s a short walk either to Mauna Lani Hotel or to one of the Islands best...
Wailea Ekolu Village 706 - 2 Bedroom Ocean View Condo
Towering oleander and bougainvillea grace the front entry of Wailea Ekolu 706. Enjoy views out over the tropical grounds and beyond from the elevated second floor positioning of this condo. During the winter months, you can whale watch right from the lanai as you gaze...
Polo Beach Club 409 - 2 Bedroom Oceanfront Condo
Polo Beach Club 409 is a luxurious oceanfront vacation rental located in the world-renowned beach vacation destination of Wailea. This two-bedroom, two-bathroom condo offers a premium beachfront experience with direct access to Polo Beach out front and stunning ocean...
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...
RARE SINGLE LEVEL 2 BEDROOM-SPECTACULAR OCEAN VIEWS-AC-METICULOUS CLEANING
Book with confidence, this beautiful over sized, 2 bedroom, 2 bathroom condo that has stunning ocean views. 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...