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.
Polo Beach Club 408 - 2 Bedroom Oceanfront Condo
Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal getaway. Guests can relax on the lanai, enjoying the sight and sound of turquoise waters gently lapping the shores of the serene Polo Beach,...
Polo Beach Club 206 - 2 Bedroom Oceanfront Condo
Polo Beach Club 206 is a second-floor vacation rental located in the renowned Wailea area of Maui. This condo offers a prime beachfront experience with direct access to the pristine Polo Beach directly in front of the property, making it an ideal choice for those...
Makena Surf F305 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf F305, your ideal vacation rental for a dream-filled island getaway! This stunning oceanfront residence, located on the third floor, is adorned with bright flowering plants and vibrant island touches that set a cheerful mood for your stay. Start...
Makena Surf E302 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf E302, an exquisite ocean view vacation condo that perfectly blends antique charm with modern luxury. Spanning 1,038 sq. ft., this stunning third-floor suite features two beautifully appointed bedrooms, ensuring ample space for relaxation. As you...
Makena Surf E103 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf E103 is a stunning 1,510 square foot oceanfront vacation condo that epitomizes luxurious Hawaiian living. This first-floor residence offers an unparalleled indoor/outdoor experience with its innovative design featuring pocket doors that retract to seamlessly...
Maui Kamaole #J-204 Large 2 bedroom 2 bath, Partial Ocean & Haleakala Views
Maui Kamaole #J-204 is an upstairs 2 Bedroom 2 Bath ocean view condo. Equipped with a full kitchen, Cable TV/DVD, complimentary high speed Wi-Fi, a washer/dryer, and lovely partial ocean view and views of Haleakala. Maui Kamaole #J-204 is air-conditioned (wall units)...
Hilo Lagoon Centre 707, air conditioned 2 bedroom, 2 bath condo in Hilo
Hilo Lagoon Centre is a mid-century modern building in downtown Hilo, Hawaii Island. Our condo unit 707 offers sweeping views of Mauna Loa, Mauna Kea mountains and the vibrant downtown area. Inside you have two suites flanking the main living area with kitchen....
Waikoloa Colony Villas#903 2 Bedroom 2.5 Baths with AC!
Welcome to your tropical retreat at Waikoloa Colony Villas! This spacious 2-bedroom, 2.5-bathroom offers the perfect blend of comfort and luxury in the heart of the stunning Waikoloa Beach Resort area. WELCOME! The villa features an open-concept living area with high...
Updated and spacious top floor beachfront 2 bedroom 2 bathroom ocean view condon
Welcome to Hale Mahina B402. This top floor updated beachfront 2 bedroom, 2 bath condo has stunning views as soon as you walk in. This condo features a remodeled kitchen, fresh paint, new linens, & everything needed to feel at home. Hale Mahina is a very special...
2nd floor, 2 bedroom deluxe vacation condo
Kaanapali Royal D202 is a lavish 2 bedroom, 2 bathroom sanctuary adorned with opulent furnishings and modern upgrades. Situated on the 2nd floor at this deluxe vacation condo, but please note that the resort does not offer elevator access. This haven comfortably...
NEW! Waikoloa Hills 2 Bedroom, 2 Bathroom Condo, Pool and Golf!
Get the best central location for your Big Island vacation! Our condo at Waikoloa Hills is a bright and comfortable two story unit with two bedrooms and two full bathrooms. Both bedrooms are upstairs and each has a queen sized bed and lovely garden views. The master...
Oceanview spacious 2 bedroom Kaanapali Royal gem
Welcome to Kaanapali Royal Q302. This spacious 2 bedroom, 2 bathroom ocean view condo features central AC, 3 private lanai, & everything needed to feel at home. This beautiful coastal style condo can accommodate 6 people. Located in the heart of Kaanapali this gated...
Island Chic - Zen Retreat - A/C in 2 Bedrooms
Welcome to your modern haven of island living, where sleek design and thoughtful amenities converge to create a stylish retreat. This residence boasts not one but two master suites, a well-appointed guest room, a private office with a sleeper sofa and a range of...
Penthouse "Jewel" - Exquisite Pool View 2 bedroom - AC
Experience your vacation in this Spectacular Pool View, a 2 bedroom, 3 bath condo "Jewel" in this Oceanfront Resort & Spa. From the moment you walk into the living room and 2 master bedroom suites you will know you made the best choice! You will thoroughly enjoy this...
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Kiahuna plantation unit 222 in Building 35.You are very short walk away from a beach, actually 200 steps.On first floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 2 bedroom 2 bathroom Kiahuna...
New! 2 bedroom with access to Mauna Lani Beach Club
Aloha and Welcome to Kulalani in Mauna Lani Resort, your home-away from home on the Big Island of Hawaii. Kulalani shares a two-acre world class amenity center with the neighboring KaMilo complex that offers a large lagoon pool, a lap pool, two hot tubs, exercise...
Gorgeous 2 Bedroom on Golf Course with Ocean View!
Welcome to our home in paradise! Start or end your day on the large peaceful (newly renovated) lanai - complete with wet bar and wine fridge - with a view of the golf course, pool area, and peek-a-boo ocean views. During our visit this summer, we replaced the wetbar,...
Waikomo Stream Villas 332 - 2bed/2bath Air Conditioned, Club Membership
Summary:Top-floor two-bedroom, two-bath loft-style condo with air conditioning and Poipu Beach Athletic Club access. Spacious layout with a private lanai, garden setting, and distant ocean views—steps from Kukuiʻula Village, dining, and Poipu beaches.The Space:WAIKOMO...
Kauai Exclusive - Pili Mai 14F - Two Bedroom Suite - AC, Pool & Fitness Center
Brand new, two-bedroom townhome located at the Pili Mai resort in Poipu, Kaua'i with AC, Pool, and Fitness Center. Enjoy Ha'upu Mountain views and be entranced in beautiful sunrise views surrounded in serene Kaua'i harmony!The sparkling new Pili Mai Resort is an...
Special Discounted Rates-2 Bedroom 2 Bath-Private Lanais-Cold AC-Five Stars!
Kahana Sunset unit C5 welcomes you with much ALOHA....This unique condo is a beachfront property on the world-famous West Coast of Maui between Kaanapali and Kapalua. Kahana Sunset fronts one of Maui's most romantic white sandy beaches, nestled on protected Keonenui...
2 Bedroom on Kaanapali Beach - Papakea Resort L407
Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest bedroom with a queen...
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...
BEAUTIFUL GARDEN & GOLF COURSE VIEW 2 BEDROOM CONDO
You've never seen such a relaxing and comfortable vacation rental as this Keauhou Surf & Racquet condo. Located with a golf course view on 16 ocean front acres, you'll never want to go home! Ground floor, no stairs with nearby reserved parking. Surf and Racquet is a...
Oceanfront, Second Floor, 2 Bedroom | 2 Bathroom with Incredible Oceanfront Views
Lanikai 122 – Luxury Oceanfront Living on Kauai's Coconut CoastWelcome to Lanikai 122, a serene second-floor oceanfront condo offering panoramic views of Wailua Bay and upscale island living. With two spacious bedrooms, each featuring king beds, ensuite baths, and air...
Completely Renovated! Kona Reef Oceanfront 2 Bedroom Penthouse A37
See dolphins, whales, turtles and surfers from our oceanfront lanai, in the most desirable 2 bedroom penthouse in Kona! Enjoy our brand new oceanfront pool area , hot tub and BBQ pavilion (completed Nov 2021)!Kona Reef Oceanfront Resort is the 1st choice in vacation...
Luxury 2 bedrooms on Molokai
2 Bedroom 1.5 Bath & very rare 2 lanais with oceanviews - Sleeps 6 Gorgeous rare condo at Wavecrest with the luxury of 2 bedrooms, 1.5 baths and 2 separate lanais that both have views of ocean and beautiful tropical courtyard.Also, private FREE High Speed wifi for...
OCEANFRONT 2 BEDROOM LAULOA 207
Two bedroom-two bath condo on second floor of Lauloa. Walk to end of block and visit the Maui Ocean Center, several restaurants and shops, or take a cruise from the harbor with the Pacific Whale Foundation.At the other end of the block you can walk along the longest...
Dreamy 2 Bedroom Condo on Kiahuna Beach in Poipu! With AC! Unit 140
This beautiful 2 bedroom/2 bath 2-story beachy, tropical treehouse-feel condo is located on the 35 acres of impeccably landscaped tropical gardens of Kiahuna Plantation; considered to be the only beachfront complex in beautiful Poipu, Kauai. Year after year Poipu Beach...
Maalaea Surf, Unit A5-2 Bedroom Beachfront Townhouse, AC, Wifi, TV, Kitchen
Maalaea Surf, Unit A5 is a 2-bedroom beachfront townhouse on the second floor which offers our guest total privacy. It is located directly on the beach. This condo features everything including central AC, Wi-Fi, TV, fully furnished kitchen, 2 outdoor pools, tennis and...
Waikiki Cozy Apartment, 2 Bedrooms, FREE parking, Sleep 6
Aloha! Enjoy an unforgettable stay at our island-style retreat-just a 10-min walk to Waikiki Beach, Ala Moana, the Royal Hawaiian Shopping Center, International Marketplace, and the Hawaii Convention Center. Relax with a pool, BBQ, FREE parking, fast WiFi, new portable...
Spacious 2 Bedroom Unit at Lanikea at Waikiki! Free Wi-fi and FREE Parking!
This unit at Lanikea at Waikiki is located on the 25th floor, with city and partial ocean views from the living room, and a mountain view from the main bedroom. Relax and enjoy your stay in this luxurious unit UNIT INFORMATION:- (1) King-sized bed- (1) Queen-sized bed-...
Charming 2 Bedroom Cottage Walking Distance from Volcano Village
Kaluhe Cottage is conveniently located in the heart of Volcano Village. Secluded among the ohia trees, this two bedroom one bath home is cozy & clean. Both forest view bedrooms have comfortable queen size beds. There is an early Sunday Farmer's Market where you can get...
Exceptional reviews! SPECTACULAR! ground floor Oceanview from Lanai, 2 bedroom
Dine on the lanai while mesmerized by the waves and beautiful tropical setting. A perfect place to relax and unwind, this condo has a beautiful view of the ocean from the lanai. With tropical garden views and the sound of the waves in the background, relax and enjoy...
2 bedroom/2 bath with AC. Stunning waterfront condo.Ground floor location.
Makani Sands #110 is an air conditioned, direct ocean front, 2 bedroom, 2 bathroom condominium. Located on the ground floor, you can walk right out to the lawn, patio, and beach. Take advantage of nights at home by barbequing fresh island fish on the patio. Indoors,...
Westin Nanea - Full Resort Access - 2 Bedroom Resort View
Nestled along the coast where azure waves kiss golden grains of soft sand lies the incomparable Westin Nanea Ocean Villas Kaanapali. This 4-star condominium resort has an array of amenities, activities, and authentic Hawaiian hospitality to ensure you and your guests...
2 Bedroom, Corner Condo 20 Steps from the Beach... Oceanfront!
A touch of Old Hawaii...this charming, comfortable, up-to-date, 2 bedroom corner condo is located on the ground floor of the two story 12 unit Pikake Condominiums in Honokowai. No long treks from the parking lot... our parking is close to our front door. The beach and...
"Premier Oceanfront" at Lanikai 123 a Spacious 2 Bedroom | 2 Bathroom Condo
Lanikai 123 – Premier Oceanfront Living on Kauai's Coconut CoastEscape to Lanikai 123, a spacious second-floor oceanfront condo offering panoramic views of Wailua Bay, a beautifully updated kitchen, and inviting indoor-outdoor living. With two bedrooms and two...
401 - 2 Bedroom High End Breathtaking Ocean Views - 40 feet from the water!
When only the Best will do!* Ocean front condo has been fully remodeled * 100 feet from one of the finest beaches in Maui - Wonderful snorkeling and water sports at your doorstep! * Watch the whales from your private Lanai * Book with Confidence - Resort-zoned and...
Luxury Oceanfront 2 Bedroom 2 Bath Penthouse
Completely Remodeled and Renovated, our Corner 2-Bedroom, 2-Bathroom Penthouse is simply gorgeous. The living room and lanai offer beautiful, unobstructed Pacific Ocean and West Maui views. Through the long wall of windows stretching from the kitchen to the living room...
Kings' Club Golf Membership and Sunset Views- 2 bedroom, 2 bathroom, plus loft
Come enjoy our Kings' Club golf membership. Our condo is ready for your vacation in paradise! Bring the family or a few couples and enjoy the resort life in the heart of the Waikoloa Beach Resort. Located on the fourth hole of the Waikoloa Lakes Course you can play a...
Ocean View, affordable luxury 2 bedroom condo
This lovely ocean view condo with park and mountain views is the perfect place to relax and enjoy the island. Wake up in the morning in a comfortable bed to a beautiful sunrise overlooking the ocean . Have your coffee/tea on the lanai while enjoying amazing mountain...
Updated 2 Bedroom/2 Bath/2 Lanai Condo, Split AC System - Here 2 Day Gone 2 Maui
Come experience PARADISE in this beautiful, NON-SMOKING, peek-a-boo ocean view, end unit on the third floor (with elevator) that offers extra privacy. This clean and spacious, 1089 square foot, remodeled/updated two bedroom, two bath, two lanai unit is located directly...
Renovated 2018 - 2 Bedroom/2 Bath - Full A/C
Come experience this unique spacious 2 bedroom, 2 bathroom, fourth floor lofted condo in building #8. Our condo offers complete air conditioning ! Our split air-conditioning system allows you to feel comfortable year round. This dramatic, updated and upscale unique,...
Stunning 2 bedroom retreat. Perfect location for exploring beautiful Maui!
2 bedroom, 2 bath, sleeps 7 ~ non smokingYour vacation dreams will be realized with this beautiful two bedroom, two bath tropical retreat.Imagine waking up to the sound of the ocean, tropical birds, and a babbling Koi pond fountain. This condo is well appointed with...
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West
You will enjoy relaxing in this spacious 2 bedroom, 2 bathroom townhome located on the first fairway of the Fazio Golf Course at the Turtle Bay Resort! Beautiful golf course views with ocean view right past the golf course. You may even see some horses grazing in the...
Gorgeous 2 bedroom bayside house on Windward side of Oahu
Guests are sure to enjoy a memorable vacation in this fully furnished, air-conditioned 2 bedroom/2 bath top floor apartment of this gated house. The main/master bedroom has a queen-sized bed and a television, while the second bedroom has 2 twin beds that may be...
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...
K L V R Welcomes you to Konea 612, 2 bedrooms,Rainbow & resort views
Aloha and welcome to Maui!We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos and Villas.The Honua Kai (HK) resort is located at the northern end of golden Ka'anapali Beach, considered one of the...
Large condo in Princeville, G.C. View. nSleeps 6, n2 bedroom with loft 2.5 bath
2 master bedrooms, 2 1/2 baths with a loft. 2nd floor unit, sleeps 6 comfortably. Fully stocked kitchen, full sized washer/dryer, assigned parking, color TVs with cable, VCRs and wifi, two lanai decks.Swimming pool and jacuzzi with barbecues on property. Plenty of...
Waikiki 2 Bedroom with Free Parking
Amazing location! Right in the heart of Waikiki Our beautiful beach condo is located 2 minute walking distance to the waikiki beach & one block away from the Honolulu Zoo. This location is the best location in Waikiki while you can walk to all the classy boutiques,...