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.
Brand New Oceanfront 2 Bedroom / 2 Bath Condo
Experience the best of oceanfront resort living in this 2-bedroom condo with a loft, comfortably accommodating 6 guests. Located on the top floor, this unit offers breathtaking, unobstructed views of the ocean, whales, and stunning sunsets from the living room and...
Spacious 2 bedroom villa with ocean views from master
Kahana Villa E409! This 2-bedroom, 2-bathroom condo features tall windows that allow in wonderful natural light and a private lanai with peek-a-boo ocean views from the 4th floor. Better ocean views are visible from the loft bedroom upstairs and bathrooms. This property...
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...
KBR #202 - 2 Bedroom /2 Bath Ocean Front Upgraded Condo in Sugar Beach!
Experience the ultimate beachfront getaway at Kihei Beach #202, a beautifully upgraded 2-bedroom unit located on the 2nd floor. With central A/C, stunning ocean views, and a newly renovated kitchen, this condo offers a serene and luxurious retreat. The master and guest...
Maui Kamaole J214: Remodeled 2 bedroom condo with Ocean views, sleeps 6
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Stunning remodel completed at the end of 2018 in this two-bedroom ocean-view condo at Maui Kamaole. This beautiful remodel can be most enjoyed in...
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...
Rear Ocean View 2 Bedroom Single Level Condo at Kamaole Sands 9-305
ook with us and come to Maui to explore everything we have to offer!Now with newly remodeled bathrooms!A rare single level 2 bedroom/2 bath unit with beautiful ocean views at the Kamaole Sands Resort. Enjoy our new and quiet split Air Conditioner in both bedrooms and...
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...
Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!
Waikoloa Villas E102 is a ground floor 2 bedroom/2 bathroom fully furnished condo.As you enter the condo, you will get the feeling of being home for your vacation. Wood flooring throughout the main living areas with tile in the kitchen and bathrooms. On your left is the...
Maui Kamaole I212: Enjoy Ocean Views from this 2nd Floor 2 Bedroom 2 ba condo
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Ocean views from this second floor condo are sure to be a sight you'll never forget. Rattan furnishings with Tropical accents adorn this unit to...
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...
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...
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...
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...
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...
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...
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...
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...
Royal Aloha 2 Bedroom Vacation Rental - Sleeps 4. FREE PARKING!!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Waikiki Luxury 2 bedroom Condo (30 Nights Minimum Stay)
Conveniently located in Waikiki with luxury amenities, conveniently located close to all of your favorite restaurants and activities. The beautiful Allure building offers resort style living with a fitness center, pool & spa, and BBQ deck, also has a 24/7 security staff...
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...
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...
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...
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...
Wailea Ekahi Village 20H - 2 Bedroom Garden View Condo
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroom vacation rental in the prestigious Wailea community. This charming second floor condo with vaulted ceilings offers a tranquil escape with all the...
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...
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....
Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach
Aloha and welcome to Waikiki! Our condo is located at the Royal Aloha. We are minutes from the beach and the Waikiki strip. We offer the following:Free parking stallFull kitchenWifiPrivate lanai (balcony)Jalousie windows Ceiling fansPrivate Master Bedroom - Queen...
Maui Kamaole C209: Ocean View, 2 bedroom & 2 bathroom condo in S. Kihei
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Oceanview condo with two bedrooms and two bathrooms. The beautiful furnishings in the condo incorporate bright colors and wild sunlight to make...
Remodeled 2 bedroom oceanfront gem on 6 mile Sugar Beachn
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...
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...
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,...
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...
Wailea Elua Village 1501 - 2 Bedroom Garden View Condo
Wailea Elua Village 1501 is the perfect home base for exploring the sights, sounds, and tastes of Maui. This two-bedroom garden view vacation rental is a short drive to the top Wailea and Kihei beaches for snorkeling, favorite restaurants on the south-side of 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...
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...
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...
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,...
Wailea Elua Village 2005 - 2 Bedroom Ocean View Condo
Wailea Elua Village 2005 is a stunning two-bedroom, two-bathroom vacation rental located in the desirable Wailea region of Maui. This beautifully appointed condo offers a perfect blend of luxury and comfort. The spacious interior features an open-concept design that...
Makena Surf E102 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf E102 is a prime oceanfront vacation condo that offers a perfect blend of luxury and natural beauty. This 1,510 square foot residence is centrally located within the resort, just a short stroll from the golden sands of Po\'olenalena Beach. The condo features...
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...
Wailea Elua Village 401 - 2 Bedroom Ocean View Condo
Wailea Elua Village 401 is a stunning vacation rental situated in the luxurious Wailea area of Maui. This ground floor two-bedroom, two-bathroom condo is surrounded by tropical views of beautifully mainucred grounds and the South Maui coastline. The condo features an...
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...
2 Bedrooms / 1 Bathroom Vacation Rental in Waikiki, Sleeps 6.
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Direct Beachfront Remodeled Corner 2 bedroom 2 bathroom Stunner!n
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...
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...
Makena Surf G105 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G105 is a prime oceanfront vacation condo that spans 1,510 sq. ft. and is situated on the ground floor. This inviting unit features two spacious bedrooms and two bathrooms, accommodating up to six guests comfortably. The bedding arrangement includes a king...