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.
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...
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...
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...
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...
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...
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
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...
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...
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...
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...
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,...
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...
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...
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,...
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...
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
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...
Spectacular Ocean & Diamond Head View 2 Bedroom Condo w/ Free Parking! by Koko Resort Vacation Rentals
Spectacular Ocean & Diamond Head View 2 Bedroom Condo w/ Free Parking! This cozy 2 bedroom 31st floor condo with gorgeous ocean and Diamond Headviews is only 2 blocks away from the world-famous Waikiki Beach. This condocomes with a fully furnished kitchen which includes...
Spacious 2 Bedroom Ocean Suite - Paki Maui 103
From sunrise to sunset, ogle offshore islands & evolving Pacific panoramas from the oceanfront lanai of this roomy suite. “Live big” touches include floor-to-ceiling sliders, full kitchen for meal prep, cool tile floors, WiFi, ceiling fans & flat screen. Sleeps 6 in...
Infinity Pool- Endless Views- 2 Bedroom Villa
The Koya Suite is located on the Nouth side of the villa and has its own separate entrance (that is the entire right side of the house as shown in the opening image). All rooms in the Koya Suite overlook the Pacific Ocean through the lanai, deck and infinity pool. The...
Kapalua Ridge Villas Ocean View 2 Bedroom
Ridge Villas Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and...
Ocean View Suite - 2 Bedroom
Stay at Kauai's #1 Traveler Ranked Hotel on TripAdvisor!Located in Poipu, Whalers Cove offers a private escape in the tropical paradise of Kauai. Enjoy spacious condo suites, oceanfront views, and trade wind breezes wrapped into one secluded getaway. Condos are spacious...
Fairway Villa at Waikoloa B4 Golf View 2 Bedroom
- Front office is located at the Kings' Shops, 69-250 Waikoloa Beach Dr., Suite B-13. Office is open daily 9 am - 5 pm. - Kitchen features cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- Master...
Fairway Villas at Waikoloa Golf View 2 Bedroom
Golf View 2 Bedroom 2 Bath - Kitchen features granite countertops, ceramic cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- Master bedroom with 1 king bed and master bath with large soaking tub...
Westin Princeville Ocean Resort Villas" Best of the Best" 2 Bedroom
This luxurious 2 bedroom villa features 1311 sq. ft. of living space and comfortably sleeps up to 8 adults. The master bedroom is outfitted with Westin’s signature king size Heavenly Bed and the master bath features the Heavenly Bath complete with large shower, double...
Beachfront Westin Nanea Ocean Villas, Ka'anapali - 2 Bedroom Villa Resort View
No resort fee, no parking fee!Opening in 2017, Westin Nanea is the last and final beach front opening in Kaanapali. Retreat into sumptuous luxury in our spacious, 1,260-square-foot two-bedroom villas. Combining signature Westin amenities with the comforts of home, these...
Honua Kai Hokulani 305 Ocean View 2 Bedroom 2 Bath
- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Perfectly located on the very sought-after inner courtyard overlooking the aquatic pools and breathtaking Pacific Ocean. - Spacious lanai (balcony) with outdoor dining...
Makolea#11: Steps from the Beach, Beautifully Appointed 2 bedroom condo
Island Living at Its Best – Remodeled 2BR/2BA Ground Floor Condo Steps from Kahaluu BeachWelcome to Unit #11 at Makolea Condominiums — your perfect Big Island getaway! This beautifully remodeled 2-bedroom, 2-bathroom ground-floor condo is tucked away in the heart of...
Comfort and Relaxation! Charming 2 Bedroom with Full Kitchen
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...
Marriott Ko Olina Beach Club Ocean Front resort 2 Bedroom Villa.
Great for families! Enjoy a luxurious stay for a fraction of the cost. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their resort confirmation # just as if they had booked directly...
Create Lasting Family Memories at WorldMark Kihei- 2 Bedroom
Get ready for the ultimate family vacation at WorldMark Kihei on the sun-soaked island of Maui, Hawaii! Just steps away from the pristine beaches of South Maui, this resort is your gateway to a world of adventure, relaxation, and fun for the whole family. Offering...
Golf Villas Gold Fairway 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...
Kailua Bay Resort#2-306: Top Floor Corner 2 bedroom condo with Ocean Views
Top-Floor Gem in the Heart of Kona – Kailua Bay Resort 2-306Welcome to your Hawaiian getaway at Kailua Bay Resort, Unit 2-306 — a stunning top-floor 2-bedroom, 2-bathroom condo that has been beautifully remodeled for modern island living. Located in the heart of...
Monthly- Chateau Waikiki 3513 2 Bedroom Ocean / Diamond Head
PANORAMIC OCEAN / Diamond Head VIEWS, 10 Minute Walk to Beach, 2 Bed Room, Furnished. No smoking condo. 2 Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 2 Month Minimum / contact Agent.Spectacular ocean, volcano, mountain and town views from...
Kapalua Ridge Villas Gold Partial Ocean 2 Bedroom
Ridge Villas Gold Partial Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1...
Kanaloa at Kona Oceanfront 2 Bedroom
- Spacious oceanfront condos located on 1st floor- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private...
WAILEA POINT Sweet 2 Bedroom/3 Bath Oceanview Condominium
Please call or email us about the dates for your visit. Free Car promotion! Want a mini-Cooper or similar ride while you're here on Maui - Ask us! New media posted! Check out the new photos and video. Make yourself home at Wailea Point Village 3003. A first-floor...
Royal Sea Cliff Kona 707 Ocean View 2 Bedroom
- 7th floor condo with 171 sqft/16 sqm private lanai- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Master bedroom with 1 king bed and private bathroom with shower/tub combination- Guest bedroom with...
Westin Kāʻanapali, 2 Bedroom Villa
Enjoy a marvelous stay at this 2-bedroom resort in Lahaina. The rooms feature 2 king beds, perfect for a soothing night's sleep. With amenities like a fitness room and AC, guests can relax and unwind. The living room offers additional space with 2 sofa beds for extra...