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.
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...
Kauai 2 Bedroom Villa Sleeps 8
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.The resort is beautifully landscaped with waterfalls and lagoons, lush tropical plants, and the sandy shores of Poipu Beach just steps away. While the beach is perfect for children, the...
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
Just a short drive from Kailua-Kona, this ocean-view two-bedroom, two-bath retreat offers space, serenity, and spectacular sunsets. You'll love the comfort and convenience of this coastal getaway.Unit 711 Ocean View 2 Bedroom 2 Bath • 7th floor condo with balcony on...
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...
2 Bedroom Resort View - Platinum
Welcome to Kaanapali Alii Unit 334, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning 1,843 sq. ft. condominium offers a perfect blend of modern elegance and island charm, providing a serene escape with a partial...
Napili Point | 2 FREE Rental Cars | KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP ML-2490
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
The Lodge at Kukui‘ula - Bungalow 15
Step into the pinnacle of tropical luxury and comfort when vacationing in a two-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. Guests staying at Bungalow 15 enjoy privileged access to the esteemed amenities of The Club at Kukuiʻula. This exclusive enclave along...
Kaanapali Alii Unit 135
Welcome to Kaanapali Alii Unit 135, a luxury vacation rental that offers an unforgettable oceanfront experience. This two-bedroom, two-bathroom unit is perfect for families and friends seeking a short-term rental with all the comforts of home. Sleeps up to six guests...
Wailea Elua Village 1504 - 2 Bedroom Ocean View Condo
Wailea Elua Village 1504 is a luxurious vacation rental located in the picturesque Wailea area of Maui. This beautifully designed two-bedroom, two-bathroom condo will check all the boxes your are looking for in your Maui vacation rental steps from the beach. The...
Alii Cove U2 Beautiful Ground Floor Spacious 2 Bedroom With Ac
Alii Cove#U-2 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~Ocean views from this unit!~No stairs! Walk right into the unit, there...
Maui Lahaina Resort 2 Bedroom Sleeps 6
This beach front property is centrally located in the heart of Ka'anapali. Enjoy your morning coffee on the lanai You'll also love cooking in the well-appointed kitchen, so eating out every night isn't a must! Take a dip in either 4 outdoor swimming pools that are on...
Regency Waikiki City View 2 Bedroom
Ideally situated in Waikiki, this spacious two-bedroom condo offers all the comforts of home. Perfect for families or couples, it provides plenty of room to relax and unwind. City View 2 Bedroom 1 Bathroom• Kitchen includes ceramic stove top, microwave, dishwasher,...
Honua Kai Konea 107 Ocean View 2 Bedroom 2 Bath
Konea 107 Ocean View 2 Bedroom 2 Bath- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation- Private spacious lanai opens up to a lush Garden landscaped courtyard with convenient access to the pools- Over 1,300 sq. ft. of...
2 BEDROOM @ Marriott's Maui Ocean Club
Conveniently set in the Kaanapali Beach Resort district of Lahaina, Marriott's Maui Ocean Club - Lahaina & Napili Towers is located a 8-minute walk from Kaanapali Beach, half a mile from Hanakaoo Beach Park and a 18-minute walk from Alii Kahekili Beach. The property is...
Kaanapali Alii 136
Welcome to your dream luxury vacation rental in Lahaina! Kaanapali Alii 136 is a stunning two-bedroom Ocean Front condo that offers breathtaking ocean views from every room. Whether you're relaxing on the lanai, dining at the glass table for six, or enjoying a drink at...
Wailea Elua Village 1509 - 2 Bedroom Garden View Condo
Wailea Elua Village offers tropical vacation condos set amid Wailea’s resort hotels, making it a perfect luxury destination. Enjoy easy access from this vacation condo at Wailea Elua Village to the restaurants and spas of the Wailea resorts via the picturesque...
Kapalua Bay Villa 25G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Large oceanfront lanai off living and dining areas with direct lawn access- Tile floors throughout- Updated kitchen with granite counters and high end appliances – fridge with...
Oceanfront, Top Floor, Center 2 Bedroom Kaanapali Ocean Resort Villa!
Only Available 1/3/26 - 1/10/26! Gorgeous Top Floor, Center, Oceanfront 2 Bedroom Kaanapali Ocean Resort Villa! Room Location Is Guaranteed, Unlike Other Timeshares!The Westin Kaanapali Ocean Resort Villas. Located on North Kaanapali Beach in Lahaina, Maui! Discover the...
Wailea Beach Villas PH104 - 2 Bedroom Garden View Penthouse
Marvel at the sophisticated style and décor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted...
Wailea Elua Village 1510 - 2 Bedroom Ocean View Condo
Wailea Elua 1510 is a charming two-bedroom, two-bathroom vacation rental located in the premier Maui vacation destination of Wailea. This upstairs condo offers stunning ocean views and is just a short stroll away from the pristine Ulua Beach, one of the favorite...
Kaanapali Alii Unit 195
Welcome to Kaanapali Alii Unit 195, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning oceanfront condominium offers breathtaking, unobstructed views of the Pacific Ocean and the neighboring islands of Lana'i and...
Kapalua Ridge Villa 1514 Gold Ocean View 2 Bedroom
- 1st floor villa with 8 stairs from designated covered parking and front door- Porcelain tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Plus
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Maui Kihei 2 Bedroom Condo Sleeps 6
Please send an inquiry before requesting to book!The resort is situated on the southwest coast of Maui just steps from a six-mile stretch of white sand beach. On-site amenities include a swimming pool, whirlpool spa, barbecue grills, activity desk, and restaurant....
Kapalua Golf Villas Gold Ocean View 2 Bedroom
Golf Villas Gold Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin...
Kaanapali Alii Unit 196
Welcome to Kaanapali Alii Unit 196, a luxury vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This deluxe ocean-front condominium offers stunning unobstructed views of the sparkling Pacific Ocean and the neighboring islands of Lana'i and Moloka'i....
Golf Villas Gold Partial Ocean 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...
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Premier
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Palms at Wailea Ocean View Villas 2 Bedroom 2 Bath
Take in breathtaking ocean views from a spacious two-bedroom villa in Wailea’s resort community. Featuring a full kitchen, open living area, and private patio, it’s the perfect retreat for families or friends seeking a relaxing Maui escape. Ocean View Villa 2...
Charming 2 bedroom 2 bath Hotel with AC in Kailua-Kona
One week stay minimum of 7 nights. Located in Kailua-Kona, enjoy what this 2 bedroom suite hotel has to offer. With a king bed, queen bed, and sofa bed, guests will find a delightful and soothing space to relax. The property features amenities like AC, an iron, and a...
Kanaloa at Kona Partial Ocean View 2 Bedroom
- Condos located on 1st or 3rd floors- Private balcony with wet bar- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Master bedroom with 1 king bed or 1 queen bed and private bathroom with...
Welcome to Unit 365
Welcome to Unit 365, a luxurious vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers breathtaking, unobstructed views of the Pacific Ocean, with neighboring islands Lanai and Molokai visible on the horizon. With its vast...
Wailea Beach Villas PH106 - 2 Bedroom Garden View Penthouse
Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui’s most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional...
Royal Sea Cliff Kona Garden View 2 Bedroom
This garden-view two-bedroom retreat tucked away near Kailua-Kona, offering privacy, comfort and local charm. Enjoy quiet mornings on the lanai and easy access to beaches, shops and dining. Garden View 2 Bedroom 2 Bath• Condos located on 1st, 4th, and 5th floors •...
Kapalua Golf Villas Ocean View 2 Bedroom
Golf Villas Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin beds;...
Princeville Kauai 2 bedroom 2 Bath Sleeps 5
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This premier complex, perched on a verdant bluff, provides a paved path to Hideaways Beach, where you can snorkel, swim and soak up the sun. On-site amenities include a restaurant,...
Hilton's Point at Poipu - Luxury 2 Bedroom Villa
Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the Keoneloa Bay, and buildings no taller than a coconut tree, it is...
Kapalua Golf Villas Fairway View 2 Bedroom
Golf Villas Fairway View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed or 1 queen bed and bathroom- Guest bedroom...
Wailea Beach Villas PH107 - 2 Bedroom Garden View Penthouse
Wailea Beach Villas Penthouse 107 is a luxurious haven that embodies the essence of island living, offering breathtaking pool views and peekaboo ocean views from its prime Wailea location. This expansive 2-bedroom villa includes a versatile den that can be used as a...
Kaanapali Alii 366
Welcome to Kaanapali Alii 366, a luxury vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers breathtaking unobstructed views of the Pacific Ocean and neighboring islands Lanai and Molokai. With vast windows and a private...
Kamaole Nalu 201 - Updated bright 2 bedroom ocean front
Book with us and come to Maui to explore everything we have to offer!The open design allows easy flow between the kitchen, dining, living area, and lanai. The modern kitchen has granite counters, a stovetop, a convection toaster & microwave ovens. The Master bedroom...
Royal Sea Cliff Kona Oceanfront 2 Bedroom
Enjoy front-row ocean views from this two-bedroom condo set along the lava rock-lined coast. Perfect for families or couples to unwind to the sound of the waves and take in unforgettable sunsets. Oceanfront 2 Bedroom 2 Bath• Condos located on 2nd and 3rd floors •...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Bay Villa | 2 Units, 2 Bedrooms | KBV ML-2008
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Discover Paradise at Lagoon Tower by Hilton Grand Vacations – 2 Bedroom Oasis
Located within the iconic Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower is your gateway to a vibrant tropical escape filled with unforgettable family fun, breathtaking views, and endless relaxation. Just steps from the legendary Waikiki Beach, this is...
Kaanapali Alii 1106
Welcome to Kaanapali Alii 1106, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning oceanfront condominium offers breathtaking, unobstructed views of the Pacific Ocean and neighboring islands Lanai and Molokai. Ideal...
Golf Villas Ocean View 2 Bedroom at The Kapalua Villas Maui, Full Kitchen, Pool
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...
Kapalua Ridge Villas Gold Ocean View 2 Bedroom
Ridge Villas Gold 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...
Napili Point | 2 FREE Rental Cars| KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP ML-2585
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...