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.
Makena Surf G202 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G202 is a charming oceanfront vacation residence located on the serene south side of this luxurious resort. Just a short stroll from the parking lot, this second-floor unit offers picturesque views of the secluded beach at the southern edge of the property....
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,...
New listing! 2 Bedroom Poipu Condo at Makahuena by Coldwell Banker
Your Kauai Home Base at MakahuenaWelcome to your south shore retreat! This 2-bedroom condo at the Makahuena offers everything you need for a memorable Kauai vacation—clean, well-equipped accommodations in an unbeatable location.The condo is tucked on a lower level...
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...
Wailea Elua Village 1502 - 2 Bedroom Ocean View Condo
Situated near the center of the resort, Wailea Elua 1502 is siutated near the putting green and central swimming pool. Just a short walk away is the oceanside Wailea Beach Walk where you can stroll along the shore for a few miles on a paved path and watch Hawaiian sea...
Makena Surf F304 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf F304 is a stunning oceanfront vacation rental located in the beautiful Makena region of Maui, Hawaii. This luxurious third-floor condo offers breathtaking views of the Pacific Ocean and is perfect for families or couples seeking a relaxing getaway. The...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
Enjoy ocean views and views of South Maui from this top-floor condo. This unit features two bedrooms and two full bathrooms. The master bedroom has a king bed and a full bathroom ensuite. The second bedroom has a (2) Twin beds. The living room has a pull-out sofa bed...
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...
2 bedroom Waikiki Apt sleeps 6
This roomy apartment is perfect for a family or group. There are two separate bedrooms-both with queen sized beds. Both bedrooms also have a basic desk with chair which can also be used as a vanity table. The living room has a pull out queen size sofa bed. I have...
The Lodge at Kukui‘ula - Bungalow 6
Welcome to Lodge at Kukui'ula Bungalow 6, a luxurious two-bedroom private retreat nestled on the pristine South Shore of Kauai. This idyllic bungalow offers the perfect blend of tranquility, modern comforts, and island charm. Designed with meticulous attention to...
Fairway Villa at Waikoloa B4 Golf View 2 Bedroom
This two-bedroom condo offers golf views and a prime location on the Kohala Coast. Hit the links or enjoy the peaceful surroundings and easy access to everything Big Island has to offer. Unit B4 Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200 Pohakulana...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suites | 2 Units, 2 Bedrooms | KBV ML-1984
** 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...
Kaanapali Alii Unit 215
Welcome to Kaanapali Alii Unit 215, a luxurious vacation rental in Maui's exclusive Kaanapali Alii Resort. This deluxe ground-floor residence offers breathtaking views of Kaanapali Beach and the resort's lush gardens. With Kaanapali Beach just steps away, you'll have...
Fairway Villas at Waikoloa Golf View 2 Bedroom
Enjoy beautiful golf course views from this bright two-bedroom condo on the scenic Kohala Coast. Lots of room to relax and unwind and ideal for exploring the Big Island’s beaches and natural beauty. Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200...
Napili Point | 2 FREE Rental Cars | KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP ML-2525
** 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...
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...
Kaanapali Alii 425
Welcome to the Kaanapali Alii 425, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers breathtaking views of the resort's lush gardens and is the perfect family-friendly retreat for your next getaway....
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 2 Bedrooms | NAP ML-1339
** 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 7
Bungalow 7 is a spacious ocean-view vacation home along Kaua'i's ideal southern coastline. It is the only two-story bungalow in our collection, offering commanding ocean views from the upstairs primary bedroom. This bungalow is conveniently within walking distance of...
Wailea Grand Champions 185 - 2 Bedroom Garden View Condo
This two-bedroom, two-bath villa at Wailea Grand Champions offers a perfect blend of contemporary style and tropical paradise. The open floor plan seamlessly connects the fully-equipped kitchen, dining area, and spacious living room, creating an inviting atmosphere for...
Kaanapali Alii Unit 3113
Welcome to Kaanapali Alii Unit 3113, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning 1,723 sq. ft. condominium, offering breathtaking ocean views, is the perfect family-friendly retreat for your next getaway. Step...
Kaanapali Alii 276
Welcome to your dream vacation at Kaanapali Alii 276, a stunning 2-bedroom luxury vacation rental nestled along the world-famous Kaanapali Beach. This meticulously designed property offers a luxurious escape for up to 6 guests, making it an ideal short-term rental for...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Bay Villa | 2 Units, 2 Bedrooms | KBV ML-1981
** 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...
Kaanapali Alii 2106
Welcome to Kaanapali Alii 2106, a luxury vacation rental nestled in the heart of Lahaina, Maui. This deluxe two-bedroom, two-bathroom condo is the perfect family-friendly short-term rental, offering breathtaking views of the West Maui Mountains and Kaanapali Beach. Step...
Wailea Grand Champions 52 - 2 Bedroom Garden View Condo
Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable stay in paradise. Upon entering, you\'ll be welcomed by a spacious, open living area, tastefully furnished for a relaxed...
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...
Marriott Waiohai Beach Club: 2 bedroom Villa oceanfront resort on Poipu Beach
Marriott's Waiohai Beach Club - 2 Bedroom, 2 Bath, Full Kitchen, sleeps 8. Full Resort Access.Units assigned upon check-in. Full access to the resort’s services and amenities are included with every reservation. Located on the beautiful Poipu beach on the island of...
Kaanapali Alii Unit 133
Welcome to Kaanapali Alii Unit 133, a luxurious vacation rental that promises a perfect blend of comfort and elegance for your next island getaway. This stunning two-bedroom residence offers a partial ocean view, allowing you to soak in the serene beauty of Maui's...
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...
Kaanapali Alii 2116
Welcome to Kaanapali Alii 2116, a luxury vacation rental nestled in the heart of Lahaina, Maui. This deluxe two-bedroom, two-bathroom condominium offers a serene escape with breathtaking views of the West Maui Mountains and lush greenery. Ideal for a family-friendly...
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...
The Lodge at Kukui‘ula - Bungalow 10
Indulge in the opulent comfort of the two-bedroom bungalows at The Lodge at Kukui‘ula on Kaua'i, offering privileged access to the esteemed amenities of The Club at Kukui'ula. This exclusive enclave along Kaua'i's southern coast boasts an 18-hole Tom Weiskopf designed...
Kaanapali Alii Unit 134
Welcome to your dream vacation at Kaanapali Alii Unit 134, a luxurious two-bedroom, two-bathroom family-friendly vacation rental that promises an unforgettable stay. This stunning property offers a partial ocean view, perfect for soaking in the serene beauty of Maui...
Kaanapali Alii 1103
Welcome to your dream getaway at Kaanapali Alii 1103, a luxury vacation rental perfect for a family-friendly short-term rental experience. Nestled in the heart of Lahaina, this stunning 1,843 sq. ft. condominium offers breathtaking ocean views and a prime location on...
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...
Kaanapali Alii Unit 115
Welcome to Kaanapali Alii Unit 115, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning oceanfront condominium offers breathtaking views of the Pacific Ocean and neighboring islands Lanai and Molokai. With its prime...
Kaanapali Alii Unit 324
Welcome to your dream vacation at Kaanapali Alii Unit 324, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning 1,843 sq. ft. condominium offers a breathtaking partial ocean view framed by swaying palm trees and lush...
Wailea Point | 2301 - 2 Bedroom Ocean View Condo - 30+ Night Luxury Stays
Wailea Point is the ultimate in privacy and elegance for those seeking stays of 30 nights or longer. For shorter stays, please select from one of our other beautiful Wailea resort properties. The finest development in the finest neighborhood on the finest Hawaiian...
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...