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.
2 Bedroom Ocean Front Mauna Lani Point B206/B207
2 Bedroom Ocean Front View Unique From Other 2 Bedroom Ocean View Homes2 Bedrooms 2.5 Bathrooms Sleeps 4Mauna Lani Point B206/207 is quite literally one-of-a-kind. Two neighboringcondos at this premier oceanfront resort along the Kohala Coast were combinedand fabulously...
Tropical Paradise Awaits at Wyndham Bali Hai Resort 2 Bedroom Deluxe
Escape to the Heart of Kauai’s North Shore – Nestled in the serene and picturesque Princeville community, Wyndham Bali Hai Resort places you amidst the lush landscapes, dramatic cliffs, and sparkling beaches that define Kauai’s beauty.Spacious 2 Bedroom Deluxe (lower or...
2 Bedroom Suite with Full Kitchen | Convenient Stay in Hawaii | Onsite Pool
Experience vintage Hawaii without breaking the bank. Simple, budget-friendly property located in the heart of downtown Waikiki and just a 5-minute walk from Waikiki Beach. Guests can enjoy live Hawaiian music and a mini hula show every Monday night while staying in the...
SPRING BREAK WEEK! 2 Bedroom Condo Kaanapali Beach.
Discover this 2-bedroom villa in Maui. This luxury retreat features a lock off one bedroom with a king bed, full bathroom and sofa bed in the living room, as well as a lock off studio with a king bed, full bathroom as well as a sofa bed. The studio has a kitchenette and...
** 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...
** 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...
** 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...
** 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...
A luxurious 2 Bedroom Villa in Marriot's Ko Olina Beach Club in Waipahe Place
Enjoy your stay at a beautiful beachfront resort with outdoor pool, spa, fitness center and restaurant. Whether you’re looking to relax in your private 1280 sqft Villa or prefer to lounge poolside with food and beverage services, this is the resort for you!Guests can...
2 bedroom updated condo, AC, walk to beach & shops
Summary:Welcome to Kihei Alii Kai B108. This beautifully remodeled 2 bedroom, 2 bathroom condo can accommodate 6 people. Keep cool year round with Split AC units in the living room & the bedrooms. The condo has a fully equipped kitchen, towels & linens, & beach gear for...
Honua Kai | Gorgeous Mountain View 5th | KBM Resorts | 2 Units, 2 Bedroom ML-3849
** 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...
Your Hawaiian Escape Awaits – The Grand Waikikian - 2 Bedroom Partial Ocean View
Welcome to The Grand Waikikian by Hilton Grand Vacations Club, where your Hawaiian dream vacation comes to life! Located within the famous Hilton Hawaiian Village® Waikiki Beach Resort, this upscale paradise is the ultimate destination for families looking to experience...
Poipu Sands Unit 126 Ocean View 2 Bedroom 2 Bath
Beautifully landscaped 2-bedroom Poipu condo, just a short walk to the beach and pool—perfect for enjoying all that Kauai has to offerPoipu Sands Unit 126 Ocean View 2 Bedroom 2 Bath•Poipu Sands is located at 1565 Pe’e Road # 126, Poipu 96756; centrally located in Poipu...
Poipu Sands Unit 514 Oceanfront 2 Bedroom 2 Bath
Step onto the oceanfront lawn and take in breathtaking views, just moments from the beach and pool. This beautiful condo offers the perfect retreat for couples and families to relax and unwind.Poipu Sands Unit 514 Oceanfront 2 Bedroom 2 Bath•Poipu Sands is located at...
Poipu Kapili Unit 57 Oceanfront 2 Bedroom 3 Bath
Oceanfront Poipu Kapili condo with breathtaking sunset views, an oceanfront pool, and easy access to dining and shopping; a perfect location for couples or families to relaxPoipu Kapili Unit 57 Oceanfront 2 Bedroom 2 Bath•Poipu Kapili is located at 2221 Kapili Road #...
Waikiki Shore 1402 Ocean View 2 Bedroom
Enjoy this beautiful ocean view, two-bedroom condo overlooking the ocean, Fort DeRussy Beach Park and the Army Museum. Families will love the space to spread out and the beachfront location. Unit 1402 Ocean View 2 Bedroom 2 BathroomWaikiki Shore address is: 2161 Kalia...
KBM Resorts | 2 Free Cars | Napili Point | Water Front | 2 Units, 2 Bedrooms | NAP ML-3920
** 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...
** 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...
Honua Kai | 2 FREE CARS | KBM Resorts | Mountain views | 2 Units, 2 Bedrooms | HK ML-3896
** 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...
** 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...
Kapalua Ridge Villas | 2 Free Cars | KBM Resorts | 2 Units, 2 Bedrooms | KRV ML-3669
** 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...
Wyndham at Waikiki Beach Walk - 2 Bedroom Condo
Located in Honolulu, Hawaii the Wyndham at Waikiki Beach Walk is just a short walk to a beautiful sandy beach and many great restaurants and shops including the Royal Hawaiian Shopping Center. All units feature a fully equipped kitchen, separate dining area, separate...
New Listing - Ocean View 2 Bedroom Prince Kuhio Penthouse with Pool
Welcome to The Poipu Penthouse: a rare top-floor residence at the Prince Kuhio Condominiums and one of only two penthouse units in the entire complex. Villa 402 offers a truly unique stay in Poipu, featuring one of the largest lanais in the area located just outside the...
Westin Princeville Ocean Resort Villas 2 Bedroom Unit - Many Dates Available!
Located on the north shore of the Princeville Resort, along a cliff two hundred feet above the ocean, you might just have found your paradise. The beautiful Westin Princeville Ocean Resort Villas is set on eighteen oceanfront acres and absolutely packed with the...
Princeville Luxury Ocean Resort Villas - 2 Bedrooms 2 Bathrooms, Sleeps 8 people
Experience unparalleled island luxury at The Westin Princeville Ocean Resort Villas, perched high above the sparkling Pacific on Kaua‘i’s breathtaking north shore. Enjoy a world-class Westin resort stay—often at 30–70% savings compared to booking directly.All villas are...
2 Bedroom Mountain Garden at Marriott's Maui Ocean Club - Lahaina & Napili Tower
Spread out with the whole family in this spacious two-bedroom suite. This is as classic as a Maui oceanfront resorts get. Tropical greenery, koi ponds, palm trees, and Pina Coladas around every corner. Really, this place is situated perfectly on Ka’anapali Beach, known...
Kailua Kona Hawaii 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.With the ocean just a short walk away, this condo is the perfect home base for all your vacationing needs. Inside you'll find a bright and welcoming interior with lots of natural light....
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
Escape the ordinary and embrace the extraordinary at Marriott’s Waiohai Beach Club, where stunning natural beauty and endless fun await. Nestled on the golden shores of Kauai, this two-bedroom villa offers the perfect family getaway, combining all the comforts of home...
2 Bedroom Deluxe Lower Level at Club Wyndham Bali Hai Villas
Spread out with the whole family in this spacious two-bedroom suite.Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use...
WorldMark Kihei - 2 Bedroom Twin
Maui Adventure at WorldMark Kihei – Bright Two‑Bedroom Twin Retreat Product Description Two‑Bedroom Twin • King + Twin + Twin + Queen Murphy Bed • Sleeps 6 Enjoy your Hawaiian getaway at WorldMark Kihei, a welcoming full‑service resort just steps from the sun‑drenched...
Marriott's Ko Olina Beach Club-2 Bedroom Unit-Mountain View-Full Resort Access
Escape to paradise at this spacious two-bedroom Mountain View villa located in the world-class Marriott’s Ko Olina Beach Club, nestled along Oahu’s stunning western shore. Perfect for families or couples traveling together, this beautifully appointed villa offers the...
Hawaiian Escape - Grand Waikikian- 2 Bedroom Plus with Partial Ocean View
Presiding over the expansive Hilton Hawaiian Village Waikiki Beach Resort, the exquisite Grand Waikikian brings Honolulu vacation accommodations to a peerless new level: spectacular views, the ambience and service of a grand hotel, and all the comforts and conveniences...
Hawaiian Escape - Grand Waikikian- 2 Bedroom Plus with Partial Ocean View
Presiding over the expansive Hilton Hawaiian Village Waikiki Beach Resort, the exquisite Grand Waikikian brings Honolulu vacation accommodations to a peerless new level: spectacular views, the ambience and service of a grand hotel, and all the comforts and conveniences...
2 Bedroom Twin at WorldMark Kihei
Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...
Koloa Kauai 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance this condo is what Hawaiian living is all about. Stay close to home and play around at...
Special Lawai Beach Resort- 2 bedroom
Welcome to your tropical sanctuary on Kauai’s sun-drenched South Shore! Located directly across from the world-famous Lawai Beach, our condo at the Lawai Beach Resort offers the perfect blend of island relaxation and unparalleled adventure. Whether you are here to swim...
KBM Resorts | Papakea Resort | 2 Units, 2 Bedrooms | PK ML-3520
** 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...
Last Minute Special! 2 Bedrooms & Steps to Beach! Pool & Hot Tub!
Welcome to your perfect Maui retreat at Kihei Holiday Condo #114 — a beautiful ground-floor retreat designed for effortless beach living and unforgettable island memories. Located in desirable North Kihei, this bright and breezy 2-bedroom, 1-bath haven is just steps...
Lahaina 2 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Perched above the Kaanapali coastline on West Maui, this condo offers sweeping ocean views that can be enjoyed from the spacious furnished lanai, where you can relax with your morning...
![[New] Ocean View 2 bedroom 2 bath in Waikiki](https://media.vrbo.com/lodging/126000000/125060000/125051800/125051759/de67c11e.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
[New] Ocean View 2 bedroom 2 bath in Waikiki
Bring the whole family to this great place with lots of room for fun. Enjoy a stylish 2 bedroom 2 bathroom recently renovated condo at the Hawaiian Monarch. Perfect for vacation stays with all the comforts of home. Centrally located near Waikiki beaches, Honolulu...
Kihei resort 2 bedroom condo across from beach, AC
Summary:Welcome to Maui Banyan T302! This third floor(no elevators) 2 bedroom, 2 bathroom resort condo is one of the best values on Maui. Enjoy peace and quiet at this back building location. Although an older aesthetic this clean and fully equipped condo can...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise...
Special Lawai Beach Resort- 2 bedroom
Welcome to your tropical sanctuary on Kauai’s sun-drenched South Shore! Located directly across from the world-famous Lawai Beach, our condo at the Lawai Beach Resort offers the perfect blend of island relaxation and unparalleled adventure. Whether you are here to swim...
Beautifully Remodeled 2 Bedroom/ 2 Bath- Stunning Views - Kihei Holiday #315
Kihei Holiday #315 – Ocean View Comfort in South KiheiWelcome to Kihei Holiday #315, a two-bedroom, one-bathroom ocean view condo offering a comfortable and convenient stay in the heart of South Kihei. Located directly across the street from the ocean, this third-floor...
2 bedroom 2 bath ~ Free Parking ~ minutes from the beach ~ 4 beds, sleeps 7
Experience Waikiki perfection! Our spacious 2BR/2BA condo sleeps 7 (4 beds). Amazing location just 1 BLOCK from the beach!• 1 Block to Waikiki Beach & Kalakaua Ave shops/dining.• FREE Assigned Parking (Huge Waikiki perk!) • In-unit Washer/Dryer• Full Kitchen • Nearby...
** 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...
Kapalua Bay Villas | Oceanfront | KBM Resorts | 2 Units, 2 Bedrooms | ML-3488
** 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...
Well-maintained lofted 2 Bedroom - Maui Vista 2411
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 queen bed while the loft includes two twin beds, while the...
Waikiki 2 bedroom Condo with Canal View and Lanai
2 bedroom, 1 bath, with a beautiful canal and mountain view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 8th floor corner unit. Short stroll to beach, dining, and shopping. Royal Aloha building is located at the gateway to Waikiki, easy access to Waikiki...
2 bedroom, 1 bath, with a beautiful canal and city view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 10th floor unit. Short stroll to beach, dining, and shopping. Located at the gateway to Waikiki, easy access to Waikiki beach, Ala Moana Shopping Center,...