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 Bay Villa 19B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa with 16 stairs between parking and front door- Travertine tile floors throughout- Updated open kitchen with granite counters and all the expected appliances, including: fridge with ice maker, stove/oven, microwave,...
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...
The Bay Club, a Hilton Grand Vacations Club - 2 Bedroom
*** 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 &...
Royal Kahana Maui 120 Garden View 2 Bedroom 2 Bath
- Tile flooring throughout and vinyl plank flooring in each bedroom- Open kitchen with– fridge, stove/oven, microwave, cookware, tableware- Both bathrooms have a walk-in shower- 1 king bed, 1 queen bed and 1 queen sofa bed- 1,141 sqft/106 sqm- 1st floor condo with...
2 Bedroom Premier (2BX) at Grand Waikikian, a Hilton Grand Vacations Club
Step into the tropical oasis of The Grand Waikikian by Hilton Grand Vacations Club and prepare for the Hawaiian vacation of a lifetime! Nestled within the renowned Hilton Hawaiian Village® Waikiki Beach Resort, this upscale resort offers a perfect blend of island...
Royal Kahana Maui 410 Oceanfront 2 Bedroom
- 4th floor 2 bedroom ocean front condo- Vinyl and flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed- twin sofa bed - Washer/dryer in unit- Central...
Kapalua Golf Villa 16P7 Fairway View 2 Bedroom
Golf Villa Unit 16P7 Fairway View 2 Bedroom 2 Bath- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and...
Kapalua Bay Villa 27B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- Split level loft style villa with no stairs between parking and front door- Tile floors throughout- Updated kitchen with granite counters, farmhouse sink includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
Royal Sea Cliff Kona Ocean View 2 Bedroom
Ocean View 2 Bedroom 2 Bath- Condos located on 5th, 6th and 7th floors- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Master bedroom with 1 king bed with private bathroom with...
Point at Poipu 2 bedroom Garden View
Stretch out and take in the garden views from this spacious two-bedroom suite. The suite features a fully equipped kitchen with refrigerator, microwave, range, coffeemaker, dishwasher, and dining area. The living room has a queen sofa bed, private balcony, and...
Kanaloa at Kona Oceanfront 2 Bedroom + Loft
- Oceanfront condos with loft located on 2nd 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...
Marriott Maui Ocean Club - 2 Bedroom/2Bath Ocean Front in Lahaina Tower
Welcome to this charming condo in Lahaina with private lanai's at the luxurious, five star Marriott's Maui Ocean Club Resort. This amazing property features 2 bedrooms with a king bed and a full bed, along with 2 bathrooms equipped with a jetted bathtub in the master...
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...
Kapalua Golf Villas Gold Fairway View 2 Bedroom
Golf Villas Gold 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 and bathroom- Guest bedroom with 2...
Wailea Point Contemporary 2 Bedroom+Loft/3 Bath Oceanview Condominium
Yes, you can treat yourself and stay in a vacation home at Wailea Point! A premier hospitality destination nestled between the Four Seasons Wailea Resort and the Fairmont Kealani Wailea, featuring an optimal location near beaches, golf, restaurants and entertainment....
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,...
Kapalua Bay Villa 18B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- Split level villa with no stairs between parking and front door- Tile floors throughout- Updated kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s...
Kaanapali Maui Eldorado Garden View 2 Bedroom
Garden View 2 Bedroom 2 Bath- Full kitchen includes refrigerator, stove/oven, microwave, dishwasher, cookware, tableware- Master bedroom with 1 king bed- Guest bedroom with 2 double beds- Sofa bed in living area- 1700 square feet / 158 square meters- Bathroom with...
Oceanfront Center, Westin Ka'anapali, 2 bedroom, 2 bathrooms, 3/8-3/15/2025!
This 2-bedroom unit in Lahaina is perfect for your escape to paradise. This is a timeshare but is also a hotel that is managed by Marriott. Check prices with the hotel to see what a bargain this price is for our oceanfront center units. Oceanfront studios run $900+ per...
Royal Kahana Maui Partial Ocean View 2 Bedroom
Partial Ocean View 2 Bedroom 2 Bath- Lanai with 84-254 square feet- Open kitchen layout includes dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Master bedroom with 1 king bed or 1...
Westin Nanea 2 Bedroom Villa
Experience the spirit of Hawaii at our Lahaina beach resort!Travel well in Hawaii at our Maui Oceanfront resort designed with your well-being in mind. The Westin Nanea Ocean Villas, Kaanapali, is a vacation ownership beach resort located in Lahaina, once the royal...
Beachfront condo - 2 Bedrooms, Sleeps 6, with AC and Free Parking,
Why book Ko Olina Condos?Luxurious Beachfront Condo at Ko Olina Beach Villas with serene atmosphere. Scenic, well-maintained grounds!Fully equipped villas. Great for families. Man-made lagoons are safe for toddlers, offer gentle waters, and are family-friendlyConsistent...
Royal Kahana Maui 1110 Oceanfront 2 Bedroom 2 Bath
- 3rd floor condo with wrap around 254 square feet balcony- Updated open kitchen with granite counters, kitchen island includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry,...
Royal Kahana Maui 401 Partial Ocean View 2 Bedroom
- 4th floor condo with balcony- Updated open kitchen with granite counters, island includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen and bathrooms with carpeted...
Kiahuna Plantation Resort Royal Garden 2 Bedroom
Royal Garden View 2 Bedroom 2 Bath- Spacious split-level condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- Sofa bed in living area- Rollaway bed 20 USD per night-...
Westin Ka'anapali North Tower - Beautiful 2 Bedroom Villa in Maui - Family Friendly
Come experience the rich, laid back culture of Hawaii at this beautiful Westin resort. With experiences like paddle boarding, scuba diving, or learning to Hula, this property has something for the whole family to enjoy. Relax in two sparkling oceanfront pools featuring...
Honua Kai Piilani Suite 2 Bedroom
2 Bedroom Piilani Suite- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Sweeping views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings for optimal views-...
Westin Kaanapali North 2 bedroom Villan
The Westin Kaanapali Ocean Resort Villas has breathtaking views of the Pacific Ocean and the islands of Lana'i and Moloka'i,and provides the ultimate in pampering and relaxation.The two-bedroom villa is a studio and 1-bedroom combined. It features a fully furnished...
Spacious Waikiki Beach Condo with 2 bedrooms 2 baths
Just a few minutes walk from the famous beaches of Waikiki, this spacious, ocean facing unit with 2 bedrooms 2 full bathrooms in Discovery Bay gives you the perfect opportunity to live the Hawaii city life with tree top and ocean views. Just two floors away from the...
Kiahuna Plantation Resort Ocean View 2 Bedroom
Ocean View 2 Bedroom 2 Bath- Spacious split-level condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- Sofa bed in living area- Rollaway bed 20 USD per night- Master...
Wailea Point Executive 2 Bedroom/3 Bath Oceanview Vacation Home
Welcome home to Wailea Point 2803 - A premier holiday home for you and your family to spread out and enjoy quality time together. A tranquil private lanai for evening BBQs and sunrise breakfast or just sit and enjoy whale watching from your living room during the Winter...