Comfortable Two-Bedroom Vacation Rentals in Hawaii for Families and Small Groups

Hawaii two-bedroom vacation rentals are perfect for families and small groups seeking a balance of comfort and space. Located in resort communities and beachfront settings, these rentals feature multiple bedrooms, full kitchens, and private lanais - ideal for relaxing and enjoying island life together.

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The Grand Islander, a Hilton Grand Vacations Club - 2 Bedroom Premier - Ocean View

*** 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 &...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu Oahu, Hawaii

Hilton Kings Land Vacation Club 2 bedroom unit- full access to Waikoloa resort.

Kings’ Land, the newest Hilton Grand Vacations Club time share resort on the famed Kohala Coast, offers expansive fairway views and stunning Waikoloa panoramas. Carved out of an ancient lava field, this 112-acre oasis occupies a superb location directly between two of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

2 Bedroom/2 Bath Luxury Oceanfront Resort Vistas

Summary:Fully remodeled and professionally decorated in April 2023 with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

2 Bedroom 2 Bath Condo- Maui.

Enjoy one week of elegant luxury in my two bedroom unit right across from Kahana Beach. Check-in days are Wednesdays, Fridays and Saturdays. Amenities include pool, tennis courts, and air conditioning. Test the waters of nearby beaches famed for swimming, body surfing...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

2 Bedroom Maui Condo - Sleeps 6

Tropical yet sophisticated, this Maui resort just steps from the beach delivers the experiences that’ll create memories you'll treasure for a lifetime. Take in this serene island’s historic, natural, and contemporary bests.

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

NEW! Waikoloa Hills 2 Bedroom, 2 Bathroom Condo, Pool and Golf!

Get the best central location for your Big Island vacation! Our condo at Waikoloa Hills is a bright and comfortable two story unit with two bedrooms and two full bathrooms. Both bedrooms are upstairs and each has a queen sized bed and lovely garden views. The master...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa, Hawaii

Best 2 Bedroom Condo In Wailea - Enjoy Paradise All Year

Aloha and welcome to our home at The Palms at Wailea. The ocean view will take your breath away the minute you step inside. But it's the condo renovation and our commitment to our guests that will keep you coming back.Our remodeled unit has beautiful floors, plenty of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Top Level, 2 Bedroom, 2 Bath Condo On Incredible Kauai! June 11-18 2023

The best views on the Island! Your own private lanai that looks onto the beautiful Bali Hai peninsula and Hanalei bay. Fully refurbished and equipped 2 bedroom condo, each room has it's own bathroom, plus large living, dining, kitchen area. Recently remodeled with all...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

Ko Olina Resort Beach Oasis- Ground Floor 2 bedroom Condo, Near Pool, sleeps 4

Coming to Ko Olina for a full month? Come stay in a great condo with a prime location at Ko Olina Kai gated community.This is a wonderful 1,144 sq. ft. two bedroom ground floor end-unit condo, within a 8 to 10 minute walk to the beach lagoons, and directly behind the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Ko Olina, Hawaii

🏖️AC Thruout | Beautiful Ocean & Golf Views | 2 Bedrooms w/ Loft | vrKCV

vrKCV - Country Club Villas 315, Professionally Managed by Kona Coast VacationsUnit 315 at Country Club Villas offers an unparalleled experience, perfectly positioned on the 18th fairway of the Kona Country Club Ocean Golf Course. Whether you're a golf enthusiast or...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Beachfront 2 Bedroom / 2 Bathroom Condo in Kihei

Indulge in luxurious island living at this oceanfront 2-bedroom, 2-bath condo in Kihei, Hawaii! This well-appointed condo is located directly on Keawakapu Beach, so you can spend your days splashing and snorkeling under the sun. Explore the excitement of the area at top...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Westin Ka'anapali 2 Bedroom Oceanview as low as 600 per night

Book a whole week for 4950 plus tax or nightly for as low as 600 per night. (Check calendar for availability)The luxury vacation villas at this resort feature large lanais, stone flooring, granite counter tops, roomy bathrooms, fully equipped kitchens, washer/dryer, and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Alii Cove#Q3 Beautiful ground floor spacious 2 bedroom with Ac

Alii Cove#Q-3 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. ~No stairs! Beautiful Tile and new Laminate Flooring throughout the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Beautiful Princeville Villa ~ 2 Bedroom ~ Wyndham Bali Hai

Club Wyndham Bali Hai Villas nestled high into the cliff terrain of Princeville near the challenging Makai golf course, Kauai's leading resort community blends natural and man-made pleasures into magnificent harmony between the lush, tropical mountains of Kauai's north...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Kihei Surfside 214 - 2 Bedroom-2 Bath Luxury Oceanfront Property with AC

* Accommodates up to 6 people! * Air Conditioned.* Great condo in a great location. * This ocean front condo has been upgraded. * Unobstructed ocean view - 150 feet from the ocean - Watch the whales from your private Lanai. * 100 feet from one of the finest beaches in...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Pili Mai 15F - 2 bedroom/2 bath, ground floor

PILI MAI 15F AT KOLOA KAI VACATION RENTALSModern Luxury in the Heart of PoipuDiscover the perfect blend of island charm and contemporary comfort at Pili Mai 15F, a spacious two-bedroom, two-and-a-half-bathroom condo overlooking the lush Kiahuna Golf Course. With central...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Wavecrest’s Only Ground Floor, 2 Bedroom

Rare find - Wavecrest’s only ground floor, 2 bedroom 2 unobstructed ocean view lanais unit on the unique island of Molokai. Private washer and dryer in the unit are an added bonus. Wavecrest is on the East end of Molokai which is the most tropical on the island. All...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kaunakakai, Hawaii

Alii Cove G3 Beautiful Ground Floor Spacious 2 Bedroom with AC

Alii Cove#G-3 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. ~No stairs! Walk right into the unit, there are 2 assigned parking...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Beautiful 2 Bedroom Oceanfront Condo Makena Surf F307 - Luxury Awaits!

Surround yourself in luxury while enjoying privacy and seclusion all while being close to world class dining and shopping. Enjoy unparalleled views and seamless indoor/outdoor living with a top notch beach steps away and some of the best snorkeling on island directly in...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Luxury 30th floor 2 bedroom condo in Waikiki

Luxury living with 24hr state of the art gym and resort like pool and bbq area. Smart TV. Washer and dryer. Great location with walking distance to Waikiki shopping. Beautiful view from 30th floor balcony. 24hr security. Japanese bidet. The list goes on.

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

2 Bedroom Oceanfront in Honokowai - Pikake A6

This ocean front corner condo is so light and airy and so close to the water. It is a great 2 bedroom located on the ground floor in Honokowai. The kitchen was updated with new appliances, renovated with granite counters, bamboo cabinets and a glass/stone back splash...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Lahaina, Hawaii

Wyndham Bali Hai Villas - 2 Bedroom Deluxe

*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Kauai, Hawaii

Stunning Ocean Views From Highly Upgraded 2 Bedroom Condo: Papakea K303

Looking for a dreamy Maui vacation with stunning ocean views? Look no further than Papakea K303 - a highly upgraded 2 bedroom condo that has everything you need and more! Located in the K building, only one building back from the ocean, this third-floor unit offers...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Spectacular Ocean View Front Row 2 Bedroom Condo! H-209

Aloha, we would like to welcome you to a beautiful ocean front condo designed by Peter Rusnak. Hawaiian decor with island style furnishings throughout the unit. You will experience Hawaii while relaxing in a luxury 2 bedroom condo. H209 is a quiet condo located in the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Kapaa Sands 2- Ocean Front 2 Bedroom Multi-level

Coastal Charm Hideaway – Oceanfront Escape at Kapaa Sands 2Welcome to Coastal Charm Hideaway, a delightful 2-bedroom, 1.5-bath oceanfront retreat at Kapaa Sands, where the beauty of Kauai's east shore meets the comfort of island living. Enjoy stunning ocean views,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapaa, Hawaii

Hanalei Bay Resort,2 Bedroom, AC Bali Hai & ocean views!

Hanalei Bay Resort unit 7101-2 is a privately owned and cared for two bedroom suite featuring countless amenities to please every guest. The condo features 1,324 square feet of spacious living area, with quality furnishings, with the living room freshly painted and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Princeville, Hawaii

SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East

~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

2 Bedroom Poipu Condo with Pool, Hot Tub walk to Beaches

Regency at Poipu Kai 911 is an air conditioned, ground floor suite located just steps to the pool. This 2-bedroom, 2-bath suite is great families and walking distance to the beach. This stunning condo has been upgraded throughout and is one of the few air-conditioned...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

NEW LISTING!! 2 bedroom/1bath Hale Honu with Jungle Views!

Beautiful newly updated condo 2 bd/1 ba duplex unit, on a quiet access road between Princeville and Hanalei, avoiding the bustle of the main Princeville thoroughfare. Relax in the natural tropical landscape and take advantage of all the northern side of Kauai has to...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Princeville, Hawaii

Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach!

Regency on Beachwalk #56 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (fully renovated in 2024, 693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

"Pacific Paradise" - Lae Nani 425 - Upgraded Second Floor 2 Bedroom | 2 Bathroom-with A/C

NEW OWNER- Newly Renovated with Central AIR Oceanview, Second Floor, 2 Bedroom | 2 BathroomA beautiful newly remodeled two bedroom, two bathroom unit on the second floor of building four at Lae Nani, the premier condo property on Kauai's Coconut Coast (East side). This...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapaa, Hawaii

Luxurious, 2 bedroom / 2 bath, FULL Ocean View Wailea Condo

Situated on 18 acres of perfectly manicured tropical foliage, bordering the award winning Wailea Blue Golf Course, Ekolu Village is an exclusive and desirable complex that is exceptionally quiet and free of any traffic noise. This property is located in less than a 5...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park

TMK: 4-2-8-018-005-0001-000This custom designed Hawaiian plantation style cottage is located just off the Brennecke's beach side of Poipu Beach Park, 100 steps to the beach!This spacious house was designed and built in 2013 to be the perfect vacation retreat - its...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Relax by the Sea, in this awesome 2 bedroom Condo

Halii kai is an Ocean front Resort in the beautiful Waikoloa Beach Resort. What sets 16B apart from the rest? Location, amenities and service. I live on Island and can assist with any issues or questions. Halii Kai Unit 16B is right across from the clubhouse. Enjoy the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa, Hawaii

Deluxe 2 Bedroom 2BA on Ocean Front Property with Private Beach Unit B131

This recently renovated and conveniently located, 1288 sq. ft ground-level unit is steps away from the pool, the private sand beach, and an ocean-front salt-water pool. It boasts a spacious living room and dining area with high speed internet. The fully equipped kitchen...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Waikiki Condo Has 2 Bedrooms & 2 Baths, with 1 free parking space.

This Waikiki condo was newly remodeled in June 2023, with 2 bedrooms, 2 full baths. The full kitchen has an oven, stove range, microwave, dishwasher and refrigerator, and includes fully stocked, large living room has a queen size sleep sofa/futon and 2 single full-out...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

2 Bedroom Penthouse and Amazing Ocean Views!

Enjoy a top floor penthouse villa, directly overlooking the ocean and newly renovated pool at the Mauna Lani Terrace! Building "H" is one of the most requested and boasts a location directly on the seafront, nestled between the luxurious Auberge Hotel and the private...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kamuela, Hawaii

Luxury Oceanfront Air-Conditioned 2 bedroom Condo Rental- 35 Feet from the Water

Open the door to our beautiful second home in Kauai and know you are in paradise. There is nothing between you and the vast blue ocean, just 35 feet away, which is framed by a wall to wall expanse of floor to ceiling windows. The soothing sounds of the ocean fill the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Ocean view spacious 2 bedroom across the street from the beach

Welcome to Kahana Villa F208. This 2 bedroom, 2 bathroom updated condo is located in close proximity to beaches, shops, dining, & more. This quiet and spacious unit features a remodeled kitchen with new appliances, in unit washer/dryer, new furniture, smart TV in each...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Napili-Honokowai, Hawaii

Beautiful 2 Bedroom, 1 bath, full kitchen, secluded acre of gardens

Aloha and welcome to my Hawai’i Island cottage! I am delighted to share my 1 acre of rainforest and hope you will choose to stay at Hawaiian Paradise Cottage.Enter the property through a private electric gate and down a tree-lined drive to a secluded garden oasis set...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Keaau, Hawaii

Next Generation / Remodeled-2 Bedroom-2 Full Bath-End Unit-Specials!

Magnificent large 7th floor end unit condo, considered the corner suite, is fully equipped with new furnishings, including barn doors, new ceilings, new bathrooms, new kitchen, new flooring and ultra modern features throughout. This condo has literally been rebuilt from...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

2 bedroom home minutes to world class beaches, surf, scuba & snorkeling!

Welcome to Puako Kai Hideaway, a beautifully updated vacation home in charming Puako. Located only minutes away from world class beaches, surf, scuba, snorkeling and golf. Extensive resort amenities, restaurants, shops and farmers markets are a short drive away.This...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Waimea, Hawaii

Modern Kihei Resort 2 Bedroom, 2 Bath Condo with AC - Steps to the Beach

RELAXING GARDEN RESORT:Kihei Resort offers a wonderful zen like experience. As you walk through the grounds of Kihei Resort, it is difficult not to enjoy the serenity of the beautifully landscaped grounds, smell the plumerias and hibiscus, as well as listen to the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

2 Bedroom Kona Coffee Farm with Ocean Views in Holualoa

The rental is the entire downstairs with it's own private entrance and large patio with BBQ. The downstairs has two separate bedrooms with a large family room in the middle. The kitchen has a refrigerator, sink, microwave, two burner hotplate, toaster over, and coffee...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Holualoa, Hawaii

Best 2 Bedroom Condo in Kihei - Paradise Awaits All Year

ALOHA and welcome to our home at Luana Kai. Our unit is set apart from any other by the love we've put into it and the care we've taken to maintain it. Our deluxe condo has tile floors throughout and stainless steel appliances for your use. Although we don't have air...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed

Two Bedrooms, 1 King bed, 1 queen bed, 1 queen murphy bed, and 1 queen sofa sleeper, 2 bathrooms, nicely upgraded, washer and dryer in unit, lanai, golf course view, great complex amenities.If Sunny Poipu is your vacation choice, 6G at Pili Mai is a great option with 2...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Kona Penthouse 2 Bedroom: Relax and Unwind Aloha Style

Top-floor Kona retreat with stunning ocean views!This 2,000 sq. ft. unit features one king-size and one full-size bed, hosting up to 4 guests. Perfectly located near downtown Kona's restaurants, shops, and farmers market, tucked in a family-friendly neighborhood. Fully...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Beautiful 2 Bedroom / 2 Bath / Sleeps 6

The beautiful home is located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, restaurants, shopping centers,hiking trails, scenic lookouts and water sports. The home offers 2 bedrooms (2 queen beds), 1 sofa bed and 2...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

KAANAPALI COTTAGEn 2 bedroom cottage within walking distance of Kaanapali Beach

International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

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