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.
Maui Kamaole H212: Ocean View 2 Bedroom loft condo within walking distance t
You will not get enough of this ocean-view second-floor condo. The extra window in the living room allows more sunlight to come in and creates a calming atmosphere for you to sit back and take in the views of Maui surrounding you. The updates in the unit add a sense of...
BEAUTIFUL GARDEN & GOLF COURSE VIEW 2 BEDROOM CONDO
You've never seen such a relaxing and comfortable vacation rental as this Keauhou Surf & Racquet condo. Located with a golf course view on 16 ocean front acres, you'll never want to go home! Ground floor, no stairs with nearby reserved parking. Surf and Racquet is a...
PARADISE FOUND!!! 2 BEDROOM CONDO .OCEANFRONT WEST MAUI LOCATION
In the heart of Kahana lies a serene 2-bedroom retreat that's waiting for you. Nestled just minutes from the stunning Kaanapali Beach and the serene Napili Bay, this property offers a prime location for your Maui getaway. Spend your days soaking up the sun by the...
Direct Ocean View. Top floor 2 bedroom with loft. End Unit. Wrap-Around Lanai.
Your dream vacation awaits, beginning with this lovely 2-bedroom plus loft at Kona Makai!Located on the top floor, enjoy spectacular ocean views and breathtaking sunsets from the wrap-around lanai which provides ample seating for your group. Air conditioning units in...
FULLY REMODELED-GROUND FLOOR-2 BEDROOM-AC THROUGHOUT-METICULOUS CLEANING
Book with confidence, this completely remodeled 2 bedroom, 2 bathroom (1086 sq. ft) ground floor condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our...
NEWLY REMODELED-2 BEDROOM-OCEAN VIEW-AC-WELL EQUIPPED
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1188 sq. ft) condo that is located at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...
Lovely condo at Waikiki beach 2 Bedrooms & 2 Baths, with 1 free parking space.
Aloha! Thank you for checking out our property.The house has been completely remodeled and is very spacious—almost 1,000 sq. ft. of interior space plus two lanais totaling 150 sq. ft. It features 2 bedrooms and 2 full bathrooms.The full kitchen is equipped with an...
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...
This townhouse is a 2 bedroom(s), 2 bathrooms, located in Koloa, HI.
Explore our airy and roomy Royal Palm unit, which is situated in the midst of verdant tropical landscaping and measures 1550 square feet in size. The pure white sands of Poipu Beach are within a five-minute stroll. Luxurious deep tub in the master bathroom, a...
Turtle Bay unit 6, 2 bedrooms w/LOFT - Kuilima Estates
Wish You Were Here – Turtle Bay Condo | Stylish, Spacious + Steps to your next Adventure..Escape to Oahu’s legendary North Shore and stay in this beautifully updated 2-bedroom, 2-bath ground-floor condo at Turtle Bay Resort, with a bonus loft and room for the whole...
True Oceanfront 2 Bedroom Condo with Amazing View and Great Location
In Kailua-Kona on the Big Island of Hawaii. Spacious Two-bedroom condo with a fantastic view and great location.1 King-size bed and 2 Full-size beds. Sleeps 4 people. Free Wifi, spacious, open, airy, clean, quiet end unit on the third floor in a popular complex. AC is...
GREAT LOCATION, SPACIOUS DIRECT OCEANFRONT 2 BEDROOM CONDO
GREAT WEST MAUI LOCATION WITH AMAZING OCEANFRONT VIEWS!ABOUT THE CONDO...This direct oceanfront 2 bedroom and 2 bath condo provides spectacular ocean views from the master bedroom as well as the living space. Centrally located in West Maui, makes this an ideal location...
2 Bedroom 2 Baths at Golf VIllas M-2
Summary:Escape to paradise at our ground-floor villa in Mauna Lani! Enjoy stunning golf course views, easy access to the beach, and the convenience of nearby shops and restaurants. This luxurious condominium offers comfort and a prime location for an unforgettable...
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
This beautifully renovated oceanfront townhome offers the ultimate Maui experience, where the ocean is truly your backyard. Newly furnished and fully equipped, this home provides everything you need for a relaxing vacation in Puamana. No need to pack the car—surfing,...
Beautiful 2 Bedroom Condo
Hawaii STVR # 19-345636 Hawaii Tax ID: 067-120-7424-01We owned a timeshare on Hawaii for over 20 years and we purchased this condo in Waikoloa based on years of experience in 2010. Close to the finest beaches in Hawaii. Minutes from the best scuba diving in all the...
2 Bedroom ocean front. 225. special 1 Month out.
Are you booking less than 30 days before arrival?!!ASK FOR THE LATE BOOKING SPECIAL $175.day rate/5 day stay,One day free with two week booking.Small complex away from the crowds 73 North Kihei road on a four mile beach that stretches past a bird sanctuary in the north...
Beautiful 2 Bedroom Hukilau Beach Apt.
30 days minimum. This newly remodeled rental is located in Laie on Laie Bay on the famous Hukilau Beach. From the second-story front door landing you have a view of the warm waters of the Pacific Ocean. Your view from the bedroom balcony looks out on the Laie Hawaii LDS...
Ma'alaea Surf, Unit E6 2 Bedroom Beachfront Condo. AC, Wifi, Kitchen, Pool
Ma'alaea Surf, Unit E6 - WHAT A VIEW! Sunsets on the patio (lanai)…. Stunning views of the ocean and the West Maui Mountains…This 2-bedroom 2 bath second floor condo sleeps 4 on comfortable Cal King beds and is on a property built in the unique Hawaiian tradition....
Large Roof Balcony (1,385 Sqft)!! Comfortable 2 Bedroom at Waikiki! (LW14)
Step inside of a spacious 2bed-room you will be astonished by the amount of sunlight beaming through the floor to ceiling windows. You will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!The warm and inviting air of your...
Enjoy a nice view of the ocean from this 2 bedroom extended floor plan villa!
Kolea 9L offers a nice view of the ocean along with close proximity to the Kolea Beach Club and the white sand beach at A'Bay. The villa has been nicely furnished to offer the utmost comfort in a vacation home.The extended floor plan offers ample living space as well as...
UPDATED-RARE GROUND FLOOR 2 BEDROOM-AC THROUGHOUT-METICULOUS CLEANING
Book with confidence, this nicely updated 2 bedroom, 2 bathroom (1086 sq. ft) ground floor condo. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our...
Alii Villas#127 DIRECT OCEANFRONT, GROUND FLOOR, 2 BEDROOMS, 2 BATHROOMS
Alii Villas#127: Exceptional, Direct Oceanfront Living at Popular Alii Villas Condominium Complex! Experience ultimate island living in this completely updated oceanfront two-bedroom condo. Conveniently located on the first floor, unit 127 features a large...
Konea 1026: Spacious 2 Bedroom Condo with Ocean & Mountain Views at Honua Kai
SUMMER FLASH SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL JUNE 29TH 2025Welcome to Konea 1026, a luxurious two-bedroom, two-bathroom top-floor condo at Honua Kai Resort & Spa. This spacious 1,285 square foot unit boasts a...
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Thank you for looking at our listing! Our ground floor condo has 2 bedrooms 2 bathrooms including 1 King bed, 1 Queen bed, 1 Queen sofa sleeper, 2 Twin rollaways Sleeps 8. It is DIRECT OCEANFRONT & BEACHFRONT with Amazing views!!! Private ocean view patio! This unit is...
Nihi Kai 509 Resort Center - 2 bedroom/2 bath, AC
NIHI KAI 509 AT KOLOA KAI VACATION RENTALSYour Garden View Escape in the Heart of PoipuWelcome to Nihi Kai 509, a beautifully updated 2-bedroom, 2-bathroom condo in the heart of Poipu. Located within walking distance to Brennecke’s Beach and Poipu Beach, this charming...
Beautifully updated 2 bedroom beachfront condo @ Hale Mahinann
Welcome to Hale Mahina B403. This beautifully remodeled top floor beachfront 2 bedroom, 2 bath condo boasts expansive ocean views & classic Hawaiiana decor. This condo features a remodeled kitchen with stainless appliances, office desk, & breathtaking views. Hale Mahina...
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
You have just found your own penthouse on the top ocean front corner with panoramic ocean views from every room. Be sure to see the Virtual Video Tour. The link is the arrow or partial image to the left of the main picture above. This is one of only of a few two bedroom...
Kuilima Estates West - remodeled 2 bedroom ( 2nd bedroom is large loft)
***WE ARE ON OAHU, AND CONTINUE TO WELCOME VISITORS***Fully remodeled 2 bedroom ( 2nd bedroom is large loft) beautiful condo with 2 full bathrooms. We are in Kuilima Estates West, which is next to , but not a part of, the Turtle Bay resort. We have 3 pools for your use....
Beautiful 2 bedroom Duplex between Hilo and Puna
The Ho'okele Duplex is a wonderful base within an hour of all the main attractions on the East Side of the Big Islands; Volcano National Park, the Hot Ponds along the Red Road, the charming towns of Hilo and Puna/ Pahoa, smoking lave tubes, and some of the newest...
Deluxe OCEANVIEW and Gorgeous 2 Bedroom 2 Bathroom LOFT
Your breath will be taken away the moment you step foot into this gorgeous, fourth floor condo with its beautiful ocean view from the gorgeous lanai! With its large loft style layout and unique spiral staircase, offering vaulted ceilings, this condo is extremely...
Alii Villas#128 DIRECT OCEANFRONT, GROUND FLOOR, 2 BEDROOMS, 2 BATHROOMS!
WOW! Gorgeous Kailua Bay views from this 2 bedroom, 2 bathroom fully furnished oceanfront condo located on Ali'i Drive in Kailua-Kona! Spinner dolphins are visible from the spacious lanai while sipping Kona coffee or cocktail! This is a ground floor unit, with one...
My Hawaii Oceanfront 2 Bedroom Vacation Rental - Kona
Centrally located, My Hawaii Vacation Rental, "Kona Luana", is within a ten minute walk of Kailua-Kona Village. There are many attractions some of which include Kailua-Kona pier, variety of dinning options, waterfront shopping, Farmers Market, coffee shops and friendly...
Maui Sunset A421 ~ Spectacular Sunsets from this 2 Bedroom, 2 Bath Condo!
One of the BEST OCEAN VIEWS @ Maui Sunset! Two bedroom, two bath ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on...
Hale Kamaole 339 Ultra Modern 2 Bedroom with Loft next to Beach
Book with us and come to Maui to explore everything we have to offer!This meticulously updated and well maintained air conditioned 2 bedroom with loft has everything you need to relax in luxury! Conveniently located very close to world class beaches, hiking, shops, and...
#58 2 bedroom/2 bath | 2 Bed, 2 Bath
Take your Big Island escape to the next level while staying at this 2-bed, 2-bath vacation rental condo at Colony One at Sea Mountain. Greet your neighbors with a friendly shaka while sipping coffee on your Lanai or visit Punalu'u Black Sand Beach to say Aloha to the...
Stunning Ocean Views-Top Floor-2 bedroom/Family friendly- AC throughout!
E komo mai - Welcome to G404 at the Papakea oceanfront resort! We are so happy to see guests returning to our beautiful North Kaanapali oceanfront resort. The Maui and West Maui community welcomes you, your family and your friends. Please spread the word in your...
Lovely Pacific Shores 2 Bedroom Condo
Aloha from Maui!We know there are many rumors going around about vacation rentals here on the island. The truth is: Maui is open and ready to welcome you with the spirit of Aloha!While there is a proposal to phase out certain short-term rentals by 2030, nothing is...
Mana Kai 2 Bedroom Condo Oceanfront Resort
2 Bedroom 2 Bathroom Airconditioned Oceanfront Condo. The mile-long Keawakapu Beach is literally at your doorstep with some of the best snorkeling on the island. The condo sleeps 4 comfortably with two king beds. Includes pac-n-play and high chair. A fully equipped...
Honolulu 2 bedroom Cottage
We will block the property for 30 days but you can leave whenever you likeOne of three cottages/City and ocean views, newly renovated large 1200 Square feet bungalow. Five minutes to downtown, 10 minutes to Ala Moana and Beach. Air conditioned, 2 bedrooms with king...
Beautiful 2 bedroom, 2 bath Condo in Maui Hawaii! Maui Kamaole C204. South Kihei
Maui Kamaole #C-204 is on the second floor with a tropical garden view. It has a fully-equipped kitchen, washer and dryer, three flat-screen TVs, free wireless Internet. There is a king bed in both the master bedroom and guest bedroom and a queen sofa bed in the living...
2 Bedroom Garden View Condo- Pono Kai
The resort is located in the historic town of Kapaa, Kauai. You can catch the sunrise in the morning over the Pacific Ocean or even see whales during migrating season. The resort is within walking distance of restaurants, boutiques, shopping and grocery stores.You can...
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath
MAKAHUENA 1-310 AT KOLOA KAI VACATION RENTALSOceanfront Luxury with Stunning Sunsets and Spacious ComfortWelcome to Makahuena 1-310, an upgraded two-bedroom condo with a full loft, offering breathtaking views of Poipu Beach and its stunning sunsets. As an end unit, this...
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 Bedroom True Oceanfront with AC!
Located on Ali'i Drive our TRUE OCEANFRONT Condominium looks out to Kailua Bay and beyond. Whale watch from the private lanai during the day and enjoy the spectacular sunsets at night. Slab granite counter-top in kitchen with stainless steel appliances. Tile floors...
2 Bedroom Vacation Condo - West Maui - Great Location!
Nice Two Bedroom, one bath condo furnished 'Island Style'. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming, sunning, snorkeling, and whale...
Oceanfront 2 bedroom suite in Sunny Kihei
Third floor ocean view easy access to tropical gardens and the ocean beyond. Large private view deck and renovated interior. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 2 bedrooms with private attached...
Maui Kamaole 2 Bedroom Corner Unit J101
Welcome to one of the rare ground floor 2 bed/2bath den units, offering extra side windows and even an extra lanai off the master bedroom. Indoor/outdoor living is what we love about our tropical home, with 3 lanais you can always find a quiet piece of paradise here....
Maui Kamaole B214: Ocean view, 2 Bedroom condo with Tropical Hawaiian furni
This beautiful two-bedroom condominium has been remodeled and decorated by a designer. Enjoy sunsets and ocean views while relaxing on the private lanai. This unit is located up on the hill and overlooks the lush tropical landscape of the Maui Kamaole, and out to the...
"Hale Kai" at Kapaa Sands- Oceanfront Split Level -2 Bedroom 1.5 Bath
Welcome to Hale Kai, a well-appointed split-level two-bedroom condo perched above Papaloa Bay on Kauai's beautiful east shore. With breathtaking panoramic ocean views and easy beach access just steps away, this peaceful retreat invites you to relax, recharge, and soak...
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
This split-level condo is located on the 3rd floor with great air flow. Tastefully decorated and meticulously cared for. It’s fully equipped with washer and dryer for your convenience. The master bedroom has a king bed and a full bathroom with spectacular view of the...