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.
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...
Marriott's Ko Olina Beach Club - Luxury 2 Bedroom Villa
Marriott’s Ko Olina Beach Club is situated on the beautiful Western shore of Oahu, where waterfalls and fountains welcome you as you drive under the port- cochere. Just 30 minutes from Honolulu, this beach front oasis is secluded and peaceful. Surrounded by seven...
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...
Papakea Paradise, G102, 2 Bedroom & 2 Bathroom, Ground Level, Air Con, Specials!
The much coveted ground floor, one level, 2 bedroom - 2 bathroom floor plan at Papakea. No steps! Also, brand new ductless air conditioning system in both bedrooms and living room / kitchen area. An amenity not all of the condos have! AND PAPAKEA IS NOW A NO FEE...
Marriott Waiohai Beach Club: luxury 2 bedroom on Poipu Beach oceanfront resort
Please choose a Friday through Sunday check-in and enjoy a seven-night stay.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates reflect garden/island views. Ocean view/oceanfront villas...
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 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...
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...
Stunning Maui oceanfront resort. 2 bedroom, 2 baths
2 bedroom 2 bath ocean front condo in Kihei.Aloha! Our condo is in Kauhale Makai - or Village by the Sea which is a great resort complex on a large grassy ocean front property. There is a saltwater pool and a hot tub. It is a 2 minute walk across the grass to a sandy...
Westin Ka’anapali Ocean Villas North, OCEAN FRONT 2 bedroom lock off - 2025!
Welcome to the beautiful, family friendly, Westin Ka’anapali Ocean Resort Villas, North. We have both Nanea and an OCEAN FRONT 2 bedroom lock off available. Best availability occurs when inquiry is at least 8 months in advance as the resort and type of unit is very...
Christmas 2023 Maui! 2 Bedrooms-Sleeps 8-Dec 22 thru Dec 29 Friday-Friday
This year make it a very MAUI CHRISTMAS!!For years MAUI HAS BEEN VOTED #1 ISLAND IN THE WORLD. Come see for yourself...All of the amenities of a resort, with the comforts of home! The Westin Ka'anapali Ocean Resort Villas is all about the details, which makes it such a...
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...
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...
Lucky you! 2 Bedrooms, Large Lanai, Stunning Mountain Views, Pool, Parking, W / D
Whether you are coming to Waikiki on business or just to escape the stress of business with a vacation, you will find this 2 bedroom condo in a very desirable building your perfect tropical oasis. Designer -inspired décor echoes the peaceful colors seen in the expansive...
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 Bedroom, 2 Bath Condo On Incredible Kauai! June11-18, 2023
The best views on the Island! Your own private porch 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...
RARE SINGLE LEVEL 2 BEDROOM-SPECTACULAR OCEAN VIEWS-AC-METICULOUS CLEANING
Book with confidence, this beautiful over sized, 2 bedroom, 2 bathroom condo that has stunning ocean views. 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...
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...
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...
WOW - DIRECT OCEANFRONT - AC - SANDS OF KAHANA - SLEEPS 4 - n2 BEDROOM - 2 BATH
***WOW - DIRECT OCEANFRONT - AC***SANDS OF KAHANA Hotel Zoned - Short-Term Rental/Transient Vacation Rental allowedThe Aloha Spirit invites you to come and experience firsthand the many activities and beautiful sunsets that await you in this privately-owned condo at the...
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...
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort
*note: if you are booking a short stay for 7 or less days, please inquire first before doing a reservation request, unless your arrival date is less than 30 days away, in which case you're welcome to proceed with the reservation request*The views from this 8th floor...
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...
Alihi Lani 6: Ocean Front 2 bedroom 2 bath!! Air Conditioned!!
May we welcome you to Alihi Lani at Poipu. Our beautiful air conditioned condo located in the heart of Kauai's sunny south shore! Alihi Lani. or 'Beautiful Horizon Views', aptly describes the magnificent ocean panorama of Hawaiian sunsets, majestic whales, local...
Oceanfront Corner View Luxury! 2 Bedroom 2 Bathroom
Mahana 919 is a 2 bedroom, 2 bath spacious corner unit with the most outstanding view at the Mahana and on the whole island - It is also one of the nicest places to stay!! This condo is on the south west corner of the building which means you will not only have the...
MAUI IS OPEN! Come visit!Westin Kaanapali Ocean Resort-beautiful 2 bedroom villa
From Apr. 4, 2026 through Jun. 27, 2026, The Westin Kā’anapali Ocean Resort Villas will undergo an interior villa soft goods renovation, an exterior renovation, and painting project. Work will occur daily during daytime hours, so please anticipate contractors and...
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D
As you wake up in the morning, take in the beautiful view with the cool ocean breeze. Sit on the balcony with a refreshing drink as you appreciate the magical Maui sunsets. Vaulted ceilings. Granite countertops. Spacious bathrooms. Open concept. Large glass sliding...
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 Bedroom Oceanview - Steps to the Pool and Ocean
FABULOUS LOCATION - Just 50 steps to the pool, the hot tub and the BBQ’s and a few more steps to the ocean-front lounge chairs. Grab a cool drink and head out to watch the sun set between Molokai and Lanai. Bring your binoculars for excellent whale watching December to...
Lovely 2 Bedroom Cottage Near Brenneckes Beach! Best Location in Poipu!
Beachfront Paradise Across from Brennecke’s Beach – Hot Tub, Ocean Views, EV Charger!Enjoy your dream Kauai escape at this beautiful two-bedroom beachfront home directly across from Brennecke’s Beach and Poipu Beach Park—famous for boogie boarding, body surfing, and...
Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to Beach
Sun, fun and the Hawaiian Island lifestyle is waiting for you! Our townhouse is located in the beautiful beach front property of Ekahi Village. Explore the winding pathways through Ekahi's lush gardens spanning over 34 acres. Take a stroll down the hillside and you'll...
Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath
We are literally oceanfront! E Komo Mai (Welcome) to Paradise!30 Day minimum stay required by Oahu OrdinanceOur homes are fully furnished with everything you need for an ideal Hawaiian vacation!Makapu'u Hale is 2 bedrooms, 2 baths, newly decorated with comfortable &...
Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhood
Newly renovated Fully equipped Kitchen – new refrigerator, range, dishwasher and microwave. Many amenities. Hawaiian style outdoor living and dining room in 700 sq. ft. Lanai with 4 ceiling fans to assist the ocean breezes. • 2 Bedrooms each with a queen size bed and...
Updated 2 Bedroom Condo Walk to the Beach & Shops.
Aloha! We would like to welcome you to our little piece of paradise on the Big Island of Hawaii on the South Kohala/Kona Coast. A 20 minute drive north from the Kona airport, the South Kohala area is upscale and close to some of the islands most beautiful white sand...
Hana's Heaven - a charming 2 bedroom cottage with spectacular ocean views
Hana's Heaven - a charming 2 bedroom cottage complete with full kitchen, living room and 3 lanais. Wake every day to the sunrise and ocean expanse. Off the beaten track, this home away from home is quiet and serene, the perfect place to relax and enjoy nature. Nearby...
Waikiki Shore 2 Bedroom Condo
Welcome to our 2 bedroom Waikiki Shore Condo. This exclusive Waikiki Shore Condominium is located directly on Waikiki Beach, and is the only privately owned condominium building on Waikiki Beach, and sharing this world famous beach frontage along with some of the finest...
Penthouse Luxury Oceanfront, Third Floor, 2 Bedroom | 2 Bathroom with Central Air
Lanikai 131 – Oceanfront Penthouse with Panoramic Views & Central A/CWelcome to Lanikai 131, a premier top-floor penthouse offering front-row views of Wailua Bay and Papaloa Cove. With 2 bedrooms, 2 bathrooms, and central air conditioning throughout, this elegant corner...
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...
"Paradise Found" at Hale Awapuhi! Incredible Views at this 2 Bedroom | 2 Bathroom Ocean Front.
Welcome to Paradise Found, a luxurious oceanfront escape at Hale Awapuhi along Kauai's breathtaking Coconut Coast. Located in an exclusive, gated community with only nine private units, this stunning two-bedroom, two-bath condo offers sweeping ocean views, island...
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...
RARE 2 BEDROOM, SINGLE LEVEL-2 LANAIS-WELL EQUIPPED-METICULOUS CLEANING-AC
Book with confidence, this nicely updated 2 bedroom, 2 bathroom (1086 sq. ft) single level 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...
2 Bedroom Garden Villa – Hali`i Kai Waikoloa 23C
Stylish island décor creates a casual vibe in this 1,082sf suite with lanai flowing onto the lawn. Homey ease plays out with a modern kitchen opening to the dining/living area, washer/dryer, flat screens, WiFi, double-vanity master bath, ceiling fans and central air....
2 Bedroom Condo @ Mauna Lani, Ocean Views, walk to Hotel & beach. Open Sept-Oct
Our luxury 1400+ sq ft condo (F102 at the Mauna Lani Terrace) is walking distance from the world class (Auberge) Mauna Lani Resort, with nearby restaurants, Stores tennis, and golf facilities. It’s a short walk either to Mauna Lani Hotel or to one of the Islands best...
Mesmerizing Oceanfront 2 Bedroom | 2 Bathroom with Central Air
Lanikai 134 – Mesmerizing Oceanfront Top-Floor Retreat with Central A/CWelcome to Lanikai 134, a spacious third-floor oceanfront condo offering breathtaking views of Wailua Bay and cool comfort with central A/C throughout. With two bedrooms, two bathrooms, and a...
🏖️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...
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...
Wailea Elua Village 2502 - 2 Bedroom Ocean View Condo
Wailea Elua 2502 is a beautifully renovated vacation rental located in the prestigious Wailea region of Maui. This spacious two-bedroom, two-bathroom condo offers stunning ocean views and a serene atmosphere, making it an ideal Hawaiian getaway. The spacious condo spans...
Wailea Beach Villas PH211 - 2 Bedroom Garden View Penthouse
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you’ve spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing entertainment options...
Wailea Ekolu Village 910 - 2 Bedroom Ocean View Condo
Discover the perfect Hawaiian retreat at Wailea Ekolu Village with this stunning two-bedroom, two-bathroom ocean view rental. This premium condo offers breathtaking views of the Pacific Ocean, Kaho\'olawe, and Molokini from its private lanai. Ideal for families or small...
Wailea Ekahi Village 29B - 2 Bedroom Ocean View Condo
This beautifully remodeled first-floor suite combines two separate condos into one expansive unit, offering a luxurious and spacious retreat over 2,100 square feet. Perfect for alfresco dining, the extended private lanai provides stunning ocean views beyond the swimming...