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 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....
"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...
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...
2 Bedroom Condo On Hawaiian Beach - Family Friendly - 7 nights
Treat your family to the tropical vacation of a lifetime at this luxurious Marriott beachfront resort on the island of Oahu. Nestled along the sparkling Pacific Ocean and surrounded by palm-lined lagoons, this premium retreat offers the perfect mix of adventure,...
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 an OCEAN FRONT 2 bedroom lock off available in 2025. Best availability occurs when inquiry is at least 8 months in advance as the resort and type of unit is very popular....
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...
Westin Kaanapali Ocean Resort - Luxury 2 Bedroom Villas
Perched on twenty-six lush acres with breathtaking views of the Pacific Ocean and the islands of Lana'i and Moloka'i, Westin Kaanapali Ocean Resort Villas (commonly referred to as WKORV) provides the ultimate in pampering and relaxation. Enjoy an afternoon unwinding...
2 Bedroom Villa
Great family-friendly villa with easy access to boardwalk and beach front. Spa, restaurants and shops on premise. With Whaler's Village within a couple miles, this location has something for everyone to enjoy. There's also a free shuttle to Lahaina!
Wailea Ekolu 1207 2 Bedroom 2 Bath Condo
Relax at our quiet 2 bedroom /2 bath condo with stunning views overlooking the Wailea Blue golf course all the way to the ocean. Guests can enjoy amenities like a washing machine, AC, and WiFi during their stay. We hope you'll enjoy your stay at our condo.
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...
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 &...
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...
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...
Air Conditioned 2 Bedrooms 1 Bath Apartment, fine decorated, Free Laundry in HPP
Built in 2022!This is a 2-bed, 1-bath apartment with a separate kitchen and dining area, has air conditioners in both bedrooms, located on a one-acre land harboring the most unique feature of Hawaii Paradise Park in Keaau, offering a real retreat from the busy world....
NEW 2 bedroom hosted Tranquil Island Getaway
Enjoy up country Hilo at it's finest with a new, private home in a gated community. Our 1500' elevation makes a perfect cool, peaceful evening respite after a day of beach going, hiking at Volcano National Park and enjoying Hilo's dining and entertainment. The property...
Makahuena Condo #1-304 - Modern Oceanview 2 Bedroom Condo With Pool
Step into the breezy, island-inspired comfort of Makahuena 1-304, where stunning ocean views and the charm of Kauai’s southern shore await you. This beautifully updated two-story condo offers 1,113 square feet of living space and includes 2 bedrooms and 2.5...
Spacious 2 Bedroom Villa @ Marriott’s Ko Olina ~ 4 Star Resort Access ~ 8 Guests
Aloha and greetings from Marriott’s Ko Olina Beach Club! Experience the ultimate comfort and convenience in this spacious two-bedroom villa! With all the comforts of home, including a full kitchen, cookware, washer-dryer, and a private lanai, this villa provides the...
Wailea Ekahi 24C, Paradise in Style! Spacious 2 Bedroom 2 Bathroom, SLEEPS 6.
Welcome to Codge’s Beach House! This 2 bedroom , 2 bathroom unit (SLEEPS 6), was remodeled in late 2022 with ceiling fans, new split ductless AC's, brand new kitchen and bathroom and with a lot of thought for comfort and ease of use. We are on the second floor with 3...
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...
Beautiful Luxury Garden View 2 Bedroom, 3 Bathroom Condo
Beautiful Luxury Garden View 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Oceanfront and Beachfront Resort & Spa on the beautiful island of Kauai. This exceptionally, well decorated ground floor 2 Bedroom, 3 Bath Condo offers easy access to the pool and...
Experience the Essence of Kauai at Westin Princeville; 2 bedroom villa
Concierge Realty is proud to present luxury villas at Westin Princeville Resort.**Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only.**All bookings are time sensitive and availability can change...
Brand New 2 Bedroom House
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...
Makaha Ocean View - 2 bedroom, 1 bath - family friendly
Hawaii License # 031-420-0064-01This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.ABOUT THIS CONDO: Meticulously clean! This is a...
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...
April 8th-16th Sale! 2 Bedroom with Pool, A/C, Hot Tub, Gym Steps to Ocean
At the forefront of East Shore accommodation is the Beach Resort. This World Class Resort provides luxury at your fingertips and offers opulent amenities for a variety of occasions.This recently upgraded two-bedroom, three-bath suite comfortably accommodates up to six...
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...
NEW LISTING - Waipouli G106 Oceanfront Ground Floor 2 Bedroom
This oceanfront ground-floor two bedroom, three-bath suite is just steps from the beach at top ranked Waipouli Beach Resort and Spa on the island of Kauai. Enjoy spectacular sunrises from the lanai while enjoying the tranquility the quiet side of the resort has to...
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...
Ocean Tower Waikoloa Village by Hilton - 2 Bedroom Penthouse (sleeps 8)
Ocean Tower Waikoloa Village by Hilton Grand Vacations Club - 2 Bedroom Penthouse (Sleeps 8)**all photos are stock images and do not guarantee the view shown****PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**Book our Fabulous Condo & let The Vacation...
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood
• Oceanfront• Central A/C • King bed and queen bed• Remolded March 2023• Beach access from condo complexWelcome to our home at Kauhale Makai 612. Our home was fully and immaculately remodeled in March of 2023. Our beautiful and pristine two-bedroom condo sits...
A Piece of Paradise at The Beach Villas in Ko Olina 2 Bedroom 2 Bath
Aloha and welcome to the Beach Villas at Ko Olina!The Beach Villas at Ko Olina are in the World-Famous Ko Olina Resort and Marina on the second of the four spectacular lagoons. You’ll enjoy the mile-and-a-half walkway along the lagoons, passing the Four Seasons...
2 Bedroom Condo-Princeville, Kauai-Family Friendly!
Perched above the sparkling waters of Hanalei Bay, this resort offers families a front-row seat to some of Princeville’s most awe-inspiring natural beauty—from the dramatic Na Pali Cliffs and iconic Bali Hai Mountain to cascading waterfalls, golden beaches, and palm...
Maui Banyan F-103 Stunning 2 Bedroom Condo With AC
**Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly built walk-in showers in both bathrooms, new bathroom...
Top floor oceanfront 2 bedroom condo, with expansive views
Welcome to Hale Mahina A406, aka "The Fish Condo". This top floor oceanfront 2 bedroom, 2 bath condo boasts stunning views from your private lanai, living room, & even the kitchen. With your Maui memories in mind this condo has everything needed to feel right at home....
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,...
Kailua Village#705 Top Floor, Gorgeous Remodeled 2 bedroom, in Heart of Town
Experience Paradise in This One of a Kind Stunning Two-Bedroom Penthouse in Downtown Kailua Kona, at the Famous Kailua Village. Escape to tropical bliss in this fully remodeled, top-floor(7th floor) penthouse located in the heart of Kailua Kona, Hawaii. With...
F507 - 2 Bedroom/2 Bath - Steps from the Beach, Super Clean!
This is a legal vacation rental! This unit has been on VRBO for years (ID 124914, by super host Micki Jacobs) with hundreds of reviews, averaging 4.9! We purchased F507 in January 2022. Existing reservations were booked through the original ID. That profile has now been...
Resort View - 2 Bedroom - Westin Nanea Ocean Villas - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
Maui Parkshore 208: Beautifully renovated 2 bedroom ocean view condo on Maui
**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**This attractive 2-bedroom, 2-bath S. Kihei vacation rental overlooks the pool area and offers ocean views beyond. Recent renovations in...
Spectacular Views of Hanalei Bay 2 bedrooms
UNIT 9201/2Kauai’s Most Breathtaking Views at Hanalei Bay ResortWelcome to your Kauai paradise. Units 9201/2 are located in the renowned Bamboo building which features the most stunning views of Hanalei Bay and Bali Hai. This spacious fully air conditioned 1350 square...
New 2 Bedroom Guesthouse with Mountain & Ocean View!
This comfy, stylish guesthouse is located near Kealakekua Bay and the Captain Cook Monument. Here you can enjoy snorkeling, hiking, kayaking, boat tours and scuba diving. Our Guesthouse offers 2 bedrooms with queen beds, a full-size kitchen, lanai, laundry room and BBQ...
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...
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...
MAUI IS OPEN! Come visit!Westin Kaanapali Ocean Resort-beautiful 2 bedroom villa
Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only. The Westin Ka'anapali Ocean Resort Villas is a gorgeous beachfront resort with luxury villas. Enjoy this villa and Maui's most spectacular...
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...
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...
Ocean View - 2 Bedroom - Marriott's Waiohai Beach Club - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views
Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...
Bay Club 2 bedroom Villa the heart of Waikoloa Village Beach-Kailua-Kona Coast
Settle into your lovely 2 bedroom villa, one with king sized bed with cable TV, Blu-Ray DVD, Playstation, and bathroom with tub and shower. The second bedroom is furnished with two queen or double beds, and the same amenities and private bathroom. The living room/dining...
Oceanfront Corner View Luxury! 2 Bedroom 2 Bathroom
Mahana 919 is a 2 bedroom, 2 bath spacious corner unit has one of the most outstanding views at the Mahana and on the 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...