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.
Welcome to Hokulani 622, 2 bedroom 2bath Rainbow & Mountain Views great rates
Make wonderful memories in paradise with this beautiful 2 bedroom/2 bathroom suite located on the 6th floor of the Hokulani tower at Honua Kai, boasting gorgeous rainbow and west Maui Mountain views. Honua Kai remains one of the top 10 luxury resorts on Maui. The...
Papakea's Finest ~ OCEAN VIEW Luxury 2 bedroom 2 bath ~ AC IN EVERY ROOM
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Luxury with Pool Views, Private Lanai, and Upgraded Amenities – Your Perfect Maui Getaway!E Komo Mai (Welcome) to your personal paradise at Papakea Resort!...
2 Bedroom ocean front. 225. special 1 Month out.
Are you booking less than 30 days before arrival?!!ASK FOR THE LATE BOOKING SPECIAL $275.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...
Newly Remodeled Ocean View Condo, 2 bedroom, 2 bath, No stairs!
Vacation Hawaiian Style!Planning the most magical vacation to Kauai?Paradise awaits you on the North Shore in Princeville at Hanalei. This condominium in the Ali'i Kai resort is one of the more secluded units that features great mountain and ocean views. This complex is...
KBR #302 - 2 Bedroom/2 Bath Ocean Front Upgraded Condo on Sugar Beach!
Tiled throughout, the interior of this upgraded 2 bedroom/2 bath unit is clean and bright with a view that stuns you every time you walk through that front door! The beautiful furnishings and gorgeous granite & stainless-steel kitchen add to the appeal. While you...
Oceanfront View - Tranquil & Beautifully Upgraded 2 bedroom 2 bath - MK 317
**2025 Discount Rate - Book Now! **Oceanfront, beautifully upgraded, Ma'alaea Kai unit 317 with tranquility in mind; a lovely match with the resort’s laid-back vibe. It is beautifully done with custom cabinetry and granite in the full kitchen, and quality solid...
KB201-2 bedroom 2 bath Ocean Front Charming Condo with Central Air Conditiong
Experience the ultimate beachfront getaway at the Kihei Beach Resort unit 201, located on the stunning Sugar Beach of North Kihei. This beautifully appointed second-floor unit offers breathtaking panoramic views and convenient access to the beach and pool. The spacious...
True Oceanfront 2 Bedroom Condo with Amazing View and Great Location
Actual Oceanfront two-bedroom condo with a fantastic view and a great location.In Kailua-Kona on the Big Island of Hawaii. Spacious Two-bedroom 1 King-size bed and 2 Full-size beds. Sleeps 4 people. Free Wifi, spacious, open, airy, clean, quiet end unit on the third...
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...
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...
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...
Wavecrest Resort - 2 Bedroom Unit
Welcome to Wavecrest! Unique 2 bedroom unit -only a few with double lanais. The privacy of the top end offers the best ocean views. This property is 13 miles from Kaunakakai on the east end towards the Halawa Valley. Wavecrest offers an oceanfront pool with a large...
2 Bedrooms / 2 Bath Oceanfront Cliff House On Hamakua Coast
The unique and extraordinary Cliff House of Laupahohoe is a perfect retreat for someone who wants the 'real Hawaii' experience and to get away from it all. The Pacific Ocean is your constant companion from almost every room in the house. The property excels in location...
Palms 306 Ocean Views, 5 Star Reviews: Remodeled
AMAZING 2 BEDROOM 2 BATH CONDO IN POPULAR PALMS AT WAILEA. SLEEPS UP TO 6 PERSONS. Largest 2 bedroom in area.This two-bedroom villa boasts stunning ocean vistas and a tranquil setting within Wailea’s resort community. With a full kitchen, comfortable living space, and...
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...
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...
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Imagine yourself living in this gorgeous location with amazing views of the deep blue ocean and lush tropical mountains. This spacious 2 bedroom/2.5-bathroom condo consists of a 2-story layout with high ceilings. It is the best location in the complex, situated on the...
🏖️Discounted Golf Rates, Big Savings! | 2 Bedroom With Loft | vrKCV
vrKCV - Fairway Villas Waikoloa N33, Professionally Managed by Kona Coast VacationsWelcome to Your Penthouse Paradise at Fairway Villas Waikoloa N33This top-floor, two-bedroom loft penthouse offers sweeping views of the Waikoloa Beach Course and King's Lake Lagoon. As a...
Spacious 2 bedroom, 2 bath, 1 free parking with world famous ocean view!!
Spacious 2 bedroom, 2 bath, 1 FREE parking unit with world famous ocean view!!!Be on vacation every day!! Direct Ocean & Sunset views of Waikiki Beach!!! Swim and Surf directly across the street of just watch the Surfers go by from the lanai! Spacious 2 bedroom, 2 bath...
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...
Surf Chic 2 Bedroom – Halii Kai at Waikoloa 17C
Prepare to shaka in this air-conditioned villa saluting surf through art and attitude! Prep meals and snacks in the gourmet kitchen to enjoy on the lanai. Then retreat to themed-motif bedrooms. Touches include a laundry room and master bath with separate shower and tub....
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...
KBR #401 - 2 Bedroom/2 Bath Ocean Front Corner Unit on Stunning Sugar Beach!
Beachfront Kihei Beach unit 401 is a 2 bed/2 bath corner unit on the 4th floor of the 1st building, at the north edge of the property right in front of the pool. Extra windows provide even more expansive ocean views and also let in lots of light. Pick up some fresh...
"Seascape" Tranquil Luxury Ocean View 2 Bedroom | 2 Bathroom
Welcome to Seascape at Lanikai 232, a serene third-floor oceanview condo designed for comfort and connection. With central A/C, modern upgrades, and a spacious layout, this 2-bedroom, 2-bathroom retreat offers the perfect blend of island relaxation and convenience. Gaze...
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,...
RARE 2 BEDROOM WITH NO STAIRS-OCEAN VIEWS-2 LANAI’S-METICULOUS CLEANING
Book with confidence, this nicely remodeled, 2 bedroom, 2 bathroom (1088 sq. ft) 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. This condo...
Ocean View 2 bedroom, 2 Bath, single story condo at the Makahuena.
Enjoy your morning coffee while sitting on the Lanai with a beautiful ocean view. You may see a pod of dolphins swim by, or whales breaching in the winter months. Watch the sunrise and sunset from the Makahuena point, just steps from our unit.This beautiful 2 BR 2 BA,...
Wailea Grand Champions 75 - 2 Bedroom Golf Course & Partial Ocean View
Wailea Grand Champions 75 is an exceptional vacation rental situated in the picturesque Wailea region of Maui. This luxurious property promises an unforgettable escape with its blend of elegance, comfort, and stunning natural beauty. Upon entering Wailea Grand Champions...
Wailea Ekolu Village 1205 - 2 Bedroom Ocean View Condo
Wailea Ekolu 1205 is a two-bedroom, two-bathroom ocean view vacation residence that comfortably accommodates four people. The sweeping ocean views beyond the Wailea Blue Golf Course and lush tropical landscaping make this private vacation home feel truly idyllic. The...
Makena Surf G203 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G203 is a luxurious oceanfront vacation condo located on the second floor of the exclusive Makena Surf resort on Po\'olenalena Beach, Maui. This secluded beachfront property offers the ultimate in tropical island relaxation, providing a peaceful retreat for...
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...
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...
Gorgeous Modern & Sophisticated Remodeled Ocean Front 2 Bedroom Condo
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***POOL WILL BE CLOSED FROM SEPTEMBER 9-13th of 2024***Beach chic, stylish and modern condo, completely remodeled ocean view condo at Maui Sunset waiting for you! This tropical oceanfront complex has long...
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...
Kauai Kailani 217 Beautiful Air Conditioned 2 Bedroom Condo in Kapaa.
Summary:Beautiful Air Conditioned Condo with Lots of Charm and Character. 2 Swimming Pools Onsite!The Space:This beautiful air-conditioned home is well maintained and in "like new" condition. You will love being this close to the beach, and relaxing in comfort when not...
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...
"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...
#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...
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath
Summary:Makahuena 1310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 BathThe Space: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...
Nihi Kai 509 Resort Center - 2 bedroom/2 bath, AC
Summary:Stay cool and comfortable in this fully air-conditioned 2BR/2BA condo just a short walk from Poipu Beach and Brennecke’s Beach. Nihi Kai 509 features a two-level layout with garden views, an updated kitchen, private lanai, and access to a heated oceanfront pool,...
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...
Kauai Exclusive - Nihilani 1A Tropical Villa in Princeville
Spacious and elegantly appointed, this new two-bedroom, two-bath villa is suited with a contemporary Hawaiian feel. With over 1,400 square feet of living space, Nihilani Villa 1A is the perfect home away from home. This little piece of paradise is fit with central A/C,...
Kuilima Estates West - remodeled 2 bedroom ( 2nd bedroom is large loft)
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. We also have tennis and pickleball courts, miles of walking...
Hale Kamaole 327 Ocean Views-2 Bedroom 2 Bathroom
Welcome to South Maui, home of consistent sunny weather! 327 Hale Kamaole (Kamaole Ocean Views) welcomes you to a beach community where you can enjoy the ocean view and spacious accommodations. Hale Kamaole boasts more than 7 acres of beautifully maintained grounds...
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...
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...
Deluxe OCEANVIEW and Gorgeous 2 Bedroom 2 Bathroom LOFT
*A newly installed split AC system provides efficient climate control throughout the property.*Oceanfront Elegance: Spacious Maui Condo with Loft and Stunning ViewsPrepare to be captivated from the moment you step into this breathtaking fourth-floor condo, where...
Kauai Exclusive - Regency at Poipu Kai 114 - Ground Floor Suite w/ AC!
Regency at Poipu Kai 114 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...
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...