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.
Westin Nanea - Full Resort Access - 2 Bedroom Resort View
Nestled along the coast where azure waves kiss golden grains of soft sand lies the incomparable Westin Nanea Ocean Villas Kaanapali. This 4-star condominium resort has an array of amenities, activities, and authentic Hawaiian hospitality to ensure you and your guests...
Special Discounted Rates-2 Bedroom 2 Bath-Private Lanais-Cold AC-Five Stars!
Kahana Sunset unit C5 welcomes you with much ALOHA....This unique condo is a beachfront property on the world-famous West Coast of Maui between Kaanapali and Kapalua. Kahana Sunset fronts one of Maui's most romantic white sandy beaches, nestled on protected Keonenui...
"Sunny Daze" at Lae Nani 522 -Oceanfront, Second Floor, 2 Bedroom | 2 Bathroom
"Sunny Daze" Lae Nani Oceanfront 2-Bedroom, 2-Bathroom CondoSituated in the most desirable building on the Lae Nani property due to its proximity to the ocean, this vacation condo in Kauai sits just 100 yards from the shore. With an oceanfront lanai off both the living...
Ocean View - Pili Mai 12G - 2 Bedroom Suite Sleep 8 - AC, Pool & Fitness Center
Our "Ha'upu Hale" is a beautiful, brand new, two-bedroom townhome located at the Pili Mai resort in Poipu, Kaua'i with AC, Pool, and Fitness Center. Enjoy Ha'upu Mountain Views, and be entranced in beautiful sunrise views surrounded in serene Kaua'i harmony!The...
Exceptional reviews! SPECTACULAR! ground floor Oceanview from Lanai, 2 bedroom
Dine on the lanai while mesmerized by the waves and beautiful tropical setting. A perfect place to relax and unwind, this condo has a beautiful view of the ocean from the lanai. With tropical garden views and the sound of the waves in the background, relax and enjoy...
Oceanfront, Second Floor, 2 Bedroom | 2 Bathroom with Incredible Oceanfront Views
Lanikai 122 – Luxury Oceanfront Living on Kauai's Coconut CoastWelcome to Lanikai 122, a serene second-floor oceanfront condo offering panoramic views of Wailua Bay and upscale island living. With two spacious bedrooms, each featuring king beds, ensuite baths, and air...
2 Bedroom Luxury Condo at the Terrace. Walk to beach & Hotel; openings Sept-Oct
Our luxury condo (F101 at the Mauna Lani Terrace) is walking distance (5 min) from the new Auberge Mauna Lani Resort, with nearby restaurants, tennis, and golf facilities. It’s a short walk (10 min) to one of the Islands best beaches with snorkeling, paddle boarding,...
Waikiki 2 Bedroom with Free Parking
Legal transient vacation rental Permit 2211-CCH-0190Amazing location! Right in the heart of Waikiki Our beautiful beach condo is located 2 minute walking distance to the waikiki beach & one block away from the Honolulu Zoo. This location is the best location in Waikiki...
"Bay Watch" at Lae Nani 335- 2 Bedroom Ocean View Condo with AC
"Bay Watch" at Lae Nani ***FULLY AIR-CONDITIONED***Escape to paradise and experience the true essence of luxury living with our newly renovated unit located on the top floor of building 3. With its breathtaking ocean views and impeccable design, this is the ultimate...
Includes Beach Club Access-2 bedroom 2 bath condo
Summary:Palm Villas I-2 is a spacious two-bedroom, two-bath condo located on the ground level of a quiet six-plex building in the Palm Villas at Mauna Lani. With approximately 1,100 square feet of living space, this home comfortably sleeps up to four guests.The...
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...
Stunning 2 bedroom retreat. Perfect location for exploring beautiful Maui!
2 bedroom, 2 bath, sleeps 7 ~ non smokingYour vacation dreams will be realized with this beautiful two bedroom, two bath tropical retreat.Imagine waking up to the sound of the ocean, tropical birds, and a babbling Koi pond fountain. This condo is well appointed with...
North Shore Renovated 2 Bedroom + Loft & Pool - Kuilima Estates West
Aloha and welcome to our spacious and beautifully renovated North Shore Turtle Bay Resort 2 Bedroom condo that includes an additional 3rd loft room + 2 bathrooms. Directly outside the living room is a large manicured grassy lawn and the Fazio Golf Course. This gated...
2 Bedroom, Corner Condo 20 Steps from the Beach... Oceanfront!
A touch of Old Hawaii...this charming, comfortable, up-to-date, 2 bedroom corner condo is located on the ground floor of the two story 12 unit Pikake Condominiums in Honokowai. No long treks from the parking lot... our parking is close to our front door. The beach and...
Large condo in Princeville, G.C. View. nSleeps 6, n2 bedroom with loft 2.5 bath
2 master bedrooms, 2 1/2 baths with a loft. 2nd floor unit, sleeps 6 comfortably. Fully stocked kitchen, full sized washer/dryer, assigned parking, color TVs with cable, VCRs and wifi, two lanai decks.Swimming pool with barbecue on property. Close to beautiful beaches...
401 - 2 Bedroom High End Breathtaking Ocean Views - 40 feet from the water!
When only the Best will do!* Ocean front condo has been fully remodeled * 100 feet from one of the finest beaches in Maui - Wonderful snorkeling and water sports at your doorstep! * Watch the whales from your private Lanai This fourth floor oceanfront condo at the Kihei...
2 Bedroom on Kaanapali Beach - Papakea Resort L407
Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest bedroom with a queen...
Island Chic - Zen Retreat - A/C in 2 Bedrooms
Welcome to your modern haven of island living, where sleek design and thoughtful amenities converge to create a stylish retreat. This residence boasts not one but two master suites, a well-appointed guest room, a private office with a sleeper sofa and a range of...
OCEANFRONT 2 BEDROOM LAULOA 207
Two bedroom-two bath condo on second floor of Lauloa. Walk to end of block and visit the Maui Ocean Center, several restaurants and shops, or take a cruise from the harbor with the Pacific Whale Foundation.At the other end of the block you can walk along the longest...
April rates ONLY 129/nt ! Accommodates 6 guests/ 2 BEDROOM !
Charming Ground-Floor Retreat at Kihei Holiday just steps away from the renowned Sugar Beach, this beautifully updated 2 bedroom, 1-bathroom condo offers a serene and inviting escape to Maui. Beachfront Access & Seasonal Whale Watching just across the street! Both...
Beautiful Views from 2 bedroom Top Floor! Winter Spec #205
ALOHA AND WELCOME TO HALE KAI # 205. Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will provide you with all the comforts of home,...
Maui Kamaole I-205; 2 bedroom ocean view condo
The Maui Kamaole complex is a deluxe AAA 3-Diamond ocean view property. Amenities include 2 pool and recreation areas, including one with a waterfall and sand-bottom tropical spa/hot tub, and gorgeous landscaped grounds, as well as 2 new tennis courts.Beautiful Kamaole...
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...
Oceantfront Dream- 2 Bedroom/2 Bath Expansive View - Corner Unit
Beachfront condo #410 is a 2 bed/2 bath corner unit in building 10, on the southern edge of the property. Corner units in end buildings like this mean, extra windows with a more expansive ocean view & extra light. In this case it also means an extra-large lanai that...
KBM Resorts| Napili Point NAP-C42 Gorgeous 2 Bedrooms Ocean View, Includes Rental Car!
Oceanfront 1-bedroom villa at Napili Point with panoramic views, whale and turtle watching, full kitchen, and private lanai. Steps from Honokeana Bay and a short walk to Napili Bay beach.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
2 Bedrooms Oceanfront
This premium oceanfront Two Bedroom, Two Bath condo is conveniently located on the ground level. Master Bedroom has a King Bed with a private bathroom. Second Bedroom has a queen bed; and the living room has a queen sofa bed for the extra guests. This unit is...
Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center
This condo is near beach, across from ocean in Waikiki. The home itself is a cozy two bedroom ( Queen size beds) home and one bathroom with two balconies. This condo is perfectly situated walking distance to everything in Waikiki. We are one block from Waikiki beach,...
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...
Waikiki Cozy Apartment, 2 Bedrooms, FREE parking, Sleep 6
Aloha! Make your stay memorable at our island lifestyle vacation rental! Newly renovated 2 bedrooms with anti-noise windows, prime location in Waikiki, Honolulu, pool view, near the beaches, canal, golf course, Ala Moana & Royal Hawaiian Shopping Center, International...
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...
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...
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...
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...
Gorgeous 2 bedroom with loft villa with Private Beach Access
The Big Island offers breathtaking views and lasting memories. Now would be a great time to consider E-22 at the Golf Villas for your upcoming Hawaiian vacation. Up one flight of stairs (16 steps), you will enter a beautiful open concept living space. The living area...
2 Bedroom 3 bath in Waipouli Deluxe oceanfront condominium Resort
Mountain view unit with rich hardwood furnishings, gourmet kitchen, and spacious baths. Full kitchen with high-end appliances and In unit washer/dryer. Heated river pool, flumed water slides, sand-bottom jacuzzis, beachfront restaurant & bar, full-service spa, and...
"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...
🏖️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...
Comfortable 2 Bedroom, 2 Bath, Free Parking, Walk to Beach
Recently renovated 2 bedroom, with 2 bath and one free assigned parking.24th floor corner unit with views of the Ala Wai Canal and golf course from thelanai. Fully equipped kitchen, with dishwasher, coffeemaker, toaster and rice cooker.Washer and dryer included. Big...
Oceanview spacious 2 bedroom Kaanapali Royal gem
Welcome to Kaanapali Royal Q302. This spacious 2 bedroom, 2 bathroom condo features central AC, 3 private lanai, and everything needed to feel at home. This beautiful coastal style condo can accommodate 6 people comfortably. Located in the heart of Kaanapali this gated...
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,...
Stylish and Spacious Condo - A/C in 2 Bedrooms, Huge Lanai, Great Location
Mauna Kai 5B is the perfect retreat for large traveling groups looking to relax in style! You'll find all the familiar comforts of home inside this beautifully updated condo, and the central location to Kaua'i's North Shore makes it the ideal base for all your island...
Fully remodeled coastal ocean view 2 bedroom condo
Welcome to Hololani B603. This fully remodeled 2 bedroom, 2bathroom unit features ocean & Molokai island views from multiple rooms. Enjoy all the new high end finishes and furnishings throughout. This upscale unit can accommodate 6 people. Admire sunsets, sailboats, &...
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...
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...
Beautiful spacious 2 bedroom townhome at Mauna Lani! With A/C and WIFI!
Make memories and enjoy the perks of this quiet gated community at The Fairways at Mauna Lani. This spacious townhome has all the amenities and is located north of the Kona International Airport, on the sunny Kohala Coast. This townhome is nestled in the prestigious...
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...
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....
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...
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!...
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...