Comfortable Two-Bedroom Vacation Rentals in Hawaii for Families and Small Groups

Hawaii two-bedroom vacation rentals are perfect for families and small groups seeking a balance of comfort and space. Located in resort communities and beachfront settings, these rentals feature multiple bedrooms, full kitchens, and private lanais - ideal for relaxing and enjoying island life together.

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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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

2 Bedroom - Westin Princeville Ocean Resort 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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Koloa, Hawaii

Turtle Bay unit 6, 2 bedrooms w/LOFT - Kuilima Estates

*NEW A/C : LIVING ROOM AND PRIMARY SUITE (2024).Wish You Were Here... on Oahu's famous North Shore at the world class Turtle Bay Golf and Tennis Resort. Spacious 2 bedroom, 2 Full Bath west side condo also has a bonus loft (w/2 twin beds). Kitchen/bathrooms remodeled in...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapaa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Lahaina, Hawaii

2 Bedroom 2 Baths at Golf VIllas M-2

Experience the perfect mix of magnificent golf course views, endless beach delights, and serene Hawaiian scenery during an exclusive stay in our two-bedroom villa nestled within the Golf Villas at Mauna Lani. Come and experience a memorable stay in Hawaii! As a guest of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waimea, Hawaii

"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 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapaa, Hawaii

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,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

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...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Ocean View - 2 Bedroom - Westin Kaanapali Ocean Resort Villas North - 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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Laie, Hawaii

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....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

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,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

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,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

2 bedrooms, 2 bathrooms - Across street from beach and close to Kailua Village

Welcome to the Royal Kahili, located on Alii drive, close to everything on the Kona Coast. Within minutes of shopping, restaurants, and places of interest in Kailua Village.Enjoy the ocean view from the pool area, see the surfers at two of the Big Island’s best...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Wailuku, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kaanapali, Hawaii

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Napili-Honokowai, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

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....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Keaau, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua Kona, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 KIHEI, Hawaii

Brand New Remodel/ 2 Bedroom/ 2 bathroom /steps from the beach. Free WIFI

Enjoy Paradise at an affordable price in our completely remodeled condo.This two bedroom two bath condo comfortably sleeps four. With a queen size bed with TV and ceiling fan in the mater bedroom and two twin beds in the second bedroom. Our condo is furnished with all...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kaanapali, Hawaii

Lovely Pacific Shores 2 Bedroom Condo

Welcome to Your Maui Getaway!Condo Overview:• Location: South of central Kihei, just north of Wailea• Size: 2 Bedrooms + Convertible Sofa in Living Room, 2 Baths• Sleeps: 4-5 Guests• Accessibility: Only 35 minutes from Kahului AirportCondo Features:• Fully...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

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. A fully equipped kitchen and lanai overlooking the beach....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach! Washlet!

Regency on Beachwalk #66 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk, right in...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Lahaina, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kihei, Hawaii

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....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihe, Hawaii

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