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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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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 WAIKOLOA, Hawaii

"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...

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

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 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

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....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

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...

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

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

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.

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

WOW - DIRECT OCEANFRONT - AC - SANDS OF KAHANA - SLEEPS 4 - n2 BEDROOM - 2 BATH

***WOW - DIRECT OCEANFRONT - AC***SANDS OF KAHANA RESORT/HOTEL ZONEDThe 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 Sands of Kahana Resort. Whether you're looking...

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

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 &...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waimanalo, Hawaii

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...

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

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Koloa, Hawaii

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....

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

Cozy Maui Condo Near Kaanapali with Beach Park in Front of Complex! 2 Bedrooms!

Located on Maui's famed West side you will be 70 yards away from a Beach Park with playground equipment, swings, benches & tables, and a protected beach - great for young children and for watching the whales and sunsets, plus the Honokowai Farmers Market, and shopping...

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

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...

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

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...

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

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...

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

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...

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

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...

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

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...

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

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...

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

Luxurious 2 Bedroom ~Tropical Garden & Ocean View

Travelers looking for the FINEST and most LUXURIOUS accommodations, look no further... This top floor, 2 bedroom and 2 bath condo is nestled on the Ocean Bluff with both Tropical Garden and Ocean Views. This Condo is a SECRET GEM offering High End COMFORT in Paradise....

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

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 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapaa, Hawaii

Westin Princeville Ocean Resort 2 Bedroom Villa - Full Resort Access

Welcome to the Westin Princeville Ocean Resort Villas, a uniquely peaceful paradise that is Kauai. The Resort and Villas sit along a 200 foot cliff overlooking Kauai’s pristine North Shore. It is near Anini Beach and a short drive to the picturesque Hanalei Lookout....

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

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...

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

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...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 kapaa, Hawaii

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...

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

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waikoloa Village, Hawaii

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...

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

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

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....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Napili-Honokowai, Hawaii

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,...

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

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...

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

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...

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

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...

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

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...

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

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...

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

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...

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

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...

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

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...

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

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...

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

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

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...

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

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...

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

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...

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

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...

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

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...

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

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Hilo Lagoon Centre 707, air conditioned 2 bedroom, 2 bath condo in Hilo

Hilo Lagoon Centre is a mid-century modern building in downtown Hilo, Hawaii Island. Our condo unit 707 offers sweeping views of Mauna Loa, Mauna Kea mountains and the vibrant downtown area. Inside you have two suites flanking the main living area with kitchen....

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

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...

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

Spacious 2 Bedroom 2 Bathroom City View Condo at the Ilikai Hotel

Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. You'll love the open floor plan with lots of natural lighting, a spacious balcony, AC, and thoughtfully...

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

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