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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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

"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

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...

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

Ocean views from every room @ this 2 bedroom condo

Ocean views from every single room on this 4th floor corner unit. This 2 bedroom, 2bathroom unit features ocean & Molokai island views. This unit can accommodate 6 people with the living room's queen sofa sleeper. Enjoy sunsets & whale watching from your large private...

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

SV4205 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEW.

This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Direct oceanfront views, excellent complex, close to town. Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is centrally located located 1 mile from...

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

Kauai Kailani 217 Beautiful Air Conditioned 2 Bedroom Condo in Kapaa.

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 on the go. The kitchen contains all the amenities if you decide to skip Kauai's local cuisine and cook at...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapa?a, Hawaii

Ocean Front Balcony, 2 Bedrooms, Full Kitchen

Legally permitted vacation rental - 2947 Kalakaua Ave #701** For your health and safety, we utilize additional Sterilization procedures between reservations.Recently remodeled with 2 separate bedrooms. Also features full kitchen and wrap around lanai with ocean front...

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

LUXURY OCEAN FRONT 2 BEDROOM CORNER SUITE, 1,000 SQ FT

LUXURY OCEAN FRONT SUITE, 1,000 SQ FT, 2 MASTER BEDROOMS, FULL KITCHENPERFECT LOCATION WITH ELEGANT STYLE AND BRETHTAKING VIEWSStunning ocean and marina views in the world-famous Ilikai building! 2-bedrooms and 2-bathrooms with 2 lanais in the corner unit! Sweeping...

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

2 Bedroom Ocean View w/Lanai – Kaha Lani 107

Castle Kaha Lani Resort #107 - Celebrate Kauai’s east shore paradise! This newly renovated 739sf corner suite wows with floor-to-ceiling windows that unfold to stunning sunrises, cool trade winds, crashing waves and a romantic tiki torch aura. Enjoy ground floor...

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

Menehune Shores #424: Completely Remodeled Ocean Front 2 bedroom condo

Completely Remodeled Ocean Front two-bedroom condo located at the Menehune Shores in Kihei creates the perfect spot for your Maui getaway. The lanai is a great place to relax and enjoy the ocean views. The beach in front of the property is great for taking morning walks...

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

Deluxe OCEANVIEW and Gorgeous 2 Bedroom 2 Bathroom LOFT

*Regarding September 2024 - The Kamaole Sands Complex is finishing up other building renovations which only potentially impacts some parking instructions.Your breath will be taken away the moment you step foot into this gorgeous, fourth floor condo with its beautiful...

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

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...

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

Spacious 2 bedroom villa with ocean views from master

Kahana Villa E409! This 2-bedroom, 2-bathroom condo features tall windows that allow in wonderful natural light and a private lanai with peek-a-boo ocean views from the 4th floor. Better ocean views are visible from the loft bedroom upstairs and bathrooms. This property...

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

Remodeled in 2022, Diamond Head 2 Bedroom Oceanfront condo

Legal Vacation Rental - 2947 Kalakaua Ave #601Gorgeous blue ocean view from your Lanai. Restful sleep in this two bedroom large suite, with full kitchen and shower/tub combo. This condo provides quiet yet you are only 5 minutes away from the night life. Superb 'postcard...

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

514 - Oceanfront 2 bedroom Ocean View with A/C!

This fifth floor two bedroom oceanfront condo at the Kihei Surfside Resort is located on the mauka (mountain) end of the building. This air-conditioned unit has great ocean views from the kitchen, living room, dining area, master bedroom and lanai. The bathrooms of this...

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

Maui Sunset B218 ~ 2 Bedroom Beautiful Ocean Views, Full Kitchen

Relax and unwind in this tastefully done Hawaiian Island style 2 bedroom / 2 bathroom condo. Feel the spirit of Maui as you watch the spectacular Sunsets, and whale watching during the whale season from your Lanai. Maui Sunset grounds are immaculately groomed with...

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

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...

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

Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!

Experience modern comfort in this beautifully remodeled 2-bedroom corner condo at the iconic Ilikai Hotel. Featuring elegant travertine flooring throughout, spa-like bathrooms with travertine showers, and a fully upgraded kitchen with high-end granite countertops and...

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

MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath

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 full loft, offering breathtaking views of Poipu Beach and its stunning sunsets. As an end unit, this...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Koloa, Hawaii

Spectacular Oceanfront 2 bedroom Villa with Sweeping Views, AC & pool.

Introducing our exclusive Oceanfront 2-bedroom Alii Villa, just 30 feet from the water! This luxurious home boasts an expansive great room with panoramic ocean views that seamlessly extend to the covered oceanfront lanai, offering the best sunset views in Maui. The...

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

Turtle Bay Luxury 2 Bedroom. Upper Floor with Upgrades. 90/TVU-0512

Come relax and play at our Turtle Bay hideaway. Our lovely 2 story condo is perfect for families or couples who like more spacious accommodations while staying here at Turtle Bay. Vaulted ceilings and a large lanai add to the feeling of roominess. Well stocked, gourmet...

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

414 - Gorgeous 2 Bedroom Oceanfront property with A/C!

Enjoy Hawaiian Paradise in our comfortable fourth floor, two bedroom, two bath, air-conditioned oceanfront condominium (830 sq ft). Kihei Surfside 414 features a relaxed environment with a tropical ambiance. We are very pleased to share the modern and spacious feel...

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

Quaint stand-alone cottage - 2 bedroom 2 bath

GE/TAT #181-710-4896-01 - "Hawaiian Cowboy Cottage"This is a unique stand alone cottage in the Princeville Paniolo condominium complex. The cottage has two large living spaces. Walk in the front door and turn right, that leads to the main living area, featuring living,...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Gorgeous 2 bedroom with a stunning ocean view

LOCATION!!! This condo puts you right on Waikiki Beach with a view to match. The interior boasts a spacious floor plan of over 1,000 sq ft with full kitchen, work space and large lanai. With a fully stocked kitchen you can choose to enjoy home cooked meals on your...

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

Maui Parkshore 312: Ocean View 3rd floor 2 bedroom condo in South Maui for 6

**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**Enjoy the ocean views from this 2-bedroom, 2-bathroom S. Kihei vacation rental. This vacation rental features new tile flooring in the...

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

Haleakala Shores B205~ Spacious 2 bedroom, 2 bath, across from Kamaole III

Haleakala Shores- Relaxing two bedroom, two bath condo - just across the street from Kamaole Beach Park III and easy walking to shops and restaurants. Features a queen size bed in the master and two twin beds in second bedroom. Each bedroom has an en suite bathroom....

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

2 BEDROOM, 2 BATH ON THE GOLF COURSE WITH OCEAN VIEWS!

You will be so comfortable at this 2 bedroom ground floor condo in Keauhou. A view of the ocean across the beautiful Keauhou Country Club Golf Course from the large living area, master bedroom and spacious covered lanai with it's own little garden area. Country Club...

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

2 bedroom fully furnished and all included in downtown Kona with swimming pool

This condo is close to everything. 5 minute walk from the ocean.Renovated 2 bedroom apartment in the heart of Kona.You can walk everywhere.2 queen-sized beds with couch and one extra rollaway bed to accommodate up to 5 people (best suited for 4 people.) The bed linens...

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

2 bedroom spacious house (upstairs unit) in the heart of Hilo town

Conveniently located home in the center of Hilo town, quiet, safe street with great neighbors. Within walking distance to shops and restaurants. Upstairs spacious unit with 2 bedrooms, one with a new king bed and the other with a new queen bed, large bathroom with tub,...

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

Remodeled 2 bedroom oceanfront gem on 6 mile Sugar Beachn

Welcome to Kihei Beach Resort 501. This remodeled 5th floor 2 bedroom 2 bathroom condo is ready to be your Maui home away from home. Beautifully updated & perfectly located on the sandy six mile stretch known as Sugar Beach. This condo accommodates 6 people and features...

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

Kona Makai 6-305 GORGEOUS OCEANFRONT, TOP FLOOR, 2 BEDROOM

Absolutely stunning unit at Kona Makai! Unit#6-305 is a gorgeous fully remodeled top floor unit. It features a spacious 2 bedroom, 1 bathroom oceanfront space of 779 square feet & an 122 square foot lanai. This condo can sleep up to 6! Breathtaking ocean, mountain, and...

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

50% drop in price 2 bedroom Westin Kaanapali Ocean ResortVilla's12/31/23-1/7/24

Imagine waking up to palm trees swaying and the ocean's sound, straight out of a dream! Paradise, Whales, Sea Turtles, and Rainbows.Indulge yourself in the ultimate getaway! Whether you prefer the beach, the pool, or shopping downtown. The Westin has almost everything...

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

Hilton timeshare in Big Island 2 bedroom 2 bath

I have multiple weeks for this property through out the year. If the date you are looking for is not available, just email / message or text me and I be more than happy to look up your specific date. The property name is Kohala Suites by Hilton Grand Vacation. You can...

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

Brand New Oceanfront 2 Bedroom / 2 Bath Condo

Experience the best of oceanfront resort living in this 2-bedroom condo with a loft, comfortably accommodating 6 guests. Located on the top floor, this unit offers breathtaking, unobstructed views of the ocean, whales, and stunning sunsets from the living room and...

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

#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...

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

2 Bedroom Stunner! Upper floor! Right on Ocean! Book Winter #211

ALOHA AND WELCOME TO HALE KAI # 211 Located on the beautiful island of Maui just 150 feet from the beautiful Pacific ocean, Hale Kai # 211 can be your home away from home. Our condo offers ample space, (988 sq. ft.), privacy and a prime location. With two bathrooms, two...

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

KBR #202 - 2 Bedroom /2 Bath Ocean Front Upgraded Condo in Sugar Beach!

Experience the ultimate beachfront getaway at Kihei Beach #202, a beautifully upgraded 2-bedroom unit located on the 2nd floor. With central A/C, stunning ocean views, and a newly renovated kitchen, this condo offers a serene and luxurious retreat. The master and guest...

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

Maui Parkshore **Ocean View** 2 Bedroom 2 Bath

Fully furnished ocean view condo in south Maui by arguably the best beach in Maui. The 2 bedroom unit has a king bed in the master and 2 twin beds in 2nd bedroom.The kitchen offers granite counter tops, back splash and island range oven. There is a stacked washer and...

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

Maui Kamaole J214: Remodeled 2 bedroom condo with Ocean views, sleeps 6

Stunning remodel completed at the end of 2018 in this two-bedroom ocean-view condo at Maui Kamaole. This beautiful remodel can be most enjoyed in the kitchen and two full bathrooms. The furnishings in this condo are a mixture of tropical and modern and create a feeling...

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

Kahana Manor 502 Remodeled 2 bedroom 2 bath Oceanview

Book with us and come to Maui to explore everything we have to offer!Portable ACs installed in both bedrooms (not pictured).This remodeled 2-bedroom 2 bath Kahana Manor condominium has everything you need to relax in Maui. The granite and stainless-steel kitchen is...

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

Rear Ocean View 2 Bedroom Single Level Condo at Kamaole Sands 9-305

ook with us and come to Maui to explore everything we have to offer!Now with newly remodeled bathrooms!A rare single level 2 bedroom/2 bath unit with beautiful ocean views at the Kamaole Sands Resort. Enjoy our new and quiet split Air Conditioner in both bedrooms and...

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

Most Sought After Condo! Gorgeous 2 bedroom on 9th fairway!

Waikoloa Villas E102 is a ground floor 2 bedroom/2 bathroom fully furnished condo.As you enter the condo, you will get the feeling of being home for your vacation. Wood flooring throughout the main living areas with tile in the kitchen and bathrooms. On your left is the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

Maui Kamaole I212: Enjoy Ocean Views from this 2nd Floor 2 Bedroom 2 ba condo

Ocean views from this second floor condo are sure to be a sight you'll never forget. Rattan furnishings with Tropical accents adorn this unit to create an island feel perfectly fitting for your Maui vacation. Your view from the living space balcony could compel you to...

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

Spacious 2 bedroom Villa with large loft over Pool and Abay with amazing sunsets

Located in the beautiful resort of Waikoloa Beach near Marriott and the Hilton hotel in the Kohala Coast is a beautifully furnished 2 bedroom condo with 2 full bathrooms along with a 2nd level loft that can serve as the 3rd bedroom if necessary. The condo overlooks the...

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

Spacious 2 bedroom 2 bath Palms at Wailea 1703

Book with us and come to Maui to explore everything we have to offer!Enjoy the beautiful lanai and grounds of the Palms at Wailea with this elegant vaulted ceiling two bedroom two bath condominium in north Wailea. The gardens are spectacular and include a beautiful pool...

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

Oceanfront updated 2 bedroom/2bath condo on 6 mile beach

Welcome to Kihei Beach Resort 301. This 3rd floor 2 bedroom 2 bathroom condo is ready to be your Maui home away from home. Beautifully updated & perfectly located on the sandy six mile stretch known as Sugar Beach. This condo accommodates 6 people and features central...

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

Direct, OCEANFRONT Kahana Village 2 Bedroom 2 Bath Condo

Welcome to your luxury coastal escape at Kahana Village, one of West Maui’s most beloved boutique oceanfront communities. This newly updated 2-bedroom, 2-bathroom condo offers panoramic views of the Pacific Ocean, the neighboring island of Molokai, and direct access...

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

Kauai, HI: 2 Bedroom with WiFi, Resort Pool, Near Golf Courses, Beaches & More!

Room to roam is the hallmark of these expansive, well appointed Two-Bedroom suites that are sure to impress. Discover a master bedroom with one king bed, a second bedroom with one queen or two double beds, and a living room with sleeper sofa. A balcony, washer and...

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

Waikoloa Colony Villas 1401: 2 bedroom, 2 bath located on the 10th Fairway

Posted 1/12/23: Phase IIIA Irrigation Project will start next week Monday 01/16/23. They plan to start at Building 15 and work their way back to Building 19, this is a slightly smaller section than the Phase II Section and we are hoping that it will get done quicker...

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

Cove park - Beautiful 2 Bedroom / 1 Bath. Close to beaches/restaurants/nightlife

Popular Vacation Rental near Kihei's best beaches! This highly sought after 2 bedroom, 1 bath corner unit at Kalama Terrace is close to Charley Young, Kamaole One, and the Cove beach parks. Located on the top floor, you'll enjoy ocean, Lanai and West Maui Mountain...

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

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