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.
Kapalua Ridge Villas Ocean View 2 Bedroom
Ridge Villas Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and...
2 Bedroom Deluxe Lower Level at Club Wyndham Bali Hai Villas
Spread out with the whole family in this spacious two-bedroom suite.Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use...
Wyndham at Waikiki Beach Walk - 2 Bedroom Condo
Located in Honolulu, Hawaii the Wyndham at Waikiki Beach Walk is just a short walk to a beautiful sandy beach and many great restaurants and shops including the Royal Hawaiian Shopping Center. All units feature a fully equipped kitchen, separate dining area, separate...
New Listing - Ocean View 2 Bedroom Prince Kuhio Penthouse with Pool
Welcome to The Poipu Penthouse: a rare top-floor residence at the Prince Kuhio Condominiums and one of only two penthouse units in the entire complex. Villa 402 offers a truly unique stay in Poipu, featuring one of the largest lanais in the area located just outside the...
Westin Princeville Ocean Resort Villas 2 Bedroom Unit - Many Dates Available!
Located on the north shore of the Princeville Resort, along a cliff two hundred feet above the ocean, you might just have found your paradise. The beautiful Westin Princeville Ocean Resort Villas is set on eighteen oceanfront acres and absolutely packed with the...
Princeville Luxury Ocean Resort Villas - 2 Bedrooms 2 Bathrooms, Sleeps 8 people
Experience unparalleled island luxury at The Westin Princeville Ocean Resort Villas, perched high above the sparkling Pacific on Kaua‘i’s breathtaking north shore. Enjoy a world-class Westin resort stay—often at 30–70% savings compared to booking directly.All villas are...
2 Bedroom Mountain Garden at Marriott's Maui Ocean Club - Lahaina & Napili Tower
Spread out with the whole family in this spacious two-bedroom suite. This is as classic as a Maui oceanfront resorts get. Tropical greenery, koi ponds, palm trees, and Pina Coladas around every corner. Really, this place is situated perfectly on Ka’anapali Beach, known...
Kailua Kona Hawaii 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.With the ocean just a short walk away, this condo is the perfect home base for all your vacationing needs. Inside you'll find a bright and welcoming interior with lots of natural light....
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
Escape the ordinary and embrace the extraordinary at Marriott’s Waiohai Beach Club, where stunning natural beauty and endless fun await. Nestled on the golden shores of Kauai, this two-bedroom villa offers the perfect family getaway, combining all the comforts of home...
2 Bedroom Deluxe Lower Level at Club Wyndham Bali Hai Villas
Spread out with the whole family in this spacious two-bedroom suite.Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use...
2 Bedroom Deluxe Lower Level at Club Wyndham Bali Hai Villas
Spread out with the whole family in this spacious two-bedroom suite.Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use...
WorldMark Kihei - 2 Bedroom Twin
Maui Adventure at WorldMark Kihei – Bright Two‑Bedroom Twin Retreat Product Description Two‑Bedroom Twin • King + Twin + Twin + Queen Murphy Bed • Sleeps 6 Enjoy your Hawaiian getaway at WorldMark Kihei, a welcoming full‑service resort just steps from the sun‑drenched...
Marriott's Ko Olina Beach Club-2 Bedroom Unit-Mountain View-Full Resort Access
Escape to paradise at this spacious two-bedroom Mountain View villa located in the world-class Marriott’s Ko Olina Beach Club, nestled along Oahu’s stunning western shore. Perfect for families or couples traveling together, this beautifully appointed villa offers the...
Hawaiian Escape - Grand Waikikian- 2 Bedroom Plus with Partial Ocean View
Presiding over the expansive Hilton Hawaiian Village Waikiki Beach Resort, the exquisite Grand Waikikian brings Honolulu vacation accommodations to a peerless new level: spectacular views, the ambience and service of a grand hotel, and all the comforts and conveniences...
Koloa Kauai 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance this condo is what Hawaiian living is all about. Stay close to home and play around at...
Special Lawai Beach Resort- 2 bedroom
Welcome to your tropical sanctuary on Kauai’s sun-drenched South Shore! Located directly across from the world-famous Lawai Beach, our condo at the Lawai Beach Resort offers the perfect blend of island relaxation and unparalleled adventure. Whether you are here to swim...
KBM Resorts | Papakea Resort | 2 Units, 2 Bedrooms | PK ML-3520
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Last Minute Special! 2 Bedrooms & Steps to Beach! Pool & Hot Tub!
Welcome to your perfect Maui retreat at Kihei Holiday Condo #114 — a beautiful ground-floor retreat designed for effortless beach living and unforgettable island memories. Located in desirable North Kihei, this bright and breezy 2-bedroom, 1-bath haven is just steps...
Lahaina 2 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Perched above the Kaanapali coastline on West Maui, this condo offers sweeping ocean views that can be enjoyed from the spacious furnished lanai, where you can relax with your morning...
![[New] Ocean View 2 bedroom 2 bath in Waikiki](https://media.vrbo.com/lodging/126000000/125060000/125051800/125051759/de67c11e.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
[New] Ocean View 2 bedroom 2 bath in Waikiki
Bring the whole family to this great place with lots of room for fun. Enjoy a stylish 2 bedroom 2 bathroom recently renovated condo at the Hawaiian Monarch. Perfect for vacation stays with all the comforts of home. Centrally located near Waikiki beaches, Honolulu...
Kihei resort 2 bedroom condo with AC across from the beach
Welcome to Maui Banyan T302! This third floor(no elevators) 2 bedroom, 2 bathroom resort condo is one of the best values on Maui. Enjoy peace and quiet at this back building location. Although an older aesthetic this clean and fully equipped condo can accommodate 6...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise...
Special Lawai Beach Resort- 2 bedroom
Welcome to your tropical sanctuary on Kauai’s sun-drenched South Shore! Located directly across from the world-famous Lawai Beach, our condo at the Lawai Beach Resort offers the perfect blend of island relaxation and unparalleled adventure. Whether you are here to swim...
Beautifully Remodeled 2 Bedroom/ 2 Bath- Stunning Views - Kihei Holiday #315
Kihei Holiday #315 – Ocean View Comfort in South KiheiWelcome to Kihei Holiday #315, a two-bedroom, one-bathroom ocean view condo offering a comfortable and convenient stay in the heart of South Kihei. Located directly across the street from the ocean, this third-floor...
2 bedroom 2 bath ~ Free Parking ~ minutes from the beach ~ 4 beds, sleeps 7
Experience Waikiki perfection! Our spacious 2BR/2BA condo sleeps 7 (4 beds). Amazing location just 1 BLOCK from the beach!• 1 Block to Waikiki Beach & Kalakaua Ave shops/dining.• FREE Assigned Parking (Huge Waikiki perk!) • In-unit Washer/Dryer• Full Kitchen • Nearby...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kapalua Bay Villas | Oceanfront | KBM Resorts | 2 Units, 2 Bedrooms | ML-3488
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Well-maintained lofted 2 Bedroom - Maui Vista 2411
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a queen bed while the loft includes two twin beds, while the...
Waikiki 2 bedroom Condo with Canal View and Lanai
2 bedroom, 1 bath, with a beautiful canal and mountain view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 8th floor corner unit. Short stroll to beach, dining, and shopping. Royal Aloha building is located at the gateway to Waikiki, easy access to Waikiki...
2 bedroom, 1 bath, with a beautiful canal and city view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 10th floor unit. Short stroll to beach, dining, and shopping. Located at the gateway to Waikiki, easy access to Waikiki beach, Ala Moana Shopping Center,...
Waikiki 2 Bedroom w/ Covered Parking, Family Condo
2 bedroom, 1 bath, with your assigned gated parking in Waikiki!! Royal Aloha, 625 sqft w/50 sqft Lanai located on the 3rd floor condo with cityscape views. Short stroll to beach, dining, and shopping. Fast internet. Washer/dryer on every floor.Royal Aloha building is...
Waikiki 2 Bedroom Family Condo with Gated Parking
2 bedroom, 1 bath, with your assigned parking in Waikiki!! Royal Aloha, 625 sqft w/50 sqft Lanai located on the 7th floor condo with cityscape views. Short stroll to beach, dining, and shopping.Royal Aloha building is located at the gateway to Waikiki, easy access to...
Koloa Kauai 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab!Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make This resort appear the stuff of dreams. Nestled in over twenty acres of lush tropical gardens overlooking...
2 Bedroom Twin at WorldMark Kihei
Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...
MAUI BANYAN beautiful 2 bedroom condo in Kihei, AC, directly across from beach
Nestled in Kihei, the Maui Banyan is a guest favorite. This gorgeous condo offers a tranquil retreat for travelers seeking comfort and style. With two bedrooms featuring a king bed and 2 queen beds, everyone can relax and unwind easily. Two full bathrooms and a...
Waikoloa Village Hawaii 2 Bedroom Sleeps 6
Please Send An Inquiry Before Booking By Clicking The Contact Host Tab.The resort is the perfect destination for your Hawaiian vacation. Enjoy the many amenities available 2 swimming pools, Barbecue grills and picnic areas are scattered throughout the property. Tennis...
Discover Tropical Fun and Family Adventure at Kings’ Land by HGV-2 Bedroom
Looking for the ultimate family getaway in paradise? Kings’ Land by Hilton Grand Vacations offers the perfect blend of relaxation, adventure, and luxury on Hawaii’s stunning Big Island. Whether you're exploring volcanic landscapes, snorkeling in crystal-clear waters, or...
Kona Hawaii 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want...
Maui Lahaina 2 Bedroom Villa Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This resort is located between North Ka’anapali Beach and the mountains of West Maui and features a heated lagoon pool, separate plunge pools, and a children’s sand bottom beach pool with...
Marriott's Ko Olina Beach Club 2 bedroom
The exquisite western shore of Oahu is home to Marriott's Ko Olina Beach Club, where waterfalls and fountains welcome your arrival. Only 18 miles from Honolulu, this secluded beachfront oasis is nestled within Ko Olina Resort & Marina, a lush 640-acre gated community...
Marriott's Waiohai Beach Club in perfect Koloa 2 bedroom Sleeps 6
Welcome to Hawaiʻi's Garden Isle, Kauaʻi. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poʻipū Beach, widely considered one of America's...
Westin Nanea Ocean Villas 2 bedroom Maui - Beach access to Everything!!!
Travel well at The Westin Nanea Ocean Villas, Ka'anapali, a vacation ownership resort in Lahaina, Nestled along the coast, our beach resort is the ideal gateway to unforgettable island experiences. Recharge at our WestinWORKOUT® Fitness Studio or join a ukulele or hula...
2 Bedroom Twin at WorldMark Kihei
Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...
Waikoloa Village 2 Bedroom Sleeps 6
Please Send An Inquiry Before Booking By Clicking The Contact Host Tab.The resort is the perfect destination for your Hawaiian vacation. Enjoy the many amenities available 2 swimming pools, Barbecue grills and picnic areas are scattered throughout the property. Tennis...
Napili Point | 2 FREE Rental Cars| KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP ML-2585
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Napili Point | 2 FREE Rental Cars | KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP ML-2525
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
Escape the ordinary and embrace the extraordinary at Marriott’s Waiohai Beach Club, where stunning natural beauty and endless fun await. Nestled on the golden shores of Kauai, this two-bedroom villa offers the perfect family getaway, combining all the comforts of home...
2 Bedroom at The Bay Club, a Hilton Grand Vacations Club
This delightful two-bedroom provides the perfect respite for the whole family.Celebrate the island's hidden valleys and glowing lava from the height of a helicopter tour ... or enjoy the bounty of natural beauty firsthand along lush footpaths and walking...
Hilton's Point at Poipu - Luxury 2 Bedroom Villa
Weeks are offered on a Friday, Saturday, and Sunday check-in & out in SEVEN NIGHT INCREMENTS.The REQUEST TO BOOK feature is a request for a reservation, not a confirmed stay. Please do not reserve your airfare until you have communicated with us and we have accepted the...
2 Bedrooms Condo, Steps from the Beach
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...