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.
Marriott Waiohai Beach Club: 2 bedroom Villa oceanfront resort on Poipu Beach
Marriott's Waiohai Beach Club - 2 Bedroom, 2 Bath, Full Kitchen, sleeps 8. Full Resort Access.Units assigned upon check-in. Full access to the resort’s services and amenities are included with every reservation. Located on the beautiful Poipu beach on the island of...
Kamaole Nalu 201 - Updated bright 2 bedroom ocean front
Book with us and come to Maui to explore everything we have to offer!The open design allows easy flow between the kitchen, dining, living area, and lanai. The modern kitchen has granite counters, a stovetop, a convection toaster & microwave ovens. The Master bedroom...
** 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...
** 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...
** 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...
** 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...
** 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...
** 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...
** 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...
NEW! Honua Kai | Free Rental Car | 2 Bedroom, 2 Bath Ocean View | Spacious Lanai | HKH-305
** 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-2490
** 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...
** 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...
2 Bedroom Resort View - Platinum
Kaanapali Alii 3343 Bedrooms | 2 Bathrooms | Sleeps 8 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 334, a gorgeous 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. This...
Welcome to Kaanapali Alii 2116, a luxury vacation rental nestled in the heart of Lahaina, Maui. This deluxe two-bedroom, two-bathroom condominium offers a serene escape with breathtaking views of the West Maui Mountains and lush greenery. Ideal for a family-friendly...
Kaanapali Alii 41132 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 4113, a beautifully appointed one-bedroom mountain view residence with a fully enclosed den that comfortably serves as a second...
Makahuena 2-105 Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Beautiful new renovation to this charming two bedroom 2 bath, ground floor condo. The living and dining areas are spacious and breezy, just steps from the pool. Generous kitchen for cooking fabulous meals, and the lanai looks out over the ocean with a great view of...
Waikiki - 2 Bedroom 2 Bathroom, washer/dryer in unit, full kitchen, free parking
PROPERTY OVERVIEW2-bedroom, 2-bathroom condo with fully equipped kitchen, in-unit washer/dryer, and a free assigned parking space. A second parking space is available upon request. Sliding doors allow natural trade winds to flow through the unit. High-floor location...
Welcome to your tranquil haven at Cottage 2, nestled in the heart of Koloa. This charming 3-bedroom, 3-bathroom retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends. Each bedroom is equipped with a plush king-sized bed,...
The Lodge at Kukui‘ula - Bungalow 15
Step into the pinnacle of tropical luxury and comfort when vacationing in a two-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. Guests staying at Bungalow 15 enjoy privileged access to the esteemed amenities of The Club at Kukuiʻula. This exclusive enclave along...
The Lodge at Kukui‘ula - Bungalow 10
Indulge in the opulent comfort of the two-bedroom bungalows at The Lodge at Kukui‘ula on Kaua'i, offering privileged access to the esteemed amenities of The Club at Kukui'ula. This exclusive enclave along Kaua'i's southern coast boasts an 18-hole Tom Weiskopf designed...
The Lodge at Kukui‘ula - Bungalow 7
Bungalow 7 is a spacious ocean-view vacation home along Kaua'i's ideal southern coastline. It is the only two-story bungalow in our collection, offering commanding ocean views from the upstairs primary bedroom. This bungalow is conveniently within walking distance of...
The Lodge at Kukui‘ula - Bungalow 6
Welcome to Lodge at Kukui'ula Bungalow 6, a luxurious two-bedroom private retreat nestled on the pristine South Shore of Kauai. This idyllic bungalow offers the perfect blend of tranquility, modern comforts, and island charm. Designed with meticulous attention to...
** 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...
2 bedroom Waikiki Apt sleeps 6 PARKING included with stay
This roomy apartment is perfect for a family or group. There are two separate bedrooms-both with queen sized beds. Both bedrooms also have a basic desk with chair which can also be used as a vanity table. The living room has a pull out queen size sofa bed. I have...
Whaler | 2 Free Rental Cars | KBM Resorts | Kaanapali Beach | 2 Units, 2 Bedrooms | WH ML-1580
** 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...
** 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...
Bali Hai Villas - 2 Bedroom Deluxe
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 the resort as a basecamp for your many Hawaiian adventures.NOTE:...
Kauai 2 Bedroom Villa Sleeps 8
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.The resort is beautifully landscaped with waterfalls and lagoons, lush tropical plants, and the sandy shores of Poipu Beach just steps away. While the beach is perfect for children, the...
Kona Hawaiian Resort 2 Bedroom w/ POOL
At Kona Hawaiian Resort in Kailua-Kona on the Big Island's west coast, you'll feel transported to a simpler, unspoiled era. Designed to evoke the charming traditional Hawaiian island ambiance of the 1930s, the resort blends nostalgic details with modern amenities and...
** 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...
Wyndham at Waikiki Beach Walk - Deluxe 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. Each of the units in this timeshare property feature a fully equipped...
Kihei 2 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Located in South Maui, nestled within five acres of lush tropical landscaping. This low-density complex features amenities such as a large swimming pool, hot tub, tennis and pickleball...
Monthly- Chateau Waikiki 3513 2 Bedroom Ocean / Diamond Head
PANORAMIC OCEAN / Diamond Head VIEWS, 10 Minute Walk to Beach, 2 Bed Room, Furnished. No smoking condo. 2 Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 2 Month Minimum / contact Agent.Spectacular ocean, volcano, mountain and town views from...
** 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...
** 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...
Kanai A Nalu 416 Oceanfront 2 bedroom Overlooking South Maui Ocean
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 2 bedroom/2 bath condo home. Wander right out to the beach. The split air-conditioned unit is fully equipped, including an in-unit washer/dryer. The primary...
** 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...
** 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...
Kailua Bay Resort#2-306: Top Floor Corner 2 bedroom condo with Ocean Views
Top-Floor Gem in the Heart of Kona – Kailua Bay Resort 2-306Welcome to your Hawaiian getaway at Kailua Bay Resort, Unit 2-306 — a stunning top-floor 2-bedroom, 2-bathroom condo that has been beautifully remodeled for modern island living. Located in the heart of...
Princeville Kauai 2 bedroom 2 Bath Sleeps 5
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This premier complex, perched on a verdant bluff, provides a paved path to Hideaways Beach, where you can snorkel, swim and soak up the sun. On-site amenities include a restaurant,...
Waikiki Ocean City View 2 Bedroom 2 Bath
Summary:Newly Renovated Waikiki Split 2BR/2BA Efficiency Unit. Free garage parking.The Space:Reconnect with loved ones in this family-friendly place. Situated at the entrance of Waikiki, our delightful split 2Br 2BA efficiency unit in the Hawaiian Monarch building...
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Hawaii Tax ID: TA-080-374-1696-01Welcome to Maui Banyan G402C, a stunning condo located in the heart of South Kihei, where the beauty of the Hawaiian landscape meets modern comfort. This inviting two-bedroom, two-bathroom retreat offers a partial ocean view, perfect for...
** 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...
** 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...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Studio Value Price | 2 Units, 2 Bedrooms | HK ML-1329
** 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...
Kaanapali Alii 2952 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Experience the warmth of Hawaiian hospitality in Kaanapali Alii 295, a beautifully appointed two-bedroom ocean-view residence featuring classic Hawaiiana décor,...
Fairway Villas at Waikoloa Golf View 2 Bedroom
Enjoy beautiful golf course views from this bright two-bedroom condo on the scenic Kohala Coast. Lots of room to relax and unwind and ideal for exploring the Big Island’s beaches and natural beauty. Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200...
Royal Kahana Maui 410 Oceanfront 2 Bedroom
Step into your oceanfront two-bedroom retreat with expansive views of the Pacific, just moments from the beach. Ideal for families, couples, or friends seeking a memorable Maui escape. Unit 410 Oceanfront 2 Bedroom 2.5 Bath• 4th floor condo with large balcony with views...
Fairways Villas at Waikoloa E4 Golf View 2 Bedroom
This spacious condo overlooking the fairways offers a peaceful island escape. Perfect for families or couples traveling together, it combines comfort, space, and easy access to beaches and golf. Unit E4 Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200...
Kuhio Shores Unit 114 Oceanfront 2 Bedroom 2 Bath
Located on the sunny South Shore of Poipu Beach, just steps from the water’s edge. This oceanfront condo is perfect to watch magnificent sunsets, surfers and sea turtles as well as snorkel at the beach right in front of the building. Kuhio Shores Unit 114 Oceanfront 2...